NCBI Taxonomy: 6060

Halichondriidae (ncbi_taxid: 6060)

found 229 associated metabolites at family taxonomy rank level.

Ancestor: Suberitida

Child Taxonomies: Halichondria, Hymeniacidon, Axinyssa, Didiscus, Spongosorites, Vosmaeria, Ciocalypta, Amorphinopsis, unclassified Halichondriidae

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.

   

Palmitic acid

hexadecanoic acid

C16H32O2 (256.2402)


Palmitic acid, also known as palmitate or hexadecanoic 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, palmitic acid is considered to be a fatty acid lipid molecule. Palmitic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Palmitic acid can be found in a number of food items such as sacred lotus, spinach, shallot, and corn salad, which makes palmitic acid a potential biomarker for the consumption of these food products. Palmitic acid can be found primarily in most biofluids, including feces, sweat, cerebrospinal fluid (CSF), and urine, as well as throughout most human tissues. Palmitic acid exists in all living species, ranging from bacteria to humans. In humans, palmitic acid is involved in several metabolic pathways, some of which include alendronate action pathway, rosuvastatin action pathway, simvastatin action pathway, and cerivastatin action pathway. Palmitic acid is also involved in several metabolic disorders, some of which include hypercholesterolemia, familial lipoprotein lipase deficiency, ethylmalonic encephalopathy, and carnitine palmitoyl transferase deficiency (I). Moreover, palmitic acid is found to be associated with schizophrenia. Palmitic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Palmitic acid, or hexadecanoic acid in IUPAC nomenclature, is the most common saturated fatty acid found in animals, plants and microorganisms. Its chemical formula is CH3(CH2)14COOH, and its C:D is 16:0. As its name indicates, it is a major component of the oil from the fruit of oil palms (palm oil). Palmitic acid can also be found in meats, cheeses, butter, and dairy products. Palmitate is the salts and esters of palmitic acid. The palmitate anion is the observed form of palmitic acid at physiologic pH (7.4) . Palmitic acid is the first fatty acid produced during lipogenesis (fatty acid synthesis) and from which longer fatty acids can be produced. Palmitate negatively feeds back on acetyl-CoA carboxylase (ACC) which is responsible for converting acetyl-ACP to malonyl-ACP on the growing acyl chain, thus preventing further palmitate generation (DrugBank). Palmitic acid, or hexadecanoic acid, is one of the most common saturated fatty acids found in animals, plants, and microorganisms. As its name indicates, it is a major component of the oil from the fruit of oil palms (palm oil). Excess carbohydrates in the body are converted to palmitic acid. Palmitic acid is the first fatty acid produced during fatty acid synthesis and is the precursor to longer fatty acids. As a consequence, palmitic acid is a major body component of animals. In humans, one analysis found it to make up 21–30\\\% (molar) of human depot fat (PMID: 13756126), and it is a major, but highly variable, lipid component of human breast milk (PMID: 352132). Palmitic acid is used to produce soaps, cosmetics, and industrial mould release agents. These applications use sodium palmitate, which is commonly obtained by saponification of palm oil. To this end, palm oil, rendered from palm tree (species Elaeis guineensis), is treated with sodium hydroxide (in the form of caustic soda or lye), which causes hydrolysis of the ester groups, yielding glycerol and sodium palmitate. Aluminium salts of palmitic acid and naphthenic acid were combined during World War II to produce napalm. The word "napalm" is derived from the words naphthenic acid and palmitic acid (Wikipedia). Palmitic acid is also used in the determination of water hardness and is a surfactant of Levovist, an intravenous ultrasonic contrast agent. Hexadecanoic acid is a straight-chain, sixteen-carbon, saturated long-chain fatty acid. It has a role as an EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor, a plant metabolite, 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 hexadecanoate. A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. Palmitic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Palmitic Acid is a saturated long-chain fatty acid with a 16-carbon backbone. Palmitic acid is found naturally in palm oil and palm kernel oil, as well as in butter, cheese, milk and meat. Palmitic acid, or hexadecanoic acid is one of the most common saturated fatty acids found in animals and plants, a saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. It occurs in the form of esters (glycerides) in oils and fats of vegetable and animal origin and is usually obtained from palm oil, which is widely distributed in plants. Palmitic acid is used in determination of water hardness and is an active ingredient of *Levovist*TM, used in echo enhancement in sonographic Doppler B-mode imaging and as an ultrasound contrast medium. A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. A straight-chain, sixteen-carbon, saturated long-chain fatty acid. Palmitic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=57-10-3 (retrieved 2024-07-01) (CAS RN: 57-10-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

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

   

alpha-Carotene

(6R)-1,5,5-trimethyl-6-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-1-ene

C40H56 (536.4382)


alpha-Carotene belongs to the class of organic compounds known as carotenes. These are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. alpha-Carotene is considered to be an isoprenoid lipid molecule. alpha-Carotene is one of the primary isomers of carotene. Plasma levels of alpha-carotene are positively associated with the detection rate of AFB1-DNA adducts in a dose-dependent manner, whereas plasma lycopene level was inversely related to the presence of the adducts in urine (PMID: 9214602). (6R)-beta,epsilon-carotene is an alpha-carotene. It is an enantiomer of a (6S)-beta,epsilon-carotene. alpha-Carotene is a natural product found in Hibiscus syriacus, Scandix stellata, and other organisms with data available. Widespread carotenoid, e.g. in carrots and palm oil. Has vitamin A activity but less than that of b-Carotene A cyclic carotene with a beta- and an epsilon-ring at opposite ends respectively. D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids

   

Zeaxanthin

(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol

C40H56O2 (568.428)


Zeaxanthin is a carotenoid xanthophyll and is one of the most common carotenoid found in nature. It is the pigment that gives corn, saffron, and many other plants their characteristic color. Zeaxanthin breaks down to form picrocrocin and safranal, which are responsible for the taste and aroma of saffron Carotenoids are among the most common pigments in nature and are natural lipid soluble antioxidants. Zeaxanthin is one of the two carotenoids (the other is lutein) that accumulate in the eye lens and macular region of the retina with concentrations in the macula greater than those found in plasma and other tissues. Lutein and zeaxanthin have identical chemical formulas and are isomers, but they are not stereoisomers. The main difference between them is in the location of a double bond in one of the end rings. This difference gives lutein three chiral centers whereas zeaxanthin has two. A relationship between macular pigment optical density, a marker of lutein and zeaxanthin concentration in the macula, and lens optical density, an antecedent of cataractous changes, has been suggested. The xanthophylls may act to protect the eye from ultraviolet phototoxicity via quenching reactive oxygen species and/or other mechanisms. Some observational studies have shown that generous intakes of lutein and zeaxanthin, particularly from certain xanthophyll-rich foods like spinach, broccoli and eggs, are associated with a significant reduction in the risk for cataract (up to 20\\%) and for age-related macular degeneration (up to 40\\%). While the pathophysiology of cataract and age-related macular degeneration is complex and contains both environmental and genetic components, research studies suggest dietary factors including antioxidant vitamins and xanthophylls may contribute to a reduction in the risk of these degenerative eye diseases. Further research is necessary to confirm these observations. (PMID: 11023002). Zeaxanthin has been found to be a microbial metabolite, it can be produced by Algibacter, Aquibacter, Escherichia, Flavobacterium, Formosa, Gramella, Hyunsoonleella, Kordia, Mesoflavibacter, Muricauda, Nubsella, Paracoccus, Siansivirga, Sphingomonas, Zeaxanthinibacter and yeast (https://reader.elsevier.com/reader/sd/pii/S0924224417302571?token=DE6BC6CC7DCDEA6150497AA3E375097A00F8E0C12AE03A8E420D85D1AC8855E62103143B5AE0B57E9C5828671F226801). It is a marker for the activity of Bacillus subtilis and/or Pseudomonas aeruginosa in the intestine. Higher levels are associated with higher levels of Bacillus or Pseudomonas. (PMID: 17555270; PMID: 12147474) Zeaxanthin is a carotenol. It has a role as a bacterial metabolite, a cofactor and an antioxidant. It derives from a hydride of a beta-carotene. Zeaxanthin is a most common carotenoid alcohols found in nature that is involved in the xanthophyll cycle. As a coexistent isomer of lutein, zeaxanthin is synthesized in plants and some micro-organisms. It gives the distinct yellow color to many vegetables and other plants including paprika, corn, saffron and wolfberries. Zeaxanthin is one of the two primary xanthophyll carotenoids contained within the retina of the eye and plays a predominant component in the central macula. It is available as a dietary supplement for eye health benefits and potential prevention of age-related macular degeneration. Zeaxanthin is also added as a food dye. Zeaxanthin is a natural product found in Bangia fuscopurpurea, Erythrobacter longus, and other organisms with data available. Carotenoids found in fruits and vegetables. Zeaxanthin accumulates in the MACULA LUTEA. See also: Saffron (part of); Corn (part of); Lycium barbarum fruit (part of). D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids

   

Stearic acid

1-Heptadecanecarboxylic acid

C18H36O2 (284.2715)


Stearic acid, also known as stearate or N-octadecanoic 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, stearic acid is considered to be a fatty acid lipid molecule. Stearic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Stearic acid can be synthesized from octadecane. Stearic acid is also a parent compound for other transformation products, including but not limited to, 3-oxooctadecanoic acid, (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoic acid, and 16-methyloctadecanoic acid. Stearic acid can be found in a number of food items such as green bell pepper, common oregano, ucuhuba, and babassu palm, which makes stearic acid a potential biomarker for the consumption of these food products. Stearic acid can be found primarily in most biofluids, including urine, feces, cerebrospinal fluid (CSF), and sweat, as well as throughout most human tissues. Stearic acid exists in all living species, ranging from bacteria to humans. In humans, stearic acid is involved in the plasmalogen synthesis. Stearic acid is also involved in mitochondrial beta-oxidation of long chain saturated fatty acids, which is a metabolic disorder. Moreover, stearic acid is found to be associated with schizophrenia. Stearic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Stearic acid ( STEER-ik, stee-ARR-ik) is a saturated fatty acid with an 18-carbon chain and has the IUPAC name octadecanoic acid. It is a waxy solid and its chemical formula is C17H35CO2H. Its name comes from the Greek word στέαρ "stéar", which means tallow. The salts and esters of stearic acid are called stearates. As its ester, stearic acid is one of the most common saturated fatty acids found in nature following palmitic acid. The triglyceride derived from three molecules of stearic acid is called stearin . Stearic acid, also known as octadecanoic acid or C18:0, 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. Stearic acid (its ester is called stearate) is a saturated fatty acid that has 18 carbons and is therefore a very hydrophobic molecule that is practically insoluble in water. It exists as a waxy solid. In terms of its biosynthesis, stearic acid is produced from carbohydrates via the fatty acid synthesis machinery wherein acetyl-CoA contributes two-carbon building blocks, up to the 16-carbon palmitate, via the enzyme complex fatty acid synthase (FA synthase), at which point a fatty acid elongase is needed to further lengthen it. After synthesis, there are a variety of reactions it may undergo, including desaturation to oleate via stearoyl-CoA desaturase (PMID: 16477801). Stearic acid is found in all living organisms ranging from bacteria to plants to animals. It is one of the useful types of saturated fatty acids that comes from many animal and vegetable fats and oils. For example, it is a component of cocoa butter and shea butter. It is used as a food additive, in cleaning and personal care products, and in lubricants. Its name comes from the Greek word stear, which means ‚Äòtallow‚Äô or ‚Äòhard fat‚Äô. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils.

   

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.

   

Arachidate (20:0)

n-Eicosanoic acid

C20H40O2 (312.3028)


Arachidic acid, also known as icosanoic acid, is a saturated fatty acid with a 20-carbon chain. It is a minor constituent of butter, perilla oil, peanut oil, corn oil, and cocoa butter. It also constitutes 7.08\\\\% of the fats from the fruit of the durian species Durio graveolens. The salts and esters of arachidic acid are known as arachidates. Its name derives from the Latin arachis that means peanut. It can be formed by the hydrogenation of arachidonic acid. The reduction of arachidic acid yields arachidyl alcohol. Arachidic acid is used for the production of detergents, photographic materials and lubricants. Arachidic acid 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. Arachidic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2]. Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2].

   

3-Methyladenine

3-Methyl-3H-purin-6-ylamine (acd/name 4.0)

C6H7N5 (149.0701)


3-Methyladenine, also known as 3-ma nucleobase, belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. 3-Methyladenine exists in all living species, ranging from bacteria to humans. 3-Methyladenine has been detected, but not quantified, in several different foods, such as soft-necked garlics, chinese bayberries, burbots, amaranths, and tea. This could make 3-methyladenine a potential biomarker for the consumption of these foods. 3-Methyladenine is one of the purines damaged by alkylation and oxidation which can be recognized and excised by the human 3-methyladenine DNA glycosylase (AAG) (EC: EC3.2.2.21). 3-Methyladenine is one of the purines damaged by alkylation and oxidation which can be recognized and excised by the human 3-methyladenine DNA glycosylase (AAG) (EC: EC 3.2.2.21) [HMDB]. 3-Methyladenine is found in many foods, some of which are sacred lotus, evergreen huckleberry, swamp cabbage, and red rice. Acquisition and generation of the data is financially supported in part by CREST/JST. KEIO_ID M030

   

Debromohymenialdisine

(Z)-Debromohymenialdisine

C11H11N5O2 (245.0913)


   

Vaccenic acid

11-Octadecenoic acid, (e)-isomer

C18H34O2 (282.2559)


Vaccenic acid is a naturally occurring trans fatty acid. It is the predominant kind of trans-fatty acid found in human milk, in the fat of ruminants, and in dairy products such as milk, butter, and yogurt. Trans fat in human milk may depend on trans fat content in food. Its IUPAC name is (11E)-11-octadecenoic acid, and its lipid shorthand name is 18:1 trans-11. The name was derived from the Latin vacca (cow). Vaccenic acid 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. Vaccenic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Occurs in small proportions in ruminant fats (e.g., butter) via biohydrogenation of dietary polyene acids. Vaccenic acid is found in many foods, some of which are almond, romaine lettuce, butter, and pak choy. trans-Vaccenic acid is a precursor for the synthesis of saturated fatty acid in the rumen and of conjugated linoleic acid (CLA) at the tissue level. trans-Vaccenic acid is a precursor for the synthesis of saturated fatty acid in the rumen and of conjugated linoleic acid (CLA) at the tissue level.

   

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].

   

Okadaic acid

(2R)-3-[(2S,6R,8S,11R)-2-[(E,2R)-4-[(2S,2R,4R,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5-oxolane]-2-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoic acid

C44H68O13 (804.466)


Okadaic acid is found in mollusks. Okadaic acid is found in the marine sponges Halichondria okadai and Halichondria melanodocia and shellfish. It is a metabolite of Prorocentrum lima. It is a diarrhetic shellfish toxin. Okadaic acid is a toxin that accumulates in bivalves and causes diarrhetic shellfish poisoning. The molecular formula of okadaic acid, which is a derivative of a C38 fatty acid, is C44H68O13. The IUPAC name of okadaic acid is (2R)-2-hydroxy-3-{(2S,5R,6R,8S)-5-hydroxy-[(1R,2E)-3-((2R,5R,6S,8R,8aS)-8-hydroxy-6-{(1S,3S)-1-hydroxy-3-[(3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undec-2-yl]butyl}-7-methyleneoctahydro-3H,3H-spiro[furan-2,2-pyrano[3,2-b]pyran]-5-yl)-1-methylprop-2-en-1-yl]-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl}-2-methylpropanoic acid. Okadaic acid was named from the marine sponge Halichondria okadai, from which okadaic acid was isolated for the first time. It has also been isolated from another marine sponge, H. malanodocia, as a cytotoxin. The real producer of okadaic acid is a marine dinoflagellate D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins D009676 - Noxae > D002273 - Carcinogens D049990 - Membrane Transport Modulators D004791 - Enzyme Inhibitors D007476 - Ionophores

   

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].

   

halichondrin B

halichondrin B

C60H86O19 (1110.5763)


D050258 - Mitosis Modulators > D050256 - Antimitotic Agents > D050257 - Tubulin Modulators D000970 - Antineoplastic Agents > D050256 - Antimitotic Agents

   

Halistanol sulfate

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

C29H52O12S3 (688.2621)


   

Manzamine A

Keramamine A

C36H44N4O (548.3515)


An alkaloid of the class of beta-carbolines isolated from Haliclona and Acanthostrongylophora. It exhibits inhibitory activity against Glycogen Synthase Kinase-3 (EC 2.7.11.26).

   

Hexacosanoic acid

Hexacosanoate (N-C26:0)

C26H52O2 (396.3967)


Hexacosanoic acid, also known as N-hexacosanoate or c26:0, is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Thus, hexacosanoic acid is considered to be a fatty acid lipid molecule. Hexacosanoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Hexacosanoic acid can be found in a number of food items such as dandelion, potato, cottonseed, and sugar apple, which makes hexacosanoic acid a potential biomarker for the consumption of these food products. Hexacosanoic acid can be found primarily in blood, as well as in human adrenal gland and fibroblasts tissues. Hexacosanoic acid exists in all eukaryotes, ranging from yeast to humans. In humans, hexacosanoic acid is involved in a couple of metabolic pathways, which include adrenoleukodystrophy, x-linked and beta oxidation of very long chain fatty acids. Hexacosanoic acid is also involved in carnitine-acylcarnitine translocase deficiency, which is a metabolic disorder. Moreover, hexacosanoic acid is found to be associated with adrenomyeloneuropathy, peroxisomal biogenesis defect, and adrenoleukodystrophy, neonatal. Hexacosanoic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Cerotic acid is also a type of very long chain fatty acid that is often associated with the disease adrenoleukodystrophy, which involves the excessive saturation of unmetabolized fatty acid chains, including cerotic acid, in the peroxisome. [In the chem box it is shown folded only because of lack of space. In fact, it is a straight-chain, saturated fatty acid.] . Treatment options for adrenoleukodystrophy (ALD) are limited. Dietary treatment is with Lorenzos oil. For the childhood cerebral form, stem cell transplant and gene therapy are options if the disease is detected early in the clinical course. Adrenal insufficiency in ALD patients can be successfully treated (T3DB). Hexacosanoic acid, or cerotic acid, is a 26-carbon long-chain saturated fatty acid with the chemical formula CH3(CH2)24COOH. It is most commonly found in beeswax and carnauba wax, and is a white crystalline solid. Cerotic acid is also a type of very long chain fatty acid that is often associated with the disease adrenoleukodystrophy, which involves the excessive saturation of unmetabolized fatty acid chains, including cerotic acid, in the peroxisome. Hexacosanoic acid, also known as C26:0 or N-hexacosanoate, belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Hexacosanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Hexacosanoic acid is a potentially toxic compound.

   

Heptadecanoic acid

heptadecanoic acid

C17H34O2 (270.2559)


Heptadecanoic acid, or margaric acid, is a saturated fatty acid. It occurs as a trace component of the fat and milkfat of ruminants, but it does not occur in any natural animal or vegetable fat at concentrations over half a percent. Salts and esters of heptadecanoic acid are called heptadecanoates (Wikipedia). Heptadecanoic acid is found in many foods, some of which are dandelion, potato, ginger, and green bean. Heptadecanoic acid is a constituent of Erythrina crista-galli trunkwood and bark. Common constituent of lipids, e.g. present in Physalia physalis (Portuguese-man-of-war). Heptadecanoic acid is a fatty acid of exogenous (primarily ruminant) origin. Many "odd" length long chain amino acids are derived from the consumption of dairy fats (milk and meat). Heptadecanoic acid constitutes 0.61\\\\% of milk fat and 0.83\\\\% of ruminant meat fat. The content of heptadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products. (PMID 9701185). Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1]. Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1].

   

15-Methylpalmitate

15-Methyl hexadecanoic acid

C17H34O2 (270.2559)


15-Methylpalmitate, also known as 15-methylhexadecanoate, is a fatty acid methyl ester (FAME). It has an exact mass of 269.25 g/mol and the molecular formula is C17H33O2. Methylpalmitate is a biomarker for the consumption of butte

   

9-Hexadecenoic acid, (9Z)-

9-Hexadecenoic acid, (9Z)-

C16H30O2 (254.2246)


   

Homarine

1-Methylpyridin-1-ium-2-carboxylic acid

C7H7NO2 (137.0477)


   

Halichondrin B

7,7,14,29-tetramethyl-8,15-dimethylidene-2-(1,3,4-trihydroxybutyl)-decahydro-3H-dispiro[bis(furo[3,2-b]pyran)-5,5:2,24-[2,19,23,27,31,38,42,45,47,48,49]undecaoxundecacyclo[32.9.2.1³,⁴⁰.1³,⁴¹.1⁶,⁹.1¹²,¹⁶.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁶.0³⁷,⁴⁴.0³⁹,⁴³]nonatetracontane]-32-one

C60H86O19 (1110.5763)


D050258 - Mitosis Modulators > D050256 - Antimitotic Agents > D050257 - Tubulin Modulators D000970 - Antineoplastic Agents > D050256 - Antimitotic Agents

   

alpha-Amorphene

(1R,4aS,8aR)-4,7-dimethyl-1-(propan-2-yl)-1,2,4a,5,6,8a-hexahydronaphthalene

C15H24 (204.1878)


Alpha-amorphene, also known as alpha-amorphene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Alpha-amorphene can be found in a number of food items such as pepper (spice), peppermint, sweet basil, and sweet bay, which makes alpha-amorphene a potential biomarker for the consumption of these food products. Alpha-amorphene, also known as α-amorphene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Alpha-amorphene can be found in a number of food items such as pepper (spice), peppermint, sweet basil, and sweet bay, which makes alpha-amorphene a potential biomarker for the consumption of these food products.

   

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.

   

C17:0

HEPTADECANOIC ACID

C17H34O2 (270.2559)


Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1]. Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1].

   

Aaptamine

11,12-dimethoxy-2,6-diazatricyclo[7.3.1.05,13]trideca-1,3,5(13),7,9,11-hexaene

C13H12N2O2 (228.0899)


Aaptamine is a natural product found in Aaptos, Aaptos aaptos, and other organisms with data available.

   

Aristolone

2H-Cyclopropa(a)naphthalen-2-one, 1,1a,4,5,6,7,7a,7b-octahydro-1,1,7,7a-tetramethyl-, (1aalpha,7alpha,7aalpha,7balpha)-

C15H22O (218.1671)


Aristolone is a natural product found in Litophyton erectum, Aristolochia clematitis, and other organisms with data available. Aristolone is a sesquiterpene isolated from Aristolochia debilis[1]. Aristolone is a sesquiterpene isolated from Aristolochia debilis[1].

   

Axinisothiocyanate C

Axinisothiocyanate C

C16H25NO2S (295.1606)


   
   

Axinisothiocyanate I

Axinisothiocyanate I

C16H25NO3S (311.1555)


   

Axinisothiocyanate L

Axinisothiocyanate L

C16H23NOS (277.15)


   

Axinisothiocyanate M

Axinisothiocyanate M

C16H25NOS (279.1657)


   

Axinisothiocyanate N

Axinisothiocyanate N

C16H25NO2S (295.1606)


   
   

5-methyl-2-(6-methylhept-5-en-2-yl)phenol

5-methyl-2-(6-methylhept-5-en-2-yl)phenol

C15H22O (218.1671)


   

Axinynitrile A

Axinynitrile A

C16H23N (229.183)


   

Renieratene

phi,chi-Carotene

C40H48 (528.3756)


   

Axinisothiocyanate F

Axinisothiocyanate F

C16H25NO2S (295.1606)


   

(5E)-5-[(6-bromo-1H-indol-3-yl)methylidene]-2-imino-1,3-dimethylimidazolidin-4-one

(5E)-5-[(6-bromo-1H-indol-3-yl)methylidene]-2-imino-1,3-dimethylimidazolidin-4-one

C14H13BrN4O (332.0273)


   

dibromodeoxytopsentin

dibromodeoxytopsentin

C20H12Br2N4O (481.9378)


   

Axinisothiocyanate G

Axinisothiocyanate G

C16H25NO2S (295.1606)


   

Axinysone E

Axinysone E

C15H20O2 (232.1463)


   

Palmitic Acid

n-Hexadecanoic acid

C16H32O2 (256.2402)


COVID info from WikiPathways D004791 - Enzyme Inhibitors Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

VACCENIC ACID

trans-Vaccenic acid

C18H34O2 (282.2559)


An octadecenoic acid having a double bond at position 11; and which can occur in cis- or trans- configurations. trans-Vaccenic acid is a precursor for the synthesis of saturated fatty acid in the rumen and of conjugated linoleic acid (CLA) at the tissue level. trans-Vaccenic acid is a precursor for the synthesis of saturated fatty acid in the rumen and of conjugated linoleic acid (CLA) at the tissue level.

   

9-Hexadecenoic acid

Hexadec-9-enoic acid

C16H30O2 (254.2246)


   

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].

   

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].

   
   

9(11)-dehydroaxinysterol

9(11)-dehydroaxinysterol

C28H40O3 (424.2977)


A 3beta-sterol having a 5alpha-ergostane skeleton with double bonds at C-6, C-9(11), C-22 and C-25 and a peroxy group between positions 5 and 8. An antineoplastic agent isolated from Okinawan sponge of the genus Axinyssa.

   

HEXACOS-9-ENOIC ACID

HEXACOS-9-ENOIC ACID

C26H50O2 (394.3811)


   

Demethyloxyaaptamine

Demethyloxyaaptamine

C12H8N2O2 (212.0586)


   

okadaic acid

(2R)-3-[(2S,6R,8S,11R)-2-[(2R)-4-[(2S,2R,4R,4aS,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5-oxolane]-2-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoic acid

C44H68O13 (804.466)


D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins D009676 - Noxae > D002273 - Carcinogens D049990 - Membrane Transport Modulators D004791 - Enzyme Inhibitors D007476 - Ionophores A polycyclic ether that is produced by several species of dinoflagellates, and is known to accumulate in both marine sponges and shellfish. A polyketide, polyether derivative of a C38 fatty acid, it is one of the primary causes of diarrhetic shellfish poisoning (DSP). It is a potent inhibitor of specific protein phosphatases and is known to have a variety of negative effects on cells.

   

axinysone D

axinysone D

C15H24O3 (252.1725)


   

4-BROMO-1H-PYRROLE-2-CARBOXAMIDE

4-BROMO-1H-PYRROLE-2-CARBOXAMIDE

C5H5BrN2O (187.9585)


   

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].

   
   

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].

   

3-methyladenine

3-methyladenine

C6H7N5 (149.0701)


A methyladenine that is adenine substituted with a methyl group at position N-3.

   

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.

   

Margaric acid

HEPTADECANOIC ACID

C17H34O2 (270.2559)


A C17 saturated fatty acid and trace component of fats in ruminants. Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1]. Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1].

   

stearic acid

stearic acid

C18H36O2 (284.2715)


Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils.

   

Zeaxanthin

(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethyl-1-cyclohexenyl]-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-3-en-1-ol

C40H56O2 (568.428)


Meso-zeaxanthin (3R,3´S-zeaxanthin) is a xanthophyll carotenoid, as it contains oxygen and hydrocarbons, and is one of the three stereoisomers of zeaxanthin. Of the three stereoisomers, meso-zeaxanthin is the second most abundant in nature after 3R,3´R-zeaxanthin, which is produced by plants and algae. To date, meso-zeaxanthin has been identified in specific tissues of marine organisms and in the macula lutea, also known as the "yellow spot", of the human retina . Meso-zeaxanthin is a member of the class of compounds known as xanthophylls. Xanthophylls are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. Meso-zeaxanthin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Meso-zeaxanthin can be found in channel catfish, crustaceans, and fishes, which makes meso-zeaxanthin a potential biomarker for the consumption of these food products. D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids 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.

   

Arachidic acid

Arachidic acid

C20H40O2 (312.3028)


Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2]. Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2].

   

Cerotic acid

HEXACOSANOIC ACID

C26H52O2 (396.3967)


A 26-carbon, straight-chain, saturated fatty acid.

   

HEPTADECANOIC ACID

HEPTADECANOIC ACID

C17H34O2 (270.2559)


   

HEXACOSANOIC ACID

HEXACOSANOIC ACID

C26H52O2 (396.3967)


   

Hexadecanoic acid

Hexadecanoic acid

C16H32O2 (256.2402)


   

Octadecanoic acid

Octadecanoic acid

C18H36O2 (284.2715)


A C18 straight-chain saturated fatty acid component of many animal and vegetable lipids. As well as in the diet, it is used in hardening soaps, softening plastics and in making cosmetics, candles and plastics.

   

Tetradecanoic acid

Tetradecanoic acid

C14H28O2 (228.2089)


   
   

15-methyl Palmitic Acid

15-methyl-hexadecanoic acid

C17H34O2 (270.2559)


   

C20:0

n-Eicosanoic acid

C20H40O2 (312.3028)


Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2]. Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2].

   

C26:0

HEXACOSANOIC ACID

C26H52O2 (396.3967)


   

FOH 33:10;O2

Tritriaconta-18Z,29E-dien-2,4,20,32-tetrayne-1,6,31-triol

C33H48O3 (492.3603)


   

FOH 35:10;O2

Pentatriaconta-20Z,31E-dien-2,4,22,34-tetrayne-1,6,33-triol

C35H52O3 (520.3916)


   

Ophirasterol

(22E,24R)-24-(1-Buten-2-yl)-cholesta-5,22-dien-3beta-ol

C31H50O (438.3861)


   

Homarine

Homarine-d3

C7H7NO2 (137.0477)


   

Hamacanthin B

Hamacanthin B

C20H14Br2N4O (483.9534)


An optically active form of hamacanthin A having S-configuration. It is an antifungal drug isolated from deep water marine sponge Hamacantha sp.

   

WLN: QV19

InChI=1\C20H40O2\c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22\h2-19H2,1H3,(H,21,22

C20H40O2 (312.3028)


Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2]. Arachidonic acid (Icosanoic acid), a long-chain fatty acid, is present in all mammalian cells, typically esterified to membrane phospholipids, and is one of the most abundant polyunsaturated fatty acids present in human tissue[1][2].

   

Stigmasterin

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

C29H48O (412.3705)


C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol

   

Ceric acid

Hexacosanoic acid (8CI,9CI)

C26H52O2 (396.3967)


   

Crodacid

4-02-00-01126 (Beilstein Handbook Reference)

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.

   

AI3-36481

4-02-00-01193 (Beilstein Handbook Reference)

C17H34O2 (270.2559)


Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1]. Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1].

   

alpha-Amorphene

(1R,4aS,8aR)-4,7-dimethyl-1-(propan-2-yl)-1,2,4a,5,6,8a-hexahydronaphthalene

C15H24 (204.1878)


Alpha-amorphene, also known as alpha-amorphene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Alpha-amorphene can be found in a number of food items such as pepper (spice), peppermint, sweet basil, and sweet bay, which makes alpha-amorphene a potential biomarker for the consumption of these food products. Alpha-amorphene, also known as α-amorphene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Alpha-amorphene can be found in a number of food items such as pepper (spice), peppermint, sweet basil, and sweet bay, which makes alpha-amorphene a potential biomarker for the consumption of these food products.

   

Coprostanol

Coprostanol

C27H48O (388.3705)


A member of the class of phytosterols that is 5beta-cholestane carrying a hydroxy substituent at the 3beta-position.

   

Hexadec-9-enoic acid

Hexadec-9-enoic acid

C16H30O2 (254.2246)


A hexadecenoic acid in which the double bond is located at position 9.

   

Dihydrocholesterol

Dihydrocholesterol

C27H48O (388.3705)


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

   

24-ethyl-24-methyl-cholesterol

24-ethyl-24-methyl-cholesterol

C30H52O (428.4018)


   

Halistanol sulfonic acid F

Halistanol sulfonic acid F

C30H54O12S3 (702.2777)


A steroid sulfate with anti-HIV activity.

   

hamacanthin A

hamacanthin A

C20H14Br2N4O (483.9534)


A member of the class of pyrazinones that is 5,6-dihydropyrazin-2(1H)-one substituted at positions 3 and 6 by 6-bromo-1H-indol-3-yl groups. It is an antifungal drug isolated from deep water marine sponge Hamacantha sp.

   

Halistanol sulfonic acid G

Halistanol sulfonic acid G

C28H50O12S3 (674.2464)


A steroid sulfate that is 5alpha-ergostane substituted by sulfate groups at positions 2, 3 and 6 (the (2beta,3alpha,6alpha stereoisomer).

   

Icosanoic acid

Icosanoic acid

C20H40O2 (312.3028)


A C20 striaght-chain saturated fatty acid which forms a minor constituent of peanut (L. arachis) and corn oils. Used as an organic thin film in the production of liquid crystals for a wide variety of technical applications.

   

(2r)-n-{[(2r,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)-5,5-dimethyloxan-2-yl]methyl}-2-hydroxy-2-[(2r,5r,6r)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]ethanimidic acid

(2r)-n-{[(2r,3r,4s,6s)-3,4-dihydroxy-6-(hydroxymethyl)-5,5-dimethyloxan-2-yl]methyl}-2-hydroxy-2-[(2r,5r,6r)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]ethanimidic acid

C20H35NO8 (417.2363)


   

(1r,4r,4ar,6s)-4-isopropyl-6-isothiocyanato-1,6-dimethyl-2,3,4,4a,5,7-hexahydro-1h-naphthalene

(1r,4r,4ar,6s)-4-isopropyl-6-isothiocyanato-1,6-dimethyl-2,3,4,4a,5,7-hexahydro-1h-naphthalene

C16H25NS (263.1708)


   

(3z,5e,7s,10e)-7-ethoxy-3,7,11,15-tetramethylhexadeca-1,3,5,10,14-pentaene

(3z,5e,7s,10e)-7-ethoxy-3,7,11,15-tetramethylhexadeca-1,3,5,10,14-pentaene

C22H36O (316.2766)


   

7-isopropyl-2-isothiocyanato-2,10-dimethylspiro[4.5]dec-6-ene

7-isopropyl-2-isothiocyanato-2,10-dimethylspiro[4.5]dec-6-ene

C16H25NS (263.1708)


   

(2s,5r,10s)-7-isopropyl-2-isothiocyanato-2,10-dimethylspiro[4.5]dec-6-ene

(2s,5r,10s)-7-isopropyl-2-isothiocyanato-2,10-dimethylspiro[4.5]dec-6-ene

C16H25NS (263.1708)


   

(6e,10r,11e,13z)-10-ethoxy-2,6,10,14-tetramethylhexadeca-2,6,11,13,15-pentaen-4-one

(6e,10r,11e,13z)-10-ethoxy-2,6,10,14-tetramethylhexadeca-2,6,11,13,15-pentaen-4-one

C22H34O2 (330.2559)


   

(1s,2r,5r,6r,9r,10r,13s,15s)-6,10-dimethyl-5-[(2r,4s,5r)-4,5,6-trimethylheptan-2-yl]-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadec-18-en-13-ol

(1s,2r,5r,6r,9r,10r,13s,15s)-6,10-dimethyl-5-[(2r,4s,5r)-4,5,6-trimethylheptan-2-yl]-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadec-18-en-13-ol

C29H48O3 (444.3603)


   

(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5s)-5-ethyl-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,9ar,9bs,11ar)-1-[(2r,5s)-5-ethyl-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

C30H52O (428.4018)


   

(1r,3as,3bs,4r,7s,9ar,9bs,11ar)-1-[(2r)-5-tert-butyl-6-methylhept-6-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-4,7-diol

(1r,3as,3bs,4r,7s,9ar,9bs,11ar)-1-[(2r)-5-tert-butyl-6-methylhept-6-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-4,7-diol

C31H52O2 (456.3967)


   

7-(2-isothiocyanatopropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalene

7-(2-isothiocyanatopropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalene

C16H25NS (263.1708)


   

(1as,4r,7s,7as,7br)-4-hydroperoxy-1,1,7,7a-tetramethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

(1as,4r,7s,7as,7br)-4-hydroperoxy-1,1,7,7a-tetramethyl-1ah,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalen-2-one

C15H22O3 (250.1569)


   

3-[(3s,9s,12s,15s,18s,21s,24s)-9,18-dibenzyl-11,14,17,20,23-pentahydroxy-21-(c-hydroxycarbonimidoylmethyl)-15-isopropyl-2,8-dioxo-1,7,10,13,16,19,22-heptaazatricyclo[22.3.0.0³,⁷]heptacosa-10,13,16,19,22-pentaen-12-yl]propanoic acid

3-[(3s,9s,12s,15s,18s,21s,24s)-9,18-dibenzyl-11,14,17,20,23-pentahydroxy-21-(c-hydroxycarbonimidoylmethyl)-15-isopropyl-2,8-dioxo-1,7,10,13,16,19,22-heptaazatricyclo[22.3.0.0³,⁷]heptacosa-10,13,16,19,22-pentaen-12-yl]propanoic acid

C42H54N8O10 (830.3963)


   

(1s,2s,4ar,8as)-1-isothiocyanato-4a-methyl-8-methylidene-2-(prop-1-en-2-yl)-octahydronaphthalene

(1s,2s,4ar,8as)-1-isothiocyanato-4a-methyl-8-methylidene-2-(prop-1-en-2-yl)-octahydronaphthalene

C16H23NS (261.1551)


   

(2e,4e,6r)-n-[(1s,2s,3s,5s,9r)-1,7-dichloro-2,5-dihydroxy-9-methoxy-8-oxobicyclo[3.3.1]non-6-en-3-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

(2e,4e,6r)-n-[(1s,2s,3s,5s,9r)-1,7-dichloro-2,5-dihydroxy-9-methoxy-8-oxobicyclo[3.3.1]non-6-en-3-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

C24H35Cl2NO5 (487.1892)


   

(1ar,2s,7s,7as,7br)-1,1,2,7,7a-pentamethyl-1ah,2h,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalene

(1ar,2s,7s,7as,7br)-1,1,2,7,7a-pentamethyl-1ah,2h,4h,5h,6h,7h,7bh-cyclopropa[a]naphthalene

C16H26 (218.2034)


   

(5e)-2-imino-5-(1h-indol-3-ylmethylidene)-3-methylimidazolidin-4-one

(5e)-2-imino-5-(1h-indol-3-ylmethylidene)-3-methylimidazolidin-4-one

C13H12N4O (240.1011)


   

2-(ethylimino)-5-(1h-indol-3-ylmethylidene)-1,3-dimethylimidazolidin-4-one

2-(ethylimino)-5-(1h-indol-3-ylmethylidene)-1,3-dimethylimidazolidin-4-one

C16H18N4O (282.1481)


   

4-(5-{18-[5-(4-hydroxy-2-methylbut-2-en-1-yl)-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl}-4,6,6-trimethylcyclohex-3-en-1-yl)-3-methylbut-2-en-1-ol

4-(5-{18-[5-(4-hydroxy-2-methylbut-2-en-1-yl)-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl}-4,6,6-trimethylcyclohex-3-en-1-yl)-3-methylbut-2-en-1-ol

C50H72O2 (704.5532)


   

(3s,6r,12s,14e,16r,18s)-6-[(3-chloro-4-hydroxyphenyl)methyl]-5,11-dihydroxy-3,7,12,14,16,18-hexamethyl-1-oxa-4,7,10-triazacyclooctadeca-4,10,14-triene-2,8-dione

(3s,6r,12s,14e,16r,18s)-6-[(3-chloro-4-hydroxyphenyl)methyl]-5,11-dihydroxy-3,7,12,14,16,18-hexamethyl-1-oxa-4,7,10-triazacyclooctadeca-4,10,14-triene-2,8-dione

C27H38ClN3O6 (535.2449)


   

(5r)-3-(6-bromo-1h-indol-3-yl)-5-(1h-indol-3-yl)-5,6-dihydro-1h-pyrazin-2-one

(5r)-3-(6-bromo-1h-indol-3-yl)-5-(1h-indol-3-yl)-5,6-dihydro-1h-pyrazin-2-one

C20H15BrN4O (406.0429)


   

(2r)-n-[(2s,3s,4r)-1-{[(2r,3r,4r,5s,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-15-methylhexadecan-2-yl]-2-hydroxytricosanimidic acid

(2r)-n-[(2s,3s,4r)-1-{[(2r,3r,4r,5s,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-15-methylhexadecan-2-yl]-2-hydroxytricosanimidic acid

C48H94N2O10 (858.6908)


   

(3r,4s)-1,4-dimethyl-4-[(1e)-4-[(1r)-4-methylcyclohex-3-en-1-yl]penta-1,3-dien-1-yl]-3-{2-[(1r)-4-methylcyclohex-3-en-1-yl]prop-1-en-1-yl}cyclohex-1-ene

(3r,4s)-1,4-dimethyl-4-[(1e)-4-[(1r)-4-methylcyclohex-3-en-1-yl]penta-1,3-dien-1-yl]-3-{2-[(1r)-4-methylcyclohex-3-en-1-yl]prop-1-en-1-yl}cyclohex-1-ene

C30H44 (404.3443)


   

(1s,2s,5s,6s,9r,11s)-2-(2-hydroxypropan-2-yl)-5-isothiocyanato-5,9-dimethyl-10,12-dioxatricyclo[7.2.1.0¹,⁶]dodecan-11-ol

(1s,2s,5s,6s,9r,11s)-2-(2-hydroxypropan-2-yl)-5-isothiocyanato-5,9-dimethyl-10,12-dioxatricyclo[7.2.1.0¹,⁶]dodecan-11-ol

C16H25NO4S (327.1504)


   

2-methyl-5-[(2e)-6-methylhepta-2,5-dien-2-yl]benzene-1,4-diol

2-methyl-5-[(2e)-6-methylhepta-2,5-dien-2-yl]benzene-1,4-diol

C15H20O2 (232.1463)


   

7,8-bis(acetyloxy)-1-(5-isopropyl-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate

7,8-bis(acetyloxy)-1-(5-isopropyl-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate

C36H60O6 (588.439)


   

n-{7,9-dibromo-10-hydroxy-2-methoxy-8-oxo-1-oxaspiro[4.5]dec-6-en-3-yl}-4,6-dimethyldodeca-2,4-dienimidic acid

n-{7,9-dibromo-10-hydroxy-2-methoxy-8-oxo-1-oxaspiro[4.5]dec-6-en-3-yl}-4,6-dimethyldodeca-2,4-dienimidic acid

C24H35Br2NO5 (575.0882)


   

n-{1,7-dichloro-2,5-dihydroxy-9-methoxy-8-oxobicyclo[3.3.1]non-6-en-3-yl}-4,6-dimethyldodeca-2,4-dienimidic acid

n-{1,7-dichloro-2,5-dihydroxy-9-methoxy-8-oxobicyclo[3.3.1]non-6-en-3-yl}-4,6-dimethyldodeca-2,4-dienimidic acid

C24H35Cl2NO5 (487.1892)


   

(2e,4e,6r)-n-[(1r,2s,4r,6s,7s,8s,10s)-6-chloro-1,7,10-trihydroxy-5-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

(2e,4e,6r)-n-[(1r,2s,4r,6s,7s,8s,10s)-6-chloro-1,7,10-trihydroxy-5-oxo-3-oxatricyclo[4.3.1.0²,⁴]decan-8-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

C23H34ClNO6 (455.2075)


   

(6z,9s)-9-[(1e)-2-[(2r,3s)-3-[(2z)-oct-2-en-1-yl]oxiran-2-yl]ethenyl]-4,5,8,9-tetrahydro-3h-oxonin-2-one

(6z,9s)-9-[(1e)-2-[(2r,3s)-3-[(2z)-oct-2-en-1-yl]oxiran-2-yl]ethenyl]-4,5,8,9-tetrahydro-3h-oxonin-2-one

C20H30O3 (318.2195)


   

(2e,4e,6r)-n-[(1s,2r,3s,5s,9s)-1,7-dichloro-2,5-dihydroxy-9-methoxy-8-oxobicyclo[3.3.1]non-6-en-3-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

(2e,4e,6r)-n-[(1s,2r,3s,5s,9s)-1,7-dichloro-2,5-dihydroxy-9-methoxy-8-oxobicyclo[3.3.1]non-6-en-3-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

C24H35Cl2NO5 (487.1892)


   
   

(2r)-n-[(2s,3r,4r)-1-{[(2r,3r,4s,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-15-methylhexadecan-2-yl]-2-hydroxydocosanimidic acid

(2r)-n-[(2s,3r,4r)-1-{[(2r,3r,4s,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-15-methylhexadecan-2-yl]-2-hydroxydocosanimidic acid

C47H92N2O10 (844.6752)


   

(2z,5e)-5-(1h-indol-3-ylmethylidene)-1,3-dimethyl-2-(methylimino)imidazolidin-4-one

(2z,5e)-5-(1h-indol-3-ylmethylidene)-1,3-dimethyl-2-(methylimino)imidazolidin-4-one

C15H16N4O (268.1324)


   

(2e,4e,6r)-n-[(2r,3s,5r,9r,10s)-7,9-dibromo-10-hydroxy-2-methoxy-8-oxo-1-oxaspiro[4.5]dec-6-en-3-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

(2e,4e,6r)-n-[(2r,3s,5r,9r,10s)-7,9-dibromo-10-hydroxy-2-methoxy-8-oxo-1-oxaspiro[4.5]dec-6-en-3-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

C24H35Br2NO5 (575.0882)


   

2-bromo-4-[(4e)-5-hydroxy-2-imino-3h-imidazol-4-ylidene]-1h,5h,6h,7h-pyrrolo[2,3-c]azepin-8-one

2-bromo-4-[(4e)-5-hydroxy-2-imino-3h-imidazol-4-ylidene]-1h,5h,6h,7h-pyrrolo[2,3-c]azepin-8-one

C11H10BrN5O2 (323.0018)


   

(2s)-n-[(1s)-1-{[(3r,9r,12s,15s,16r)-9-benzyl-5,8,11-trihydroxy-12-[2-(c-hydroxycarbonimidoyl)ethyl]-3-(c-hydroxycarbonimidoylmethyl)-13,16-dimethyl-2,14-dioxo-1-oxa-4,7,10,13-tetraazacyclohexadeca-4,7,10-trien-15-yl]-c-hydroxycarbonimidoyl}-2-sulfoethyl]-2-{[(2r)-2-{[(2s)-2-{[(2r)-2-({[(2s)-1-[(2s)-3-(4-bromophenyl)-2-{[(2r)-1-hydroxy-2-[(hydroxymethylidene)amino]propylidene]amino}propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxy-3-methylbutylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-1-hydroxy-3-(1h-indol-3-yl)propylidene]amino}-5-carbamimidamidopentanimidic acid

(2s)-n-[(1s)-1-{[(3r,9r,12s,15s,16r)-9-benzyl-5,8,11-trihydroxy-12-[2-(c-hydroxycarbonimidoyl)ethyl]-3-(c-hydroxycarbonimidoylmethyl)-13,16-dimethyl-2,14-dioxo-1-oxa-4,7,10,13-tetraazacyclohexadeca-4,7,10-trien-15-yl]-c-hydroxycarbonimidoyl}-2-sulfoethyl]-2-{[(2r)-2-{[(2s)-2-{[(2r)-2-({[(2s)-1-[(2s)-3-(4-bromophenyl)-2-{[(2r)-1-hydroxy-2-[(hydroxymethylidene)amino]propylidene]amino}propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxy-3-methylbutylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-1-hydroxy-3-(1h-indol-3-yl)propylidene]amino}-5-carbamimidamidopentanimidic acid

C73H100BrN19O20S (1673.6296)


   

10-{[2-(4-hydroxyphenyl)ethyl]imino}-7-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-trien-11-one

10-{[2-(4-hydroxyphenyl)ethyl]imino}-7-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-trien-11-one

C19H19N3O2 (321.1477)


   

n-[(2s,3s,4r)-1-{[(2s,3s,4r,5r,6s)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-16-methylheptadecan-2-yl]docosanimidic acid

n-[(2s,3s,4r)-1-{[(2s,3s,4r,5r,6s)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-16-methylheptadecan-2-yl]docosanimidic acid

C48H94N2O9 (842.6959)


   

2-methoxy-3,5-dimethyl-6-(5-methyl-6-oxoheptyl)pyran-4-one

2-methoxy-3,5-dimethyl-6-(5-methyl-6-oxoheptyl)pyran-4-one

C16H24O4 (280.1675)


   

(2s)-n-[(2r,3s,4s)-1-{[(2r,3r,4r,5s,6s)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-14-methylpentadecan-2-yl]-2-hydroxydocosanimidic acid

(2s)-n-[(2r,3s,4s)-1-{[(2r,3r,4r,5s,6s)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-14-methylpentadecan-2-yl]-2-hydroxydocosanimidic acid

C46H90N2O10 (830.6595)


   

(1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol

(1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol

C29H52O (416.4018)


   

n-[1-({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)-3,4-dihydroxy-15-methylhexadecan-2-yl]-2-hydroxytricosanimidic acid

n-[1-({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)-3,4-dihydroxy-15-methylhexadecan-2-yl]-2-hydroxytricosanimidic acid

C48H94N2O10 (858.6908)


   

2',6-dimethyl-3,5'-bis(6-methylhept-5-en-2-yl)-[1,1'-biphenyl]-2,4'-diol

2',6-dimethyl-3,5'-bis(6-methylhept-5-en-2-yl)-[1,1'-biphenyl]-2,4'-diol

C30H42O2 (434.3185)


   

7-isopropyl-4-isothiocyanato-1,4-dimethyl-2,3,3a,5,6,8a-hexahydro-1h-azulene

7-isopropyl-4-isothiocyanato-1,4-dimethyl-2,3,3a,5,6,8a-hexahydro-1h-azulene

C16H25NS (263.1708)


   

2-hydroxy-3-(5-hydroxy-8-{4-[8'-hydroxy-6'-(1-hydroxy-3-{3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl}butyl)-7'-methylidene-hexahydrospiro[oxolane-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl}-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl)-2-methylpropanoic acid

2-hydroxy-3-(5-hydroxy-8-{4-[8'-hydroxy-6'-(1-hydroxy-3-{3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl}butyl)-7'-methylidene-hexahydrospiro[oxolane-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl}-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl)-2-methylpropanoic acid

C44H68O13 (804.466)


   

6-bromo-3-[(4r)-2-(6-bromo-1h-indole-3-carbonyl)-4,5-dihydro-1h-imidazol-4-yl]-1h-indole

6-bromo-3-[(4r)-2-(6-bromo-1h-indole-3-carbonyl)-4,5-dihydro-1h-imidazol-4-yl]-1h-indole

C20H14Br2N4O (483.9534)


   

1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol

1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol

C28H48O (400.3705)


   

2-methoxy-3,5-dimethyl-6-[(5r)-5-methyl-6-oxoheptyl]pyran-4-one

2-methoxy-3,5-dimethyl-6-[(5r)-5-methyl-6-oxoheptyl]pyran-4-one

C16H24O4 (280.1675)


   

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

C31H52O (440.4018)


   

3-[2-(6-bromo-1h-indole-3-carbonyl)-4,5-dihydro-1h-imidazol-4-yl]-1h-indole

3-[2-(6-bromo-1h-indole-3-carbonyl)-4,5-dihydro-1h-imidazol-4-yl]-1h-indole

C20H15BrN4O (406.0429)


   

(2r)-n-[(2s,3s,4r)-1-{[(2r,3r,4s,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-14-methylpentadecan-2-yl]-2-hydroxytricosanimidic acid

(2r)-n-[(2s,3s,4r)-1-{[(2r,3r,4s,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-14-methylpentadecan-2-yl]-2-hydroxytricosanimidic acid

C47H92N2O10 (844.6752)


   

(2e,4e,6r)-n-[(2s,3s,4ar,8s,8as)-6,8-dichloro-4a-hydroxy-2-methoxy-7-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

(2e,4e,6r)-n-[(2s,3s,4ar,8s,8as)-6,8-dichloro-4a-hydroxy-2-methoxy-7-oxo-3,4,8,8a-tetrahydro-2h-1-benzopyran-3-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

C24H35Cl2NO5 (487.1892)


   

(1s,1''s,2's,3r,3''s,3'as,6''s,7r,7's,7'as,9s,9''s,11r,12''s,13s,14''r,16''r,18''s,20''s,22''r,26''r,28''s,29''s,30''r,34''r,37''s,39''r,40''s,41''r,43''r,44''s)-5-(1,2-dihydroxyethyl)-7',13,14'',29''-tetramethyl-8'',15''-dimethylidene-tetrahydro-3'h-dispiro[2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11,5'-furo[3,2-b]pyran-2',24''-[2,19,23,27,31,38,42,45,47,48,49]undecaoxundecacyclo[32.9.2.1³,⁴⁰.1³,⁴¹.1⁶,⁹.1¹²,¹⁶.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁶.0³⁷,⁴⁴.0³⁹,⁴³]nonatetracontan]-32''-one

(1s,1''s,2's,3r,3''s,3'as,6''s,7r,7's,7'as,9s,9''s,11r,12''s,13s,14''r,16''r,18''s,20''s,22''r,26''r,28''s,29''s,30''r,34''r,37''s,39''r,40''s,41''r,43''r,44''s)-5-(1,2-dihydroxyethyl)-7',13,14'',29''-tetramethyl-8'',15''-dimethylidene-tetrahydro-3'h-dispiro[2,6,10-trioxatricyclo[7.4.0.0³,⁷]tridecane-11,5'-furo[3,2-b]pyran-2',24''-[2,19,23,27,31,38,42,45,47,48,49]undecaoxundecacyclo[32.9.2.1³,⁴⁰.1³,⁴¹.1⁶,⁹.1¹²,¹⁶.0¹⁸,³⁰.0²⁰,²⁸.0²²,²⁶.0³⁷,⁴⁴.0³⁹,⁴³]nonatetracontan]-32''-one

C61H86O19 (1122.5763)


   

(1s,3as,8ar)-1-(2-hydroxy-6-methylhept-5-en-2-yl)-3a,6-dimethyl-1,2,3,4,8,8a-hexahydroazulen-5-one

(1s,3as,8ar)-1-(2-hydroxy-6-methylhept-5-en-2-yl)-3a,6-dimethyl-1,2,3,4,8,8a-hexahydroazulen-5-one

C20H32O2 (304.2402)


   

2-{[(5z)-5-{3-[(4,5-dibromo-1h-pyrrol-2-yl)formamido]-2-hydroxypropylidene}-2-iminoimidazolidin-4-ylidene]amino}ethanesulfonic acid

2-{[(5z)-5-{3-[(4,5-dibromo-1h-pyrrol-2-yl)formamido]-2-hydroxypropylidene}-2-iminoimidazolidin-4-ylidene]amino}ethanesulfonic acid

C13H16Br2N6O5S (525.927)


   

n-[(1z)-2-[(4as,6s,8ar)-6-chloro-5,5,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-2-yl]ethenyl]-1-chloromethanecarbonimidoyl chloride

n-[(1z)-2-[(4as,6s,8ar)-6-chloro-5,5,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-2-yl]ethenyl]-1-chloromethanecarbonimidoyl chloride

C16H22Cl3N (333.0818)


   

(1s,2s,4ar,8as)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-amine

(1s,2s,4ar,8as)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-amine

C15H27N (221.2143)


   

(4r)-1-methyl-4-[(2e,4e)-6-methylhepta-2,4,6-trien-2-yl]cyclohex-1-ene

(4r)-1-methyl-4-[(2e,4e)-6-methylhepta-2,4,6-trien-2-yl]cyclohex-1-ene

C15H22 (202.1721)


   

2-[(3r,6s,9r,15s,18r,21s,24s)-21-benzyl-5,8,17,20,23-pentahydroxy-6,15,18-triisopropyl-2,14-dioxo-1,4,7,13,16,19,22-heptaazatricyclo[22.3.0.0⁹,¹³]heptacosa-4,7,16,19,22-pentaen-3-yl]ethanimidic acid

2-[(3r,6s,9r,15s,18r,21s,24s)-21-benzyl-5,8,17,20,23-pentahydroxy-6,15,18-triisopropyl-2,14-dioxo-1,4,7,13,16,19,22-heptaazatricyclo[22.3.0.0⁹,¹³]heptacosa-4,7,16,19,22-pentaen-3-yl]ethanimidic acid

C38H56N8O8 (752.4221)


   

(1r,3ar,7s,9as,11ar)-7-hydroxy-9a,11a-dimethyl-1-[(2s,3e,5s)-5-methylhept-3-en-2-yl]-1h,2h,3h,3ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

(1r,3ar,7s,9as,11ar)-7-hydroxy-9a,11a-dimethyl-1-[(2s,3e,5s)-5-methylhept-3-en-2-yl]-1h,2h,3h,3ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-4-one

C27H40O2 (396.3028)


   

(3s,6s,12s,15s,21s,24s)-21-benzyl-3,24-bis[(2s)-butan-2-yl]-5,14,23,26-tetrahydroxy-12-[(4-hydroxyphenyl)methyl]-1,4,10,13,19,22,25-heptaazatetracyclo[25.3.0.0⁶,¹⁰.0¹⁵,¹⁹]triaconta-4,13,22,25-tetraene-2,11,20-trione

(3s,6s,12s,15s,21s,24s)-21-benzyl-3,24-bis[(2s)-butan-2-yl]-5,14,23,26-tetrahydroxy-12-[(4-hydroxyphenyl)methyl]-1,4,10,13,19,22,25-heptaazatetracyclo[25.3.0.0⁶,¹⁰.0¹⁵,¹⁹]triaconta-4,13,22,25-tetraene-2,11,20-trione

C45H61N7O8 (827.4581)


   

(1r,2r,4as,8ar)-2-isopropyl-1-isothiocyanato-4a-methyl-8-methylidene-octahydronaphthalene

(1r,2r,4as,8ar)-2-isopropyl-1-isothiocyanato-4a-methyl-8-methylidene-octahydronaphthalene

C16H25NS (263.1708)


   

9-bromo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione

9-bromo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-10,11-dione

C10H7BrN2O2 (265.9691)


   

6-bromo-3-[4-(1h-indol-3-yl)-3h-imidazol-2-yl]-1h-indole

6-bromo-3-[4-(1h-indol-3-yl)-3h-imidazol-2-yl]-1h-indole

C19H13BrN4 (376.0324)


   

(1s,2r,5r,6r,9r,10r,13s,15s)-6,10-dimethyl-5-[(2r,5r)-5-[(1r,2r)-2-methylcyclopropyl]hexan-2-yl]-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadec-18-en-13-ol

(1s,2r,5r,6r,9r,10r,13s,15s)-6,10-dimethyl-5-[(2r,5r)-5-[(1r,2r)-2-methylcyclopropyl]hexan-2-yl]-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadec-18-en-13-ol

C29H46O3 (442.3447)


   

3-[5-(3,6-dioxocyclohexa-1,4-dien-1-yl)-3-methylpent-3-en-1-yl]-6-hydroxy-2,4-dimethylbenzaldehyde

3-[5-(3,6-dioxocyclohexa-1,4-dien-1-yl)-3-methylpent-3-en-1-yl]-6-hydroxy-2,4-dimethylbenzaldehyde

C21H22O4 (338.1518)


   

(1ar,4r,4ar,7r,7ar,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-amine

(1ar,4r,4ar,7r,7ar,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-amine

C15H27N (221.2143)


   

(1r,3as,3bs,4r,7s,9ar,9bs,11ar)-1-[(2r,3e)-5-tert-butyl-6-methylhepta-3,6-dien-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-4,7-diol

(1r,3as,3bs,4r,7s,9ar,9bs,11ar)-1-[(2r,3e)-5-tert-butyl-6-methylhepta-3,6-dien-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-4,7-diol

C31H50O2 (454.3811)


   

axinisothiocyanate a

axinisothiocyanate a

C16H25NO2S (295.1606)


   

11-methoxy-2,6-diazatricyclo[7.3.1.0⁵,¹³]trideca-1(13),2,4,6,8,10-hexaen-12-one

11-methoxy-2,6-diazatricyclo[7.3.1.0⁵,¹³]trideca-1(13),2,4,6,8,10-hexaen-12-one

C12H8N2O2 (212.0586)


   

n-{2-[(2s,4ar,8s)-4a,8-dimethyl-3,4,5,6,7,8-hexahydro-2h-naphthalen-2-yl]propan-2-yl}carboximidic acid

n-{2-[(2s,4ar,8s)-4a,8-dimethyl-3,4,5,6,7,8-hexahydro-2h-naphthalen-2-yl]propan-2-yl}carboximidic acid

C16H27NO (249.2093)


   

(1r,3as,3bs,4s,7s,9ar,9bs,11ar)-1-[(2r,3e)-5-isopropyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-4,7-diol

(1r,3as,3bs,4s,7s,9ar,9bs,11ar)-1-[(2r,3e)-5-isopropyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-4,7-diol

C30H50O2 (442.3811)


   

1-isothiocyanato-1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalene

1-isothiocyanato-1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalene

C16H25NS (263.1708)


   

[(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-7,8-bis(sulfooxy)-1-[(2r,4e)-5,6,6,7-tetramethyloct-4-en-2-yl]-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid

[(1r,3as,3bs,5s,5as,7s,8s,9ar,9bs,11ar)-9a,11a-dimethyl-7,8-bis(sulfooxy)-1-[(2r,4e)-5,6,6,7-tetramethyloct-4-en-2-yl]-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl]oxidanesulfonic acid

C31H54O12S3 (714.2777)


   

(1s,8ar)-4-isopropyl-1-isothiocyanato-1,6-dimethyl-3,7,8,8a-tetrahydro-2h-naphthalene

(1s,8ar)-4-isopropyl-1-isothiocyanato-1,6-dimethyl-3,7,8,8a-tetrahydro-2h-naphthalene

C16H23NS (261.1551)


   

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

C30H50O (426.3861)


   

axinisothiocyanate h

axinisothiocyanate h

C16H25NO3S (311.1555)


   

(1r,3as,3bs,7s,9ar,9bs,11ar)-7-hydroxy-1-[(2s,3e)-5-isopropyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-4-one

(1r,3as,3bs,7s,9ar,9bs,11ar)-7-hydroxy-1-[(2s,3e)-5-isopropyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-4-one

C30H48O2 (440.3654)


   

[(3s,6r,9r,15s,18r,21s,24s)-15-[(2s)-butan-2-yl]-5,8,17,20,23-pentahydroxy-6-[(4-hydroxyphenyl)methyl]-18-methyl-21-(2-methylpropyl)-2,14-dioxo-1,4,7,13,16,19,22-heptaazatricyclo[22.3.0.0⁹,¹³]heptacosa-4,7,16,19,22-pentaen-3-yl]acetic acid

[(3s,6r,9r,15s,18r,21s,24s)-15-[(2s)-butan-2-yl]-5,8,17,20,23-pentahydroxy-6-[(4-hydroxyphenyl)methyl]-18-methyl-21-(2-methylpropyl)-2,14-dioxo-1,4,7,13,16,19,22-heptaazatricyclo[22.3.0.0⁹,¹³]heptacosa-4,7,16,19,22-pentaen-3-yl]acetic acid

C38H55N7O10 (769.401)


   
   

2-(6-hydroxy-6-methylheptan-2-yl)-5-methylphenol

2-(6-hydroxy-6-methylheptan-2-yl)-5-methylphenol

C15H24O2 (236.1776)


   

(3s,6s,12s,15s,21s,24s,30s,33s,36s,39s)-21,36-dibenzyl-5,14,23,32,35,38-hexahydroxy-3-[(1r)-1-hydroxyethyl]-12-[(4-hydroxyphenyl)methyl]-30,33-bis(2-methylpropyl)-1,4,10,13,19,22,28,31,34,37-decaazapentacyclo[37.3.0.0⁶,¹⁰.0¹⁵,¹⁹.0²⁴,²⁸]dotetraconta-4,13,22,31,34,37-hexaene-2,11,20,29-tetrone

(3s,6s,12s,15s,21s,24s,30s,33s,36s,39s)-21,36-dibenzyl-5,14,23,32,35,38-hexahydroxy-3-[(1r)-1-hydroxyethyl]-12-[(4-hydroxyphenyl)methyl]-30,33-bis(2-methylpropyl)-1,4,10,13,19,22,28,31,34,37-decaazapentacyclo[37.3.0.0⁶,¹⁰.0¹⁵,¹⁹.0²⁴,²⁸]dotetraconta-4,13,22,31,34,37-hexaene-2,11,20,29-tetrone

C63H84N10O12 (1172.627)


   

4-isothiocyanato-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulene

4-isothiocyanato-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulene

C16H25NS (263.1708)


   

n-[(2s,3s,4r)-1-{[(2r,3r,4r,5s,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-16-methylheptadecan-2-yl]docosanimidic acid

n-[(2s,3s,4r)-1-{[(2r,3r,4r,5s,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-16-methylheptadecan-2-yl]docosanimidic acid

C48H94N2O9 (842.6959)


   

6,6'-dimethyl-3,3'-bis[(2s)-6-methylhept-5-en-2-yl]-[1,1'-biphenyl]-2,2'-diol

6,6'-dimethyl-3,3'-bis[(2s)-6-methylhept-5-en-2-yl]-[1,1'-biphenyl]-2,2'-diol

C30H42O2 (434.3185)


   

6-(2-hydroxy-4-methylphenyl)-2-methylheptane-2,3-diol

6-(2-hydroxy-4-methylphenyl)-2-methylheptane-2,3-diol

C15H24O3 (252.1725)


   

n-[(1s,2s,4ar,8as)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl]methoxycarboximidic acid

n-[(1s,2s,4ar,8as)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl]methoxycarboximidic acid

C17H29NO2 (279.2198)


   

1-(5-ethyl-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

1-(5-ethyl-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

C30H52O (428.4018)


   

2-bromo-4-[(4z)-2,5-dihydroxyimidazol-4-ylidene]-1h,5h,6h,7h-pyrrolo[2,3-c]azepin-8-one

2-bromo-4-[(4z)-2,5-dihydroxyimidazol-4-ylidene]-1h,5h,6h,7h-pyrrolo[2,3-c]azepin-8-one

C11H9BrN4O3 (323.9858)


   

5-(1h-indol-3-ylmethylidene)-1,3-dimethyl-2-(methylimino)imidazolidin-4-one

5-(1h-indol-3-ylmethylidene)-1,3-dimethyl-2-(methylimino)imidazolidin-4-one

C15H16N4O (268.1324)


   

(2r,17z)-2-methyltetracos-17-enoic acid

(2r,17z)-2-methyltetracos-17-enoic acid

C25H48O2 (380.3654)


   

(1r,3ar,3bs,5as,7s,9as,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methyl-5-methylideneheptan-2-yl]-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol

(1r,3ar,3bs,5as,7s,9as,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methyl-5-methylideneheptan-2-yl]-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol

C28H48O (400.3705)


   

5-[(6-bromo-1h-indol-3-yl)methylidene]imidazole-2,4-diol

5-[(6-bromo-1h-indol-3-yl)methylidene]imidazole-2,4-diol

C12H8BrN3O2 (304.98)


   

(2r,3s,5e,8s)-10-{[(1e,5s,6s,8r,9r,13r,14s,16e)-8,14-dimethoxy-1-{4-[4-(methoxycarbonyl)-1,3-oxazol-2-yl]-1,3-oxazol-2-yl}-5,9,13-trimethyl-17-(n-methylformamido)-12-oxoheptadeca-1,16-dien-6-yl]oxy}-8-hydroxy-2-methoxy-3-methyl-4,10-dioxodec-5-enimidic acid

(2r,3s,5e,8s)-10-{[(1e,5s,6s,8r,9r,13r,14s,16e)-8,14-dimethoxy-1-{4-[4-(methoxycarbonyl)-1,3-oxazol-2-yl]-1,3-oxazol-2-yl}-5,9,13-trimethyl-17-(n-methylformamido)-12-oxoheptadeca-1,16-dien-6-yl]oxy}-8-hydroxy-2-methoxy-3-methyl-4,10-dioxodec-5-enimidic acid

C44H64N4O14 (872.4419)


   

(1r,4r)-1-methyl-4-[(2z,4e)-6-methylhepta-2,4-dien-2-yl]cyclohexane-1-carbonitrile

(1r,4r)-1-methyl-4-[(2z,4e)-6-methylhepta-2,4-dien-2-yl]cyclohexane-1-carbonitrile

C16H25N (231.1987)


   

axinisothiocyanate b

axinisothiocyanate b

C16H25NO2S (295.1606)


   

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

C30H50O (426.3861)


   

(1'r,4r,5s,5's,14's,15's,16's,18's)-15'-(aminomethyl)-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one

(1'r,4r,5s,5's,14's,15's,16's,18's)-15'-(aminomethyl)-16'-chloro-5-hydroxy-2,3'-diimino-2',4',6',12'-tetraazaspiro[imidazolidine-4,17'-pentacyclo[10.6.0.0¹,⁵.0⁶,¹⁰.0¹⁴,¹⁸]octadecane]-7',9'-dien-11'-one

C17H22ClN9O2 (419.1585)


   

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

C30H48O (424.3705)


   

(3r,6s,12s,15r,18s,24s,27s,30r)-5,14,17,26,29-pentahydroxy-12-[(1r)-1-hydroxyethyl]-27-(1h-indol-3-ylmethyl)-24-isopropyl-3,15-bis(2-methylpropyl)-1,4,10,13,16,22,25,28-octaazatetracyclo[28.3.0.0⁶,¹⁰.0¹⁸,²²]tritriaconta-4,13,16,25,28-pentaene-2,11,23-trione

(3r,6s,12s,15r,18s,24s,27s,30r)-5,14,17,26,29-pentahydroxy-12-[(1r)-1-hydroxyethyl]-27-(1h-indol-3-ylmethyl)-24-isopropyl-3,15-bis(2-methylpropyl)-1,4,10,13,16,22,25,28-octaazatetracyclo[28.3.0.0⁶,¹⁰.0¹⁸,²²]tritriaconta-4,13,16,25,28-pentaene-2,11,23-trione

C47H69N9O9 (903.5218)


   

(5r)-5-(6-bromo-1h-indol-3-yl)-3-(1h-indol-3-yl)-5,6-dihydro-1h-pyrazin-2-one

(5r)-5-(6-bromo-1h-indol-3-yl)-3-(1h-indol-3-yl)-5,6-dihydro-1h-pyrazin-2-one

C20H15BrN4O (406.0429)


   

(2e,4e,6r)-n-[(2r,3s,5r,6s,7r,9s,10s)-7,9-dibromo-6,10-dihydroxy-2-methoxy-8-oxo-1-oxaspiro[4.5]decan-3-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

(2e,4e,6r)-n-[(2r,3s,5r,6s,7r,9s,10s)-7,9-dibromo-6,10-dihydroxy-2-methoxy-8-oxo-1-oxaspiro[4.5]decan-3-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

C24H37Br2NO6 (593.0987)


   

8-isothiocyanato-4a,8-dimethyl-2-(prop-1-en-2-yl)-hexahydro-1h-naphthalen-2-ol

8-isothiocyanato-4a,8-dimethyl-2-(prop-1-en-2-yl)-hexahydro-1h-naphthalen-2-ol

C16H25NOS (279.1657)


   

(3r,3ar,5r,8s,11br)-3-[(2s,3e,5s)-5,6-dimethylhept-3-en-2-yl]-3a,6-dimethyl-1h,2h,3h,4h,5h,7h,8h,9h,10h,11bh-cyclopenta[a]anthracene-5,8-diol

(3r,3ar,5r,8s,11br)-3-[(2s,3e,5s)-5,6-dimethylhept-3-en-2-yl]-3a,6-dimethyl-1h,2h,3h,4h,5h,7h,8h,9h,10h,11bh-cyclopenta[a]anthracene-5,8-diol

C28H42O2 (410.3185)


   

7-isothiocyanato-1,1,3a,7-tetramethyl-octahydrocyclopropa[a]naphthalene

7-isothiocyanato-1,1,3a,7-tetramethyl-octahydrocyclopropa[a]naphthalene

C16H25NS (263.1708)


   

1,5,5-trimethyl-6-[(9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-1-ene

1,5,5-trimethyl-6-[(9e,11e,13e,15e,17e)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-1-ene

C40H56 (536.4382)


   

(1s,2s,4ar,8as)-1-isocyano-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalene

(1s,2s,4ar,8as)-1-isocyano-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalene

C16H25N (231.1987)


   

1-(5-isopropyl-6-methylheptan-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-isopropyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H52O (428.4018)


   

(6z,9s)-9-[(1e)-2-[(2r,3s)-3-[(2z,5z)-octa-2,5-dien-1-yl]oxiran-2-yl]ethenyl]-4,5,8,9-tetrahydro-3h-oxonin-2-one

(6z,9s)-9-[(1e)-2-[(2r,3s)-3-[(2z,5z)-octa-2,5-dien-1-yl]oxiran-2-yl]ethenyl]-4,5,8,9-tetrahydro-3h-oxonin-2-one

C20H28O3 (316.2038)


   

(18z,29e)-tritriaconta-18,29-dien-2,4,20,32-tetrayne-1,6,31-triol

(18z,29e)-tritriaconta-18,29-dien-2,4,20,32-tetrayne-1,6,31-triol

C33H48O3 (492.3603)


   

(2e,4e,6r)-n-[(2r)-3-(4-hydroxyphenyl)-1-methoxy-1-oxopropan-2-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

(2e,4e,6r)-n-[(2r)-3-(4-hydroxyphenyl)-1-methoxy-1-oxopropan-2-yl]-4,6-dimethyldodeca-2,4-dienimidic acid

C24H35NO4 (401.2566)


   

(6z,9s)-9-[(1e,3r,4s,6z)-3,4-dihydroxydodeca-1,6-dien-1-yl]-4,5,8,9-tetrahydro-3h-oxonin-2-one

(6z,9s)-9-[(1e,3r,4s,6z)-3,4-dihydroxydodeca-1,6-dien-1-yl]-4,5,8,9-tetrahydro-3h-oxonin-2-one

C20H32O4 (336.23)


   

(1s,4s,4as,8ar)-4-isopropyl-1-isothiocyanato-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalene

(1s,4s,4as,8ar)-4-isopropyl-1-isothiocyanato-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalene

C16H25NS (263.1708)


   

n-[(1s,2r,3r,5s,6r,8r)-5-isopropyl-2,8-dimethyltricyclo[4.3.1.0³,⁸]decan-2-yl]carboximidic acid

n-[(1s,2r,3r,5s,6r,8r)-5-isopropyl-2,8-dimethyltricyclo[4.3.1.0³,⁸]decan-2-yl]carboximidic acid

C16H27NO (249.2093)


   

n-[(1e)-11-[(24e)-16-hydroxy-10-methoxy-11,21-dimethyl-12,18-dioxo-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.1²,⁵.1⁶,⁹]hentriaconta-1(28),2(31),4,6(30),8,24,26(29)-heptaen-20-yl]-4,10-dimethoxy-5,9-dimethyl-6-oxoundec-1-en-1-yl]-n-methylformamide

n-[(1e)-11-[(24e)-16-hydroxy-10-methoxy-11,21-dimethyl-12,18-dioxo-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.1²,⁵.1⁶,⁹]hentriaconta-1(28),2(31),4,6(30),8,24,26(29)-heptaen-20-yl]-4,10-dimethoxy-5,9-dimethyl-6-oxoundec-1-en-1-yl]-n-methylformamide

C44H62N4O12 (838.4364)


   

(3s,6s,12s,15s,18s,21s,24s)-15-benzyl-3,18-bis[(2s)-butan-2-yl]-5,14,17,20,23-pentahydroxy-12-(hydroxymethyl)-21-(2-methylpropyl)-1,4,10,13,16,19,22-heptaazatricyclo[22.3.0.0⁶,¹⁰]heptacosa-4,13,16,19,22-pentaene-2,11-dione

(3s,6s,12s,15s,18s,21s,24s)-15-benzyl-3,18-bis[(2s)-butan-2-yl]-5,14,17,20,23-pentahydroxy-12-(hydroxymethyl)-21-(2-methylpropyl)-1,4,10,13,16,19,22-heptaazatricyclo[22.3.0.0⁶,¹⁰]heptacosa-4,13,16,19,22-pentaene-2,11-dione

C40H61N7O8 (767.4581)


   

n-[1-({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)-3,4-dihydroxy-17-methyloctadecan-2-yl]tricosanimidic acid

n-[1-({4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl}oxy)-3,4-dihydroxy-17-methyloctadecan-2-yl]tricosanimidic acid

C50H98N2O9 (870.7272)


   

(2r,5s,7r,9s,10s,12r,15r,16r)-15-[(2s,3e,5s)-5,6-dimethylhept-3-en-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-1(11)-ene-5,10-diol

(2r,5s,7r,9s,10s,12r,15r,16r)-15-[(2s,3e,5s)-5,6-dimethylhept-3-en-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-1(11)-ene-5,10-diol

C28H44O3 (428.329)


   

(1s,2r,5s,7r,9s,10s,15r,16r)-15-[(2s,3e,5s)-5,6-dimethylhept-3-en-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-11-ene-5,10-diol

(1s,2r,5s,7r,9s,10s,15r,16r)-15-[(2s,3e,5s)-5,6-dimethylhept-3-en-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-11-ene-5,10-diol

C28H44O3 (428.329)


   

5-methyl-4-{5-methyl-2-[(2s)-6-methylhept-5-en-2-yl]phenoxy}-2-[(2s)-6-methylhept-5-en-2-yl]phenol

5-methyl-4-{5-methyl-2-[(2s)-6-methylhept-5-en-2-yl]phenoxy}-2-[(2s)-6-methylhept-5-en-2-yl]phenol

C30H42O2 (434.3185)


   

3-[5-(2,5-dihydroxyphenyl)-3-methylpent-3-en-1-yl]-5,6-dihydroxy-2,4-dimethylbenzaldehyde

3-[5-(2,5-dihydroxyphenyl)-3-methylpent-3-en-1-yl]-5,6-dihydroxy-2,4-dimethylbenzaldehyde

C21H24O5 (356.1624)


   

6,9,9,12b-tetramethyl-5,6,7,8,8a,10,11,12-octahydro-oxatetraphen-3-ol

6,9,9,12b-tetramethyl-5,6,7,8,8a,10,11,12-octahydro-oxatetraphen-3-ol

C21H30O2 (314.2246)


   

1-[1-({7-isopropyl-2,10-dimethylspiro[4.5]dec-1-en-6-yl}-c-hydroxycarbonimidoyl)-1-methylethyl]-5-oxopyrrolidine-2-carboxylic acid

1-[1-({7-isopropyl-2,10-dimethylspiro[4.5]dec-1-en-6-yl}-c-hydroxycarbonimidoyl)-1-methylethyl]-5-oxopyrrolidine-2-carboxylic acid

C24H38N2O4 (418.2831)


   

(1z,5e,7r,9r,10s,13r,14r,16z,18e,24s,25s)-2,20,24,27-tetrahydroxy-10-methyl-21,26-diazatetracyclo[23.2.1.0⁷,¹⁴.0⁹,¹³]octacosa-1,5,11,16,18,20,26-heptaen-28-one

(1z,5e,7r,9r,10s,13r,14r,16z,18e,24s,25s)-2,20,24,27-tetrahydroxy-10-methyl-21,26-diazatetracyclo[23.2.1.0⁷,¹⁴.0⁹,¹³]octacosa-1,5,11,16,18,20,26-heptaen-28-one

C27H34N2O5 (466.2468)


   

1-(5-ethyl-5,6-dimethylhept-3-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-ethyl-5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C30H50O (426.3861)


   

[(2r)-6-methyl-2-[(1r)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-yl]sulfanylcarbonitrile

[(2r)-6-methyl-2-[(1r)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-yl]sulfanylcarbonitrile

C16H25NS (263.1708)


   

(4ar,5r,8r,8ar)-5-isopropyl-8-isothiocyanato-3,8-dimethyl-1,4a,5,6,7,8a-hexahydronaphthalen-2-one

(4ar,5r,8r,8ar)-5-isopropyl-8-isothiocyanato-3,8-dimethyl-1,4a,5,6,7,8a-hexahydronaphthalen-2-one

C16H23NOS (277.15)


   

(1r,2r,4r,5z,12r,13s,16e)-25-{9h-pyrido[3,4-b]indol-1-yl}-11,22-diazapentacyclo[11.11.2.1²,²².0²,¹².0⁴,¹¹]heptacosa-5,16,25-trien-13-ol

(1r,2r,4r,5z,12r,13s,16e)-25-{9h-pyrido[3,4-b]indol-1-yl}-11,22-diazapentacyclo[11.11.2.1²,²².0²,¹².0⁴,¹¹]heptacosa-5,16,25-trien-13-ol

C36H44N4O (548.3515)


   

n-[(1e)-2-[(4as,6r,7s,8ar)-6-chloro-7-hydroxy-5,5,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-2-yl]ethenyl]-1-chloromethanecarbonimidoyl chloride

n-[(1e)-2-[(4as,6r,7s,8ar)-6-chloro-7-hydroxy-5,5,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-2-yl]ethenyl]-1-chloromethanecarbonimidoyl chloride

C16H22Cl3NO (349.0767)


   

n-{1,1,3a,7-tetramethyl-octahydrocyclopropa[a]naphthalen-7-yl}-n'-(2-phenylethyl)carbamimidothioic acid

n-{1,1,3a,7-tetramethyl-octahydrocyclopropa[a]naphthalen-7-yl}-n'-(2-phenylethyl)carbamimidothioic acid

C24H36N2S (384.2599)


   

5-methyl-2-[(2s)-6-methylhept-5-en-2-yl]phenol

5-methyl-2-[(2s)-6-methylhept-5-en-2-yl]phenol

C15H22O (218.1671)


   

(1s,2r,4ar,5r)-8-isopropyl-2,5-dimethyl-5-(sulfanylideneamino)-1,3,4,4a,6,7-hexahydronaphthalene-1,2-diol

(1s,2r,4ar,5r)-8-isopropyl-2,5-dimethyl-5-(sulfanylideneamino)-1,3,4,4a,6,7-hexahydronaphthalene-1,2-diol

C15H25NO2S (283.1606)


   

1-chloro-n-[2-(6-chloro-5,5,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-2-yl)ethenyl]methanecarbonimidoyl chloride

1-chloro-n-[2-(6-chloro-5,5,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-2-yl)ethenyl]methanecarbonimidoyl chloride

C16H22Cl3N (333.0818)


   

(6e,10r,11e,13z)-10-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,11,13,15-pentaen-4-one

(6e,10r,11e,13z)-10-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,11,13,15-pentaen-4-one

C20H30O2 (302.2246)


   

3-[(4s)-2-(6-bromo-1h-indole-3-carbonyl)-4,5-dihydro-1h-imidazol-4-yl]-1h-indole

3-[(4s)-2-(6-bromo-1h-indole-3-carbonyl)-4,5-dihydro-1h-imidazol-4-yl]-1h-indole

C20H15BrN4O (406.0429)