NCBI Taxonomy: 2873

Dictyotales (ncbi_taxid: 2873)

found 474 associated metabolites at order taxonomy rank level.

Ancestor: Phaeophyceae

Child Taxonomies: Dictyotaceae, Scoresbyellaceae, unclassified Dictyotales

Fucoxanthin

(3S,3′S,5R,5′R,6S,6′R)-3′-(Acetyloxy)-6′,7′-didehydro-5,6-epoxy-5,5′,6,6′,7,8-hexahydro-3,5′-dihydroxy-8-oxo-β,β-carotene

C42H58O6 (658.4233)


Fucoxanthin is an epoxycarotenol that is found in brown seaweed and which exhibits anti-cancer, anti-diabetic, anti-oxidative and neuroprotective properties. It has a role as an algal metabolite, a CFTR potentiator, a food antioxidant, a neuroprotective agent, a hypoglycemic agent, an apoptosis inhibitor, a hepatoprotective agent, a marine metabolite and a plant metabolite. It is an epoxycarotenol, an acetate ester, a secondary alcohol, a tertiary alcohol and a member of allenes. Fucoxanthin is a natural product found in Aequipecten opercularis, Ascidia zara, and other organisms with data available. Fucoxanthin is a carotenoid, with formula C40H60O6. It is found as an accessory pigment in the chloroplasts of brown algae and most other heterokonts, giving them a brown or olive-green color. Fucoxanthin absorbs light primarily in the blue-green to yellow-green part of the visible spectrum, peaking at around 510-525 nm by various estimates and absorbing significantly in the range of 450 to 540 nm. -- Wikipedia [HMDB] Fucoxanthin is a carotenoid, with formula C40H60O6. It is found as an accessory pigment in the chloroplasts of brown algae and most other heterokonts, giving them a brown or olive-green color. Fucoxanthin absorbs light primarily in the blue-green to yellow-green part of the visible spectrum, peaking at around 510-525 nm by various estimates and absorbing significantly in the range of 450 to 540 nm. -- Wikipedia. D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids Fucoxanthin (all-trans-Fucoxanthin) is a marine carotenoid and shows anti-obesity, anti-diabetic, anti-oxidant, anti-inflammatory and anticancer activities[1][2][3][4][5][6][7][8][9]. Fucoxanthin is a marine carotenoid and shows anti-obesity, anti-diabetic, anti-oxidant, anti-inflammatory and anticancer activities. Fucoxanthin (all-trans-Fucoxanthin) is a marine carotenoid and shows anti-obesity, anti-diabetic, anti-oxidant, anti-inflammatory and anticancer activities[1][2][3][4][5][6][7][8][9]. Fucoxanthin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=3351-86-8 (retrieved 2024-11-06) (CAS RN: 3351-86-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

linolenate(18:3)

(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid

C18H30O2 (278.2246)


alpha-Linolenic acid (ALA) is a polyunsaturated fatty acid (PUFA). It is a member of the group of essential fatty acids called omega-3 fatty acids. alpha-Linolenic acid, in particular, is not synthesized by mammals and therefore is an essential dietary requirement for all mammals. Certain nuts (English walnuts) and vegetable oils (canola, soybean, flaxseed/linseed, olive) are particularly rich in alpha-linolenic acid. Omega-3 fatty acids get their name based on the location of one of their first double bond. In all omega-3 fatty acids, the first double bond is located between the third and fourth carbon atom counting from the methyl end of the fatty acid (n-3). Although humans and other mammals can synthesize saturated and some monounsaturated fatty acids from carbon groups in carbohydrates and proteins, they lack the enzymes necessary to insert a cis double bond at the n-6 or the n-3 position of a fatty acid. Omega-3 fatty acids like alpha-linolenic acid are important structural components of cell membranes. When incorporated into phospholipids, they affect cell membrane properties such as fluidity, flexibility, permeability, and the activity of membrane-bound enzymes. Omega-3 fatty acids can modulate the expression of a number of genes, including those involved with fatty acid metabolism and inflammation. alpha-Linolenic acid and other omega-3 fatty acids may regulate gene expression by interacting with specific transcription factors, including peroxisome proliferator-activated receptors (PPARs) and liver X receptors (LXRs). alpha-Linolenic acid is found to be associated with isovaleric acidemia, which is an inborn error of metabolism. α-Linolenic acid can be obtained by humans only through their diets. Humans lack the desaturase enzymes required for processing stearic acid into A-linoleic acid or other unsaturated fatty acids. Dietary α-linolenic acid is metabolized to stearidonic acid, a precursor to a collection of polyunsaturated 20-, 22-, 24-, etc fatty acids (eicosatetraenoic acid, eicosapentaenoic acid, docosapentaenoic acid, tetracosapentaenoic acid, 6,9,12,15,18,21-tetracosahexaenoic acid, docosahexaenoic acid).[12] Because the efficacy of n−3 long-chain polyunsaturated fatty acid (LC-PUFA) synthesis decreases down the cascade of α-linolenic acid conversion, DHA synthesis from α-linolenic acid is even more restricted than that of EPA.[13] Conversion of ALA to DHA is higher in women than in men.[14] α-Linolenic acid, also known as alpha-linolenic acid (ALA) (from Greek alpha meaning "first" and linon meaning flax), is an n−3, or omega-3, essential fatty acid. ALA is found in many seeds and oils, including flaxseed, walnuts, chia, hemp, and many common vegetable oils. In terms of its structure, it is named all-cis-9,12,15-octadecatrienoic acid.[2] In physiological literature, it is listed by its lipid number, 18:3 (n−3). It is a carboxylic acid with an 18-carbon chain and three cis double bonds. The first double bond is located at the third carbon from the methyl end of the fatty acid chain, known as the n end. Thus, α-linolenic acid is a polyunsaturated n−3 (omega-3) fatty acid. It is a regioisomer of gamma-linolenic acid (GLA), an 18:3 (n−6) fatty acid (i.e., a polyunsaturated omega-6 fatty acid with three double bonds). Alpha-linolenic acid is a linolenic acid with cis-double bonds at positions 9, 12 and 15. Shown to have an antithrombotic effect. It has a role as a micronutrient, a nutraceutical and a mouse metabolite. It is an omega-3 fatty acid and a linolenic acid. It is a conjugate acid of an alpha-linolenate and a (9Z,12Z,15Z)-octadeca-9,12,15-trienoate. Alpha-linolenic acid (ALA) is a polyunsaturated omega-3 fatty acid. It is a component of many common vegetable oils and is important to human nutrition. alpha-Linolenic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Linolenic Acid is a natural product found in Prunus mume, Dipteryx lacunifera, and other organisms with data available. Linolenic Acid is an essential fatty acid belonging to the omega-3 fatty acids group. It is highly concentrated in certain plant oils and has been reported to inhibit the synthesis of prostaglandin resulting in reduced inflammation and prevention of certain chronic diseases. Alpha-linolenic acid (ALA) is a polyunsaturated omega-3 fatty acid. It is a component of many common vegetable oils and is important to human nutrition. A fatty acid that is found in plants and involved in the formation of prostaglandins. Seed oils are the richest sources of α-linolenic acid, notably those of hempseed, chia, perilla, flaxseed (linseed oil), rapeseed (canola), and soybeans. α-Linolenic acid is also obtained from the thylakoid membranes in the leaves of Pisum sativum (pea leaves).[3] Plant chloroplasts consisting of more than 95 percent of photosynthetic thylakoid membranes are highly fluid due to the large abundance of ALA, evident as sharp resonances in high-resolution carbon-13 NMR spectra.[4] Some studies state that ALA remains stable during processing and cooking.[5] However, other studies state that ALA might not be suitable for baking as it will polymerize with itself, a feature exploited in paint with transition metal catalysts. Some ALA may also oxidize at baking temperatures. Gamma-linolenic acid (γ-Linolenic acid) is an omega-6 (n-6), 18 carbon (18C-) polyunsaturated fatty acid (PUFA) extracted from Perilla frutescens. Gamma-linolenic acid supplements could restore needed PUFAs and mitigate the disease[1]. Gamma-linolenic acid (γ-Linolenic acid) is an omega-6 (n-6), 18 carbon (18C-) polyunsaturated fatty acid (PUFA) extracted from Perilla frutescens. Gamma-linolenic acid supplements could restore needed PUFAs and mitigate the disease[1]. α-Linolenic acid, isolated from Perilla frutescens, is an essential fatty acid that cannot be synthesized by humans. α-Linolenic acid can affect the process of thrombotic through the modulation of PI3K/Akt signaling. α-Linolenic acid possess the anti-arrhythmic properties and is related to cardiovascular disease and cancer[1]. α-Linolenic acid, isolated from Perilla frutescens, is an essential fatty acid that cannot be synthesized by humans. α-Linolenic acid can affect the process of thrombotic through the modulation of PI3K/Akt signaling. α-Linolenic acid possess the anti-arrhythmic properties and is related to cardiovascular disease and cancer[1]. α-Linolenic acid, isolated from Perilla frutescens, is an essential fatty acid that cannot be synthesized by humans. α-Linolenic acid can affect the process of thrombotic through the modulation of PI3K/Akt signaling. α-Linolenic acid possess the anti-arrhythmic properties and is related to cardiovascular disease and cancer[1].

   

DL-Mannitol

(2R,3R,4R,5R)-hexane-1,2,3,4,5,6-hexol

C6H14O6 (182.079)


D-mannitol appears as odorless white crystalline powder or free-flowing granules. Sweet taste. (NTP, 1992) D-mannitol is the D-enantiomer of mannitol. It has a role as an osmotic diuretic, a sweetening agent, an antiglaucoma drug, a metabolite, an allergen, a hapten, a food bulking agent, a food anticaking agent, a food humectant, a food stabiliser, a food thickening agent, an Escherichia coli metabolite and a member of compatible osmolytes. Mannitol is an osmotic diuretic that is metabolically inert in humans and occurs naturally, as a sugar or sugar alcohol, in fruits and vegetables. Mannitol elevates blood plasma osmolality, resulting in enhanced flow of water from tissues, including the brain and cerebrospinal fluid, into interstitial fluid and plasma. As a result, cerebral edema, elevated intracranial pressure, and cerebrospinal fluid volume and pressure may be reduced. Mannitol may also be used for the promotion of diuresis before irreversible renal failure becomes established; the promotion of urinary excretion of toxic substances; as an Antiglaucoma agent; and as a renal function diagnostic aid. On October 30, 2020, mannitol was approved by the FDA as add-on maintenance therapy for the control of pulmonary symptoms associated with cystic fibrosis in adult patients and is currently marketed for this indication under the name BRONCHITOL® by Chiesi USA Inc. Mannitol is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Mannitol is an Osmotic Diuretic. The mechanism of action of mannitol is as an Osmotic Activity. The physiologic effect of mannitol is by means of Increased Diuresis. Mannitol is a natural product found in Pavetta indica, Scoparia dulcis, and other organisms with data available. Mannitol is a naturally occurring alcohol found in fruits and vegetables and used as an osmotic diuretic. Mannitol is freely filtered by the glomerulus and poorly reabsorbed from the renal tubule, thereby causing an increase in osmolarity of the glomerular filtrate. An increase in osmolarity limits tubular reabsorption of water and inhibits the renal tubular reabsorption of sodium, chloride, and other solutes, thereby promoting diuresis. In addition, mannitol elevates blood plasma osmolarity, resulting in enhanced flow of water from tissues into interstitial fluid and plasma. D-mannitol is a metabolite found in or produced by Saccharomyces cerevisiae. A diuretic and renal diagnostic aid related to sorbitol. It has little significant energy value as it is largely eliminated from the body before any metabolism can take place. It can be used to treat oliguria associated with kidney failure or other manifestations of inadequate renal function and has been used for determination of glomerular filtration rate. Mannitol is also commonly used as a research tool in cell biological studies, usually to control osmolarity. See also: Mannitol; sorbitol (component of); Mannitol; menthol (component of). Mannitol, or hexan-1,2,3,4,5,6-hexol (C6H8(OH)6), is an alcohol and a sugar (sugar alcohol), or a polyol, it is a stereoisomer of sorbitol and is similar to the C5 xylitol. The structure of mannitol is made of a straight chain of six carbon atoms, each of which is substituted with a hydroxyl group. Mannitol is one of the most abundant energy and carbon storage molecules in nature, it is produced by a wide range of organisms such as bacteria, fungi and plants (PMID: 19578847). In medicine, mannitol is used as a diuretic and renal diagnostic aid. Mannitol has little significant energy value as it is largely eliminated from the body before any metabolism can take place. It can be used to treat oliguria associated with kidney failure or other manifestations of inadequate renal function and has been used for determination of glomerular filtration rate. Mannitol is also commonly used as a research tool in cell biological studies, usually to control osmolarity. Mannitol has a tendency to lose a hydrogen ion in aqueous solutions, which causes the solution to become acidic. For this, it is not uncommon to add a weak base, such as sodium bicarbonate, to the solution to adjust its pH. Mannitol is a non-permeating molecule i.e., it cannot cross biological membranes. Mannitol is an osmotic diuretic agent and a weak renal vasodilator. Mannitol is found to be associated with cytochrome c oxidase deficiency and ribose-5-phosphate isomerase deficiency, which are inborn errors of metabolism. Mannitol is also a microbial metabolite found in Aspergillus, Candida, Clostridium, Gluconobacter, Lactobacillus, Lactococcus, Leuconostoc, Pseudomonas, Rhodobacteraceae, Saccharomyces, Streptococcus, Torulaspora and Zymomonas (PMID: 15240312; PMID: 29480337). Mannitol. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=85085-15-0 (retrieved 2024-07-01) (CAS RN: 69-65-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). DL-Mannitol is obtained by combining D-mannitol with a sample of Lmannitol obtained by reduction of L-mannono-1, Clactone[1]. DL-Mannitol is obtained by combining D-mannitol with a sample of Lmannitol obtained by reduction of L-mannono-1, Clactone[1]. D-Mannitol (Mannitol) is an oral, resistant sugar widely used in the food and pharmaceutical industries to promote the absorption and retention of calcium and magnesium through cecal fermentation, while acting as a osmotic diuretic to reduce tissue edema. D-Mannitol can enhance brown fat formation, improve insulin effect, reduce blood sugar levels, And through the start the β3-adrenergic receptor (β3-AR), PGC1α and PKA induced by means of white fat cells into brown fat cells[1][2][3][4][5][6][7]. D-Mannitol is an osmotic diuretic with weak renal vasodilatory activity. D-Mannitol (Mannitol) is an oral, resistant sugar widely used in the food and pharmaceutical industries to promote the absorption and retention of calcium and magnesium through cecal fermentation, while acting as a osmotic diuretic to reduce tissue edema. D-Mannitol can enhance brown fat formation, improve insulin effect, reduce blood sugar levels, And through the start the β3-adrenergic receptor (β3-AR), PGC1α and PKA induced by means of white fat cells into brown fat cells[1][2][3][4][5][6][7]. D-Mannitol is an osmotic diuretic with weak renal vasodilatory activity.

   

Galactitol

Galactitol, Pharmaceutical Secondary Standard; Certified Reference Material

C6H14O6 (182.079)


Galactitol or dulcitol is a sugar alcohol that is a metabolic breakdown product of galactose. Galactose is derived from lactose in food (such as dairy products). When lactose is broken down by the enzyme lactase it produces glucose and galactose. Galactitol has a slightly sweet taste. It is produced from galactose in a reaction catalyzed by aldose reductase. When present in sufficiently high levels, galactitol can act as a metabotoxin, a neurotoxin, and a hepatotoxin. A neurotoxin is a compound that disrupts or attacks neural cells and neural tissue. A hepatotoxin as a compound that disrupts or attacks liver tissue or liver cells. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of galactitol are associated with at least two inborn errors of metabolism, including galactosemia and galactosemia type II. Galactosemia is a rare genetic metabolic disorder that affects an individuals ability to metabolize the sugar galactose properly. Excess lactose consumption in individuals with galactose intolerance or galactosemia activates aldose reductase to produce galactitol, thus depleting NADPH and leading to lowered glutathione reductase activity. As a result, hydrogen peroxide or other free radicals accumulate causing serious oxidative damage to various cells and tissues. In individuals with galactosemia, the enzymes needed for the further metabolism of galactose (galactose-1-phosphate uridyltransferase) are severely diminished or missing entirely, leading to toxic levels of galactose 1-phosphate, galactitol, and galactonate. High levels of galactitol in infants are specifically associated with hepatomegaly (an enlarged liver), cirrhosis, renal failure, cataracts, vomiting, seizure, hypoglycemia, lethargy, brain damage, and ovarian failure. Galactitol is an optically inactive hexitol having meso-configuration. It has a role as a metabolite, a human metabolite, an Escherichia coli metabolite and a mouse metabolite. Galactitol is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Galactitol is a natural product found in Elaeodendron croceum, Salacia chinensis, and other organisms with data available. Galactitol is a naturally occurring product of plants obtained following reduction of galactose. It appears as a white crystalline powder with a slight sweet taste. It may form in excess in the lens of the eye in galactosemias a deficiency of galactokinase. A naturally occurring product of plants obtained following reduction of GALACTOSE. It appears as a white crystalline powder with a slight sweet taste. It may form in excess in the lens of the eye in GALACTOSEMIAS, a deficiency of GALACTOKINASE. A naturally occurring product of plants obtained following reduction of galactose. It appears as a white crystalline powder with a slight sweet taste.; Dulcitol (or galactitol) is a sugar alcohol, the reduction product of galactose. Galactitol in the urine is a biomarker for the consumption of milk. Galactitol is found in many foods, some of which are elliotts blueberry, italian sweet red pepper, catjang pea, and green bean. An optically inactive hexitol having meso-configuration. COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Acquisition and generation of the data is financially supported in part by CREST/JST. Dulcite is a sugar alcohol with a slightly sweet taste which is a metabolic breakdown product of galactose. Dulcite is a sugar alcohol with a slightly sweet taste which is a metabolic breakdown product of galactose.

   

Myristic acid

tetradecanoic acid

C14H28O2 (228.2089)


Tetradecanoic acid is an oily white crystalline solid. (NTP, 1992) Tetradecanoic acid is a straight-chain, fourteen-carbon, long-chain saturated fatty acid mostly found in milk fat. It has a role as a human metabolite, an EC 3.1.1.1 (carboxylesterase) inhibitor, a Daphnia magna metabolite and an algal metabolite. It is a long-chain fatty acid and a straight-chain saturated fatty acid. It is a conjugate acid of a tetradecanoate. Myristic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Myristic acid is a natural product found in Gladiolus italicus, Staphisagria macrosperma, and other organisms with data available. Myristic Acid is a saturated long-chain fatty acid with a 14-carbon backbone. Myristic acid is found naturally in palm oil, coconut oil and butter fat. Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. It is used to synthesize flavor and as an ingredient in soaps and cosmetics. (From Dorland, 28th ed). Myristic acid is also commonly added to a penultimate nitrogen terminus glycine in receptor-associated kinases to confer the membrane localisation of the enzyme. this is achieved by the myristic acid having a high enough hydrophobicity to become incorporated into the fatty acyl core of the phospholipid bilayer of the plasma membrane of the eukaryotic cell.(wikipedia). myristic acid is a metabolite found in or produced by Saccharomyces cerevisiae. A saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. It is used to synthesize flavor and as an ingredient in soaps and cosmetics. (From Dorland, 28th ed) See also: Cod Liver Oil (part of); Saw Palmetto (part of). Myristic acid, also known as tetradecanoic acid or C14:0, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Myristic acid (its ester is called myristate) is a saturated fatty acid that has 14 carbons; as such, it is a very hydrophobic molecule that is practically insoluble in water. It exists as an oily white crystalline solid. Myristic acid is found in all living organisms ranging from bacteria to plants to animals, and is found in most animal and vegetable fats, particularly butterfat, as well as coconut, palm, and nutmeg oils. Industrially, myristic acid is used to synthesize a variety of flavour compounds and as an ingredient in soaps and cosmetics (Dorland, 28th ed). Within eukaryotic cells, myristic acid is also commonly conjugated to a penultimate N-terminal glycine residue in receptor-associated kinases to confer membrane localization of these enzymes (a post-translational modification called myristoylation via the enzyme N-myristoyltransferase). Myristic acid has a high enough hydrophobicity to allow the myristoylated protein to become incorporated into the fatty acyl core of the phospholipid bilayer of the plasma membrane of eukaryotic cells. Also, this fatty acid is known because it accumulates as fat in the body; however, its consumption also impacts positively on cardiovascular health (see, for example, PMID: 15936650). Myristic acid is named after the scientific name for nutmeg, Myristica fragrans, from which it was first isolated in 1841 by Lyon Playfair. Myristic acid, also known as 14 or N-tetradecanoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, myristic acid is considered to be a fatty acid lipid molecule. Myristic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Myristic acid can be found in a number of food items such as strawberry, barley, nutmeg, and soy bean, which makes myristic acid a potential biomarker for the consumption of these food products. Myristic acid can be found primarily in most biofluids, including cerebrospinal fluid (CSF), blood, saliva, and feces, as well as throughout most human tissues. Myristic acid exists in all living species, ranging from bacteria to humans. In humans, myristic acid is involved in the fatty acid biosynthesis. Moreover, myristic acid is found to be associated with schizophrenia. Myristic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Myristic acid (IUPAC systematic name: 1-tetradecanoic acid) is a common saturated fatty acid with the molecular formula CH3(CH2)12COOH. Its salts and esters are commonly referred to as myristates. It is named after the binomial name for nutmeg (Myristica fragrans), from which it was first isolated in 1841 by Lyon Playfair . A straight-chain, fourteen-carbon, long-chain saturated fatty acid mostly found in milk fat. Nutmeg butter has 75\\\% trimyristin, the triglyceride of myristic acid and a source from which it can be synthesised.[13] Besides nutmeg, myristic acid is found in palm kernel oil, coconut oil, butterfat, 8–14\\\% of bovine milk, and 8.6\\\% of breast milk as well as being a minor component of many other animal fats.[9] It is found in spermaceti, the crystallized fraction of oil from the sperm whale. It is also found in the rhizomes of the Iris, including Orris root.[14][15] Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils.

   

Campesterol

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5R)-5,6-dimethylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

C28H48O (400.3705)


Campesterol is a phytosterol, meaning it is a steroid derived from plants. As a food additive, phytosterols have cholesterol-lowering properties (reducing cholesterol absorption in intestines), and may act in cancer prevention. Phytosterols naturally occur in small amount in vegetable oils, especially soybean oil. One such phytosterol complex, isolated from vegetable oil, is cholestatin, composed of campesterol, stigmasterol, and brassicasterol, and is marketed as a dietary supplement. Sterols can reduce cholesterol in human subjects by up to 15\\\\\%. The mechanism behind phytosterols and the lowering of cholesterol occurs as follows : the incorporation of cholesterol into micelles in the gastrointestinal tract is inhibited, decreasing the overall amount of cholesterol absorbed. This may in turn help to control body total cholesterol levels, as well as modify HDL, LDL and TAG levels. Many margarines, butters, breakfast cereals and spreads are now enriched with phytosterols and marketed towards people with high cholesterol and a wish to lower it. -- Wikipedia. Campesterol is a member of phytosterols, a 3beta-sterol, a 3beta-hydroxy-Delta(5)-steroid and a C28-steroid. It has a role as a mouse metabolite. It derives from a hydride of a campestane. Campesterol is a natural product found in Haplophyllum bucharicum, Bugula neritina, and other organisms with data available. Campesterol is a steroid derivative that is the simplest sterol, characterized by the hydroxyl group in position C-3 of the steroid skeleton, and saturated bonds throughout the sterol structure, with the exception of the 5-6 double bond in the B ring. Campesterol. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=474-62-4 (retrieved 2024-07-01) (CAS RN: 474-62-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Campesterol is a plant sterol with cholesterol lowering and anticarcinogenic effects. Campesterol is a plant sterol with cholesterol lowering and anticarcinogenic effects.

   

Stigmasterol

(3S,8S,9S,10R,13R,14S,17R)-17-((2R,5S,E)-5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H48O (412.3705)


Stigmasterol is a phytosterol, meaning it is steroid derived from plants. As a food additive, phytosterols have cholesterol-lowering properties (reducing cholesterol absorption in intestines), and may act in cancer prevention. Phytosterols naturally occur in small amount in vegetable oils, especially soybean oil. One such phytosterol complex, isolated from vegetable oil, is cholestatin, composed of campesterol, stigmasterol, and brassicasterol, and is marketed as a dietary supplement. Sterols can reduce cholesterol in human subjects by up to 15\\%. The mechanism behind phytosterols and the lowering of cholesterol occurs as follows : the incorporation of cholesterol into micelles in the gastrointestinal tract is inhibited, decreasing the overall amount of cholesterol absorbed. This may in turn help to control body total cholesterol levels, as well as modify HDL, LDL and TAG levels. Many margarines, butters, breakfast cereals and spreads are now enriched with phytosterols and marketed towards people with high cholesterol and a wish to lower it. Stigmasterol is found to be associated with phytosterolemia, which is an inborn error of metabolism. Stigmasterol is a 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions. It has a role as a plant metabolite. It is a 3beta-sterol, a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid and a member of phytosterols. It derives from a hydride of a stigmastane. Stigmasterol is a natural product found in Ficus auriculata, Xylopia aromatica, and other organisms with data available. Stigmasterol is a steroid derivative characterized by the hydroxyl group in position C-3 of the steroid skeleton, and unsaturated bonds in position 5-6 of the B ring, and position 22-23 in the alkyl substituent. Stigmasterol is found in the fats and oils of soybean, calabar bean and rape seed, as well as several other vegetables, legumes, nuts, seeds, and unpasteurized milk. See also: Comfrey Root (part of); Saw Palmetto (part of); Plantago ovata seed (part of). Stigmasterol is an unsaturated plant sterol occurring in the plant fats or oils of soybean, calabar bean, and rape seed, and in a number of medicinal herbs, including the Chinese herbs Ophiopogon japonicus (Mai men dong) and American Ginseng. Stigmasterol is also found in various vegetables, legumes, nuts, seeds, and unpasteurized milk. A 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol

   

beta-Elemene

(1S,2S,4R)-1-ethenyl-1-methyl-2,4-bis(prop-1-en-2-yl)cyclohexane

C15H24 (204.1878)


(-)-beta-elemene is the (-)-enantiomer of beta-elemene that has (1S,2S,4R)-configuration. It has a role as an antineoplastic agent. beta-Elemene is a natural product found in Xylopia sericea, Eupatorium cannabinum, and other organisms with data available. Beta-elemene is one of the isomers of elemene, a lipid soluble sesquiterpene and the active component isolated from the Chinese medicinal herb Rhizoma zedoariae with potential antineoplastic and chemopreventive activities. Although the exact mechanism of action through which beta-elemene exerts its effect has yet to be fully elucidated, this agent appears to induce apoptosis through different mechanisms of action and induces cell cycle arrest at different stages based on the tumor cell type involved. Beta-elemene may sensitize cancer cells to other chemotherapeutic agents. See also: Cannabis sativa subsp. indica top (part of). Beta-elemene, also known as B-elemen or 2,4-diisopropenyl-1-methyl-1-vinylcyclohexane, is a member of the class of compounds known as elemane sesquiterpenoids. Elemane sesquiterpenoids are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. Beta-elemene is a fresh, herbal, and waxy tasting compound and can be found in a number of food items such as lovage, anise, spearmint, and orange mint, which makes beta-elemene a potential biomarker for the consumption of these food products. Beta-elemene can be found primarily in saliva. beta-Elemene belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. beta-Elemene can be found in herbs, spices, and root vegetables, which makes beta-elemene a potential biomarker for the consumption of these food products. It is a constituent of sweet flag, juniper oils, and Mentha species. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis.

   

Squalene

InChI=1/C30H50/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h15-18,23-24H,9-14,19-22H2,1-8H3/b27-17+,28-18+,29-23+,30-24

C30H50 (410.3912)


Squalene is an unsaturated aliphatic hydrocarbon (carotenoid) with six unconjugated double bonds found in human sebum (5\\\\%), fish liver oils, yeast lipids, and many vegetable oils (e.g. palm oil, cottonseed oil, rapeseed oil). Squalene is a volatile component of the scent material from Saguinus oedipus (cotton-top tamarin monkey) and Saguinus fuscicollis (saddle-back tamarin monkey) (Hawleys Condensed Chemical Reference). Squalene is a component of adult human sebum that is principally responsible for fixing fingerprints (ChemNetBase). It is a natural organic compound originally obtained for commercial purposes primarily from shark liver oil, though there are botanical sources as well, including rice bran, wheat germ, and olives. All higher organisms produce squalene, including humans. It is a hydrocarbon and a triterpene. Squalene is a biochemical precursor to the whole family of steroids. Oxidation of one of the terminal double bonds of squalene yields 2,3-squalene oxide which undergoes enzyme-catalyzed cyclization to afford lanosterol, which is then elaborated into cholesterol and other steroids. Squalene is a low-density compound often stored in the bodies of cartilaginous fishes such as sharks, which lack a swim bladder and must therefore reduce their body density with fats and oils. Squalene, which is stored mainly in the sharks liver, is lighter than water with a specific gravity of 0.855 (Wikipedia) Squalene is used as a bactericide. It is also an intermediate in the manufacture of pharmaceuticals, rubber chemicals, and colouring materials (Physical Constants of Chemical Substances). Trans-squalene is a clear, slightly yellow liquid with a faint odor. Density 0.858 g / cm3. Squalene is a triterpene consisting of 2,6,10,15,19,23-hexamethyltetracosane having six double bonds at the 2-, 6-, 10-, 14-, 18- and 22-positions with (all-E)-configuration. It has a role as a human metabolite, a plant metabolite, a Saccharomyces cerevisiae metabolite and a mouse metabolite. Squalene is originally obtained from shark liver oil. It is a natural 30-carbon isoprenoid compound and intermediate metabolite in the synthesis of cholesterol. It is not susceptible to lipid peroxidation and provides skin protection. It is ubiquitously distributed in human tissues where it is transported in serum generally in association with very low density lipoproteins. Squalene is investigated as an adjunctive cancer therapy. Squalene is a natural product found in Ficus septica, Garcinia multiflora, and other organisms with data available. squalene is a metabolite found in or produced by Saccharomyces cerevisiae. A natural 30-carbon triterpene. See also: Olive Oil (part of); Shark Liver Oil (part of). A triterpene consisting of 2,6,10,15,19,23-hexamethyltetracosane having six double bonds at the 2-, 6-, 10-, 14-, 18- and 22-positions with (all-E)-configuration. COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Squalene is an intermediate product in the synthesis of cholesterol, and shows several pharmacological properties such as hypolipidemic, hepatoprotective, cardioprotective, antioxidant, and antitoxicant activity. Squalene also has anti-fungal activity and can be used for the research of Trichophyton mentagrophytes research[2]. Squalene is an intermediate product in the synthesis of cholesterol, and shows several pharmacological properties such as hypolipidemic, hepatoprotective, cardioprotective, antioxidant, and antitoxicant activity. Squalene also has anti-fungal activity and can be used for the research of Trichophyton mentagrophytes research[2].

   

Phytol

2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (theta-(theta,theta-(E)))-

C20H40O (296.3079)


Phytol, also known as trans-phytol or 3,7,11,15-tetramethylhexadec-2-en-1-ol, is a member of the class of compounds known as acyclic diterpenoids. Acyclic diterpenoids are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, phytol is considered to be an isoprenoid lipid molecule. Phytol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Phytol can be found in a number of food items such as salmonberry, rose hip, malus (crab apple), and black raspberry, which makes phytol a potential biomarker for the consumption of these food products. Phytol can be found primarily in human fibroblasts tissue. Phytol is an acyclic diterpene alcohol that can be used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1. In ruminants, the gut fermentation of ingested plant materials liberates phytol, a constituent of chlorophyll, which is then converted to phytanic acid and stored in fats. In shark liver it yields pristane . Phytol is a diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. It has a role as a plant metabolite, a schistosomicide drug and an algal metabolite. It is a diterpenoid and a long-chain primary fatty alcohol. Phytol is a natural product found in Elodea canadensis, Wendlandia formosana, and other organisms with data available. Phytol is an acyclic diterpene alcohol and a constituent of chlorophyll. Phytol is commonly used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1. Furthermore, phytol also was shown to modulate transcription in cells via transcription factors PPAR-alpha and retinoid X receptor (RXR). Acyclic diterpene used in making synthetic forms of vitamin E and vitamin K1. Phytol is a natural linear diterpene alcohol which is used in the preparation of vitamins E and K1. It is also a decomposition product of chlorophyll. It is an oily liquid that is nearly insoluble in water, but soluble in most organic solvents. -- Wikipedia. A diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. C1907 - Drug, Natural Product > C28269 - Phytochemical Acquisition and generation of the data is financially supported in part by CREST/JST. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1]. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1].

   

Benzyl butyl phthalate

Butyl phenylmethyl 1,2-benzenedicarboxylic acid

C19H20O4 (312.1362)


CONFIDENCE standard compound; INTERNAL_ID 837; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10079; ORIGINAL_PRECURSOR_SCAN_NO 10074 CONFIDENCE standard compound; INTERNAL_ID 837; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10050; ORIGINAL_PRECURSOR_SCAN_NO 10045 CONFIDENCE standard compound; INTERNAL_ID 837; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10050; ORIGINAL_PRECURSOR_SCAN_NO 10048 CONFIDENCE standard compound; INTERNAL_ID 837; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10020; ORIGINAL_PRECURSOR_SCAN_NO 10018 CONFIDENCE standard compound; INTERNAL_ID 837; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10069; ORIGINAL_PRECURSOR_SCAN_NO 10066 CONFIDENCE standard compound; INTERNAL_ID 837; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9995; ORIGINAL_PRECURSOR_SCAN_NO 9990 CONFIDENCE standard compound; EAWAG_UCHEM_ID 3597 CONFIDENCE standard compound; INTERNAL_ID 8369 D009676 - Noxae > D013723 - Teratogens

   

Eicosapentaenoic acid

cis, cis, cis, cis, cis-Eicosa-5,8,11,14,17-pentaenoic acid

C20H30O2 (302.2246)


Icosapent, also known as icosapentaenoate or (5z,8z,11z,14z,17z)-eicosapentaenoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, icosapent is considered to be a fatty acid lipid molecule. Icosapent is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Icosapent can be found in a number of food items such as barley, sacred lotus, white lupine, and rape, which makes icosapent a potential biomarker for the consumption of these food products. Icosapent can be found primarily in blood, feces, sweat, and urine, as well as throughout most human tissues. In humans, icosapent is involved in the alpha linolenic acid and linoleic acid metabolism. Moreover, icosapent is found to be associated with essential hypertension and hypertension. Ethyl eicosapentaenoic acid (E-EPA, icosapent ethyl) is a derivative of the omega-3 fatty acid eicosapentaenoic acid (EPA) that is used in combination with changes in diet to lower triglyceride levels in adults with severe (≥ 500 mg/dL) hypertriglyceridemia. This was the second class of fish oil-based drug to be approved for use as a drug and was approved by the FDA in 2012. These fish oil drugs are similar to fish oil dietary supplements but the ingredients are better controlled and have been tested in clinical trials . The anti-inflammatory, antithrombotic and immunomodulatory actions of EPA is probably due to its role in eicosanoid physiology and biochemistry. Most eicosanoids are produced by the metabolism of omega-3 fatty acids, specifically, arachidonic acid. These eicosanoids, leukotriene B4 (LTB4) and thromboxane A2 (TXA2) stimulate leukocyte chemotaxis, platelet aggregation and vasoconstriction. They are thrombogenic and artherogenic. On the other hand, EPA is metabolized to leukotriene B5 (LTB5) and thromboxane A3 (TXA3), which are eicosanoids that promote vasodilation, inhibit platelet aggregation and leukocyte chemotaxis and are anti-artherogenic and anti-thrombotic. The triglyceride-lowering effect of EPA results from inhibition of lipogenesis and stimulation of fatty acid oxidation. Fatty acid oxidation of EPA occurs mainly in the mitochondria. EPA is a substrate for Prostaglandin-endoperoxide synthase 1 and 2. It also appears to affect the function and bind to the Carbohydrate responsive element binding protein (ChREBP) and to a fatty acid receptor (G-coupled receptor) known as GP40 (DrugBank). Eicosapentaenoic acid (EPA or also icosapentaenoic acid) is an important polyunsaturated fatty acid found in fish oils. It serves as the precursor for the prostaglandin-3 and thromboxane-3 families. A diet rich in eicosapentaenoic acid lowers serum lipid concentration, reduces incidence of cardiovascular disorders, prevents platelet aggregation, and inhibits arachidonic acid conversion into the thromboxane-2 and prostaglandin-2 families. Eicosapentaenoic acid is an omega-3 fatty acid. In physiological literature, it is given the name 20:5(n-3). Its systematic chemical name is all-cis-5,8,11,14,17-icosapentaenoic acid. It also has the trivial name timnodonic acid. Chemically, EPA is a carboxylic acid with a 20-carbon chain and five cis double bonds; the first double bond is located at the third carbon from the omega end. Because of the presence of double bonds, EPS is a polyunsaturated fatty acid. Metabolically it acts as a precursor for prostaglandin-3 (which inhibits platelet aggregation), thromboxane-3, and leukotriene-5 groups. It is found in fish oils of cod liver, herring, mackerel, salmon, menhaden, and sardine. It is also found in human breast milk (Wikipedia). Chemical was purchased from CAY 90110 (Lot. 0443819-6); Diagnostic ions: 301.2, 257.1, 202.9 CONFIDENCE standard compound; INTERNAL_ID 305 Eicosapentaenoic Acid (EPA) is an orally active Omega-3 long-chain polyunsaturated fatty acid (ω-3 LC-PUFA). Eicosapentaenoic Acid exhibits a DNA demethylating action that promotes the re-expression of the tumor suppressor gene CCAAT/enhancer-binding protein δ (C/EBPδ). Eicosapentaenoic Acid activates RAS/ERK/C/EBPβ pathway through H-Ras intron 1 CpG island demethylation in U937 leukemia cells. Eicosapentaenoic Acid can promote relaxation of vascular smooth muscle cells and vasodilation[1][2][3]. Eicosapentaenoic Acid (EPA) is an orally active Omega-3 long-chain polyunsaturated fatty acid (ω-3 LC-PUFA). Eicosapentaenoic Acid exhibits a DNA demethylating action that promotes the re-expression of the tumor suppressor gene CCAAT/enhancer-binding protein δ (C/EBPδ). Eicosapentaenoic Acid activates RAS/ERK/C/EBPβ pathway through H-Ras intron 1 CpG island demethylation in U937 leukemia cells. Eicosapentaenoic Acid can promote relaxation of vascular smooth muscle cells and vasodilation[1][2][3].

   

Palmitoleic acid

cis-Delta(9)-Hexadecenoic acid

C16H30O2 (254.2246)


Cis-9-palmitoleic acid, also known as palmitoleate or (Z)-9-hexadecenoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, cis-9-palmitoleic acid is considered to be a fatty acid lipid molecule. Cis-9-palmitoleic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Cis-9-palmitoleic acid can be found in a number of food items such as mixed nuts, carrot, hedge mustard, and chanterelle, which makes cis-9-palmitoleic acid a potential biomarker for the consumption of these food products. Cis-9-palmitoleic acid can be found primarily in most biofluids, including urine, blood, saliva, and feces, as well as in human adipose tissue, prostate and skeletal muscle tissues. Cis-9-palmitoleic acid exists in all living species, ranging from bacteria to humans. Moreover, cis-9-palmitoleic acid is found to be associated with isovaleric acidemia. Palmitoleic acid, or (9Z)-hexadec-9-enoic acid, is an omega-7 monounsaturated fatty acid (16:1n-7) with the formula CH3(CH2)5CH=CH(CH2)7COOH that is a common constituent of the glycerides of human adipose tissue. Present in all tissues, it is generally found in higher concentrations in the liver. Macadamia oil (Macadamia integrifolia) and sea buckthorn oil (Hippophae rhamnoides) are botanical sources of palmitoleic acid, containing 22 and 40\\\\\% respectively. Palmitoleic acid is found to be associated with isovaleric acidemia, which is an inborn error of metabolism. Palmitoleic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=373-49-9 (retrieved 2024-07-15) (CAS RN: 373-49-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Palmitoleic acid, a composition of fatty acid, is implicated in the prevention of death from cerebrovascular disorders in SHRSP rats. Palmitoleic acid, a composition of fatty acid, is implicated in the prevention of death from cerebrovascular disorders in SHRSP rats.

   

Cholesterol

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

C27H46O (386.3548)


Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues and transported in the blood plasma of all animals. The name originates from the Greek chole- (bile) and stereos (solid), and the chemical suffix -ol for an alcohol. This is because researchers first identified cholesterol in solid form in gallstones in 1784. In the body, cholesterol can exist in either the free form or as an ester with a single fatty acid (of 10-20 carbons in length) covalently attached to the hydroxyl group at position 3 of the cholesterol ring. Due to the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of polyunsaturated fatty acids. Most of the cholesterol consumed as a dietary lipid exists as cholesterol esters. Cholesterol esters have a lower solubility in water than cholesterol and are more hydrophobic. They are hydrolyzed by the pancreatic enzyme cholesterol esterase to produce cholesterol and free fatty acids. Cholesterol has vital structural roles in membranes and in lipid metabolism in general. It is a biosynthetic precursor of bile acids, vitamin D, and steroid hormones (glucocorticoids, estrogens, progesterones, androgens and aldosterone). In addition, it contributes to the development and functioning of the central nervous system, and it has major functions in signal transduction and sperm development. Cholesterol is a ubiquitous component of all animal tissues where much of it is located in the membranes, although it is not evenly distributed. The highest proportion of unesterified cholesterol is in the plasma membrane (roughly 30-50\\\\% of the lipid in the membrane or 60-80\\\\% of the cholesterol in the cell), while mitochondria and the endoplasmic reticulum have very low cholesterol contents. Cholesterol is also enriched in early and recycling endosomes, but not in late endosomes. The brain contains more cholesterol than any other organ where it comprises roughly a quarter of the total free cholesterol in the human body. Of all the organic constituents of blood, only glucose is present in a higher molar concentration than cholesterol. Cholesterol esters appear to be the preferred form for transport in plasma and as a biologically inert storage (de-toxified) form. They do not contribute to membranes but are packed into intracellular lipid particles. Cholesterol molecules (i.e. cholesterol esters) are transported throughout the body via lipoprotein particles. The largest lipoproteins, which primarily transport fats from the intestinal mucosa to the liver, are called chylomicrons. They carry mostly triglyceride fats and cholesterol that are from food, especially internal cholesterol secreted by the liver into the bile. In the liver, chylomicron particles give up triglycerides and some cholesterol. They are then converted into low-density lipoprotein (LDL) particles, which carry triglycerides and cholesterol on to other body cells. In healthy individuals, the LDL particles are large and relatively few in number. In contrast, large numbers of small LDL particles are strongly associated with promoting atheromatous disease within the arteries. (Lack of information on LDL particle number and size is one of the major problems of conventional lipid tests.). In conditions with elevated concentrations of oxidized LDL particles, especially small LDL particles, cholesterol promotes atheroma plaque deposits in the walls of arteries, a condition known as atherosclerosis, which is a major contributor to coronary heart disease and other forms of cardiovascular disease. There is a worldwide trend to believe that lower total cholesterol levels tend to correlate with lower atherosclerosis event rates (though some studies refute this idea). As a result, cholesterol has become a very large focus for the scientific community trying to determine the proper amount of cholesterol needed in a healthy diet. However, the primary association of atherosclerosis with c... Constituent either free or as esters, of fish liver oils, lard, dairy fats, egg yolk and bran Cholesterol is the major sterol in mammals. It is making up 20-25\\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3]. Cholesterol is the major sterol in mammals. It is making up 20-25\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3].

   

Brassicasterol

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

C28H46O (398.3548)


Brassicasterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, brassicasterol is considered to be a sterol lipid molecule. Brassicasterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Brassicasterol is a potential CSF biomarker for Alzheimer’s disease (PMID: 21585343). C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol Constituent of Brassica rapa oil Brassicasterol, a metabolite of Ergosterol, plays a role in the inhibitory effect on bladder carcinogenesis promotion via androgen signaling[1]. Brassicasterol shows dual anti-infective properties against HSV-1 (IC50=1.2 μM) and Mycobacterium tuberculosis, and cardiovascular protective effect[2]. Brassicasterol exerts an anti-cancer effect by dual-targeting AKT and androgen receptor signaling in prostate cancer[3]. Brassicasterol is a metabolite of Ergosterol and has cardiovascular protective effects. Brassicasterol exerts anticancer effects in prostate cancer through dual targeting of AKT and androgen receptor signaling pathways. Brassicasterol inhibits HSV-1 (IC50=1.2 μM) and Mycobacterium tuberculosis. Brassicasterol also inhibits sterol δ 24-reductase, slowing the progression of atherosclerosis. Brassicasterol is also a cerebrospinal fluid biomarker for Alzheimer's disease[1][2][3][4][5][6]. Brassicasterol, a metabolite of Ergosterol, plays a role in the inhibitory effect on bladder carcinogenesis promotion via androgen signaling[1]. Brassicasterol shows dual anti-infective properties against HSV-1 (IC50=1.2 μM) and Mycobacterium tuberculosis, and cardiovascular protective effect[2]. Brassicasterol exerts an anti-cancer effect by dual-targeting AKT and androgen receptor signaling in prostate cancer[3].

   

Epicubenol

4,7-dimethyl-1-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalen-4a-ol

C15H26O (222.1984)


1alpha-4-Cadinen-1-ol is found in cloves. 1alpha-4-Cadinen-1-ol is a constituent of oil of cubeb pepper (Piper cubeba). Constituent of cubeb pepper (Piper cubeba) oil. Epicubenol is found in herbs and spices.

   

Pentadecane

CH3-[CH2]13-CH3

C15H32 (212.2504)


Pentadecane, also known as ch3-[ch2]13-ch3, is a member of the class of compounds known as alkanes. Alkanes are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, pentadecane is considered to be a hydrocarbon lipid molecule. Pentadecane is an alkane and waxy tasting compound and can be found in a number of food items such as dill, papaya, yellow bell pepper, and pepper (c. annuum), which makes pentadecane a potential biomarker for the consumption of these food products. Pentadecane can be found primarily in saliva. Pentadecane is a non-carcinogenic (not listed by IARC) potentially toxic compound. Pentadecane is an alkane hydrocarbon with the chemical formula C15H32 . Pentadecane belongs to the family of Acyclic Alkanes. These are acyclic hydrocarbons consisting only of n carbon atoms and m hydrogen atoms where m=2*n + 2

   

Fucosterol

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H48O (412.3705)


Characteristic sterol of seaweeds; isolated from bladderwrack Fucus vesiculosus. Fucosterol is found in lemon grass and coconut. Fucosterol is found in coconut. Characteristic sterol of seaweeds; isolated from bladderwrack Fucus vesiculosu Fucosterol is a sterol isolated from algae, seaweed or diatoms.?Fucosterol exhibits various biological activities, including antioxidant, anti-adipogenic, blood cholesterol reducing, anti-diabetic and anti-cancer activities[1][2]. Fucosterol regulates adipogenesis via inhibition of?PPARα?and?C/EBPα?expression and can be used for anti-obesity agents development research[1]. Fucosterol is a sterol isolated from algae, seaweed or diatoms.?Fucosterol exhibits various biological activities, including antioxidant, anti-adipogenic, blood cholesterol reducing, anti-diabetic and anti-cancer activities[1][2]. Fucosterol regulates adipogenesis via inhibition of?PPARα?and?C/EBPα?expression and can be used for anti-obesity agents development research[1].

   
   

Germacrene

(1E,5E)-1,5-Dimethyl-8-(1-methylethylidene)-1,5-cyclodecadiene

C15H24 (204.1878)


Germacrene, also known as (e,e)-germacra-1(10),4,7(11)-triene, is a member of the class of compounds known as germacrane sesquiterpenoids. Germacrane sesquiterpenoids are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Thus, germacrene is considered to be an isoprenoid lipid molecule. Germacrene can be found in turmeric, which makes germacrene a potential biomarker for the consumption of this food product. Germacrenes are a class of volatile organic hydrocarbons, specifically, sesquiterpenes. Germacrenes are typically produced in a number of plant species for their antimicrobial and insecticidal properties, though they also play a role as insect pheromones. Two prominent molecules are germacrene A and germacrene D .

   

Apiole

4,7-dimethoxy-5-(prop-2-en-1-yl)-2H-1,3-benzodioxole

C12H14O4 (222.0892)


Apiole is found in dill. Apiole occurs in Sassafras albidum (sassafras) and Anethum graveolens (dill) Apiol is an organic chemical compound, also known as parsley apiol, apiole or parsley camphor. It is found in celery, parsley seeds, and the essential oil of parsley. Heinrich Christoph Link, an apothecary in Leipzig, discovered the substance in 1715 as greenish crystals reduced by steam from oil of parsley. In 1855 Joret and Homolle discovered that apiol was an effective treatment of amenorrea or lack of menstruation. In medicine it has been used, as essential oil or in purified form, for the treatment of menstrual disorders. It is an irritant and in high doses it is toxic and can cause liver and kidney damage. Occurs in Sassafras albidum (sassafras) and Anethum graveolens (dill)

   

24-Methylenecholesterol

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C28H46O (398.3548)


24-Methylenecholesterol, also known as chalinasterol or ostreasterol, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, 24-methylenecholesterol is considered to be a sterol lipid molecule. 24-Methylenecholesterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 24-Methylenecholesterol is involved in the biosynthesis of steroids. 24-Methylenecholesterol is converted from 5-dehydroepisterol by 7-dehydrocholesterol reductase (EC 1.3.1.21). 24-Methylenecholesterol is converted into campesterol by delta24-sterol reductase (EC 1.3.1.72). 24-methylenecholesterol is a 3beta-sterol having the structure of cholesterol with a methylene group at C-24. It has a role as a mouse metabolite. It is a 3beta-sterol and a 3beta-hydroxy-Delta(5)-steroid. It is functionally related to a cholesterol. 24-Methylenecholesterol is a natural product found in Echinometra lucunter, Ulva fasciata, and other organisms with data available. A 3beta-sterol having the structure of cholesterol with a methylene group at C-24. Constituent of clams and oysters 24-Methylenecholesterol (Ostreasterol), a natural marine sterol, stimulates cholesterol acyltransferase in human macrophages. 24-Methylenecholesterol possess anti-aging effects in yeast. 24-methylenecholesterol enhances honey bee longevity and improves nurse bee physiology[1][2][3].

   

Pachydictyol A

Pachydictyol A

C20H32O (288.2453)


   

Sorbitol

(2R,3R,4R,5S)-Hexane-1,2,3,4,5,6-hexol

C6H14O6 (182.079)


Sorbitol is a polyhydric alcohol with about half the sweetness of sucrose. Sorbitol occurs naturally and is also produced synthetically from glucose. It was formerly used as a diuretic and may still be used as a laxative and in irrigating solutions for some surgical procedures. It is also used in many manufacturing processes, as a pharmaceutical aid, and in several research applications. Ascorbic acid fermentation; in solution form for moisture-conditioning of cosmetic creams and lotions, toothpaste, tobacco, gelatin; bodying agent for paper, textiles, and liquid pharmaceuticals; softener for candy; sugar crystallization inhibitor; surfactants; urethane resins and rigid foams; plasticizer, stabilizer for vinyl resins; food additive (sweetener, humectant, emulsifier, thickener, anticaking agent); dietary supplement. (Hawleys Condensed Chemical Dictionary) Biological Source: Occurs widely in plants ranging from algae to the higher orders. Fruits of the plant family Rosaceae, which include apples, pears, cherries, apricots, contain appreciable amounts. Rich sources are the fruits of the Sorbus and Crataegus species Use/Importance: Used for manufacturing of sorbose, propylene glycol, ascorbic acid, resins, plasticizers and as antifreeze mixtures with glycerol or glycol. Tablet diluent, sweetening agent and humectant, other food uses. Sorbitol is used in photometric determination of Ru(VI) and Ru(VIII); in acid-base titration of borate (Dictionary of Organic Compounds). Occurs widely in plants ranging from algae to the higher orders. Fruits of the plant family Rosaceae, which include apples, pears, cherries, apricots, contain appreciable amounts. Rich sources are the fruits of the Sorbus and Crataegus subspecies Sweetening agent and humectant and many other food uses. D-Glucitol is found in many foods, some of which are common salsify, other bread, wild rice, and common chokecherry. A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AD - Osmotically acting laxatives A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AG - Enemas B - Blood and blood forming organs > B05 - Blood substitutes and perfusion solutions > B05C - Irrigating solutions V - Various > V04 - Diagnostic agents > V04C - Other diagnostic agents > V04CC - Tests for bile duct patency Acquisition and generation of the data is financially supported in part by CREST/JST. D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents D000074385 - Food Ingredients > D005503 - Food Additives D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents D005765 - Gastrointestinal Agents > D002400 - Cathartics D-Sorbitol (Sorbitol) is a six-carbon sugar alcohol and can used as a sugar substitute. D-Sorbitol can be used as a stabilizing excipient and/or isotonicity agent, sweetener, humectant, thickener and dietary supplement[1]. D-Sorbitol (Sorbitol) is a six-carbon sugar alcohol and can used as a sugar substitute. D-Sorbitol can be used as a stabilizing excipient and/or isotonicity agent, sweetener, humectant, thickener and dietary supplement[1].

   

Dehydrovomifoliol

4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-en-1-yl]cyclohex-2-en-1-one

C13H18O3 (222.1256)


Isolated from rice husks (Oryza sativa L. cv Koshihikari). Dehydrovomifoliol is found in tea, cereals and cereal products, and common grape. Dehydrovomifoliol is found in cereals and cereal products. Dehydrovomifoliol is isolated from rice husks (Oryza sativa L. cv Koshihikari).

   

(+)-germacrene D

(+)-germacrene D

C15H24 (204.1878)


   

Spathulenol

1H-Cycloprop(e)azulen-7-ol, decahydro-1,1,7-trimethyl-4-methylene-, (1aR-(1aalpha,4aalpha,7beta,7abeta,7balpha))-

C15H24O (220.1827)


Spathulenol is a tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7. It has a role as a volatile oil component, a plant metabolite, an anaesthetic and a vasodilator agent. It is a sesquiterpenoid, a carbotricyclic compound, a tertiary alcohol and an olefinic compound. Spathulenol is a natural product found in Xylopia aromatica, Xylopia emarginata, and other organisms with data available. See also: Chamomile (part of). A tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7. Spathulenol is found in alcoholic beverages. Spathulenol is a constituent of Salvia sclarea (clary sage).

   

delta-Amorphene

4,7-Dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.1878)


1(10),4-Cadinadiene is a cadinene (FDB009046) of the delta-serie [FooDB]. A cadinene (FDB009046) of the delta-serie [FooDB]

   

gamma1-Cadinene

8-methyl-3-methylidene-5-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

C15H24 (204.1878)


gamma1-Cadinene is found in fats and oils. gamma1-Cadinene is a constituent of citronella oil (Cymbopogon nardus). gamma1-Cadinene is a mixture of cadinene isomers from various essential oils is used as a flavouring agent/flavour modifier. Constituent of citronella oil (Cymbopogon nardus). A mixture of cadinene isomers from various essential oils is used as a flavouring agent/flavour modifier. gamma1-Cadinene is found in fats and oils and herbs and spices.

   

Cadalene

1,6-dimethyl-4-(propan-2-yl)naphthalene

C15H18 (198.1408)


Cadalene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Thus, cadalene is considered to be an isoprenoid lipid molecule. Cadalene can be found in a number of food items such as cloves, sugar apple, rosemary, and fig, which makes cadalene a potential biomarker for the consumption of these food products. Cadalene can be found primarily in saliva and urine. Cadalene exists in all eukaryotes, ranging from yeast to humans. Cadalene or cadalin (4-isopropyl-1,6-dimethylnaphthalene) is a polycyclic aromatic hydrocarbon with a chemical formula C15H18 and a cadinane skeleton. It is derived from generic sesquiterpenes, and ubiquitous in essential oils of many higher plants . Cadalene (4-isopropyl-1,6-dimethylnaphthalene) is a polycyclic aromatic hydrocarbon with a chemical formula C15H18 and a cadinane skeleton. It is derived from generic sesquiterpenes, and ubiquitous in essential oils of many higher plants. Cadalene, together with retene, simonellite and ip-iHMN, is a biomarker of higher plants, which makes it useful for paleobotanic analysis of rock sediments. The ratio of retene to cadalene in sediments can reveal the ratio of the genus Pinaceae in the biosphere. (Wikipedia)

   

Cubenol

(1S,4R,4aR,8aR)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalen-4a-ol

C15H26O (222.1984)


Cubenol belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units

   

(-)-alpha-Tocopherol

2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-ol

C29H50O2 (430.3811)


α-tocopherol is a member of the class of compounds known as tocopherols. Tocopherols are vitamin E derivatives containing a saturated trimethyltridecyl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocotrienols that contain an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain. α-tocopherol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). α-tocopherol can be found in a number of food items such as lime, rowanberry, horseradish tree, and pineappple sage, which makes α-tocopherol a potential biomarker for the consumption of these food products. α-tocopherol is a form of vitamin E that is preferentially absorbed and accumulated in humans. The measurement of "vitamin E" activity in international units (IU) was based on fertility enhancement by the prevention of spontaneous abortions in pregnant rats relative to α-tocopherol .

   

Squalen

2,6,10,15,19,23-Hexamethyltetracosa-2,6,10,14,18,22-hexaene

C30H50 (410.3912)


   

D-Iditol

hexane-1,2,3,4,5,6-hexol

C6H14O6 (182.079)


Permitted bulk sweetener for foods. Sweetening agent. Food additive, used as anticaking agent, lubricant, for stabiliser and thickener, and for other uses in food processing

   

Muurolol

(1R,4S,4aR,8aS)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol

C15H26O (222.1984)


Muurolol is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Muurolol is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Muurolol can be found in mugwort, which makes muurolol a potential biomarker for the consumption of this food product.

   

Loliolide

(6S,7aR)-6-hydroxy-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-one

C11H16O3 (196.1099)


Loliolide, also known as (3s5r)-loliolide, is a member of the class of compounds known as benzofurans. Benzofurans are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Loliolide is soluble (in water) and an extremely weak acidic compound (based on its pKa). Loliolide can be found in sunflower, tea, and wakame, which makes loliolide a potential biomarker for the consumption of these food products.

   

delta-Cadinol

(8R)-2,5-dimethyl-8-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-2-ol

C15H26O (222.1984)


Delta-cadinol, also known as delta-cadinol, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Delta-cadinol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Delta-cadinol is a herbal tasting compound and can be found in a number of food items such as cloves, parsley, lemon balm, and common sage, which makes delta-cadinol a potential biomarker for the consumption of these food products. Delta-cadinol, also known as δ-cadinol, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Delta-cadinol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Delta-cadinol is a herbal tasting compound and can be found in a number of food items such as cloves, parsley, lemon balm, and common sage, which makes delta-cadinol a potential biomarker for the consumption of these food products.

   

Germacrene A

(1Z,5Z,8S)-1,5-dimethyl-8-(prop-1-en-2-yl)cyclodeca-1,5-diene

C15H24 (204.1878)


Germacrene a is a member of the class of compounds known as germacrane sesquiterpenoids. Germacrane sesquiterpenoids are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Germacrene a can be found in sweet basil, which makes germacrene a a potential biomarker for the consumption of this food product.

   

Zonarene

(1S)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,7,8,8a-hexahydronaphthalene

C15H24 (204.1878)


Zonarene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Zonarene can be found in allspice, cloves, and ginger, which makes zonarene a potential biomarker for the consumption of these food products.

   

7E, 9E-Octadecadienoic acid

(1S,4R,4aR)-4-methyl-7-methylidene-1-(propan-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene

C15H24 (204.1878)


   

C14:0

Tetradecanoic acid

C14H28O2 (228.2089)


Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils.

   

sitosterol

17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.3861)


A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

Betaine

2-(trimethylazaniumyl)acetate

C5H11NO2 (117.079)


Betaine or trimethylglycine is a methylated derivative of glycine. It functions as a methyl donor in that it carries and donates methyl functional groups to facilitate necessary chemical processes. The donation of methyl groups is important to proper liver function, cellular replication, and detoxification reactions. Betaine also plays a role in the manufacture of carnitine and serves to protect the kidneys from damage. Betaine has also been of interest for its role in osmoregulation. As a drug, betaine hydrochloride has been used as a source of hydrochloric acid in the treatment of hypochlorhydria. Betaine has also been used in the treatment of liver disorders, for hyperkalemia, for homocystinuria, and for gastrointestinal disturbances. (From Martindale, The Extra Pharmacopoeia, 30th Ed, p1341). Betaine is found in many foods, some of which are potato puffs, poppy, hazelnut, and garden cress. Betaine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=107-43-7 (retrieved 2024-06-28) (CAS RN: 107-43-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Stigmasterol

Stigmasterol

C29H48O (412.3705)


Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong.

   

Dehydrovomifoliol

4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-en-1-yl]cyclohex-2-en-1-one

C13H18O3 (222.1256)


   

Fucosterol

(24E)-24-n-propylidenecholesterol;(3beta,24E)-stigmasta-5,24(28)-dien-3-ol;(E)-stigmasta-5,24(28)-dien-3beta-ol;24E-ethylidene-cholest-5-en-3beta-ol;fucosterin;trans-24-ethylidenecholesterol

C29H48O (412.3705)


A 3beta-sterol consisting of stigmastan-3beta-ol with double bonds at positions 5 and 24(28). (3b,5a,24(28)e)-stigmasta-7,24(28)-dien-3-ol belongs to stigmastanes and derivatives class of compounds. Those are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24 (3b,5a,24(28)e)-stigmasta-7,24(28)-dien-3-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (3b,5a,24(28)e)-stigmasta-7,24(28)-dien-3-ol can be found in horseradish tree and sunflower, which makes (3b,5a,24(28)e)-stigmasta-7,24(28)-dien-3-ol a potential biomarker for the consumption of these food products. Fucosterol is a sterol isolated from algae, seaweed or diatoms.?Fucosterol exhibits various biological activities, including antioxidant, anti-adipogenic, blood cholesterol reducing, anti-diabetic and anti-cancer activities[1][2]. Fucosterol regulates adipogenesis via inhibition of?PPARα?and?C/EBPα?expression and can be used for anti-obesity agents development research[1]. Fucosterol is a sterol isolated from algae, seaweed or diatoms.?Fucosterol exhibits various biological activities, including antioxidant, anti-adipogenic, blood cholesterol reducing, anti-diabetic and anti-cancer activities[1][2]. Fucosterol regulates adipogenesis via inhibition of?PPARα?and?C/EBPα?expression and can be used for anti-obesity agents development research[1].

   
   

Spathulenol

Spathulenol

C15H24O (220.1827)


Constituent of Salvia sclarea (clary sage). Spathulenol is found in many foods, some of which are tarragon, spearmint, common sage, and tea.

   

Squalene

InChI=1\C30H50\c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4\h15-18,23-24H,9-14,19-22H2,1-8H3\b27-17+,28-18+,29-23+,30-24

C30H50 (410.3912)


Squalene, also known as (e,e,e,e)-squalene or all-trans-squalene, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Squalene can be found in a number of food items such as apricot, savoy cabbage, peach (variety), and bitter gourd, which makes squalene a potential biomarker for the consumption of these food products. Squalene can be found primarily in blood, feces, and sweat, as well as throughout most human tissues. In humans, squalene is involved in several metabolic pathways, some of which include risedronate action pathway, steroid biosynthesis, alendronate action pathway, and fluvastatin action pathway. Squalene is also involved in several metabolic disorders, some of which include cholesteryl ester storage disease, CHILD syndrome, hyper-igd syndrome, and wolman disease. Squalene is a natural 30-carbon organic compound originally obtained for commercial purposes primarily from shark liver oil (hence its name, as Squalus is a genus of sharks), although plant sources (primarily vegetable oils) are now used as well, including amaranth seed, rice bran, wheat germ, and olives. Yeast cells have been genetically engineered to produce commercially useful quantities of "synthetic" squalene . COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE was 20 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. Squalene is an intermediate product in the synthesis of cholesterol, and shows several pharmacological properties such as hypolipidemic, hepatoprotective, cardioprotective, antioxidant, and antitoxicant activity. Squalene also has anti-fungal activity and can be used for the research of Trichophyton mentagrophytes research[2]. Squalene is an intermediate product in the synthesis of cholesterol, and shows several pharmacological properties such as hypolipidemic, hepatoprotective, cardioprotective, antioxidant, and antitoxicant activity. Squalene also has anti-fungal activity and can be used for the research of Trichophyton mentagrophytes research[2].

   

Cholesterol

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

C27H46O (386.3548)


A cholestanoid consisting of cholestane having a double bond at the 5,6-position as well as a 3beta-hydroxy group. Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong. Cholesterol is the major sterol in mammals. It is making up 20-25\\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3]. Cholesterol is the major sterol in mammals. It is making up 20-25\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3].

   

nothoapiole

nothoapiole

C13H16O5 (252.0998)


   

Sorbitol

(2R,3R,4R,5S)-Hexane-1,2,3,4,5,6-hexol

C6H14O6 (182.079)


A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AD - Osmotically acting laxatives A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AG - Enemas B - Blood and blood forming organs > B05 - Blood substitutes and perfusion solutions > B05C - Irrigating solutions V - Various > V04 - Diagnostic agents > V04C - Other diagnostic agents > V04CC - Tests for bile duct patency D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents D000074385 - Food Ingredients > D005503 - Food Additives D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents D005765 - Gastrointestinal Agents > D002400 - Cathartics CONFIDENCE standard compound; INTERNAL_ID 229 Acquisition and generation of the data is financially supported by the Max-Planck-Society D-Sorbitol (Sorbitol) is a six-carbon sugar alcohol and can used as a sugar substitute. D-Sorbitol can be used as a stabilizing excipient and/or isotonicity agent, sweetener, humectant, thickener and dietary supplement[1]. D-Sorbitol (Sorbitol) is a six-carbon sugar alcohol and can used as a sugar substitute. D-Sorbitol can be used as a stabilizing excipient and/or isotonicity agent, sweetener, humectant, thickener and dietary supplement[1].

   

Brassicasterol

ergosta-5,22E-dien-3beta-ol

C28H46O (398.3548)


An 3beta-sterol that is (22E)-ergosta-5,22-diene substituted by a hydroxy group at position 3beta. It is a phytosterol found in marine algae, fish, and rapeseed oil. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong. Brassicasterol, a metabolite of Ergosterol, plays a role in the inhibitory effect on bladder carcinogenesis promotion via androgen signaling[1]. Brassicasterol shows dual anti-infective properties against HSV-1 (IC50=1.2 μM) and Mycobacterium tuberculosis, and cardiovascular protective effect[2]. Brassicasterol exerts an anti-cancer effect by dual-targeting AKT and androgen receptor signaling in prostate cancer[3]. Brassicasterol is a metabolite of Ergosterol and has cardiovascular protective effects. Brassicasterol exerts anticancer effects in prostate cancer through dual targeting of AKT and androgen receptor signaling pathways. Brassicasterol inhibits HSV-1 (IC50=1.2 μM) and Mycobacterium tuberculosis. Brassicasterol also inhibits sterol δ 24-reductase, slowing the progression of atherosclerosis. Brassicasterol is also a cerebrospinal fluid biomarker for Alzheimer's disease[1][2][3][4][5][6]. Brassicasterol, a metabolite of Ergosterol, plays a role in the inhibitory effect on bladder carcinogenesis promotion via androgen signaling[1]. Brassicasterol shows dual anti-infective properties against HSV-1 (IC50=1.2 μM) and Mycobacterium tuberculosis, and cardiovascular protective effect[2]. Brassicasterol exerts an anti-cancer effect by dual-targeting AKT and androgen receptor signaling in prostate cancer[3].

   

Campesterol

Campesterol

C28H48O (400.3705)


Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong. Campesterol is a plant sterol with cholesterol lowering and anticarcinogenic effects. Campesterol is a plant sterol with cholesterol lowering and anticarcinogenic effects.

   

Galactitol

Galactitol

C6H14O6 (182.079)


COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Dulcite is a sugar alcohol with a slightly sweet taste which is a metabolic breakdown product of galactose. Dulcite is a sugar alcohol with a slightly sweet taste which is a metabolic breakdown product of galactose.

   

Phytol

2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (theta-(theta,theta-(E)))-

C20H40O (296.3079)


Phytol is a key acyclic diterpene alcohol that is a precursor for vitamins E and K1. Phytol is an extremely common terpenoid, found in all plants esterified to Chlorophyll to confer lipid solubility[citation needed].; Phytol is a natural linear diterpene alcohol which is used in the preparation of vitamins E and K1. It is also a decomposition product of chlorophyll. It is an oily liquid that is nearly insoluble in water, but soluble in most organic solvents. -- Wikipedia C1907 - Drug, Natural Product > C28269 - Phytochemical Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1]. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1].

   

Myristic Acid

Tetradecanoic acid

C14H28O2 (228.2089)


Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils.

   

Palmitoleic acid

Trans-Hexa-dec-2-enoic acid

C16H30O2 (254.2246)


A hexadec-9-enoic acid in which the double bond at position C-9 has cis configuration. In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. Trans-hexa-dec-2-enoic acid is an intermediate in fatty acid biosynthesis. Specifically, trans-hexa-dec-2-enoic acid converted from (R)-3-Hydroxy-hexadecanoic acid via two enzymes; fatty-acid Synthase and 3- Hydroxypalmitoyl- [acyl-carrier-protein] dehydratase (EC: 2.3.1.85 and EC: 4.2.1.61). [HMDB] Cis-9-palmitoleic acid, also known as palmitoleate or (Z)-9-hexadecenoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, cis-9-palmitoleic acid is considered to be a fatty acid lipid molecule. Cis-9-palmitoleic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Cis-9-palmitoleic acid can be found in a number of food items such as red huckleberry, highbush blueberry, butternut, and macadamia nut (m. tetraphylla), which makes cis-9-palmitoleic acid a potential biomarker for the consumption of these food products. Cis-9-palmitoleic acid can be found primarily in most biofluids, including blood, saliva, feces, and urine, as well as in human adipose tissue, prostate and skeletal muscle tissues. Cis-9-palmitoleic acid exists in all living species, ranging from bacteria to humans. Moreover, cis-9-palmitoleic acid is found to be associated with isovaleric acidemia. CONFIDENCE standard compound; INTERNAL_ID 900; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5949; ORIGINAL_PRECURSOR_SCAN_NO 5948 INTERNAL_ID 900; CONFIDENCE standard compound; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5959; ORIGINAL_PRECURSOR_SCAN_NO 5958 CONFIDENCE standard compound; INTERNAL_ID 900; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5959; ORIGINAL_PRECURSOR_SCAN_NO 5958 CONFIDENCE standard compound; INTERNAL_ID 900; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5926; ORIGINAL_PRECURSOR_SCAN_NO 5924 CONFIDENCE standard compound; INTERNAL_ID 900; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5944; ORIGINAL_PRECURSOR_SCAN_NO 5943 CONFIDENCE standard compound; INTERNAL_ID 900; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5997; ORIGINAL_PRECURSOR_SCAN_NO 5996 CONFIDENCE standard compound; INTERNAL_ID 900; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5943; ORIGINAL_PRECURSOR_SCAN_NO 5941 Palmitoleic acid, a composition of fatty acid, is implicated in the prevention of death from cerebrovascular disorders in SHRSP rats. Palmitoleic acid, a composition of fatty acid, is implicated in the prevention of death from cerebrovascular disorders in SHRSP rats.

   

Eicosapentaenoic acid

Eicosanoids_EPA_C20H30O2

C20H30O2 (302.2246)


Eicosapentaenoic Acid (EPA) is an orally active Omega-3 long-chain polyunsaturated fatty acid (ω-3 LC-PUFA). Eicosapentaenoic Acid exhibits a DNA demethylating action that promotes the re-expression of the tumor suppressor gene CCAAT/enhancer-binding protein δ (C/EBPδ). Eicosapentaenoic Acid activates RAS/ERK/C/EBPβ pathway through H-Ras intron 1 CpG island demethylation in U937 leukemia cells. Eicosapentaenoic Acid can promote relaxation of vascular smooth muscle cells and vasodilation[1][2][3]. Eicosapentaenoic Acid (EPA) is an orally active Omega-3 long-chain polyunsaturated fatty acid (ω-3 LC-PUFA). Eicosapentaenoic Acid exhibits a DNA demethylating action that promotes the re-expression of the tumor suppressor gene CCAAT/enhancer-binding protein δ (C/EBPδ). Eicosapentaenoic Acid activates RAS/ERK/C/EBPβ pathway through H-Ras intron 1 CpG island demethylation in U937 leukemia cells. Eicosapentaenoic Acid can promote relaxation of vascular smooth muscle cells and vasodilation[1][2][3].

   

loliolide

2(4H)-Benzofuranone, 5,6,7,7a-tetrahydro-6-hydroxy-4,4,7a-trimethyl-, (6S-cis)-

C11H16O3 (196.1099)


A natural product found in Brachystemma calycinum.

   

α-Linolenic acid

alpha-Linolenic acid

C18H30O2 (278.2246)


α-Linolenic acid, isolated from Perilla frutescens, is an essential fatty acid that cannot be synthesized by humans. α-Linolenic acid can affect the process of thrombotic through the modulation of PI3K/Akt signaling. α-Linolenic acid possess the anti-arrhythmic properties and is related to cardiovascular disease and cancer[1]. α-Linolenic acid, isolated from Perilla frutescens, is an essential fatty acid that cannot be synthesized by humans. α-Linolenic acid can affect the process of thrombotic through the modulation of PI3K/Akt signaling. α-Linolenic acid possess the anti-arrhythmic properties and is related to cardiovascular disease and cancer[1]. α-Linolenic acid, isolated from Perilla frutescens, is an essential fatty acid that cannot be synthesized by humans. α-Linolenic acid can affect the process of thrombotic through the modulation of PI3K/Akt signaling. α-Linolenic acid possess the anti-arrhythmic properties and is related to cardiovascular disease and cancer[1].

   

VITAMIN E

DL-alpha-Tocopherol

C29H50O2 (430.3811)


Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE was 40 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. COVID info from COVID-19 Disease Map, clinicaltrial, clinicaltrials, clinical trial, clinical trials D020011 - Protective Agents > D000975 - Antioxidants D018977 - Micronutrients > D014815 - Vitamins Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE was 15 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE was 20 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. DL-alpha-Tocopherol is a synthetic vitamin E, with antioxidation effect. DL-alpha-Tocopherol protects human skin fibroblasts against the cytotoxic effect of UVB[1]. DL-alpha-Tocopherol is a synthetic vitamin E, with antioxidation effect. DL-alpha-Tocopherol protects human skin fibroblasts against the cytotoxic effect of UVB[1]. rel-α-Vitamin E (rel-D-α-Tocopherol) is a vitamin with antioxidant properties and also a mixture[1]. α-Vitamin E ((+)-α-Tocopherol), a naturally occurring vitamin E form, is a potent antioxidant[1][2]. α-Vitamin E ((+)-α-Tocopherol), a naturally occurring vitamin E form, is a potent antioxidant[1][2].

   

Fucoxanthin

InChI=1/C42H58O6/c1-29(18-14-19-31(3)22-23-37-38(6,7)26-35(47-33(5)43)27-40(37,10)46)16-12-13-17-30(2)20-15-21-32(4)36(45)28-42-39(8,9)24-34(44)25-41(42,11)48-42/h12-22,34-35,44,46H,24-28H2,1-11H3/b13-12+,18-14+,20-15+,29-16+,30-17+,31-19+,32-21+/t23?,34-

C42H58O6 (658.4233)


Fucoxanthin is an epoxycarotenol that is found in brown seaweed and which exhibits anti-cancer, anti-diabetic, anti-oxidative and neuroprotective properties. It has a role as an algal metabolite, a CFTR potentiator, a food antioxidant, a neuroprotective agent, a hypoglycemic agent, an apoptosis inhibitor, a hepatoprotective agent, a marine metabolite and a plant metabolite. It is an epoxycarotenol, an acetate ester, a secondary alcohol, a tertiary alcohol and a member of allenes. Fucoxanthin is a natural product found in Aequipecten opercularis, Ascidia zara, and other organisms with data available. An epoxycarotenol that is found in brown seaweed and which exhibits anti-cancer, anti-diabetic, anti-oxidative and neuroprotective properties. D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids Window width to select the precursor ion was 3 Da.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. Window width for selecting the precursor ion was 3 Da.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 16HP2005 to the Mass Spectrometry Society of Japan. Fucoxanthin (all-trans-Fucoxanthin) is a marine carotenoid and shows anti-obesity, anti-diabetic, anti-oxidant, anti-inflammatory and anticancer activities[1][2][3][4][5][6][7][8][9]. Fucoxanthin is a marine carotenoid and shows anti-obesity, anti-diabetic, anti-oxidant, anti-inflammatory and anticancer activities. Fucoxanthin (all-trans-Fucoxanthin) is a marine carotenoid and shows anti-obesity, anti-diabetic, anti-oxidant, anti-inflammatory and anticancer activities[1][2][3][4][5][6][7][8][9]. Fucoxanthin is a marine carotenoid and shows anti-obesity, anti-diabetic, anti-oxidant, anti-inflammatory and anticancer activities.

   

Tetradecanoic acid

Tetradecanoic acid

C14H28O2 (228.2089)


   

CADALENE

4-Isopropyl-1,6-dimethylnaphthalene

C15H18 (198.1408)


   

(-)-Amijiol

(-)-1(15),8-dolastadiene-4beta,14beta-diol

C20H32O2 (304.2402)


   

(-)-Isoamijiol

(-)-1(15),8-dolastadiene-2beta,14beta-diol

C20H32O2 (304.2402)


   
   

D-Amorphene

4,7-Dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.1878)


   

Beta-Elemene

1-ethenyl-1-methyl-2,4-bis(prop-1-en-2-yl)cyclohexane

C15H24 (204.1878)


β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis.

   

Yatansin

8-methyl-3-methylidene-5-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

C15H24 (204.1878)


   

1-Epibicyclosesquiphellandrene

4-methyl-7-methylidene-1-(propan-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene

C15H24 (204.1878)


   

epicubenol

4,7-dimethyl-1-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalen-4a-ol

C15H26O (222.1984)


   

1,2-Di-O-palmitoyl-3-O-(6-sulfoquinovopyranosyl)glycerol

{6-[2,3-bis(hexadecanoyloxy)propoxy]-3,4,5-trihydroxyoxan-2-yl}methanesulfonic acid

C41H78O12S (794.5214)


   

Pentadecane

n-pentadecane

C15H32 (212.2504)


A straight-chain alkane with 15 carbon atoms. It is a component of volatile oils isolated from plants species like Scandix balansae.

   

D-Sorbitol

(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol

C6H14O6 (182.079)


   

CHEBI:15385

(1S,8AR)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.1878)


   

Apiol

Benzene, 1-allyl-2,5-dimethoxy-3,4-(methylenedioxy)-

C12H14O4 (222.0892)


   

(-)-Germacrene A

(-)-Germacrene A

C15H24 (204.1878)


   

dilopholide

dilopholide

C22H32O4 (360.23)


A diterpenoid isolated from the brown alga Dilophus ligulatus and has been shown to exhibit cytotoxic activity.

   

Epicubebol methyl ether

Epicubebol methyl ether

C16H28O (236.214)


A natural product found in Neolitsea daibuensis.

   

Dehydrovomifoliol

(4S)-4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-enyl]cyclohex-2-en-1-one;(6S)-6-hydroxy-3-oxo-alpha-ionone

C13H18O3 (222.1256)


(6S)-dehydrovomifoliol is a dehydrovomifoliol that has S-configuration at the chiral centre. It has a role as a plant metabolite. It is an enantiomer of a (6R)-dehydrovomifoliol. Dehydrovomifoliol is a natural product found in Psychotria correae, Dendrobium loddigesii, and other organisms with data available.

   

Ectocarpene

Ectocarpene

C11H16 (148.1252)


   

Dihydrocholesterol

Dihydrocholesterol

C27H48O (388.3705)


5α-Cholestan-3β-ol is a derivitized steroid compound. 5α-Cholestan-3β-ol is a derivitized steroid compound.

   

delta-Cadinol

delta-Cadinol

C15H26O (222.1984)


   

Dolabellane analog-8

Dolabellane analog-8

C20H32O (288.2453)


A natural product found in Dilophus spiralis.

   

delta-Cadinene

delta-Cadinene

C15H24 (204.1878)


A member of the cadinene family of sesquiterpenes in which the double bonds are located at the 4-4a and 7-8 positions, and in which the isopropyl group at position 1 is cis to the hydrogen at the adjacent bridgehead carbon (position 8a).

   

(6Z,9Z,12Z,15Z)-henicosa-1,6,9,12,15-pentaene

(6Z,9Z,12Z,15Z)-henicosa-1,6,9,12,15-pentaene

C21H34 (286.266)


An alkapentaene that is henicos-1-ene with 4 cis double bonds at positions 6,9,12 and 15.

   

(6Z,9Z,12Z,15Z)-tricosa-1,6,9,12,15-pentaene

(6Z,9Z,12Z,15Z)-tricosa-1,6,9,12,15-pentaene

C23H38 (314.2973)


An alkapentaene that is tricos-1-ene with 4 cis double bonds at positions 6,9,12 and 15.

   

Dolabellane analog-7

Dolabellane analog-7

C20H30O2 (302.2246)


A natural product found in Dilophus spiralis.

   

(4ar,5r,8s,8ar)-4a-hydroxy-8-isopropyl-5-methyl-4,5,6,7,8,8a-hexahydro-3h-naphthalene-2-carbaldehyde

(4ar,5r,8s,8ar)-4a-hydroxy-8-isopropyl-5-methyl-4,5,6,7,8,8a-hexahydro-3h-naphthalene-2-carbaldehyde

C15H24O2 (236.1776)


   

(1s,3ar,4ar,8s,8as,10as)-3a,8a-dimethyl-5-methylidene-1-(prop-1-en-2-yl)-decahydro-1h-cyclohexa[f]azulen-8-ol

(1s,3ar,4ar,8s,8as,10as)-3a,8a-dimethyl-5-methylidene-1-(prop-1-en-2-yl)-decahydro-1h-cyclohexa[f]azulen-8-ol

C20H32O (288.2453)


   

2-methoxy-11-methyl-7-(4-methylpent-3-en-1-yl)-3,5-dioxatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1(14),11-diene

2-methoxy-11-methyl-7-(4-methylpent-3-en-1-yl)-3,5-dioxatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1(14),11-diene

C21H32O3 (332.2351)


   

9-hydroxy-6,10-dimethyl-10-(4-methyl-3-oxopentyl)-2-methylidene-12-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl acetate

9-hydroxy-6,10-dimethyl-10-(4-methyl-3-oxopentyl)-2-methylidene-12-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl acetate

C22H34O5 (378.2406)


   

[(1r,2e,5e,9r)-2-formyl-6-methyl-9-[(2s)-6-methylhept-5-en-2-yl]cyclonona-2,5-dien-1-yl]methyl acetate

[(1r,2e,5e,9r)-2-formyl-6-methyl-9-[(2s)-6-methylhept-5-en-2-yl]cyclonona-2,5-dien-1-yl]methyl acetate

C22H34O3 (346.2508)


   

2-[(1r,3ar,6r,7r,8r,12s,12as)-7,8,12-tris(acetyloxy)-3a,6,10-trimethyl-1h,2h,3h,6h,7h,8h,11h,12h,12ah-cyclopenta[11]annulen-1-yl]propan-2-yl acetate

2-[(1r,3ar,6r,7r,8r,12s,12as)-7,8,12-tris(acetyloxy)-3a,6,10-trimethyl-1h,2h,3h,6h,7h,8h,11h,12h,12ah-cyclopenta[11]annulen-1-yl]propan-2-yl acetate

C28H42O8 (506.288)


   

3-{5-[(2,5-dihydroxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-oxo-hexahydro-1h-naphthalen-1-yl}propanoic acid

3-{5-[(2,5-dihydroxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-oxo-hexahydro-1h-naphthalen-1-yl}propanoic acid

C24H34O5 (402.2406)


   

(3r,3as,7r,7as)-7-hydroxy-7a-methyl-3-[(2s)-6-methylhept-5-en-2-yl]-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

(3r,3as,7r,7as)-7-hydroxy-7a-methyl-3-[(2s)-6-methylhept-5-en-2-yl]-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

C20H30O3 (318.2195)


   

(1r,2z,5e,9r)-2,6-dimethyl-9-[(2r)-6-methylhept-5-en-2-yl]cyclonona-2,5-diene-1-carboxylic acid

(1r,2z,5e,9r)-2,6-dimethyl-9-[(2r)-6-methylhept-5-en-2-yl]cyclonona-2,5-diene-1-carboxylic acid

C20H32O2 (304.2402)


   

2,8-dimethyl-5-(3,6,7-trihydroxy-6-methylhepta-1,4-dien-2-yl)tricyclo[5.3.0.0²,⁶]decan-3-one

2,8-dimethyl-5-(3,6,7-trihydroxy-6-methylhepta-1,4-dien-2-yl)tricyclo[5.3.0.0²,⁶]decan-3-one

C20H30O4 (334.2144)


   

6-(4-hydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-5-yl)-2-methylhept-2-en-4-yl acetate

6-(4-hydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-5-yl)-2-methylhept-2-en-4-yl acetate

C22H34O3 (346.2508)


   

3-{5-[(2-hydroxy-5-methoxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-oxo-hexahydro-1h-naphthalen-1-yl}propanoic acid

3-{5-[(2-hydroxy-5-methoxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-oxo-hexahydro-1h-naphthalen-1-yl}propanoic acid

C25H36O5 (416.2563)


   

(1s,2r,3r,5r,6r,7r,8r)-5-[(4e)-6-hydroxy-6-methylhepta-1,4-dien-2-yl]-2,8-dimethyltricyclo[5.3.0.0²,⁶]decan-3-ol

(1s,2r,3r,5r,6r,7r,8r)-5-[(4e)-6-hydroxy-6-methylhepta-1,4-dien-2-yl]-2,8-dimethyltricyclo[5.3.0.0²,⁶]decan-3-ol

C20H32O2 (304.2402)


   

(2e)-7-hydroxy-5-methyl-2-[(4z,7z,10z,13z,16z)-nonadeca-4,7,10,13,16-pentaen-1-ylidene]-3h-1-benzopyran-4-one

(2e)-7-hydroxy-5-methyl-2-[(4z,7z,10z,13z,16z)-nonadeca-4,7,10,13,16-pentaen-1-ylidene]-3h-1-benzopyran-4-one

C29H36O3 (432.2664)


   

3-{[(1r,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-4-hydroxybenzoic acid

3-{[(1r,4ar,8ar)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-4-hydroxybenzoic acid

C22H30O3 (342.2195)


   

1,3-dimethoxy-7-methyl-4-(6-methylhept-5-en-2-yl)-1h,3h,3ah,4h,5h,6h,9h-cyclonona[c]furan

1,3-dimethoxy-7-methyl-4-(6-methylhept-5-en-2-yl)-1h,3h,3ah,4h,5h,6h,9h-cyclonona[c]furan

C22H36O3 (348.2664)


   

(4as,12bs)-4,4,12b-trimethyl-1,2,3,4a,5,6-hexahydrotetraphene-8,11-dione

(4as,12bs)-4,4,12b-trimethyl-1,2,3,4a,5,6-hexahydrotetraphene-8,11-dione

C21H24O2 (308.1776)


   

(3ar,4as,8r,8as)-8a-(hydroxymethyl)-1-isopropyl-3a-methyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulene-4a,8-diol

(3ar,4as,8r,8as)-8a-(hydroxymethyl)-1-isopropyl-3a-methyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulene-4a,8-diol

C20H32O3 (320.2351)


   

(1s,3ar,4ar,8s,8as,10as)-3a,5,8a-trimethyl-1-(prop-1-en-2-yl)-1h,2h,3h,4h,4ah,7h,8h,9h,10h,10ah-cyclohexa[f]azulen-8-ol

(1s,3ar,4ar,8s,8as,10as)-3a,5,8a-trimethyl-1-(prop-1-en-2-yl)-1h,2h,3h,4h,4ah,7h,8h,9h,10h,10ah-cyclohexa[f]azulen-8-ol

C20H32O (288.2453)


   

(1r,2s,5r,6r,7s,8s)-1,5,8-trimethyl-8-[(2z)-6-methylhepta-2,5-dien-2-yl]tricyclo[5.3.0.0²,⁶]decane

(1r,2s,5r,6r,7s,8s)-1,5,8-trimethyl-8-[(2z)-6-methylhepta-2,5-dien-2-yl]tricyclo[5.3.0.0²,⁶]decane

C21H34 (286.266)


   

(1r,3as,4r,5s,8ar)-3-methyl-5-[(2r)-6-methylhept-5-en-2-yl]-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulene-1,4-diol

(1r,3as,4r,5s,8ar)-3-methyl-5-[(2r)-6-methylhept-5-en-2-yl]-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulene-1,4-diol

C20H32O2 (304.2402)


   

10-hydroxy-1,1,4a,6a,8,12b-hexamethyl-3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-2-one

10-hydroxy-1,1,4a,6a,8,12b-hexamethyl-3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-2-one

C27H38O3 (410.2821)


   

(3r,3as,7s,7as)-7-hydroxy-3-[(2s,5r)-5-hydroxy-6-methylhept-6-en-2-yl]-7a-methyl-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

(3r,3as,7s,7as)-7-hydroxy-3-[(2s,5r)-5-hydroxy-6-methylhept-6-en-2-yl]-7a-methyl-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

C20H30O4 (334.2144)


   

(2's,4'ar,4'bs,7's,8'ar)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-4,5,7'-triol

(2's,4'ar,4'bs,7's,8'ar)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-4,5,7'-triol

C27H40O4 (428.2926)


   

(1r,3ar,4as,8r,8ar)-1,4a-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h-cyclohexa[f]azulen-8-yl acetate

(1r,3ar,4as,8r,8ar)-1,4a-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h-cyclohexa[f]azulen-8-yl acetate

C22H34O4 (362.2457)


   

(4ar,5r,8s)-4a-hydroxy-8-isopropyl-5-methyl-3,4,5,6,7,8-hexahydronaphthalen-2-one

(4ar,5r,8s)-4a-hydroxy-8-isopropyl-5-methyl-3,4,5,6,7,8-hexahydronaphthalen-2-one

C14H22O2 (222.162)


   

3-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-4,5,6-trihydroxyoxane-2-carboxylic acid

3-[(6-carboxy-3,4-dihydroxyoxan-2-yl)oxy]-4,5,6-trihydroxyoxane-2-carboxylic acid

C12H18O12 (354.0798)


   

methyl 3-[(1s,4ar,5s,6s,8ar)-5-[(2,5-dihydroxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-(propan-2-ylidene)-hexahydro-1h-naphthalen-1-yl]propanoate

methyl 3-[(1s,4ar,5s,6s,8ar)-5-[(2,5-dihydroxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-(propan-2-ylidene)-hexahydro-1h-naphthalen-1-yl]propanoate

C28H42O4 (442.3083)


   

(3s,9r,12as)-3,9-dihydroxy-3-isopropyl-6,10,12a-trimethyl-1h,2h,3ah,4h,8h,9h,12h-cyclopenta[11]annulen-5-one

(3s,9r,12as)-3,9-dihydroxy-3-isopropyl-6,10,12a-trimethyl-1h,2h,3ah,4h,8h,9h,12h-cyclopenta[11]annulen-5-one

C20H32O3 (320.2351)


   

3,8-dimethyl-5-(6-methylhept-5-en-2-yl)-1,3a,4,5,6,8a-hexahydroazulen-4-ol

3,8-dimethyl-5-(6-methylhept-5-en-2-yl)-1,3a,4,5,6,8a-hexahydroazulen-4-ol

C20H32O (288.2453)


   

(1s,5e,9s)-6-methyl-2-methylidene-9-(prop-1-en-2-yl)cyclodec-5-en-1-ol

(1s,5e,9s)-6-methyl-2-methylidene-9-(prop-1-en-2-yl)cyclodec-5-en-1-ol

C15H24O (220.1827)


   

9-hydroxy-6,10-dimethyl-10-(4-methyl-3-oxopentyl)-2-methylidene-12-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-one

9-hydroxy-6,10-dimethyl-10-(4-methyl-3-oxopentyl)-2-methylidene-12-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-one

C20H30O4 (334.2144)


   

6,10,12a-trimethyl-3-(prop-1-en-2-yl)-2h,3h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-1-one

6,10,12a-trimethyl-3-(prop-1-en-2-yl)-2h,3h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-1-one

C20H30O (286.2297)


   

(2r,5r,6r,8r)-5-[(4s)-4-hydroxy-6-methylhepta-1,5-dien-2-yl]-2,8-dimethyltricyclo[5.3.0.0²,⁶]decan-3-ol

(2r,5r,6r,8r)-5-[(4s)-4-hydroxy-6-methylhepta-1,5-dien-2-yl]-2,8-dimethyltricyclo[5.3.0.0²,⁶]decan-3-ol

C20H32O2 (304.2402)


   

1,5-dimethyl-8-(prop-1-en-2-yl)cyclodeca-1,5-diene

1,5-dimethyl-8-(prop-1-en-2-yl)cyclodeca-1,5-diene

C15H24 (204.1878)


   

(4s,4ar,5s,11ar)-5-hydroxy-7-methyl-4-(4-methylpent-3-en-1-yl)-1-oxo-3h,4h,4ah,5h,6h,9h,11ah-cyclonona[c]pyran-11-carbaldehyde

(4s,4ar,5s,11ar)-5-hydroxy-7-methyl-4-(4-methylpent-3-en-1-yl)-1-oxo-3h,4h,4ah,5h,6h,9h,11ah-cyclonona[c]pyran-11-carbaldehyde

C20H28O4 (332.1987)


   

(3ar,8r,8as)-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-8-ol

(3ar,8r,8as)-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-8-ol

C20H30O (286.2297)


   

(1r,3r,3ar,4r)-1,3-dimethoxy-7-methyl-4-[(2r)-6-methylhept-5-en-2-yl]-1h,3h,3ah,4h,5h,6h,9h-cyclonona[c]furan

(1r,3r,3ar,4r)-1,3-dimethoxy-7-methyl-4-[(2r)-6-methylhept-5-en-2-yl]-1h,3h,3ah,4h,5h,6h,9h-cyclonona[c]furan

C22H36O3 (348.2664)


   

7-methyl-4-(6-methylhept-5-en-2-yl)-4h,5h,6h,9h,10h-cyclonona[c]furan

7-methyl-4-(6-methylhept-5-en-2-yl)-4h,5h,6h,9h,10h-cyclonona[c]furan

C20H30O (286.2297)


   

(3s,3as,12ar)-6,10,12a-trimethyl-3-(prop-1-en-2-yl)-2h,3h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-1-one

(3s,3as,12ar)-6,10,12a-trimethyl-3-(prop-1-en-2-yl)-2h,3h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-1-one

C20H30O (286.2297)


   

(3as,4ar,8s,8as)-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulene-4a,8-diol

(3as,4ar,8s,8as)-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulene-4a,8-diol

C20H32O2 (304.2402)


   

(1r,2s,3r)-3-[(1s,5r)-2-formyl-5-[(2z)-6-methylhepta-2,5-dien-2-yl]cyclopent-2-en-1-yl]-2-methyl-4-oxocyclopentyl acetate

(1r,2s,3r)-3-[(1s,5r)-2-formyl-5-[(2z)-6-methylhepta-2,5-dien-2-yl]cyclopent-2-en-1-yl]-2-methyl-4-oxocyclopentyl acetate

C22H30O4 (358.2144)


   

7-hydroxy-7a-methyl-3-(6-methylhept-5-en-2-yl)-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

7-hydroxy-7a-methyl-3-(6-methylhept-5-en-2-yl)-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

C20H30O3 (318.2195)


   

(2r,3e,5r)-2,5-dihydroxy-6-[(1r,2r,3r,5s,6r,7s,10r)-5-hydroxy-6,10-dimethyltricyclo[5.3.0.0²,⁶]decan-3-yl]-2-methylhepta-3,6-dien-1-yl acetate

(2r,3e,5r)-2,5-dihydroxy-6-[(1r,2r,3r,5s,6r,7s,10r)-5-hydroxy-6,10-dimethyltricyclo[5.3.0.0²,⁶]decan-3-yl]-2-methylhepta-3,6-dien-1-yl acetate

C22H34O5 (378.2406)


   

2-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methyl]benzene-1,4-diol

2-[(2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methyl]benzene-1,4-diol

C21H32O3 (332.2351)


   

[5-(acetyloxy)-2-(2-methyl-5-oxocyclopent-3-en-1-yl)-3-(6-methylhepta-2,5-dien-2-yl)cyclopentyl]methyl acetate

[5-(acetyloxy)-2-(2-methyl-5-oxocyclopent-3-en-1-yl)-3-(6-methylhepta-2,5-dien-2-yl)cyclopentyl]methyl acetate

C24H34O5 (402.2406)


   

[(1z,5e,8r,11s)-6-methyl-11-[(2s)-6-methylhept-5-en-2-yl]-10-oxo-9-oxabicyclo[6.2.1]undeca-1,5-dien-2-yl]methyl acetate

[(1z,5e,8r,11s)-6-methyl-11-[(2s)-6-methylhept-5-en-2-yl]-10-oxo-9-oxabicyclo[6.2.1]undeca-1,5-dien-2-yl]methyl acetate

C22H32O4 (360.23)


   

4,4,12b-trimethyl-1,2,3,4a,5,6-hexahydrotetraphene-8,11-dione

4,4,12b-trimethyl-1,2,3,4a,5,6-hexahydrotetraphene-8,11-dione

C21H24O2 (308.1776)


   

3-methyl-5-(6-methylhept-5-en-2-yl)-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-4-ol

3-methyl-5-(6-methylhept-5-en-2-yl)-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-4-ol

C20H32O (288.2453)


   

10,12-dihydroxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

10,12-dihydroxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

C22H34O5 (378.2406)


   

6-(4-hydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-5-yl)-2-methylheptan-3-one

6-(4-hydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-5-yl)-2-methylheptan-3-one

C20H32O2 (304.2402)


   

(2s,6s,7s,8s)-1,3-dimethyl-8-[(2s)-6-methylhept-5-en-2-yl]tricyclo[4.4.0.0²,⁷]dec-3-ene

(2s,6s,7s,8s)-1,3-dimethyl-8-[(2s)-6-methylhept-5-en-2-yl]tricyclo[4.4.0.0²,⁷]dec-3-ene

C20H32 (272.2504)


   

(1s,10s,10as)-7-methyl-10-[(2r)-6-methylhept-5-en-2-yl]-3-oxo-1h,5h,8h,9h,10h,10ah-cyclonona[c]furan-1-yl acetate

(1s,10s,10as)-7-methyl-10-[(2r)-6-methylhept-5-en-2-yl]-3-oxo-1h,5h,8h,9h,10h,10ah-cyclonona[c]furan-1-yl acetate

C22H32O4 (360.23)


   

(3as,4r,5s,8ar)-5-[(2r,5r)-5-hydroxy-6-methylhept-6-en-2-yl]-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-4-ol

(3as,4r,5s,8ar)-5-[(2r,5r)-5-hydroxy-6-methylhept-6-en-2-yl]-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-4-ol

C20H32O2 (304.2402)


   

(2s,4ar,4br,6ar,12as,12br,14ar)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthene-2,10-diol

(2s,4ar,4br,6ar,12as,12br,14ar)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthene-2,10-diol

C27H40O3 (412.2977)


   

2-{[(1s,4as,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}cyclohexa-2,5-diene-1,4-dione

2-{[(1s,4as,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}cyclohexa-2,5-diene-1,4-dione

C21H28O2 (312.2089)


   

(2r)-2,8-dimethyl-2-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]chromen-6-yl acetate

(2r)-2,8-dimethyl-2-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]chromen-6-yl acetate

C29H40O3 (436.2977)


   

(7z)-5-methoxy-8-methyl-11-(6-methylhept-5-en-2-yl)-13-oxa-2-azatricyclo[8.2.1.0⁴,¹²]trideca-2,4(12),7-trien-3-ol

(7z)-5-methoxy-8-methyl-11-(6-methylhept-5-en-2-yl)-13-oxa-2-azatricyclo[8.2.1.0⁴,¹²]trideca-2,4(12),7-trien-3-ol

C21H31NO3 (345.2304)


   

(1r,2s,5r,6s,7s,8r)-2,8-dimethyl-5-[(2z)-6-methylhepta-2,5-dien-2-yl]tricyclo[5.3.0.0²,⁶]decan-1-ol

(1r,2s,5r,6s,7s,8r)-2,8-dimethyl-5-[(2z)-6-methylhepta-2,5-dien-2-yl]tricyclo[5.3.0.0²,⁶]decan-1-ol

C20H32O (288.2453)


   

3a,5,8a-trimethyl-1-(prop-1-en-2-yl)-decahydro-1h-cyclohexa[f]azulene-5,8-diol

3a,5,8a-trimethyl-1-(prop-1-en-2-yl)-decahydro-1h-cyclohexa[f]azulene-5,8-diol

C20H34O2 (306.2559)


   

(4s,6r,9r,10r,11r)-11,13-dimethoxy-6-methyl-9-[(2s)-6-methylhept-5-en-2-yl]-5,12-dioxatricyclo[8.3.0.0⁴,⁶]tridec-1-ene

(4s,6r,9r,10r,11r)-11,13-dimethoxy-6-methyl-9-[(2s)-6-methylhept-5-en-2-yl]-5,12-dioxatricyclo[8.3.0.0⁴,⁶]tridec-1-ene

C22H36O4 (364.2613)


   

(7r,8s)-10,12-dihydroxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

(7r,8s)-10,12-dihydroxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

C22H34O5 (378.2406)


   

(3as,4ar,8s,8as)-4a-hydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-3h,4h,6h,7h,8h,9h-cyclohexa[f]azulen-8-yl acetate

(3as,4ar,8s,8as)-4a-hydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-3h,4h,6h,7h,8h,9h-cyclohexa[f]azulen-8-yl acetate

C22H32O3 (344.2351)


   

5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-7'-yl acetate

5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-7'-yl acetate

C31H44O5 (496.3189)


   

(1s,3ar,4r,7ar)-7,7a-diformyl-3a-methyl-1-[(2s)-6-methylhept-5-en-2-yl]-2,3,4,5-tetrahydro-1h-inden-4-yl acetate

(1s,3ar,4r,7ar)-7,7a-diformyl-3a-methyl-1-[(2s)-6-methylhept-5-en-2-yl]-2,3,4,5-tetrahydro-1h-inden-4-yl acetate

C22H32O4 (360.23)


   

(1r,2e,5e,9r)-6-methyl-9-[(2s)-6-methylhept-5-en-2-yl]cyclonona-2,5-diene-1,2-dicarbaldehyde

(1r,2e,5e,9r)-6-methyl-9-[(2s)-6-methylhept-5-en-2-yl]cyclonona-2,5-diene-1,2-dicarbaldehyde

C20H30O2 (302.2246)


   

(2s,4as,4bs,6as,11as,11bs,13ar)-2-hydroxy-1,1,4a,6a,9,11b-hexamethyl-2h,3h,4h,4bh,5h,6h,11h,11ah,12h,13h,13ah-indeno[2,1-a]phenanthrene-7,10-dione

(2s,4as,4bs,6as,11as,11bs,13ar)-2-hydroxy-1,1,4a,6a,9,11b-hexamethyl-2h,3h,4h,4bh,5h,6h,11h,11ah,12h,13h,13ah-indeno[2,1-a]phenanthrene-7,10-dione

C27H38O3 (410.2821)


   

(3r,3as,7as)-7a-methyl-3-[(2s)-6-methylhept-5-en-2-yl]-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

(3r,3as,7as)-7a-methyl-3-[(2s)-6-methylhept-5-en-2-yl]-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

C20H30O2 (302.2246)


   

4,10-dimethyl-7-(6-methylhepta-2,5-dien-2-yl)tricyclo[4.4.0.0¹,⁵]decan-10-ol

4,10-dimethyl-7-(6-methylhepta-2,5-dien-2-yl)tricyclo[4.4.0.0¹,⁵]decan-10-ol

C20H32O (288.2453)


   

(3ar,4s,5r,8as)-5-[(2s,5r)-6-chloro-5-hydroxy-6-methylheptan-2-yl]-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-4-ol

(3ar,4s,5r,8as)-5-[(2s,5r)-6-chloro-5-hydroxy-6-methylheptan-2-yl]-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-4-ol

C20H33ClO2 (340.2169)


   

(2s,4ar,4br,6as,12as,12br,14ar)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthene-2,10-diol

(2s,4ar,4br,6as,12as,12br,14ar)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthene-2,10-diol

C27H40O3 (412.2977)


   

4,5-bis(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-7'-yl acetate

4,5-bis(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-7'-yl acetate

C33H46O7 (554.3243)


   

6,10,12a-trimethyl-3-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-1-yl acetate

6,10,12a-trimethyl-3-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-1-yl acetate

C22H34O2 (330.2559)


   

6-methyl-11-(6-methylhept-5-en-2-yl)-9-oxabicyclo[6.2.1]undec-5-ene-2,10-dione

6-methyl-11-(6-methylhept-5-en-2-yl)-9-oxabicyclo[6.2.1]undec-5-ene-2,10-dione

C19H28O3 (304.2038)


   

3-[(1s,4ar,5s,6r,8ar)-5-{[5-(acetyloxy)-2-hydroxy-3-methylphenyl]methyl}-5,6,8a-trimethyl-2-(propan-2-ylidene)-hexahydro-1h-naphthalen-1-yl]propanoic acid

3-[(1s,4ar,5s,6r,8ar)-5-{[5-(acetyloxy)-2-hydroxy-3-methylphenyl]methyl}-5,6,8a-trimethyl-2-(propan-2-ylidene)-hexahydro-1h-naphthalen-1-yl]propanoic acid

C29H42O5 (470.3032)


   

(1r,3s,5s,12s,13s)-1,5,9-trimethyl-13-(prop-1-en-2-yl)-4-oxatricyclo[10.3.0.0³,⁵]pentadec-8-ene

(1r,3s,5s,12s,13s)-1,5,9-trimethyl-13-(prop-1-en-2-yl)-4-oxatricyclo[10.3.0.0³,⁵]pentadec-8-ene

C20H32O (288.2453)


   

(2z,5e)-2,6-dimethyl-9-(6-methylhept-5-en-2-yl)cyclonona-2,5-diene-1-carboxylic acid

(2z,5e)-2,6-dimethyl-9-(6-methylhept-5-en-2-yl)cyclonona-2,5-diene-1-carboxylic acid

C20H32O2 (304.2402)


   

(5as,7ar,11ar,11bs)-5a,8,8,11a-tetramethyl-6,7,7a,9,10,11,11b,12-octahydro-5-oxatetraphen-2-ol

(5as,7ar,11ar,11bs)-5a,8,8,11a-tetramethyl-6,7,7a,9,10,11,11b,12-octahydro-5-oxatetraphen-2-ol

C21H30O2 (314.2246)


   

9-hydroxy-5-methyl-8-(6-methylhept-5-en-2-yl)bicyclo[3.3.1]non-2-ene-1,2-dicarbaldehyde

9-hydroxy-5-methyl-8-(6-methylhept-5-en-2-yl)bicyclo[3.3.1]non-2-ene-1,2-dicarbaldehyde

C20H30O3 (318.2195)


   

4a-hydroxy-8-isopropyl-5-methyl-4,5,6,7,8,8a-hexahydro-3h-naphthalene-2-carbaldehyde

4a-hydroxy-8-isopropyl-5-methyl-4,5,6,7,8,8a-hexahydro-3h-naphthalene-2-carbaldehyde

C15H24O2 (236.1776)


   

(2r,3e,5r)-2,5-dihydroxy-6-[(1r,2r,3r,5r,6r,7s,10r)-5-hydroxy-6,10-dimethyltricyclo[5.3.0.0²,⁶]decan-3-yl]-2-methylhepta-3,6-dien-1-yl acetate

(2r,3e,5r)-2,5-dihydroxy-6-[(1r,2r,3r,5r,6r,7s,10r)-5-hydroxy-6,10-dimethyltricyclo[5.3.0.0²,⁶]decan-3-yl]-2-methylhepta-3,6-dien-1-yl acetate

C22H34O5 (378.2406)


   

(1s,2s,5s,6r,7r,10r)-10-methyl-5-[(2z)-6-methylhepta-2,5-dien-2-yl]-8-oxotricyclo[5.2.1.0²,⁶]dec-3-ene-2-carbaldehyde

(1s,2s,5s,6r,7r,10r)-10-methyl-5-[(2z)-6-methylhepta-2,5-dien-2-yl]-8-oxotricyclo[5.2.1.0²,⁶]dec-3-ene-2-carbaldehyde

C20H26O2 (298.1933)


   

7a-methyl-3-(6-methylhept-5-en-2-yl)-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

7a-methyl-3-(6-methylhept-5-en-2-yl)-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

C20H30O2 (302.2246)


   

(1s,6s,8r,13s)-11-isopropyl-8-methyl-5-methylidene-14-oxatetracyclo[11.2.1.0¹,⁶.0⁸,¹²]hexadec-11-en-6-ol

(1s,6s,8r,13s)-11-isopropyl-8-methyl-5-methylidene-14-oxatetracyclo[11.2.1.0¹,⁶.0⁸,¹²]hexadec-11-en-6-ol

C20H30O2 (302.2246)


   

(1r,4r,5s,6s,7s)-4,10-dimethyl-7-[(2z)-6-methylhepta-2,5-dien-2-yl]tricyclo[4.4.0.0¹,⁵]dec-9-ene

(1r,4r,5s,6s,7s)-4,10-dimethyl-7-[(2z)-6-methylhepta-2,5-dien-2-yl]tricyclo[4.4.0.0¹,⁵]dec-9-ene

C20H30 (270.2347)


   

(3ar,4s,7s,8r,8ar)-1,4-dimethyl-7-[(2r)-6-methylhept-5-en-2-yl]-3a,5,6,7,8,8a-hexahydro-3h-azulene-4,8-diol

(3ar,4s,7s,8r,8ar)-1,4-dimethyl-7-[(2r)-6-methylhept-5-en-2-yl]-3a,5,6,7,8,8a-hexahydro-3h-azulene-4,8-diol

C20H34O2 (306.2559)


   

(3r,5z,8z)-undeca-1,5,8-trien-3-yl acetate

(3r,5z,8z)-undeca-1,5,8-trien-3-yl acetate

C13H20O2 (208.1463)


   

(1s,4s,6s,9e,12r,15s)-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-ene

(1s,4s,6s,9e,12r,15s)-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-ene

C20H32O (288.2453)


   

2-[(1s,3s,5r,8s,10r,13s)-1,5,10-trimethyl-4,9-dioxatetracyclo[11.3.0.0³,⁵.0⁸,¹⁰]hexadec-14-en-14-yl]propan-2-ol

2-[(1s,3s,5r,8s,10r,13s)-1,5,10-trimethyl-4,9-dioxatetracyclo[11.3.0.0³,⁵.0⁸,¹⁰]hexadec-14-en-14-yl]propan-2-ol

C20H32O3 (320.2351)


   

(1s,2s,5r,6s,7r,10s)-10-methyl-5-[(2z)-6-methylhepta-2,5-dien-2-yl]-8-oxotricyclo[5.2.1.0²,⁶]dec-3-ene-2-carbaldehyde

(1s,2s,5r,6s,7r,10s)-10-methyl-5-[(2z)-6-methylhepta-2,5-dien-2-yl]-8-oxotricyclo[5.2.1.0²,⁶]dec-3-ene-2-carbaldehyde

C20H26O2 (298.1933)


   

1,4-dimethyl-7-(6-methylhept-6-en-2-yl)-3a,5,6,7,8,8a-hexahydro-3h-azulene-4,8-diol

1,4-dimethyl-7-(6-methylhept-6-en-2-yl)-3a,5,6,7,8,8a-hexahydro-3h-azulene-4,8-diol

C20H34O2 (306.2559)


   

4,7'-dihydroxy-2',4'b,8',8',10'a-pentamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydrospiro[furan-2,1'-phenanthren]-5-one

4,7'-dihydroxy-2',4'b,8',8',10'a-pentamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydrospiro[furan-2,1'-phenanthren]-5-one

C22H34O4 (362.2457)


   

[(2s,3s,4s,5r,6s)-6-[(2r)-2-(hexadecanoyloxy)-3-[(9e)-octadec-9-enoyloxy]propoxy]-3,4,5-trihydroxyoxan-2-yl]methanesulfonic acid

[(2s,3s,4s,5r,6s)-6-[(2r)-2-(hexadecanoyloxy)-3-[(9e)-octadec-9-enoyloxy]propoxy]-3,4,5-trihydroxyoxan-2-yl]methanesulfonic acid

C43H80O12S (820.537)


   

1-(2,4-dihydroxy-6-undecylphenyl)ethanone

1-(2,4-dihydroxy-6-undecylphenyl)ethanone

C19H30O3 (306.2195)


   

(3r,3as,4s,12ar)-3-(2-hydroxypropan-2-yl)-6,10,12a-trimethyl-1h,2h,3h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-4-ol

(3r,3as,4s,12ar)-3-(2-hydroxypropan-2-yl)-6,10,12a-trimethyl-1h,2h,3h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-4-ol

C20H34O2 (306.2559)


   

5-(2-hydroxy-6-methylhept-5-en-2-yl)-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-4-ol

5-(2-hydroxy-6-methylhept-5-en-2-yl)-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-4-ol

C20H32O2 (304.2402)


   

5-hydroxy-7-methyl-4-(4-methylpent-3-en-1-yl)-1-oxo-3h,4h,4ah,5h,6h,9h,11ah-cyclonona[c]pyran-11-carbaldehyde

5-hydroxy-7-methyl-4-(4-methylpent-3-en-1-yl)-1-oxo-3h,4h,4ah,5h,6h,9h,11ah-cyclonona[c]pyran-11-carbaldehyde

C20H28O4 (332.1987)


   

[(1s,2r,3r,5r)-5-(acetyloxy)-2-[(1r,2r)-2-methyl-5-oxocyclopent-3-en-1-yl]-3-[(2z)-6-methylhepta-2,5-dien-2-yl]cyclopentyl]methyl acetate

[(1s,2r,3r,5r)-5-(acetyloxy)-2-[(1r,2r)-2-methyl-5-oxocyclopent-3-en-1-yl]-3-[(2z)-6-methylhepta-2,5-dien-2-yl]cyclopentyl]methyl acetate

C24H34O5 (402.2406)


   

(1s,3as,4as,8ar)-1-hydroxy-1-isopropyl-3a,5,8a-trimethyl-2h,3h,4h,4ah,10h,10ah-cyclohexa[f]azulen-9-one

(1s,3as,4as,8ar)-1-hydroxy-1-isopropyl-3a,5,8a-trimethyl-2h,3h,4h,4ah,10h,10ah-cyclohexa[f]azulen-9-one

C20H30O2 (302.2246)


   

(1s,4ar,6s,8as)-8a-methyl-4-methylidene-6-(prop-1-en-2-yl)-octahydronaphthalen-1-ol

(1s,4ar,6s,8as)-8a-methyl-4-methylidene-6-(prop-1-en-2-yl)-octahydronaphthalen-1-ol

C15H24O (220.1827)


   

1,3-dimethyl-8-(6-methylhept-5-en-2-yl)tricyclo[4.4.0.0²,⁷]dec-3-ene

1,3-dimethyl-8-(6-methylhept-5-en-2-yl)tricyclo[4.4.0.0²,⁷]dec-3-ene

C20H32 (272.2504)


   

(2s,3r,8r)-8-isopropyl-1-methyl-5-methylidenetricyclo[4.4.0.0²,⁷]decan-3-ol

(2s,3r,8r)-8-isopropyl-1-methyl-5-methylidenetricyclo[4.4.0.0²,⁷]decan-3-ol

C15H24O (220.1827)


   

1-isopropyl-3a,6,10-trimethyl-2h,3h,4h,7h,8h,11h,12h,12ah-cyclopenta[11]annulene-1,11-diol

1-isopropyl-3a,6,10-trimethyl-2h,3h,4h,7h,8h,11h,12h,12ah-cyclopenta[11]annulene-1,11-diol

C20H34O2 (306.2559)


   

(3s,3ar,7r,7ar)-7-hydroxy-7a-methyl-3-[(2r)-6-methylhept-5-en-2-yl]-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

(3s,3ar,7r,7ar)-7-hydroxy-7a-methyl-3-[(2r)-6-methylhept-5-en-2-yl]-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

C20H30O3 (318.2195)


   

(1r,3ar,5s,12as)-6-formyl-3a,10-dimethyl-1-(prop-1-en-2-yl)-1h,2h,3h,4h,5h,8h,9h,12h,12ah-cyclopenta[11]annulen-5-yl acetate

(1r,3ar,5s,12as)-6-formyl-3a,10-dimethyl-1-(prop-1-en-2-yl)-1h,2h,3h,4h,5h,8h,9h,12h,12ah-cyclopenta[11]annulen-5-yl acetate

C22H32O3 (344.2351)


   

5-methyl-8-(6-methylhept-5-en-2-yl)-12-oxo-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

5-methyl-8-(6-methylhept-5-en-2-yl)-12-oxo-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

C22H32O4 (360.23)


   

(2s,4'ar,8'ar)-2',5',5',8'a-tetramethyl-4'a,6',7',8'-tetrahydro-3h,4'h-spiro[1-benzofuran-2,1'-naphthalen]-5-ol

(2s,4'ar,8'ar)-2',5',5',8'a-tetramethyl-4'a,6',7',8'-tetrahydro-3h,4'h-spiro[1-benzofuran-2,1'-naphthalen]-5-ol

C21H28O2 (312.2089)


   

(2s,4ar,4br,6ar,12ar,12br,14ar)-2-(acetyloxy)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-10-yl acetate

(2s,4ar,4br,6ar,12ar,12br,14ar)-2-(acetyloxy)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-10-yl acetate

C31H44O5 (496.3189)


   

4-[(1s,1ar,2ar,5s,5as,7ar)-2a,7a-dimethyl-5-(prop-1-en-2-yl)-octahydro-1h-cyclopropa[f]azulen-1-yl]butan-2-one

4-[(1s,1ar,2ar,5s,5as,7ar)-2a,7a-dimethyl-5-(prop-1-en-2-yl)-octahydro-1h-cyclopropa[f]azulen-1-yl]butan-2-one

C20H32O (288.2453)


   

(2s,5r,7r,8s)-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]-12-oxo-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

(2s,5r,7r,8s)-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]-12-oxo-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

C22H32O4 (360.23)


   

(1r,3ar,6r,7r,8r,12s,12as)-8-(acetyloxy)-12-hydroxy-1-(2-hydroxypropan-2-yl)-3a,6,10-trimethyl-1h,2h,3h,6h,7h,8h,11h,12h,12ah-cyclopenta[11]annulen-7-yl acetate

(1r,3ar,6r,7r,8r,12s,12as)-8-(acetyloxy)-12-hydroxy-1-(2-hydroxypropan-2-yl)-3a,6,10-trimethyl-1h,2h,3h,6h,7h,8h,11h,12h,12ah-cyclopenta[11]annulen-7-yl acetate

C24H38O6 (422.2668)


   

epicholestrol

epicholestrol

C27H46O (386.3548)


   

4-hydroxy-3-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzoic acid

4-hydroxy-3-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzoic acid

C22H30O3 (342.2195)


   

(3as,4r,7s)-3a-hydroxy-7-isopropyl-4-methyl-4,5,6,7-tetrahydro-3h-inden-2-one

(3as,4r,7s)-3a-hydroxy-7-isopropyl-4-methyl-4,5,6,7-tetrahydro-3h-inden-2-one

C13H20O2 (208.1463)


   

6-(but-1-en-1-yl)cyclohepta-1,4-diene

6-(but-1-en-1-yl)cyclohepta-1,4-diene

C11H16 (148.1252)


   

(3s,3ar,5s)-3,5-dihydroxy-7-methyl-4-[(2r)-6-methylhept-5-en-2-yl]-3h,3ah,4h,5h,6h,9h-cyclonona[c]furan-1-one

(3s,3ar,5s)-3,5-dihydroxy-7-methyl-4-[(2r)-6-methylhept-5-en-2-yl]-3h,3ah,4h,5h,6h,9h-cyclonona[c]furan-1-one

C20H30O4 (334.2144)


   

3-butyl-4-ethenylcyclopent-1-ene

3-butyl-4-ethenylcyclopent-1-ene

C11H18 (150.1408)


   

3-[(1s,4ar,5s,6s,8ar)-5-{[5-(acetyloxy)-2-hydroxy-3-methylphenyl]methyl}-5,6,8a-trimethyl-2-(propan-2-ylidene)-hexahydro-1h-naphthalen-1-yl]propanoic acid

3-[(1s,4ar,5s,6s,8ar)-5-{[5-(acetyloxy)-2-hydroxy-3-methylphenyl]methyl}-5,6,8a-trimethyl-2-(propan-2-ylidene)-hexahydro-1h-naphthalen-1-yl]propanoic acid

C29H42O5 (470.3032)


   

(3r,3as,4s,10s,12ar)-3-(2-hydroxypropan-2-yl)-6,10,12a-trimethyl-1h,2h,3h,3ah,4h,5h,8h,9h,10h-cyclopenta[11]annulen-4-ol

(3r,3as,4s,10s,12ar)-3-(2-hydroxypropan-2-yl)-6,10,12a-trimethyl-1h,2h,3h,3ah,4h,5h,8h,9h,10h-cyclopenta[11]annulen-4-ol

C20H34O2 (306.2559)


   

1-isopropyl-3a,5,8a-trimethyl-2h,3h,4h,4ah,9h,10h,10ah-cyclohexa[f]azulene-1,4-diol

1-isopropyl-3a,5,8a-trimethyl-2h,3h,4h,4ah,9h,10h,10ah-cyclohexa[f]azulene-1,4-diol

C20H32O2 (304.2402)


   

3,7-dimethyl-10-(6-methylhept-5-en-2-yl)cyclodeca-2,6-diene-1,4-diol

3,7-dimethyl-10-(6-methylhept-5-en-2-yl)cyclodeca-2,6-diene-1,4-diol

C20H34O2 (306.2559)


   

(3as,4r,5s,7s,8ar)-5-[(2r,5s)-5-hydroxy-6-methylhept-6-en-2-yl]-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulene-4,7-diol

(3as,4r,5s,7s,8ar)-5-[(2r,5s)-5-hydroxy-6-methylhept-6-en-2-yl]-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulene-4,7-diol

C20H32O3 (320.2351)


   

5-(6-chloro-5-hydroxy-6-methylheptan-2-yl)-3-hydroperoxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydroazulen-4-ol

5-(6-chloro-5-hydroxy-6-methylheptan-2-yl)-3-hydroperoxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydroazulen-4-ol

C20H33ClO4 (372.2067)


   

(2r,6r,8r)-5-(4-hydroxy-6-methylhepta-1,5-dien-2-yl)-2,8-dimethyltricyclo[5.3.0.0²,⁶]decan-3-ol

(2r,6r,8r)-5-(4-hydroxy-6-methylhepta-1,5-dien-2-yl)-2,8-dimethyltricyclo[5.3.0.0²,⁶]decan-3-ol

C20H32O2 (304.2402)


   

(2s,3s)-2-[(2r,3ar,4s,5r,7s,8as)-2,4,7-trihydroxy-3,8-dimethylidene-octahydroazulen-5-yl]-6-methylhept-5-en-3-yl acetate

(2s,3s)-2-[(2r,3ar,4s,5r,7s,8as)-2,4,7-trihydroxy-3,8-dimethylidene-octahydroazulen-5-yl]-6-methylhept-5-en-3-yl acetate

C22H34O5 (378.2406)


   

(2s,4ar,4bs,6as,12as,12br,14ar)-2-(acetyloxy)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-10-yl acetate

(2s,4ar,4bs,6as,12as,12br,14ar)-2-(acetyloxy)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-10-yl acetate

C31H44O5 (496.3189)


   

4-hydroxy-3-methyl-5-(6-methylhept-5-en-2-yl)-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-1-yl acetate

4-hydroxy-3-methyl-5-(6-methylhept-5-en-2-yl)-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-1-yl acetate

C22H34O3 (346.2508)


   

(2s,2's,8'ar)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-5,7'-diol

(2s,2's,8'ar)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-5,7'-diol

C27H40O3 (412.2977)


   

(1s,2r,3r,5r,6r,7r,8r)-2,8-dimethyl-5-(6-methylhepta-1,5-dien-2-yl)tricyclo[5.3.0.0²,⁶]decan-3-ol

(1s,2r,3r,5r,6r,7r,8r)-2,8-dimethyl-5-(6-methylhepta-1,5-dien-2-yl)tricyclo[5.3.0.0²,⁶]decan-3-ol

C20H32O (288.2453)


   

2-methyl-6-[(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]cyclohexa-2,5-diene-1,4-dione

2-methyl-6-[(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]cyclohexa-2,5-diene-1,4-dione

C27H38O2 (394.2872)


   

(1s,10r,10ar)-7-methyl-10-[(2r)-6-methylhept-5-en-2-yl]-1h,3h,5h,8h,9h,10h,10ah-cyclonona[c]furan-1-ol

(1s,10r,10ar)-7-methyl-10-[(2r)-6-methylhept-5-en-2-yl]-1h,3h,5h,8h,9h,10h,10ah-cyclonona[c]furan-1-ol

C20H32O2 (304.2402)


   

1-[(1r,2r,3ar,4r,7s,7ar)-1,3a-dihydroxy-7-isopropyl-4-methyl-octahydroinden-2-yl]ethanone

1-[(1r,2r,3ar,4r,7s,7ar)-1,3a-dihydroxy-7-isopropyl-4-methyl-octahydroinden-2-yl]ethanone

C15H26O3 (254.1882)


   

(1s,3ar,4as,5s,8s,8as,10as)-3a,5,8a-trimethyl-1-(prop-1-en-2-yl)-decahydro-1h-cyclohexa[f]azulene-5,8-diol

(1s,3ar,4as,5s,8s,8as,10as)-3a,5,8a-trimethyl-1-(prop-1-en-2-yl)-decahydro-1h-cyclohexa[f]azulene-5,8-diol

C20H34O2 (306.2559)


   

(1r,10r,10ar)-7-methyl-10-[(2s)-6-methylhept-5-en-2-yl]-1h,3h,5h,8h,9h,10h,10ah-cyclonona[c]furan-1-ol

(1r,10r,10ar)-7-methyl-10-[(2s)-6-methylhept-5-en-2-yl]-1h,3h,5h,8h,9h,10h,10ah-cyclonona[c]furan-1-ol

C20H32O2 (304.2402)


   

6-(3,4-dihydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydroazulen-5-yl)-2-methylhept-2-en-4-yl acetate

6-(3,4-dihydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydroazulen-5-yl)-2-methylhept-2-en-4-yl acetate

C22H34O4 (362.2457)


   

2-{3a,7,11-trimethyl-1h,2h,3h,4h,7h,8h,9h,12h,12ah-cyclopenta[11]annulen-1-yl}propan-2-ol

2-{3a,7,11-trimethyl-1h,2h,3h,4h,7h,8h,9h,12h,12ah-cyclopenta[11]annulen-1-yl}propan-2-ol

C20H34O (290.261)


   

(2s,3s)-2-[(3as,4r,5s,7r,8ar)-7-(acetyloxy)-4-hydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-5-yl]-6-methylhept-5-en-3-yl acetate

(2s,3s)-2-[(3as,4r,5s,7r,8ar)-7-(acetyloxy)-4-hydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-5-yl]-6-methylhept-5-en-3-yl acetate

C24H36O5 (404.2563)


   

7a-hydroxy-1-(1-hydroxyethyl)-4-isopropyl-7-methyl-4,5,6,7-tetrahydro-1h-inden-2-one

7a-hydroxy-1-(1-hydroxyethyl)-4-isopropyl-7-methyl-4,5,6,7-tetrahydro-1h-inden-2-one

C15H24O3 (252.1725)


   

1-[(1s,6s,9r,10r,11s)-9,11-dihydroxy-6,10-dimethyl-2-methylidene-12-oxatricyclo[7.2.1.0¹,⁶]dodecan-10-yl]-4-methylpentan-3-one

1-[(1s,6s,9r,10r,11s)-9,11-dihydroxy-6,10-dimethyl-2-methylidene-12-oxatricyclo[7.2.1.0¹,⁶]dodecan-10-yl]-4-methylpentan-3-one

C20H32O4 (336.23)


   

1-[(3-oxoundecyl)disulfanyl]undecan-3-one

1-[(3-oxoundecyl)disulfanyl]undecan-3-one

C22H42O2S2 (402.2626)


   

(4s,6r,9s,10s,11s)-6-methyl-9-[(2r)-6-methylhept-5-en-2-yl]-5,12-dioxatricyclo[8.3.0.0⁴,⁶]tridec-1-en-11-ol

(4s,6r,9s,10s,11s)-6-methyl-9-[(2r)-6-methylhept-5-en-2-yl]-5,12-dioxatricyclo[8.3.0.0⁴,⁶]tridec-1-en-11-ol

C20H32O3 (320.2351)


   

2-{[(1s,4as,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}benzene-1,4-diol

2-{[(1s,4as,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}benzene-1,4-diol

C21H30O2 (314.2246)


   

5-[4-(3,3-dimethyloxiran-2-yl)butan-2-yl]-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-4-yl acetate

5-[4-(3,3-dimethyloxiran-2-yl)butan-2-yl]-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-4-yl acetate

C22H34O3 (346.2508)


   

(5s)-2-acetyl-5-hydroxy-3-undecylcyclohex-2-en-1-one

(5s)-2-acetyl-5-hydroxy-3-undecylcyclohex-2-en-1-one

C19H32O3 (308.2351)


   

(1s,2s,4ar,5r,8s,8ar)-8-isopropyl-2,5-dimethyl-octahydronaphthalene-1,2,4a-triol

(1s,2s,4ar,5r,8s,8ar)-8-isopropyl-2,5-dimethyl-octahydronaphthalene-1,2,4a-triol

C15H28O3 (256.2038)


   

(7r,8s,9s)-7-hydroxy-9-[(r)-hydroxy[(2s,4s,5r,7r,8s,12r)-7-hydroxy-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]-10-oxo-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-12-yl]methyl]-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]cyclonona-1,4-diene-1-carbaldehyde

(7r,8s,9s)-7-hydroxy-9-[(r)-hydroxy[(2s,4s,5r,7r,8s,12r)-7-hydroxy-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]-10-oxo-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-12-yl]methyl]-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]cyclonona-1,4-diene-1-carbaldehyde

C40H60O6 (636.439)


   

(1r,3ar,4as,8r,8ar,10as)-1-isopropyl-3a,8a-dimethyl-5-methylidene-octahydrocyclohexa[f]azulene-1,4a,8,10a-tetrol

(1r,3ar,4as,8r,8ar,10as)-1-isopropyl-3a,8a-dimethyl-5-methylidene-octahydrocyclohexa[f]azulene-1,4a,8,10a-tetrol

C20H34O4 (338.2457)


   

(1s,2r,3r,4r)-2-(hydroxymethyl)-3-[(1s,2r)-2-methyl-5-oxocyclopent-3-en-1-yl]-4-[(2z)-6-methylhepta-2,5-dien-2-yl]cyclopentyl acetate

(1s,2r,3r,4r)-2-(hydroxymethyl)-3-[(1s,2r)-2-methyl-5-oxocyclopent-3-en-1-yl]-4-[(2z)-6-methylhepta-2,5-dien-2-yl]cyclopentyl acetate

C22H32O4 (360.23)


   

(1r,3as,12ar)-1-hydroxy-1-isopropyl-3a,6,10-trimethyl-2h,3h,7h,8h,11h,12h,12ah-cyclopenta[11]annulen-4-one

(1r,3as,12ar)-1-hydroxy-1-isopropyl-3a,6,10-trimethyl-2h,3h,7h,8h,11h,12h,12ah-cyclopenta[11]annulen-4-one

C20H32O2 (304.2402)


   

(1e,2r,4r,7r,8s,11e,15s)-11-methyl-7-(4-methylpent-3-en-1-yl)-3,5-dioxatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1(14),11-dien-2-ol

(1e,2r,4r,7r,8s,11e,15s)-11-methyl-7-(4-methylpent-3-en-1-yl)-3,5-dioxatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1(14),11-dien-2-ol

C20H30O3 (318.2195)


   

1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthene-2,10-diol

1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthene-2,10-diol

C27H40O3 (412.2977)


   

(1s,5r,6s,10s)-10-hydroxy-5-[(2r)-6-methylhept-5-en-2-yl]-2-methylidenebicyclo[4.3.1]dec-7-ene-7-carbaldehyde

(1s,5r,6s,10s)-10-hydroxy-5-[(2r)-6-methylhept-5-en-2-yl]-2-methylidenebicyclo[4.3.1]dec-7-ene-7-carbaldehyde

C20H30O2 (302.2246)


   

(2s,4ar,4bs,6ar,12ar,12bs,14ar)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthene-2,10-diol

(2s,4ar,4bs,6ar,12ar,12bs,14ar)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthene-2,10-diol

C27H40O3 (412.2977)


   

3-methyl-5-(6-methylhept-6-en-2-yl)-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-4-ol

3-methyl-5-(6-methylhept-6-en-2-yl)-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-4-ol

C20H32O (288.2453)


   

(3ar,4s,7r,8as)-4-methoxy-1,4-dimethyl-7-[(2r)-6-methylhept-5-en-2-yl]-3a,5,6,7,8,8a-hexahydro-3h-azulene

(3ar,4s,7r,8as)-4-methoxy-1,4-dimethyl-7-[(2r)-6-methylhept-5-en-2-yl]-3a,5,6,7,8,8a-hexahydro-3h-azulene

C21H36O (304.2766)


   

3-[(1s,4ar,5s,6s,8ar)-5-[(2,5-dihydroxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-oxo-hexahydro-1h-naphthalen-1-yl]propanoic acid

3-[(1s,4ar,5s,6s,8ar)-5-[(2,5-dihydroxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-oxo-hexahydro-1h-naphthalen-1-yl]propanoic acid

C24H34O5 (402.2406)


   

(1r,3e,6e,8r,9r)-7,8-diformyl-3-methyl-9-[(2s)-6-methylhept-5-en-2-yl]cyclonona-3,6-dien-1-yl acetate

(1r,3e,6e,8r,9r)-7,8-diformyl-3-methyl-9-[(2s)-6-methylhept-5-en-2-yl]cyclonona-3,6-dien-1-yl acetate

C22H32O4 (360.23)


   

(3ar,4r,5s)-5-[(2r)-4-[(2r)-3,3-dimethyloxiran-2-yl]butan-2-yl]-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-4-yl acetate

(3ar,4r,5s)-5-[(2r)-4-[(2r)-3,3-dimethyloxiran-2-yl]butan-2-yl]-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-4-yl acetate

C22H34O3 (346.2508)


   

(3s,3ar,4r,5s)-3,5-dihydroxy-7-methyl-4-(6-methylhept-5-en-2-yl)-3h,3ah,4h,5h,6h,9h-cyclonona[c]furan-1-one

(3s,3ar,4r,5s)-3,5-dihydroxy-7-methyl-4-(6-methylhept-5-en-2-yl)-3h,3ah,4h,5h,6h,9h-cyclonona[c]furan-1-one

C20H30O4 (334.2144)


   

(2e)-4,5-dihydroxy-6-[(2r,6r,10r)-5-hydroxy-6,10-dimethyltricyclo[5.3.0.0²,⁶]decan-3-yl]-2-methylhepta-2,6-dien-1-yl acetate

(2e)-4,5-dihydroxy-6-[(2r,6r,10r)-5-hydroxy-6,10-dimethyltricyclo[5.3.0.0²,⁶]decan-3-yl]-2-methylhepta-2,6-dien-1-yl acetate

C22H34O5 (378.2406)


   

(3as,4as,6r,8as)-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulene-4a,6-diol

(3as,4as,6r,8as)-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulene-4a,6-diol

C20H32O2 (304.2402)


   

4-(acetyloxy)-2-methyl-6-[(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]phenyl acetate

4-(acetyloxy)-2-methyl-6-[(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]phenyl acetate

C31H44O4 (480.3239)


   

2-[(1s,3ar,12as)-3a,6,10-trimethyl-1h,2h,3h,4h,7h,8h,11h,12h,12ah-cyclopenta[11]annulen-1-yl]propan-2-ol

2-[(1s,3ar,12as)-3a,6,10-trimethyl-1h,2h,3h,4h,7h,8h,11h,12h,12ah-cyclopenta[11]annulen-1-yl]propan-2-ol

C20H34O (290.261)


   

2-formyl-3-(2-methyl-5-oxocyclopent-3-en-1-yl)-4-(6-methylhepta-2,5-dien-2-yl)cyclopentyl acetate

2-formyl-3-(2-methyl-5-oxocyclopent-3-en-1-yl)-4-(6-methylhepta-2,5-dien-2-yl)cyclopentyl acetate

C22H30O4 (358.2144)


   

2',5',5',8'a-tetramethyl-4'a,6',7',8'-tetrahydro-3h,4'h-spiro[1-benzofuran-2,1'-naphthalen]-5-ol

2',5',5',8'a-tetramethyl-4'a,6',7',8'-tetrahydro-3h,4'h-spiro[1-benzofuran-2,1'-naphthalen]-5-ol

C21H28O2 (312.2089)


   

1-(1,3a-dihydroxy-7-isopropyl-4-methyl-octahydroinden-2-yl)ethanone

1-(1,3a-dihydroxy-7-isopropyl-4-methyl-octahydroinden-2-yl)ethanone

C15H26O3 (254.1882)


   

(2s,2's,4'ar,4'br,7's,8'ar,10'as)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-7'-yl acetate

(2s,2's,4'ar,4'br,7's,8'ar,10'as)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-7'-yl acetate

C31H44O5 (496.3189)


   

(1s,3r,5s,8e,12r,13s,15r)-1,5,9-trimethyl-13-(prop-1-en-2-yl)-4-oxatricyclo[10.3.0.0³,⁵]pentadec-8-en-15-ol

(1s,3r,5s,8e,12r,13s,15r)-1,5,9-trimethyl-13-(prop-1-en-2-yl)-4-oxatricyclo[10.3.0.0³,⁵]pentadec-8-en-15-ol

C20H32O2 (304.2402)


   

4a-hydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-3h,4h,6h,7h,8h,9h-cyclohexa[f]azulen-8-yl acetate

4a-hydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-3h,4h,6h,7h,8h,9h-cyclohexa[f]azulen-8-yl acetate

C22H32O3 (344.2351)


   

(2s,2's,8'ar)-7'-hydroxy-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-4,5-dione

(2s,2's,8'ar)-7'-hydroxy-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-4,5-dione

C27H38O4 (426.277)


   

1,7-dimethyl-4-methylidene-10-(prop-1-en-2-yl)-3ah,5h,6h,6ah,7h,8h,9h,10h,10ah-cyclohexa[e]azulene

1,7-dimethyl-4-methylidene-10-(prop-1-en-2-yl)-3ah,5h,6h,6ah,7h,8h,9h,10h,10ah-cyclohexa[e]azulene

C20H28 (268.2191)


   

3,7-dimethyl-10-(6-methylhept-5-en-2-yl)cyclodeca-2,6-dien-1-ol

3,7-dimethyl-10-(6-methylhept-5-en-2-yl)cyclodeca-2,6-dien-1-ol

C20H34O (290.261)


   

1,3-dimethoxy-8-methyl-5-(6-methylhept-5-en-2-yl)-1h,3h,3ah,4h,5h,6h,7h,10h-cyclodeca[c]furan-6-ol

1,3-dimethoxy-8-methyl-5-(6-methylhept-5-en-2-yl)-1h,3h,3ah,4h,5h,6h,7h,10h-cyclodeca[c]furan-6-ol

C23H38O4 (378.277)


   

6-(acetyloxy)octadeca-9,12-dienoic acid

6-(acetyloxy)octadeca-9,12-dienoic acid

C20H34O4 (338.2457)


   

(1r,3s,3as,12ar)-6,10,12a-trimethyl-3-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-1-ol

(1r,3s,3as,12ar)-6,10,12a-trimethyl-3-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-1-ol

C20H32O (288.2453)


   

(2s,4ar,4br,6as,12ar,12br,14ar)-2-(acetyloxy)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-10-yl acetate

(2s,4ar,4br,6as,12ar,12br,14ar)-2-(acetyloxy)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-10-yl acetate

C31H44O5 (496.3189)


   

1-[(3ar,4r,7s,7as)-3a-hydroxy-7-isopropyl-4-methyl-3,4,5,6,7,7a-hexahydroinden-2-yl]ethanone

1-[(3ar,4r,7s,7as)-3a-hydroxy-7-isopropyl-4-methyl-3,4,5,6,7,7a-hexahydroinden-2-yl]ethanone

C15H24O2 (236.1776)


   

(3r,3as,7r,7as)-7-hydroxy-3-[(2s,5r)-5-hydroxy-6-methylhept-6-en-2-yl]-7a-methyl-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

(3r,3as,7r,7as)-7-hydroxy-3-[(2s,5r)-5-hydroxy-6-methylhept-6-en-2-yl]-7a-methyl-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

C20H30O4 (334.2144)


   

5-[4-(3,3-dimethyloxiran-2-yl)butan-2-yl]-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-4-ol

5-[4-(3,3-dimethyloxiran-2-yl)butan-2-yl]-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-4-ol

C20H32O2 (304.2402)


   

4a-hydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-10-yl acetate

4a-hydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-10-yl acetate

C22H34O3 (346.2508)


   

8,9-bis(acetyloxy)-3-(2-hydroxypropan-2-yl)-6,10,12a-trimethyl-1h,2h,3h,3ah,4h,5h,8h,9h,10h-cyclopenta[11]annulen-4-yl acetate

8,9-bis(acetyloxy)-3-(2-hydroxypropan-2-yl)-6,10,12a-trimethyl-1h,2h,3h,3ah,4h,5h,8h,9h,10h-cyclopenta[11]annulen-4-yl acetate

C26H40O7 (464.2774)


   

2-(acetyloxy)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-10-yl acetate

2-(acetyloxy)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-10-yl acetate

C31H44O5 (496.3189)


   

13-isopropyl-1,5,9-trimethyl-4-oxatricyclo[10.3.0.0³,⁵]pentadeca-8,13-dien-7-ol

13-isopropyl-1,5,9-trimethyl-4-oxatricyclo[10.3.0.0³,⁵]pentadeca-8,13-dien-7-ol

C20H32O2 (304.2402)


   

3-[(1s,4ar,5s,6s,8as)-5,6,8a-trimethyl-5-[(5-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)methyl]-2-(propan-2-ylidene)-hexahydro-1h-naphthalen-1-yl]propanoic acid

3-[(1s,4ar,5s,6s,8as)-5,6,8a-trimethyl-5-[(5-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)methyl]-2-(propan-2-ylidene)-hexahydro-1h-naphthalen-1-yl]propanoic acid

C27H38O4 (426.277)


   

3-methoxy-7-methyl-4-(6-methylhept-5-en-2-yl)-3h,3ah,4h,5h,6h,9h-cyclonona[c]furan-1-one

3-methoxy-7-methyl-4-(6-methylhept-5-en-2-yl)-3h,3ah,4h,5h,6h,9h-cyclonona[c]furan-1-one

C21H32O3 (332.2351)


   

(3r,4s)-3-[(1e)-buta-1,3-dien-1-yl]-4-ethenylcyclopent-1-ene

(3r,4s)-3-[(1e)-buta-1,3-dien-1-yl]-4-ethenylcyclopent-1-ene

C11H14 (146.1095)


   

4-hydroxy-3-[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]benzoic acid

4-hydroxy-3-[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]benzoic acid

C22H30O3 (342.2195)


   

(3s,5z,8z)-undeca-1,5,8-trien-3-yl acetate

(3s,5z,8z)-undeca-1,5,8-trien-3-yl acetate

C13H20O2 (208.1463)


   

(2s,2's,4'ar,4'bs,7's,8'ar,10'ar)-4,5-bis(acetyloxy)-6-chloro-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-7'-yl acetate

(2s,2's,4'ar,4'bs,7's,8'ar,10'ar)-4,5-bis(acetyloxy)-6-chloro-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-7'-yl acetate

C33H45ClO7 (588.2854)


   

[(1r,2e,5e,8r)-2-formyl-6-methyl-8-[(2r)-6-methylhept-5-en-2-yl]cyclonona-2,5-dien-1-yl]methyl acetate

[(1r,2e,5e,8r)-2-formyl-6-methyl-8-[(2r)-6-methylhept-5-en-2-yl]cyclonona-2,5-dien-1-yl]methyl acetate

C22H34O3 (346.2508)


   

(1r,3as,3bs,7s,9ar,9bs,11as)-1-[(2r,5z)-5-isopropylhept-5-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

(1r,3as,3bs,7s,9ar,9bs,11as)-1-[(2r,5z)-5-isopropylhept-5-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H48O (412.3705)


   

(1s,4s,6s,12r,15s)-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-13-one

(1s,4s,6s,12r,15s)-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-13-one

C20H30O2 (302.2246)


   

(1r,3s,5s,8e,12s,13s,15s)-1,5,9-trimethyl-13-(prop-1-en-2-yl)-4-oxatricyclo[10.3.0.0³,⁵]pentadec-8-en-15-yl acetate

(1r,3s,5s,8e,12s,13s,15s)-1,5,9-trimethyl-13-(prop-1-en-2-yl)-4-oxatricyclo[10.3.0.0³,⁵]pentadec-8-en-15-yl acetate

C22H34O3 (346.2508)


   

(2s,3s)-2-[(3as,4r,5s,7r,8ar)-4,7-dihydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-5-yl]-6-methylhept-6-en-3-yl acetate

(2s,3s)-2-[(3as,4r,5s,7r,8ar)-4,7-dihydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-5-yl]-6-methylhept-6-en-3-yl acetate

C22H34O4 (362.2457)


   

(1s,2e,5e,9s)-6-methyl-9-[(2r)-6-methylhept-5-en-2-yl]cyclonona-2,5-diene-1,2-dicarbaldehyde

(1s,2e,5e,9s)-6-methyl-9-[(2r)-6-methylhept-5-en-2-yl]cyclonona-2,5-diene-1,2-dicarbaldehyde

C20H30O2 (302.2246)


   

2-(4,7-dihydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-5-yl)-5-hydroxy-6-methylhept-6-en-3-yl acetate

2-(4,7-dihydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-5-yl)-5-hydroxy-6-methylhept-6-en-3-yl acetate

C22H34O5 (378.2406)


   

8-(acetyloxy)-4-(2-hydroxypropan-2-yl)-1,3a-dimethyl-7-methylidene-1h,4h,5h,6h,8h,9h,10h,11h,12h,12ah-cyclopenta[11]annulen-5-yl acetate

8-(acetyloxy)-4-(2-hydroxypropan-2-yl)-1,3a-dimethyl-7-methylidene-1h,4h,5h,6h,8h,9h,10h,11h,12h,12ah-cyclopenta[11]annulen-5-yl acetate

C24H38O5 (406.2719)


   

(3as,5r,6s,8ar)-5-(2-hydroxy-6-methylhept-5-en-2-yl)-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulene-4,6-diol

(3as,5r,6s,8ar)-5-(2-hydroxy-6-methylhept-5-en-2-yl)-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulene-4,6-diol

C20H32O3 (320.2351)


   

1,5,9-trimethyl-13-(prop-1-en-2-yl)-4-oxatricyclo[10.3.0.0³,⁵]pentadec-8-en-15-ol

1,5,9-trimethyl-13-(prop-1-en-2-yl)-4-oxatricyclo[10.3.0.0³,⁵]pentadec-8-en-15-ol

C20H32O2 (304.2402)


   

(1r,3ar,6s,12as)-3a,6,10-trimethyl-1-(prop-1-en-2-yl)-1h,2h,3h,6h,7h,8h,11h,12h,12ah-cyclopenta[11]annulene

(1r,3ar,6s,12as)-3a,6,10-trimethyl-1-(prop-1-en-2-yl)-1h,2h,3h,6h,7h,8h,11h,12h,12ah-cyclopenta[11]annulene

C20H32 (272.2504)


   

(5z)-6-methyl-11-(6-methylhept-5-en-2-yl)-10-oxo-9-oxabicyclo[6.2.1]undec-5-ene-2-carbaldehyde

(5z)-6-methyl-11-(6-methylhept-5-en-2-yl)-10-oxo-9-oxabicyclo[6.2.1]undec-5-ene-2-carbaldehyde

C20H30O3 (318.2195)


   

(1s,3s,6r,7r,8r)-6-isopropyl-1,3-dimethyl-2-oxatricyclo[5.3.1.0³,⁸]undecane

(1s,3s,6r,7r,8r)-6-isopropyl-1,3-dimethyl-2-oxatricyclo[5.3.1.0³,⁸]undecane

C15H26O (222.1984)


   

(2s,2's,4'ar,4'bs,7's,8'ar,10'ar)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-5,7'-diol

(2s,2's,4'ar,4'bs,7's,8'ar,10'ar)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-5,7'-diol

C27H40O3 (412.2977)


   

3,7-dimethyl-10-(6-methylhept-5-en-2-yl)cyclodeca-2,6-dien-1-yl acetate

3,7-dimethyl-10-(6-methylhept-5-en-2-yl)cyclodeca-2,6-dien-1-yl acetate

C22H36O2 (332.2715)


   

(3r,3as,7s,7as)-7-hydroxy-3-[(2s,5s)-5-hydroxy-6-methylhept-6-en-2-yl]-7a-methyl-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

(3r,3as,7s,7as)-7-hydroxy-3-[(2s,5s)-5-hydroxy-6-methylhept-6-en-2-yl]-7a-methyl-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

C20H30O4 (334.2144)


   

(2s,2's,4'ar,4'bs,7's,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-7'-yl acetate

(2s,2's,4'ar,4'bs,7's,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-7'-yl acetate

C31H44O5 (496.3189)


   

(2s,2's,8'ar)-3a-hydroperoxy-7'-hydroxy-5-methoxy-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-4-one

(2s,2's,8'ar)-3a-hydroperoxy-7'-hydroxy-5-methoxy-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-4-one

C28H42O6 (474.2981)


   

(1r,2e,5e,9r)-6-methyl-9-[(2r)-6-methylhept-5-en-2-yl]cyclonona-2,5-diene-1,2-dicarbaldehyde

(1r,2e,5e,9r)-6-methyl-9-[(2r)-6-methylhept-5-en-2-yl]cyclonona-2,5-diene-1,2-dicarbaldehyde

C20H30O2 (302.2246)


   

1,3-dimethoxy-7-methyl-4-(6-methylhept-5-en-2-yl)-1h,3h,3ah,4h,5h,6h,9h-cyclonona[c]furan-5-ol

1,3-dimethoxy-7-methyl-4-(6-methylhept-5-en-2-yl)-1h,3h,3ah,4h,5h,6h,9h-cyclonona[c]furan-5-ol

C22H36O4 (364.2613)


   

4a,10-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-8-yl acetate

4a,10-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-8-yl acetate

C22H34O4 (362.2457)


   

[(1s,5s,6s,7r,9r)-4-formyl-7-hydroxy-9-methyl-6-[(2r)-6-methylhept-5-en-2-yl]-10-oxabicyclo[7.1.0]dec-3-en-5-yl]methyl acetate

[(1s,5s,6s,7r,9r)-4-formyl-7-hydroxy-9-methyl-6-[(2r)-6-methylhept-5-en-2-yl]-10-oxabicyclo[7.1.0]dec-3-en-5-yl]methyl acetate

C22H34O5 (378.2406)


   

(3ar,9r,10ar)-5-formyl-1-isopropyl-3a-methyl-3h,4h,6h,7h,9h,10h,10ah-cyclohexa[f]azulen-9-yl acetate

(3ar,9r,10ar)-5-formyl-1-isopropyl-3a-methyl-3h,4h,6h,7h,9h,10h,10ah-cyclohexa[f]azulen-9-yl acetate

C21H28O3 (328.2038)


   

(2r,3as,4ar,8s,8as,10s)-10-(acetyloxy)-4a,8-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-2-yl acetate

(2r,3as,4ar,8s,8as,10s)-10-(acetyloxy)-4a,8-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-2-yl acetate

C24H36O6 (420.2512)


   

(3as,11s,12as)-11-(acetyloxy)-1-isopropyl-3a,10-dimethyl-3h,4h,7h,8h,11h,12h,12ah-cyclopenta[11]annulene-6-carboxylic acid

(3as,11s,12as)-11-(acetyloxy)-1-isopropyl-3a,10-dimethyl-3h,4h,7h,8h,11h,12h,12ah-cyclopenta[11]annulene-6-carboxylic acid

C22H32O4 (360.23)


   

(6r)-6-butylcyclohepta-1,4-diene

(6r)-6-butylcyclohepta-1,4-diene

C11H18 (150.1408)


   

2-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]benzene-1,4-diol

2-[(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methyl]benzene-1,4-diol

C21H30O2 (314.2246)


   

(3as,5s,12as)-10-formyl-3-isopropyl-6,12a-dimethyl-1h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-5-yl acetate

(3as,5s,12as)-10-formyl-3-isopropyl-6,12a-dimethyl-1h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-5-yl acetate

C22H32O3 (344.2351)


   

(4as,6r,8as)-8a-methyl-4-methylidene-6-(prop-1-en-2-yl)-hexahydro-2h-naphthalen-1-one

(4as,6r,8as)-8a-methyl-4-methylidene-6-(prop-1-en-2-yl)-hexahydro-2h-naphthalen-1-one

C15H22O (218.1671)


   

4a,8-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-10-yl acetate

4a,8-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-10-yl acetate

C22H34O4 (362.2457)


   

(5r,6s,10s)-7-isopropyl-2,10-dimethylspiro[4.5]dec-1-en-6-ol

(5r,6s,10s)-7-isopropyl-2,10-dimethylspiro[4.5]dec-1-en-6-ol

C15H26O (222.1984)


   

(4as,11as,11bs,13ar)-2-(acetyloxy)-10-methoxy-1,1,4a,6a,9,11b-hexamethyl-2h,3h,4h,4bh,5h,6h,11h,11ah,12h,13h,13ah-indeno[2,1-a]phenanthren-7-yl acetate

(4as,11as,11bs,13ar)-2-(acetyloxy)-10-methoxy-1,1,4a,6a,9,11b-hexamethyl-2h,3h,4h,4bh,5h,6h,11h,11ah,12h,13h,13ah-indeno[2,1-a]phenanthren-7-yl acetate

C32H46O5 (510.3345)


   

10-(acetyloxy)-4a-hydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-9-yl acetate

10-(acetyloxy)-4a-hydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-9-yl acetate

C24H36O5 (404.2563)


   

(1s,5s,6s,10r)-7-formyl-5-[(2r)-6-methylhept-5-en-2-yl]-2-methylidenebicyclo[4.3.1]dec-7-en-10-yl acetate

(1s,5s,6s,10r)-7-formyl-5-[(2r)-6-methylhept-5-en-2-yl]-2-methylidenebicyclo[4.3.1]dec-7-en-10-yl acetate

C22H32O3 (344.2351)


   

(1r,3as,3bs,7s,9bs)-1-[(2r,5r)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

(1r,3as,3bs,7s,9bs)-1-[(2r,5r)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C28H48O (400.3705)


   

(1s,3r,5s,8e,12r,13s)-1,5,9-trimethyl-13-(prop-1-en-2-yl)-4-oxatricyclo[10.3.0.0³,⁵]pentadec-8-en-15-one

(1s,3r,5s,8e,12r,13s)-1,5,9-trimethyl-13-(prop-1-en-2-yl)-4-oxatricyclo[10.3.0.0³,⁵]pentadec-8-en-15-one

C20H30O2 (302.2246)


   

10-formyl-3-isopropyl-6,12a-dimethyl-1h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-5-yl acetate

10-formyl-3-isopropyl-6,12a-dimethyl-1h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-5-yl acetate

C22H32O3 (344.2351)


   

(3as,4ar,8s,8ar,9s)-8-(acetyloxy)-4a-hydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-9-yl acetate

(3as,4ar,8s,8ar,9s)-8-(acetyloxy)-4a-hydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-9-yl acetate

C24H36O5 (404.2563)


   

(2s,2's,4'ar,4'bs,7's,10'ar)-7'-hydroxy-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-4,5-dione

(2s,2's,4'ar,4'bs,7's,10'ar)-7'-hydroxy-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-4,5-dione

C27H38O4 (426.277)


   

(3r,3as,7s,7as)-7-hydroxy-7a-methyl-3-[(2s)-6-methylhept-5-en-2-yl]-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

(3r,3as,7s,7as)-7-hydroxy-7a-methyl-3-[(2s)-6-methylhept-5-en-2-yl]-2,3,6,7-tetrahydro-1h-indene-3a,4-dicarbaldehyde

C20H30O3 (318.2195)


   

[(1s,2e,5e,8r,9s)-2-formyl-8-hydroxy-6-methyl-9-[(2r)-6-methylhept-5-en-2-yl]cyclonona-2,5-dien-1-yl]methyl acetate

[(1s,2e,5e,8r,9s)-2-formyl-8-hydroxy-6-methyl-9-[(2r)-6-methylhept-5-en-2-yl]cyclonona-2,5-dien-1-yl]methyl acetate

C22H34O4 (362.2457)


   

(2s,4ar,4bs,6as,12as,12bs,14ar)-10-hydroxy-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-2-yl acetate

(2s,4ar,4bs,6as,12as,12bs,14ar)-10-hydroxy-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-2-yl acetate

C29H42O4 (454.3083)


   

5-hydroxy-2-(2-methyl-5-oxocyclopent-3-en-1-yl)-3-(6-methylhepta-2,5-dien-2-yl)cyclopentane-1-carbaldehyde

5-hydroxy-2-(2-methyl-5-oxocyclopent-3-en-1-yl)-3-(6-methylhepta-2,5-dien-2-yl)cyclopentane-1-carbaldehyde

C20H28O3 (316.2038)


   

2-methyl-6-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)cyclohexa-2,5-diene-1,4-dione

2-methyl-6-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)cyclohexa-2,5-diene-1,4-dione

C27H38O2 (394.2872)


   

(1r,5r,6r,10s)-7-formyl-5-[(2s)-6-methylhept-5-en-2-yl]-2-methylidenebicyclo[4.3.1]dec-7-en-10-yl acetate

(1r,5r,6r,10s)-7-formyl-5-[(2s)-6-methylhept-5-en-2-yl]-2-methylidenebicyclo[4.3.1]dec-7-en-10-yl acetate

C22H32O3 (344.2351)


   

2,8-dimethyl-5-(6-methylhepta-1,5-dien-2-yl)tricyclo[5.3.0.0²,⁶]decan-3-ol

2,8-dimethyl-5-(6-methylhepta-1,5-dien-2-yl)tricyclo[5.3.0.0²,⁶]decan-3-ol

C20H32O (288.2453)


   

(2s,2's,4'ar,4'bs,7's,8'ar,10'ar)-7'-hydroxy-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-4,5-dione

(2s,2's,4'ar,4'bs,7's,8'ar,10'ar)-7'-hydroxy-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-4,5-dione

C27H38O4 (426.277)


   

(1r,3as,4s,4as,8ar,10ar)-1-isopropyl-3a,5,8a-trimethyl-2h,3h,4h,4ah,9h,10h,10ah-cyclohexa[f]azulene-1,4-diol

(1r,3as,4s,4as,8ar,10ar)-1-isopropyl-3a,5,8a-trimethyl-2h,3h,4h,4ah,9h,10h,10ah-cyclohexa[f]azulene-1,4-diol

C20H32O2 (304.2402)


   

8-isopropyl-2,5-dimethyl-4,5,6,7,8,8a-hexahydro-1h-naphthalene-1,4a-diol

8-isopropyl-2,5-dimethyl-4,5,6,7,8,8a-hexahydro-1h-naphthalene-1,4a-diol

C15H26O2 (238.1933)


   

(4r,7s,8r,9s,12r)-6-methyl-9-[(2r)-6-methylhept-5-en-2-yl]-3-oxatricyclo[5.4.1.0⁴,¹²]dodeca-1(11),5-dien-8-ol

(4r,7s,8r,9s,12r)-6-methyl-9-[(2r)-6-methylhept-5-en-2-yl]-3-oxatricyclo[5.4.1.0⁴,¹²]dodeca-1(11),5-dien-8-ol

C20H30O2 (302.2246)


   

(1s,2r,3r,5r,6r,7r,8r)-5-{1-[(2s,2'r,3s)-3',3'-dimethyl-[2,2'-bioxiran]-3-yl]ethenyl}-2,8-dimethyltricyclo[5.3.0.0²,⁶]decan-3-ol

(1s,2r,3r,5r,6r,7r,8r)-5-{1-[(2s,2'r,3s)-3',3'-dimethyl-[2,2'-bioxiran]-3-yl]ethenyl}-2,8-dimethyltricyclo[5.3.0.0²,⁶]decan-3-ol

C20H30O3 (318.2195)


   

(4as,11as,11bs,13ar)-10-methoxy-1,1,4a,6a,9,11b-hexamethyl-2h,3h,4h,4bh,5h,6h,11h,11ah,12h,13h,13ah-indeno[2,1-a]phenanthrene-2,7-diol

(4as,11as,11bs,13ar)-10-methoxy-1,1,4a,6a,9,11b-hexamethyl-2h,3h,4h,4bh,5h,6h,11h,11ah,12h,13h,13ah-indeno[2,1-a]phenanthrene-2,7-diol

C28H42O3 (426.3134)


   

(1s,1'r,2'r,5r)-2'-methyl-5-[(2z)-6-methylhepta-2,5-dien-2-yl]-5'-oxo-[1,1'-bi(cyclopentane)]-2,3'-diene-2-carbaldehyde

(1s,1'r,2'r,5r)-2'-methyl-5-[(2z)-6-methylhepta-2,5-dien-2-yl]-5'-oxo-[1,1'-bi(cyclopentane)]-2,3'-diene-2-carbaldehyde

C20H26O2 (298.1933)


   

3,4,5,8-tetrahydro-2h-cuban-1-ol

3,4,5,8-tetrahydro-2h-cuban-1-ol

C8H6O (118.0419)


   

(1r,2s,4as,8ar)-4a,8-dimethyl-2-[(2r)-6-methylhept-5-en-2-yl]-2,3,4,8a-tetrahydro-1h-naphthalen-1-ol

(1r,2s,4as,8ar)-4a,8-dimethyl-2-[(2r)-6-methylhept-5-en-2-yl]-2,3,4,8a-tetrahydro-1h-naphthalen-1-ol

C20H32O (288.2453)


   

5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-10-one

5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-10-one

C20H30O2 (302.2246)


   

6-{5-hydroxy-6,10-dimethyltricyclo[5.3.0.0²,⁶]decan-3-yl}-2-methylhepta-3,6-diene-2,5-diol

6-{5-hydroxy-6,10-dimethyltricyclo[5.3.0.0²,⁶]decan-3-yl}-2-methylhepta-3,6-diene-2,5-diol

C20H32O3 (320.2351)


   

3-hydroxy-2,8-dimethyl-5-(6-methylhepta-1,5-dien-2-yl)tricyclo[5.3.0.0²,⁶]decan-1-yl acetate

3-hydroxy-2,8-dimethyl-5-(6-methylhepta-1,5-dien-2-yl)tricyclo[5.3.0.0²,⁶]decan-1-yl acetate

C22H34O3 (346.2508)


   

(4r,6r)-6-[(3s,3ar,4s,5r,8as)-3,4-dihydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydroazulen-5-yl]-2-methylhept-2-en-4-yl acetate

(4r,6r)-6-[(3s,3ar,4s,5r,8as)-3,4-dihydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydroazulen-5-yl]-2-methylhept-2-en-4-yl acetate

C22H34O4 (362.2457)


   

(3r,3as,12ar)-6,10,12a-trimethyl-3-(prop-1-en-2-yl)-2h,3h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-1-one

(3r,3as,12ar)-6,10,12a-trimethyl-3-(prop-1-en-2-yl)-2h,3h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-1-one

C20H30O (286.2297)


   

4-[(1e)-hex-1-en-1-yl]cyclopent-1-ene

4-[(1e)-hex-1-en-1-yl]cyclopent-1-ene

C11H18 (150.1408)


   

(4ar,4br,6as,12as,12br,14ar)-10-hydroxy-1,1,4a,6a,8,12b-hexamethyl-3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-2-one

(4ar,4br,6as,12as,12br,14ar)-10-hydroxy-1,1,4a,6a,8,12b-hexamethyl-3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-2-one

C27H38O3 (410.2821)


   

(1r,2r)-1-ethenyl-2-[(1z)-hex-1-en-1-yl]cyclopropane

(1r,2r)-1-ethenyl-2-[(1z)-hex-1-en-1-yl]cyclopropane

C11H18 (150.1408)


   

(5z,8z,11z,13e,15s,17z)-15-hydroxy-1-(2,4,6-trihydroxyphenyl)icosa-5,8,11,13,17-pentaen-1-one

(5z,8z,11z,13e,15s,17z)-15-hydroxy-1-(2,4,6-trihydroxyphenyl)icosa-5,8,11,13,17-pentaen-1-one

C26H34O5 (426.2406)


   

[(2e,5e,8s)-2-formyl-8-hydroxy-6-methyl-9-[(2s)-6-methylhept-5-en-2-yl]cyclonona-2,5-dien-1-yl]methyl acetate

[(2e,5e,8s)-2-formyl-8-hydroxy-6-methyl-9-[(2s)-6-methylhept-5-en-2-yl]cyclonona-2,5-dien-1-yl]methyl acetate

C22H34O4 (362.2457)


   

[(2s,3s,4s,5r,6s)-6-[(2s)-3-(hexadecanoyloxy)-2-[(9z)-octadec-9-enoyloxy]propoxy]-3,4,5-trihydroxyoxan-2-yl]methanesulfonic acid

[(2s,3s,4s,5r,6s)-6-[(2s)-3-(hexadecanoyloxy)-2-[(9z)-octadec-9-enoyloxy]propoxy]-3,4,5-trihydroxyoxan-2-yl]methanesulfonic acid

C43H80O12S (820.537)


   

(2s,4s,5r,7r,8s,10r,12s)-10,12-dimethoxy-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

(2s,4s,5r,7r,8s,10r,12s)-10,12-dimethoxy-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

C24H38O5 (406.2719)


   

(1r,7s,8s,8ar)-1-methyl-7-[(2r)-6-methylhept-5-en-2-yl]-4-methylidene-3a,5,6,7,8,8a-hexahydroazulene-1,8-diol

(1r,7s,8s,8ar)-1-methyl-7-[(2r)-6-methylhept-5-en-2-yl]-4-methylidene-3a,5,6,7,8,8a-hexahydroazulene-1,8-diol

C20H32O2 (304.2402)


   

(4ar,4br,6ar,11ar,11br,13ar)-1,1,4a,6a,9,11b-hexamethyl-3h,4h,4bh,5h,6h,11h,11ah,12h,13h,13ah-indeno[2,1-a]phenanthrene-2,7,10-trione

(4ar,4br,6ar,11ar,11br,13ar)-1,1,4a,6a,9,11b-hexamethyl-3h,4h,4bh,5h,6h,11h,11ah,12h,13h,13ah-indeno[2,1-a]phenanthrene-2,7,10-trione

C27H36O3 (408.2664)


   

(3ar,7r,8as)-1-methyl-7-[(2r)-6-methylhept-5-en-2-yl]-4-methylidene-3a,5,6,7,8,8a-hexahydro-3h-azulene

(3ar,7r,8as)-1-methyl-7-[(2r)-6-methylhept-5-en-2-yl]-4-methylidene-3a,5,6,7,8,8a-hexahydro-3h-azulene

C20H32 (272.2504)


   

3a-hydroperoxy-7'-hydroxy-5-methoxy-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-4-one

3a-hydroperoxy-7'-hydroxy-5-methoxy-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-4-one

C28H42O6 (474.2981)


   

(2r,5r,6r,8r)-5-{1-[(2s,2's,3s)-3',3'-dimethyl-[2,2'-bioxiran]-3-yl]ethenyl}-2,8-dimethyltricyclo[5.3.0.0²,⁶]decan-3-ol

(2r,5r,6r,8r)-5-{1-[(2s,2's,3s)-3',3'-dimethyl-[2,2'-bioxiran]-3-yl]ethenyl}-2,8-dimethyltricyclo[5.3.0.0²,⁶]decan-3-ol

C20H30O3 (318.2195)


   

(5ar,7as,11as,11br)-5a,8,8,11a-tetramethyl-6,7,7a,9,10,11,11b,12-octahydro-5-oxatetraphen-2-ol

(5ar,7as,11as,11br)-5a,8,8,11a-tetramethyl-6,7,7a,9,10,11,11b,12-octahydro-5-oxatetraphen-2-ol

C21H30O2 (314.2246)


   

(3r,6r)-6-[(3as,4r,5s,8ar)-4-hydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-5-yl]-2-methylheptane-2,3-diol

(3r,6r)-6-[(3as,4r,5s,8ar)-4-hydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-5-yl]-2-methylheptane-2,3-diol

C20H34O3 (322.2508)


   

(1r,3ar,6r,7r,8r,12s,12as)-7,12-bis(acetyloxy)-1-(2-hydroxypropan-2-yl)-3a,6,10-trimethyl-1h,2h,3h,6h,7h,8h,11h,12h,12ah-cyclopenta[11]annulen-8-yl acetate

(1r,3ar,6r,7r,8r,12s,12as)-7,12-bis(acetyloxy)-1-(2-hydroxypropan-2-yl)-3a,6,10-trimethyl-1h,2h,3h,6h,7h,8h,11h,12h,12ah-cyclopenta[11]annulen-8-yl acetate

C26H40O7 (464.2774)


   

(3ar,5s,7s,8r,8as)-8-hydroxy-1-methyl-7-[(2r)-6-methylhept-5-en-2-yl]-4-methylidene-3a,5,6,7,8,8a-hexahydro-3h-azulen-5-yl acetate

(3ar,5s,7s,8r,8as)-8-hydroxy-1-methyl-7-[(2r)-6-methylhept-5-en-2-yl]-4-methylidene-3a,5,6,7,8,8a-hexahydro-3h-azulen-5-yl acetate

C22H34O3 (346.2508)


   

2-methyl-6-[(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]benzene-1,4-diol

2-methyl-6-[(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]benzene-1,4-diol

C27H40O2 (396.3028)


   

5,9a-dimethyl-7-(6-methylhept-5-en-2-yl)-6,7,8,9-tetrahydro-5ah-3-benzoxepin-6-ol

5,9a-dimethyl-7-(6-methylhept-5-en-2-yl)-6,7,8,9-tetrahydro-5ah-3-benzoxepin-6-ol

C20H32O2 (304.2402)


   

(2s,4ar,4br,6ar,12as,12br,14ar)-2-(acetyloxy)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-10-yl acetate

(2s,4ar,4br,6ar,12as,12br,14ar)-2-(acetyloxy)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-10-yl acetate

C31H44O5 (496.3189)


   

(3s,12as)-3-hydroxy-3-isopropyl-6,10,12a-trimethyl-1h,2h,3ah,4h,8h,9h,12h-cyclopenta[11]annulen-5-one

(3s,12as)-3-hydroxy-3-isopropyl-6,10,12a-trimethyl-1h,2h,3ah,4h,8h,9h,12h-cyclopenta[11]annulen-5-one

C20H32O2 (304.2402)


   

(2r,2's,4'ar,4'bs,7's,8'ar,10'ar)-3a-hydroperoxy-2',7'-dihydroxy-5-methoxy-4'b,7,8',8',10'a-pentamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-4-one

(2r,2's,4'ar,4'bs,7's,8'ar,10'ar)-3a-hydroperoxy-2',7'-dihydroxy-5-methoxy-4'b,7,8',8',10'a-pentamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthren]-4-one

C27H40O7 (476.2774)


   

5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate

5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate

C31H42O6 (510.2981)


   

1,7-dimethyl-4-(6-methylhept-5-en-2-yl)cyclodeca-2,7-dien-1-ol

1,7-dimethyl-4-(6-methylhept-5-en-2-yl)cyclodeca-2,7-dien-1-ol

C20H34O (290.261)


   

2-[(5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methyl]benzene-1,4-diol

2-[(5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methyl]benzene-1,4-diol

C21H30O2 (314.2246)


   

{6-[3-(hexadecanoyloxy)-2-(octadec-9-enoyloxy)propoxy]-3,4,5-trihydroxyoxan-2-yl}methanesulfonic acid

{6-[3-(hexadecanoyloxy)-2-(octadec-9-enoyloxy)propoxy]-3,4,5-trihydroxyoxan-2-yl}methanesulfonic acid

C43H80O12S (820.537)


   

8-hydroxy-1,4-dimethyl-7-(6-methylhept-5-en-2-yl)-3a,5,6,7,8,8a-hexahydro-3h-azulen-4-yl acetate

8-hydroxy-1,4-dimethyl-7-(6-methylhept-5-en-2-yl)-3a,5,6,7,8,8a-hexahydro-3h-azulen-4-yl acetate

C22H36O3 (348.2664)


   

(1r,5e,8r,11s)-6-methyl-11-[(2s)-6-methylhept-5-en-2-yl]-9-oxabicyclo[6.2.1]undec-5-ene-2,10-dione

(1r,5e,8r,11s)-6-methyl-11-[(2s)-6-methylhept-5-en-2-yl]-9-oxabicyclo[6.2.1]undec-5-ene-2,10-dione

C19H28O3 (304.2038)


   

(2r,3e,5r)-6-[(1r,2r,3r,5r,6r,7s,10r)-5-hydroxy-6,10-dimethyltricyclo[5.3.0.0²,⁶]decan-3-yl]-2-methylhepta-3,6-diene-1,2,5-triol

(2r,3e,5r)-6-[(1r,2r,3r,5r,6r,7s,10r)-5-hydroxy-6,10-dimethyltricyclo[5.3.0.0²,⁶]decan-3-yl]-2-methylhepta-3,6-diene-1,2,5-triol

C20H32O4 (336.23)


   

(1s,2e,6e,10s)-3,7-dimethyl-10-[(2r)-6-methylhept-5-en-2-yl]cyclodeca-2,6-dien-1-ol

(1s,2e,6e,10s)-3,7-dimethyl-10-[(2r)-6-methylhept-5-en-2-yl]cyclodeca-2,6-dien-1-ol

C20H34O (290.261)


   

(2s,4s,5r,7r,8s)-7-hydroxy-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-12-one

(2s,4s,5r,7r,8s)-7-hydroxy-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-12-one

C20H30O3 (318.2195)


   

2-hydroxy-1,1,4a,6a,9,11b-hexamethyl-2h,3h,4h,4bh,5h,6h,11h,11ah,12h,13h,13ah-indeno[2,1-a]phenanthrene-7,10-dione

2-hydroxy-1,1,4a,6a,9,11b-hexamethyl-2h,3h,4h,4bh,5h,6h,11h,11ah,12h,13h,13ah-indeno[2,1-a]phenanthrene-7,10-dione

C27H38O3 (410.2821)


   

[2-formyl-6-methyl-9-(6-methylhept-5-en-2-yl)cyclonona-2,5-dien-1-yl]methyl acetate

[2-formyl-6-methyl-9-(6-methylhept-5-en-2-yl)cyclonona-2,5-dien-1-yl]methyl acetate

C22H34O3 (346.2508)


   

(2s,4ar,4bs,6as,12as,12bs,14ar)-2-(acetyloxy)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-10-yl acetate

(2s,4ar,4bs,6as,12as,12bs,14ar)-2-(acetyloxy)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-10-yl acetate

C31H44O5 (496.3189)


   

(1r,5s,6r,10s)-7-formyl-5-[(2s)-6-methylhept-5-en-2-yl]-2-methylidenebicyclo[4.3.1]dec-7-en-10-yl acetate

(1r,5s,6r,10s)-7-formyl-5-[(2s)-6-methylhept-5-en-2-yl]-2-methylidenebicyclo[4.3.1]dec-7-en-10-yl acetate

C22H32O3 (344.2351)


   

(4as,6r,8ar)-8a-methyl-4-methylidene-6-(prop-1-en-2-yl)-hexahydro-2h-naphthalen-1-one

(4as,6r,8ar)-8a-methyl-4-methylidene-6-(prop-1-en-2-yl)-hexahydro-2h-naphthalen-1-one

C15H22O (218.1671)


   

1,5,9-trimethyl-13-(prop-1-en-2-yl)-4-oxatricyclo[10.3.0.0³,⁵]pentadec-8-en-15-yl acetate

1,5,9-trimethyl-13-(prop-1-en-2-yl)-4-oxatricyclo[10.3.0.0³,⁵]pentadec-8-en-15-yl acetate

C22H34O3 (346.2508)


   

(3ar,4r,5r)-5-[(2r)-4-[(2r)-3,3-dimethyloxiran-2-yl]butan-2-yl]-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-4-ol

(3ar,4r,5r)-5-[(2r)-4-[(2r)-3,3-dimethyloxiran-2-yl]butan-2-yl]-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-4-ol

C20H32O2 (304.2402)


   

(2r)-2-[(1s,3e,6e)-2,3-diformyl-7-methylcyclonona-3,6-dien-1-yl]-6-methylhept-5-en-1-yl acetate

(2r)-2-[(1s,3e,6e)-2,3-diformyl-7-methylcyclonona-3,6-dien-1-yl]-6-methylhept-5-en-1-yl acetate

C22H32O4 (360.23)


   

2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-4,5,7'-triol

2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-4,5,7'-triol

C27H40O4 (428.2926)


   

7,7a-diformyl-3a-methyl-1-(6-methylhept-5-en-2-yl)-2,3,4,5-tetrahydro-1h-inden-4-yl acetate

7,7a-diformyl-3a-methyl-1-(6-methylhept-5-en-2-yl)-2,3,4,5-tetrahydro-1h-inden-4-yl acetate

C22H32O4 (360.23)


   

4-(acetyloxy)-2-methyl-6-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)phenyl acetate

4-(acetyloxy)-2-methyl-6-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)phenyl acetate

C31H44O4 (480.3239)


   

(3r,3ar,5r,12ar)-3-hydroxy-3-isopropyl-6,10,12a-trimethyl-1h,2h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-5-yl acetate

(3r,3ar,5r,12ar)-3-hydroxy-3-isopropyl-6,10,12a-trimethyl-1h,2h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-5-yl acetate

C22H36O3 (348.2664)


   

(3z,6z)-3-(hydroxymethyl)-7-methyl-10-(6-methylhept-5-en-2-yl)cyclodeca-3,6-diene-1,2-diol

(3z,6z)-3-(hydroxymethyl)-7-methyl-10-(6-methylhept-5-en-2-yl)cyclodeca-3,6-diene-1,2-diol

C20H34O3 (322.2508)


   

(1r,3as,4r,4ar,8as,10ar)-1-isopropyl-3a,5,8a-trimethyl-2h,3h,4h,4ah,9h,10h,10ah-cyclohexa[f]azulene-1,4-diol

(1r,3as,4r,4ar,8as,10ar)-1-isopropyl-3a,5,8a-trimethyl-2h,3h,4h,4ah,9h,10h,10ah-cyclohexa[f]azulene-1,4-diol

C20H32O2 (304.2402)


   

(1r,3ar,7s,12ar)-1-hydroxy-1-isopropyl-3a,6,10-trimethyl-11-oxo-2h,3h,4h,7h,8h,12h,12ah-cyclopenta[11]annulen-7-yl acetate

(1r,3ar,7s,12ar)-1-hydroxy-1-isopropyl-3a,6,10-trimethyl-11-oxo-2h,3h,4h,7h,8h,12h,12ah-cyclopenta[11]annulen-7-yl acetate

C22H34O4 (362.2457)


   

1-acetyl-3a-hydroxy-4-isopropyl-7-methyl-4,5,6,7-tetrahydro-3h-inden-2-one

1-acetyl-3a-hydroxy-4-isopropyl-7-methyl-4,5,6,7-tetrahydro-3h-inden-2-one

C15H22O3 (250.1569)


   

(2s,4s,5r,7r,8s)-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]-12-oxo-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

(2s,4s,5r,7r,8s)-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]-12-oxo-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

C22H32O4 (360.23)


   

6-methyl-2-methylidene-9-(prop-1-en-2-yl)cyclodec-5-en-1-ol

6-methyl-2-methylidene-9-(prop-1-en-2-yl)cyclodec-5-en-1-ol

C15H24O (220.1827)


   

1,3-dimethoxy-7-methyl-5-(6-methylhept-5-en-2-yl)-1h,3h,3ah,4h,5h,6h,9h-cyclonona[c]furan

1,3-dimethoxy-7-methyl-5-(6-methylhept-5-en-2-yl)-1h,3h,3ah,4h,5h,6h,9h-cyclonona[c]furan

C22H36O3 (348.2664)


   

3-hydroxy-1-methoxy-8-methyl-5-(6-methylhept-5-en-2-yl)-1h,3h,3ah,4h,5h,6h,7h,10h-cyclodeca[c]furan-6-yl acetate

3-hydroxy-1-methoxy-8-methyl-5-(6-methylhept-5-en-2-yl)-1h,3h,3ah,4h,5h,6h,7h,10h-cyclodeca[c]furan-6-yl acetate

C24H38O5 (406.2719)


   

2,8-dimethyl-2-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]chromen-6-yl acetate

2,8-dimethyl-2-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]chromen-6-yl acetate

C29H40O3 (436.2977)


   

(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,4s)-4,6-dimethylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,4s)-4,6-dimethylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C28H48O (400.3705)


   

10-(acetyloxy)-4a,8-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-2-yl acetate

10-(acetyloxy)-4a,8-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-2-yl acetate

C24H36O6 (420.2512)


   

7-methyl-10-(6-methylhept-5-en-2-yl)-3h,4h,5h,8h,9h,10h-cyclonona[c]furan-1-one

7-methyl-10-(6-methylhept-5-en-2-yl)-3h,4h,5h,8h,9h,10h-cyclonona[c]furan-1-one

C20H30O2 (302.2246)


   

3-(2-hydroxypropan-2-yl)-6,10,12a-trimethyl-1h,2h,3h,3ah,4h,5h,8h,9h,10h-cyclopenta[11]annulen-4-yl acetate

3-(2-hydroxypropan-2-yl)-6,10,12a-trimethyl-1h,2h,3h,3ah,4h,5h,8h,9h,10h-cyclopenta[11]annulen-4-yl acetate

C22H36O3 (348.2664)


   

2-[7,8,12-tris(acetyloxy)-3a,6,10-trimethyl-1h,2h,3h,6h,7h,8h,11h,12h,12ah-cyclopenta[11]annulen-1-yl]propan-2-yl acetate

2-[7,8,12-tris(acetyloxy)-3a,6,10-trimethyl-1h,2h,3h,6h,7h,8h,11h,12h,12ah-cyclopenta[11]annulen-1-yl]propan-2-yl acetate

C28H42O8 (506.288)


   

(2s,2's,4'ar,4'bs,8'ar,10'ar)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-5,7'-diol

(2s,2's,4'ar,4'bs,8'ar,10'ar)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-5,7'-diol

C27H40O3 (412.2977)


   

(1s,4s,6s,9z,12r,15s)-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-13-one

(1s,4s,6s,9z,12r,15s)-4,9,12-trimethyl-15-(prop-1-en-2-yl)-5-oxatricyclo[10.3.0.0⁴,⁶]pentadec-9-en-13-one

C20H30O2 (302.2246)


   

8a-methyl-4-methylidene-6-(prop-1-en-2-yl)-octahydronaphthalen-1-yl acetate

8a-methyl-4-methylidene-6-(prop-1-en-2-yl)-octahydronaphthalen-1-yl acetate

C17H26O2 (262.1933)


   

2-[5-(acetyloxy)-6,10-dimethyltricyclo[5.3.0.0²,⁶]decan-3-yl]-6-methylhepta-1,5-dien-4-yl acetate

2-[5-(acetyloxy)-6,10-dimethyltricyclo[5.3.0.0²,⁶]decan-3-yl]-6-methylhepta-1,5-dien-4-yl acetate

C24H36O4 (388.2613)


   

{6-[3-(hexadecanoyloxy)-2-(tetradecanoyloxy)propoxy]-3,4,5-trihydroxyoxan-2-yl}methanesulfonic acid

{6-[3-(hexadecanoyloxy)-2-(tetradecanoyloxy)propoxy]-3,4,5-trihydroxyoxan-2-yl}methanesulfonic acid

C39H74O12S (766.4901)


   

3-[(1s,4ar,5s,6r,8ar)-5-[(2-hydroxy-5-methoxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-(propan-2-ylidene)-hexahydro-1h-naphthalen-1-yl]propanoic acid

3-[(1s,4ar,5s,6r,8ar)-5-[(2-hydroxy-5-methoxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-(propan-2-ylidene)-hexahydro-1h-naphthalen-1-yl]propanoic acid

C28H42O4 (442.3083)


   

1-acetyl-3a-hydroxy-7-isopropyl-4-methyl-4,5,6,7-tetrahydro-3h-inden-2-one

1-acetyl-3a-hydroxy-7-isopropyl-4-methyl-4,5,6,7-tetrahydro-3h-inden-2-one

C15H22O3 (250.1569)


   

1,1,4a,6a,9,11b-hexamethyl-3h,4h,4bh,5h,6h,11h,11ah,12h,13h,13ah-indeno[2,1-a]phenanthrene-2,7,10-trione

1,1,4a,6a,9,11b-hexamethyl-3h,4h,4bh,5h,6h,11h,11ah,12h,13h,13ah-indeno[2,1-a]phenanthrene-2,7,10-trione

C27H36O3 (408.2664)


   

(3as,4r,7s)-1-acetyl-3a-hydroxy-7-isopropyl-4-methyl-4,5,6,7-tetrahydro-3h-inden-2-one

(3as,4r,7s)-1-acetyl-3a-hydroxy-7-isopropyl-4-methyl-4,5,6,7-tetrahydro-3h-inden-2-one

C15H22O3 (250.1569)


   

3-[(1s,4ar,5s,6s,8ar)-5-[(2-hydroxy-5-methoxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-oxo-hexahydro-1h-naphthalen-1-yl]propanoic acid

3-[(1s,4ar,5s,6s,8ar)-5-[(2-hydroxy-5-methoxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-oxo-hexahydro-1h-naphthalen-1-yl]propanoic acid

C25H36O5 (416.2563)


   

8-(2-hydroxypropan-2-yl)-5-methyl-2-methylidene-octahydronaphthalene-1,4a-diol

8-(2-hydroxypropan-2-yl)-5-methyl-2-methylidene-octahydronaphthalene-1,4a-diol

C15H26O3 (254.1882)


   

4-(acetyloxy)-2-methyl-6-(3,7,11,15-tetramethylhexadec-2-en-1-yl)phenyl acetate

4-(acetyloxy)-2-methyl-6-(3,7,11,15-tetramethylhexadec-2-en-1-yl)phenyl acetate

C31H50O4 (486.3709)


   

(3r,3as,4s,10r,12ar)-3-(2-hydroxypropan-2-yl)-6,10,12a-trimethyl-1h,2h,3h,3ah,4h,5h,8h,9h,10h-cyclopenta[11]annulen-4-yl acetate

(3r,3as,4s,10r,12ar)-3-(2-hydroxypropan-2-yl)-6,10,12a-trimethyl-1h,2h,3h,3ah,4h,5h,8h,9h,10h-cyclopenta[11]annulen-4-yl acetate

C22H36O3 (348.2664)


   

(1r,5r,8s,9s)-1,2-diformyl-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]bicyclo[3.3.1]non-2-en-9-yl acetate

(1r,5r,8s,9s)-1,2-diformyl-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]bicyclo[3.3.1]non-2-en-9-yl acetate

C22H32O4 (360.23)


   

(1e,2r,4r,8s,11e,15s)-2-methoxy-11-methyl-7-(4-methylpent-3-en-1-yl)-3,5-dioxatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1(14),11-diene

(1e,2r,4r,8s,11e,15s)-2-methoxy-11-methyl-7-(4-methylpent-3-en-1-yl)-3,5-dioxatricyclo[6.6.1.0⁴,¹⁵]pentadeca-1(14),11-diene

C21H32O3 (332.2351)


   

2-hydroxy-4-methyl-14-(4-methylpent-3-en-1-yl)-11-oxo-5,12-dioxatricyclo[8.4.0.0⁴,⁶]tetradec-8-ene-9-carbaldehyde

2-hydroxy-4-methyl-14-(4-methylpent-3-en-1-yl)-11-oxo-5,12-dioxatricyclo[8.4.0.0⁴,⁶]tetradec-8-ene-9-carbaldehyde

C20H28O5 (348.1937)


   

3-({6,6,9,10,12a-pentamethyl-3-oxo-1h,2h,7h,8h,8ah,10h,11h,12h-naphtho[2,1-d][1,2]dioxocin-9-yl}methyl)-4-hydroxy-5-methylphenyl acetate

3-({6,6,9,10,12a-pentamethyl-3-oxo-1h,2h,7h,8h,8ah,10h,11h,12h-naphtho[2,1-d][1,2]dioxocin-9-yl}methyl)-4-hydroxy-5-methylphenyl acetate

C29H40O6 (484.2825)


   

(3as,4ar,8s,8as,10s)-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulene-4a,8,10-triol

(3as,4ar,8s,8as,10s)-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulene-4a,8,10-triol

C20H32O3 (320.2351)


   

(1r,2s,5r,6s,7s,8r)-2,8-dimethyl-5-(6-methylhepta-1,5-dien-2-yl)tricyclo[5.3.0.0²,⁶]decan-1-ol

(1r,2s,5r,6s,7s,8r)-2,8-dimethyl-5-(6-methylhepta-1,5-dien-2-yl)tricyclo[5.3.0.0²,⁶]decan-1-ol

C20H32O (288.2453)


   

1-methyl-7-(6-methylhept-5-en-2-yl)-4-methylidene-3a,5,6,7,8,8a-hexahydro-3h-azulene

1-methyl-7-(6-methylhept-5-en-2-yl)-4-methylidene-3a,5,6,7,8,8a-hexahydro-3h-azulene

C20H32 (272.2504)


   

2'-methyl-5-(6-methylhepta-2,5-dien-2-yl)-5'-oxo-[1,1'-bi(cyclopentane)]-2,3'-diene-2-carbaldehyde

2'-methyl-5-(6-methylhepta-2,5-dien-2-yl)-5'-oxo-[1,1'-bi(cyclopentane)]-2,3'-diene-2-carbaldehyde

C20H26O2 (298.1933)


   

(1s,4ar,5r,8s,8ar)-8-isopropyl-2,5-dimethyl-4,5,6,7,8,8a-hexahydro-1h-naphthalene-1,4a-diol

(1s,4ar,5r,8s,8ar)-8-isopropyl-2,5-dimethyl-4,5,6,7,8,8a-hexahydro-1h-naphthalene-1,4a-diol

C15H26O2 (238.1933)


   

3-methyl-5-(6-methylhept-5-en-2-yl)-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulene-4,6-diol

3-methyl-5-(6-methylhept-5-en-2-yl)-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulene-4,6-diol

C20H32O2 (304.2402)


   

2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylchromen-6-ol

2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylchromen-6-ol

C21H28O2 (312.2089)


   

(2s,4s,5r,7r,8s,10r,12s)-10,12-dihydroxy-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

(2s,4s,5r,7r,8s,10r,12s)-10,12-dihydroxy-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

C22H34O5 (378.2406)


   

(1r,3as,4r,12ar)-1-hydroxy-1-isopropyl-3a,6,10-trimethyl-11-oxo-2h,3h,4h,7h,8h,12h,12ah-cyclopenta[11]annulen-4-yl acetate

(1r,3as,4r,12ar)-1-hydroxy-1-isopropyl-3a,6,10-trimethyl-11-oxo-2h,3h,4h,7h,8h,12h,12ah-cyclopenta[11]annulen-4-yl acetate

C22H34O4 (362.2457)


   

(1s,3r,5r,8r,10r,13r,16s)-1,5,10,14,14-pentamethyl-4,9-dioxatetracyclo[11.3.0.0³,⁵.0⁸,¹⁰]hexadecan-16-ol

(1s,3r,5r,8r,10r,13r,16s)-1,5,10,14,14-pentamethyl-4,9-dioxatetracyclo[11.3.0.0³,⁵.0⁸,¹⁰]hexadecan-16-ol

C19H32O3 (308.2351)


   

(2r)-3-{[(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}propane-1,2-diol

(2r)-3-{[(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}propane-1,2-diol

C23H40O3 (364.2977)


   

2-[(1s,3s,5r,8s,10s,13s)-1,5,10-trimethyl-4,9-dioxatetracyclo[11.3.0.0³,⁵.0⁸,¹⁰]hexadec-14-en-14-yl]propan-2-ol

2-[(1s,3s,5r,8s,10s,13s)-1,5,10-trimethyl-4,9-dioxatetracyclo[11.3.0.0³,⁵.0⁸,¹⁰]hexadec-14-en-14-yl]propan-2-ol

C20H32O3 (320.2351)


   

(3as,4s,5r,8as)-5-[(2r)-2-hydroxy-6-methylhept-5-en-2-yl]-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-4-ol

(3as,4s,5r,8as)-5-[(2r)-2-hydroxy-6-methylhept-5-en-2-yl]-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-4-ol

C20H32O2 (304.2402)


   

1,3-dimethoxy-7-methyl-4-(6-methylhept-5-en-2-yl)-1h,3h,3ah,4h,5h,6h,9h-cyclonona[c]furan-5-yl acetate

1,3-dimethoxy-7-methyl-4-(6-methylhept-5-en-2-yl)-1h,3h,3ah,4h,5h,6h,9h-cyclonona[c]furan-5-yl acetate

C24H38O5 (406.2719)


   

(3as,4s,5r,6s,8ar)-5-(2-hydroxy-6-methylhept-5-en-2-yl)-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulene-4,6-diol

(3as,4s,5r,6s,8ar)-5-(2-hydroxy-6-methylhept-5-en-2-yl)-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulene-4,6-diol

C20H32O3 (320.2351)


   

(1r,3r,5s,7r,8e,12r)-13-isopropyl-1,5,9-trimethyl-4-oxatricyclo[10.3.0.0³,⁵]pentadeca-8,13-dien-7-ol

(1r,3r,5s,7r,8e,12r)-13-isopropyl-1,5,9-trimethyl-4-oxatricyclo[10.3.0.0³,⁵]pentadeca-8,13-dien-7-ol

C20H32O2 (304.2402)


   

(2s,2's,8'ar)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-4,5,7'-triol

(2s,2's,8'ar)-2',4'b,7,8',8',10'a-hexamethyl-2',3',4',4'a,5',6',7',8'a,9',10'-decahydro-3h-spiro[1-benzofuran-2,1'-phenanthrene]-4,5,7'-triol

C27H40O4 (428.2926)


   

(3ar,4s,7s,8r,8as)-1,4-dimethyl-7-[(2r)-6-methylhept-6-en-2-yl]-3a,5,6,7,8,8a-hexahydro-3h-azulene-4,8-diol

(3ar,4s,7s,8r,8as)-1,4-dimethyl-7-[(2r)-6-methylhept-6-en-2-yl]-3a,5,6,7,8,8a-hexahydro-3h-azulene-4,8-diol

C20H34O2 (306.2559)


   

1,6-dimethyl-4-(6-methylhept-5-en-2-yl)-1,2,3,4-tetrahydronaphthalene

1,6-dimethyl-4-(6-methylhept-5-en-2-yl)-1,2,3,4-tetrahydronaphthalene

C20H30 (270.2347)


   

(1r,3r,3ar,4r,5s)-1,3-dimethoxy-7-methyl-4-[(2s)-6-methylhept-5-en-2-yl]-1h,3h,3ah,4h,5h,6h,9h-cyclonona[c]furan-5-yl acetate

(1r,3r,3ar,4r,5s)-1,3-dimethoxy-7-methyl-4-[(2s)-6-methylhept-5-en-2-yl]-1h,3h,3ah,4h,5h,6h,9h-cyclonona[c]furan-5-yl acetate

C24H38O5 (406.2719)


   

(1r,4s,6r,7s,10r)-7-isopropyl-4,10-dimethyltricyclo[4.4.0.0¹,⁵]decan-4-ol

(1r,4s,6r,7s,10r)-7-isopropyl-4,10-dimethyltricyclo[4.4.0.0¹,⁵]decan-4-ol

C15H26O (222.1984)


   

3-[(1s,4ar,5s,6s,8ar)-5-[(2-hydroxy-5-methoxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-(propan-2-ylidene)-hexahydro-1h-naphthalen-1-yl]propanoic acid

3-[(1s,4ar,5s,6s,8ar)-5-[(2-hydroxy-5-methoxy-3-methylphenyl)methyl]-5,6,8a-trimethyl-2-(propan-2-ylidene)-hexahydro-1h-naphthalen-1-yl]propanoic acid

C28H42O4 (442.3083)


   

(2r,5e,10r)-5-methyl-2-[(2r)-6-methylhept-5-en-2-yl]-11-oxobicyclo[7.2.0]undec-5-en-10-yl acetate

(2r,5e,10r)-5-methyl-2-[(2r)-6-methylhept-5-en-2-yl]-11-oxobicyclo[7.2.0]undec-5-en-10-yl acetate

C22H34O3 (346.2508)


   

(3r,3ar,12ar)-3-hydroxy-3-isopropyl-6,10,12a-trimethyl-1h,2h,3ah,4h,8h,9h,12h-cyclopenta[11]annulen-5-one

(3r,3ar,12ar)-3-hydroxy-3-isopropyl-6,10,12a-trimethyl-1h,2h,3ah,4h,8h,9h,12h-cyclopenta[11]annulen-5-one

C20H32O2 (304.2402)


   

(3s,12as)-3-hydroxy-3-isopropyl-6,10,12a-trimethyl-1h,2h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-5-yl acetate

(3s,12as)-3-hydroxy-3-isopropyl-6,10,12a-trimethyl-1h,2h,3ah,4h,5h,8h,9h,12h-cyclopenta[11]annulen-5-yl acetate

C22H36O3 (348.2664)


   

5,7-dihydroxy-2-[(4z,7z,10z,13z,16z)-nonadeca-4,7,10,13,16-pentaen-1-yl]chromen-4-one

5,7-dihydroxy-2-[(4z,7z,10z,13z,16z)-nonadeca-4,7,10,13,16-pentaen-1-yl]chromen-4-one

C28H34O4 (434.2457)


   

8-(acetyloxy)-4a-hydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-9-yl acetate

8-(acetyloxy)-4a-hydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-9-yl acetate

C24H36O5 (404.2563)


   

(2r,4r,5s,7s,8r)-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]-12-oxo-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

(2r,4r,5s,7s,8r)-5-methyl-8-[(2r)-6-methylhept-5-en-2-yl]-12-oxo-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-yl acetate

C22H32O4 (360.23)


   

4-(acetyloxy)-6-methyl-2-(2,4,7-trihydroxy-3,8-dimethylidene-octahydroazulen-5-yl)hept-5-en-3-yl acetate

4-(acetyloxy)-6-methyl-2-(2,4,7-trihydroxy-3,8-dimethylidene-octahydroazulen-5-yl)hept-5-en-3-yl acetate

C24H36O7 (436.2461)


   

(3s,5z)-undeca-1,5-dien-3-yl acetate

(3s,5z)-undeca-1,5-dien-3-yl acetate

C13H22O2 (210.162)


   

6-(4-hydroxy-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-5-yl)-2-methylheptan-3-one

6-(4-hydroxy-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-5-yl)-2-methylheptan-3-one

C20H32O2 (304.2402)


   

(1r,3as,4ar,8s,8as)-1,4a-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h-cyclohexa[f]azulen-8-yl acetate

(1r,3as,4ar,8s,8as)-1,4a-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h-cyclohexa[f]azulen-8-yl acetate

C22H34O4 (362.2457)


   

5-(6-hydroxy-6-methylhepta-1,4-dien-2-yl)-2,8-dimethyltricyclo[5.3.0.0²,⁶]decan-3-ol

5-(6-hydroxy-6-methylhepta-1,4-dien-2-yl)-2,8-dimethyltricyclo[5.3.0.0²,⁶]decan-3-ol

C20H32O2 (304.2402)


   

(1r,2s,5r,6r,7s,8r)-2-hydroxy-5-methyl-8-(6-methylhepta-1,5-dien-2-yl)tricyclo[5.3.0.0²,⁶]decane-1-carbaldehyde

(1r,2s,5r,6r,7s,8r)-2-hydroxy-5-methyl-8-(6-methylhepta-1,5-dien-2-yl)tricyclo[5.3.0.0²,⁶]decane-1-carbaldehyde

C20H30O2 (302.2246)


   

(1r,3ar,5r,12as)-6-formyl-3a,10-dimethyl-1-(prop-1-en-2-yl)-1h,2h,3h,4h,5h,8h,9h,12h,12ah-cyclopenta[11]annulen-5-yl acetate

(1r,3ar,5r,12as)-6-formyl-3a,10-dimethyl-1-(prop-1-en-2-yl)-1h,2h,3h,4h,5h,8h,9h,12h,12ah-cyclopenta[11]annulen-5-yl acetate

C22H32O3 (344.2351)


   

4,10-dimethyl-7-(6-methylhepta-2,5-dien-2-yl)tricyclo[4.4.0.0¹,⁵]dec-9-ene

4,10-dimethyl-7-(6-methylhepta-2,5-dien-2-yl)tricyclo[4.4.0.0¹,⁵]dec-9-ene

C20H30 (270.2347)


   

(2s,4ar,8s,8as)-8-isopropyl-2,5-dimethyl-3,4,4a,7,8,8a-hexahydro-1h-naphthalen-2-ol

(2s,4ar,8s,8as)-8-isopropyl-2,5-dimethyl-3,4,4a,7,8,8a-hexahydro-1h-naphthalen-2-ol

C15H26O (222.1984)


   

8-isopropyl-5-methyl-2-methylidene-octahydronaphthalene-1,4a-diol

8-isopropyl-5-methyl-2-methylidene-octahydronaphthalene-1,4a-diol

C15H26O2 (238.1933)


   

methyl 2'-methyl-5-(6-methylhepta-2,5-dien-2-yl)-5'-oxo-[1,1'-bi(cyclopentane)]-2,3'-diene-2-carboxylate

methyl 2'-methyl-5-(6-methylhepta-2,5-dien-2-yl)-5'-oxo-[1,1'-bi(cyclopentane)]-2,3'-diene-2-carboxylate

C21H28O3 (328.2038)


   

(3as,4ar,8s,8as,10s)-4a,8-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-10-yl acetate

(3as,4ar,8s,8as,10s)-4a,8-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-10-yl acetate

C22H34O4 (362.2457)


   

3-[(1s,4ar,5s,6s,8ar)-5,6,8a-trimethyl-5-[(5-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)methyl]-2-(propan-2-ylidene)-hexahydro-1h-naphthalen-1-yl]propanoic acid

3-[(1s,4ar,5s,6s,8ar)-5,6,8a-trimethyl-5-[(5-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)methyl]-2-(propan-2-ylidene)-hexahydro-1h-naphthalen-1-yl]propanoic acid

C27H38O4 (426.277)


   

methyl (1s,1'r,2'r,5r)-2'-methyl-5-[(2z)-6-methylhepta-2,5-dien-2-yl]-5'-oxo-[1,1'-bi(cyclopentane)]-2,3'-diene-2-carboxylate

methyl (1s,1'r,2'r,5r)-2'-methyl-5-[(2z)-6-methylhepta-2,5-dien-2-yl]-5'-oxo-[1,1'-bi(cyclopentane)]-2,3'-diene-2-carboxylate

C21H28O3 (328.2038)


   

3a,6-dimethyl-10-methylidene-1-(propan-2-ylidene)-2h,3h,4h,5h,8h,9h,11h,12h,12ah-cyclopenta[11]annulene-5,9-diol

3a,6-dimethyl-10-methylidene-1-(propan-2-ylidene)-2h,3h,4h,5h,8h,9h,11h,12h,12ah-cyclopenta[11]annulene-5,9-diol

C20H32O2 (304.2402)


   

1-(5-isopropylhept-5-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

1-(5-isopropylhept-5-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H48O (412.3705)


   

7-hydroxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-12-one

7-hydroxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-12-one

C20H30O3 (318.2195)


   

1-ethenyl-2-(hex-1-en-1-yl)cyclopropane

1-ethenyl-2-(hex-1-en-1-yl)cyclopropane

C11H18 (150.1408)


   

8-hydroxy-1-methyl-7-(6-methylhept-5-en-2-yl)-3,3a,6,7,8,8a-hexahydroazulene-4-carbaldehyde

8-hydroxy-1-methyl-7-(6-methylhept-5-en-2-yl)-3,3a,6,7,8,8a-hexahydroazulene-4-carbaldehyde

C20H30O2 (302.2246)


   

24-α-ethylcholesterol

24-α-ethylcholesterol

C29H50O (414.3861)


   

(1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

(1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

C15H24 (204.1878)


   

(3ar,4as,8r,8ar,10r)-4a,8-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-10-yl acetate

(3ar,4as,8r,8ar,10r)-4a,8-dihydroxy-1-isopropyl-3a,8a-dimethyl-5-methylidene-2h,3h,4h,6h,7h,8h,9h,10h-cyclohexa[f]azulen-10-yl acetate

C22H34O4 (362.2457)


   

(1r,1'r,2s,2'r,3s,3'r,5'r)-3'-(acetyloxy)-2'-(hydroxymethyl)-2-methyl-5'-[(2z)-6-methylhepta-2,5-dien-2-yl]-5-oxo-[1,1'-bi(cyclopentane)]-3-yl acetate

(1r,1'r,2s,2'r,3s,3'r,5'r)-3'-(acetyloxy)-2'-(hydroxymethyl)-2-methyl-5'-[(2z)-6-methylhepta-2,5-dien-2-yl]-5-oxo-[1,1'-bi(cyclopentane)]-3-yl acetate

C24H36O6 (420.2512)


   

3a,5,8a-trimethyl-1-(prop-1-en-2-yl)-1h,2h,3h,4h,4ah,7h,8h,9h,10h,10ah-cyclohexa[f]azulen-8-ol

3a,5,8a-trimethyl-1-(prop-1-en-2-yl)-1h,2h,3h,4h,4ah,7h,8h,9h,10h,10ah-cyclohexa[f]azulen-8-ol

C20H32O (288.2453)


   

(1r,3r,6s,7s,8s)-6-isopropyl-1,3-dimethyl-2-oxatricyclo[5.3.1.0³,⁸]undecane

(1r,3r,6s,7s,8s)-6-isopropyl-1,3-dimethyl-2-oxatricyclo[5.3.1.0³,⁸]undecane

C15H26O (222.1984)


   

(1s,3ar,4as,5r,8s,8as,10as)-3a,5,8a-trimethyl-1-(prop-1-en-2-yl)-decahydro-1h-cyclohexa[f]azulene-5,8-diol

(1s,3ar,4as,5r,8s,8as,10as)-3a,5,8a-trimethyl-1-(prop-1-en-2-yl)-decahydro-1h-cyclohexa[f]azulene-5,8-diol

C20H34O2 (306.2559)


   

(1r,2r)-1-ethenyl-2-[(1e,3e)-hexa-1,3-dien-1-yl]cyclopropane

(1r,2r)-1-ethenyl-2-[(1e,3e)-hexa-1,3-dien-1-yl]cyclopropane

C11H16 (148.1252)


   

(1s,3as,7r)-1-hydroxy-1-isopropyl-3a,6,10-trimethyl-11-oxo-2h,3h,4h,7h,8h,12h,12ah-cyclopenta[11]annulen-7-yl acetate

(1s,3as,7r)-1-hydroxy-1-isopropyl-3a,6,10-trimethyl-11-oxo-2h,3h,4h,7h,8h,12h,12ah-cyclopenta[11]annulen-7-yl acetate

C22H34O4 (362.2457)


   

(1s,2r,4ar,5r,8s,8ar)-8-isopropyl-2,5-dimethyl-octahydronaphthalene-1,2,4a-triol

(1s,2r,4ar,5r,8s,8ar)-8-isopropyl-2,5-dimethyl-octahydronaphthalene-1,2,4a-triol

C15H28O3 (256.2038)


   

1-{3,9-dihydroxy-6,10-dimethyl-2-methylidene-12-oxatricyclo[7.2.1.0¹,⁶]dodecan-10-yl}-4-methylpentan-3-one

1-{3,9-dihydroxy-6,10-dimethyl-2-methylidene-12-oxatricyclo[7.2.1.0¹,⁶]dodecan-10-yl}-4-methylpentan-3-one

C20H32O4 (336.23)


   

(4r,6r)-6-[(3as,4r,5s,8ar)-4-hydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-5-yl]-2-methylhept-2-en-4-yl acetate

(4r,6r)-6-[(3as,4r,5s,8ar)-4-hydroxy-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1h-azulen-5-yl]-2-methylhept-2-en-4-yl acetate

C22H34O3 (346.2508)


   

(1s,2r,3r,5r,6r,7r,8r)-5-[(4s)-4-hydroxy-6-methylhepta-1,5-dien-2-yl]-2,8-dimethyltricyclo[5.3.0.0²,⁶]decan-3-ol

(1s,2r,3r,5r,6r,7r,8r)-5-[(4s)-4-hydroxy-6-methylhepta-1,5-dien-2-yl]-2,8-dimethyltricyclo[5.3.0.0²,⁶]decan-3-ol

C20H32O2 (304.2402)


   

(1s,3r,5s,8e,12r,13s)-1,5,9-trimethyl-13-(prop-1-en-2-yl)-4-oxatricyclo[10.3.0.0³,⁵]pentadec-8-ene

(1s,3r,5s,8e,12r,13s)-1,5,9-trimethyl-13-(prop-1-en-2-yl)-4-oxatricyclo[10.3.0.0³,⁵]pentadec-8-ene

C20H32O (288.2453)


   

(8ar,9s,10s,12ar)-9-[(2-hydroxy-5-methoxy-3-methylphenyl)methyl]-6,6,9,10,12a-pentamethyl-1h,2h,7h,8h,8ah,10h,11h,12h-naphtho[2,1-d][1,2]dioxocin-3-one

(8ar,9s,10s,12ar)-9-[(2-hydroxy-5-methoxy-3-methylphenyl)methyl]-6,6,9,10,12a-pentamethyl-1h,2h,7h,8h,8ah,10h,11h,12h-naphtho[2,1-d][1,2]dioxocin-3-one

C28H40O5 (456.2876)