NCBI Taxonomy: 186799

Jubulineae (ncbi_taxid: 186799)

found 462 associated metabolites at suborder taxonomy rank level.

Ancestor: Porellales

Child Taxonomies: Jubulaceae, Lejeuneaceae, Frullaniaceae

Genkwanin

5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one

C16H12O5 (284.0685)


Genkwanin, also known as 5,4-dihydroxy-7-methoxyflavone or 7-methylapigenin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, genkwanin is considered to be a flavonoid lipid molecule. Genkwanin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Genkwanin is a bitter tasting compound and can be found in a number of food items such as winter savory, sweet basil, rosemary, and common sage, which makes genkwanin a potential biomarker for the consumption of these food products. Genkwanin is an O-methylated flavone, a type of flavonoid. It can be found in the seeds of Alnus glutinosa, and the leaves of the ferns Notholaena bryopoda and Asplenium normale . Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities. Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities.

   

Ursolic acid

(1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

C30H48O3 (456.3603)


Ursolic acid is a ubiquitous triterpenoid in plant kingdom, medicinal herbs, and is an integral part of the human diet. During the last decade over 700 research articles have been published on triterpenoids research, reflecting tremendous interest and progress in our understanding of these compounds. This included the isolation and purification of these tritepernoids from various plants and herbs, the chemical modifications to make more effective and water soluble derivatives, the pharmacological research on their beneficial effects, the toxicity studies, and the clinical use of these triterpenoids in various diseases including anticancer chemotherapies. Ursolic acid (UA), a pentacyclic triterpene acid, has been isolated from many kinds of medicinal plants, such as Eriobotrya japonica, Rosmarinns officinalis, Melaleuca leucadendron, Ocimum sanctum and Glechoma hederaceae. UA has been reported to produce antitumor activities and antioxidant activity, and is reported to have an antioxidant activity. UA may play an important role in regulating the apoptosis induced by high glucose presumably through scavenging of ROS (reactive oxygen species). It has been found recently that ursolic acid treatment affects growth and apoptosis in cancer cells. (PMID: 15994040, 17516235, 17213663). Ursolic acid is a pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. It has a role as a plant metabolite and a geroprotector. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It derives from a hydride of an ursane. Ursolic acid is a natural product found in Gladiolus italicus, Freziera, and other organisms with data available. Ursolic Acid is a pentacyclic triterpenoid found in various fruits, vegetables and medicinal herbs, with a variety of potential pharmacologic activities including anti-inflammatory, antioxidative, antiviral, serum lipid-lowering, and antineoplastic activities. Upon administration, ursolic acid may promote apoptosis and inhibit cancer cell proliferation through multiple mechanisms. This may include the regulation of mitochondrial function through various pathways including the ROCK/PTEN and p53 pathways, the suppression of the nuclear factor-kappa B (NF-kB) pathways, and the increase in caspase-3, caspase-8 and caspase-9 activities. See also: Holy basil leaf (part of); Jujube fruit (part of); Lagerstroemia speciosa leaf (part of). D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors A pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. C274 - Antineoplastic Agent > C129839 - Apoptotic Pathway-targeting Antineoplastic Agent Found in wax of apples, pears and other fruits. V. widely distributed in plants D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics C26170 - Protective Agent > C275 - Antioxidant D000893 - Anti-Inflammatory Agents D000890 - Anti-Infective Agents D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors 3-Epiursolic Acid is a triterpenoid that can be isolated from Eriobotrya japonica, acts as a competitive inhibitor of cathepsin L (IC50, 6.5 μM; Ki, 19.5 μM), with no obvious effect on cathepsin B[1]. 3-Epiursolic Acid is a triterpenoid that can be isolated from Eriobotrya japonica, acts as a competitive inhibitor of cathepsin L (IC50, 6.5 μM; Ki, 19.5 μM), with no obvious effect on cathepsin B[1]. Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy. Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy.

   

Acacetin

4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-2-(4-METHOXYPHENYL)-

C16H12O5 (284.0685)


5,7-dihydroxy-4-methoxyflavone is a monomethoxyflavone that is the 4-methyl ether derivative of apigenin. It has a role as an anticonvulsant and a plant metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a 5-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-olate. Acacetin is a natural product found in Verbascum lychnitis, Odontites viscosus, and other organisms with data available. Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2]. Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2].

   

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.

   

Costunolide

Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3-methylene-, (3aS,6E,10E,11aR)-

C15H20O2 (232.1463)


Costunolide is a germacranolide with anthelminthic, antiparasitic and antiviral activities. It has a role as an anthelminthic drug, an antiinfective agent, an antineoplastic agent, an antiparasitic agent, an antiviral drug and a metabolite. It is a germacranolide and a heterobicyclic compound. (+)-Costunolide is a natural product found in Magnolia garrettii, Critonia morifolia, and other organisms with data available. Constituent of costus root (Saussurea lappa). Costunolide is found in tarragon, sweet bay, and herbs and spices. Costunolide is found in herbs and spices. Costunolide is a constituent of costus root (Saussurea lappa) D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics D000890 - Anti-Infective Agents > D000998 - Antiviral Agents INTERNAL_ID 2266; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2266 D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3]. Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3].

   

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).

   

Sclareol

1-Naphthalenepropanol, alpha-ethenyldecahydro-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (alphaR,1R,2R,4aS,8aS)-: (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

C20H36O2 (308.2715)


Sclareol is a labdane diterpenoid that is labd-14-ene substituted by hydroxy groups at positions 8 and 13. It has been isolated from Salvia sclarea. It has a role as an antimicrobial agent, an apoptosis inducer, a fragrance, an antifungal agent and a plant metabolite. Sclareol is a natural product found in Curcuma aromatica, Curcuma wenyujin, and other organisms with data available. See also: Clary Sage Oil (part of). Constituent of Salvia sclarea (clary sage). Sclareol is found in many foods, some of which are common thyme, herbs and spices, tea, and nutmeg. Sclareol is found in alcoholic beverages. Sclareol is a constituent of Salvia sclarea (clary sage) Sclareol is isolated from Salvia sclarea with anticarcinogenic activity. Sclareol shows strong cytotoxic activity against mouse leukemia?(P-388), human epidermal?carcinoma?(KB) cells and human?leukemia?cell lines. Sclareol induces cell apoptosis[1]. Sclareol is isolated from Salvia sclarea with anticarcinogenic activity. Sclareol shows strong cytotoxic activity against mouse leukemia?(P-388), human epidermal?carcinoma?(KB) cells and human?leukemia?cell lines. Sclareol induces cell apoptosis[1].

   

Campesterol

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

C28H48O (400.3705)


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

   

Taraxerol

(3S,4aR,6aR,8aR,12aR,12bS,14aR,14bR)-4,4,6a,8a,11,11,12b,14b-octamethyl-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-3-ol

C30H50O (426.3861)


Taraxerol is a pentacyclic triterpenoid that is oleanan-3-ol lacking the methyl group at position 14, with an alpha-methyl substituent at position 13 and a double bond between positions 14 and 15. It has a role as a metabolite. It is a pentacyclic triterpenoid and a secondary alcohol. Taraxerol is a natural product found in Diospyros morrisiana, Liatris acidota, and other organisms with data available. See also: Myrica cerifera root bark (part of). Constituent of Taraxacum officinale (dandelion). Taraxerol is found in many foods, some of which are kiwi, scarlet bean, prairie turnip, and grapefruit/pummelo hybrid. Taraxerol is found in alcoholic beverages. Taraxerol is a constituent of Taraxacum officinale (dandelion)

   

Lupeol

(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol

C30H50O (426.3861)


Lupeol is a pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables. It has a role as an anti-inflammatory drug and a plant metabolite. It is a secondary alcohol and a pentacyclic triterpenoid. It derives from a hydride of a lupane. Lupeol has been investigated for the treatment of Acne. Lupeol is a natural product found in Ficus auriculata, Ficus septica, and other organisms with data available. See also: Calendula Officinalis Flower (part of). A pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables. D000893 - Anti-Inflammatory Agents Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1]. Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1].

   

beta-Elemene

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

C15H24 (204.1878)


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

   

Globulol

(1aR,4R,4aS,7R,7aS,7bS)-1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-ol

C15H26O (222.1984)


Ledol is a sesquiterpenoid. Ledol is a natural product found in Waitzia acuminata, Aloysia gratissima, and other organisms with data available. Ledol is found in allspice. Ledol is a constituent of Valeriana officinalis (valerian), Piper species and others. Constituent of Eucalyptus globulus (Tasmanian blue gum). Globulol is found in allspice and pepper (spice). Ledol ((+)-Ledol) is an antifungal agent that can be isolated from the essential oil fractions of Rhododendron tomentosum. Ledol is also the expectorant and antitussive agent, which is simultaneously responsible for adverse reactions such as dizziness, nausea and vomiting[1]. Ledol ((+)-Ledol) is an antifungal agent that can be isolated from the essential oil fractions of Rhododendron tomentosum. Ledol is also the expectorant and antitussive agent, which is simultaneously responsible for adverse reactions such as dizziness, nausea and vomiting[1].

   

Valencene

NAPHTHALENE, 1,2,3,5,6,7,8,8A-OCTAHYDRO-1,8A-DIMETHYL-7-(1-METHYLETHENYL)-, (1R-(1.ALPHA.,7.BETA.,8A.ALPHA.))-

C15H24 (204.1878)


(+)-valencene is a carbobicyclic compound and sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene which is substituted a prop-1-en-2-yl group at position 3 and by methyl groups at positions 4a and 5 (the 3R,4aS,5R- diastereoisomer). It is a sesquiterpene, a carbobicyclic compound and a polycyclic olefin. Valencene is a natural product found in Xylopia sericea, Helichrysum odoratissimum, and other organisms with data available. Valencene is found in citrus. Valencene is a constituent of orange oil Valencene is a sesquiterpene isolated from Cyperus rotundus, possesses antiallergic, antimelanogenesis, anti-infammatory, and antioxidant activitivies. Valencene inhibits the exaggerated expression of Th2 chemokines and proinflammatory chemokines through blockade of the NF-κB pathway. Valencene is used to flavor foods and drinks[1][2][3].

   

beta-Phellandrene

3-methylidene-6-(propan-2-yl)cyclohex-1-ene

C10H16 (136.1252)


beta-Phellandrene is found in allspice. beta-Phellandrene is widely distributed in essential oils (Angelica, Eucalyptus, Lavandula, Mentha, Pinus species). beta-Phellandrene is a flavour ingredient.Phellandrene is the name for a pair of organic compounds that have a similar molecular structure and similar chemical properties. alpha-Phellandrene and beta-phellandrene are cyclic monoterpenes and are double-bond isomers. The phellandrenes are used in fragrances because of their pleasing aromas. (Wikipedia Beta-phellandrene is one of a pair of phellandrene cyclic monoterpene double-bond isomers in which one double bond is exocyclic (cf. alpha-phellandrene, where both of them are endoocyclic). It has a role as a plant metabolite. beta-Phellandrene is a natural product found in Xylopia aromatica, Dacrydium nausoriense, and other organisms with data available. See also: Cannabis sativa subsp. indica top (part of). One of a pair of phellandrene cyclic monoterpene double-bond isomers in which one double bond is exocyclic (cf. alpha-phellandrene, where both of them are endoocyclic). Widely distributed in essential oils (Angelica, Eucalyptus, Lavandula, Mentha, Pinus subspecies). Flavour ingredient β-Phellandrene is obtained from Carum petroselinum. β-Phellandrene can be used to essential oil additives[1]. β-Phellandrene is obtained from Carum petroselinum. β-Phellandrene can be used to essential oil additives[1].

   

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.

   

Oleic acid

Emersol 221 low titer white oleic acid

C18H34O2 (282.2559)


Oleic acid (or 9Z)-Octadecenoic acid) is an unsaturated C-18 or an omega-9 fatty acid that is the most widely distributed and abundant fatty acid in nature. It occurs naturally in various animal and vegetable fats and oils. It is an odorless, colorless oil, although commercial samples may be yellowish. The name derives from the Latin word oleum, which means oil. Oleic acid is the most abundant fatty acid in human adipose tissue, and the second most abundant in human tissues overall, following palmitic acid. Oleic acid is a component of the normal human diet, being a part of animal fats and vegetable oils. Triglycerides of oleic acid represent the majority of olive oil (about 70\\\\%). Oleic acid triglycerides also make up 59–75\\\\% of pecan oil, 61\\\\% of canola oil, 36–67\\\\% of peanut oil, 60\\\\% of macadamia oil, 20–80\\\\% of sunflower oil, 15–20\\\\% of grape seed oil, sea buckthorn oil, 40\\\\% of sesame oil, and 14\\\\% of poppyseed oil. High oleic variants of plant sources such as sunflower (~80\\\\%) and canola oil (70\\\\%) also have been developed. consumption has been associated with decreased low-density lipoprotein (LDL) cholesterol, and possibly with increased high-density lipoprotein (HDL) cholesterol, however, the ability of oleic acid to raise HDL is still debated. Oleic acid may be responsible for the hypotensive (blood pressure reducing) effects of olive oil that is considered a health benefit. Oleic acid is used in manufacturing of surfactants, soaps, plasticizers. It is also used as an emulsifying agent in foods and pharmaceuticals. Oleic acid is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. Major constituent of plant oils e.g. olive oil (ca. 80\\\\%), almond oil (ca. 80\\\\%) and many others, mainly as glyceride. Constituent of tall oiland is also present in apple, melon, raspberry oil, tomato, banana, roasted peanuts, black tea, rice bran, cardamon, plum brandy, peated malt, dairy products and various animal fats. Component of citrus fruit coatings. Emulsifying agent in foods CONFIDENCE standard compound; INTERNAL_ID 290 COVID info from WikiPathways Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2]. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2].

   

Tulipinolide

epi-Tulipinolide

C17H22O4 (290.1518)


A germacranolide based on a 2,3,3a,4,5,8,9,11a-octahydrocyclodeca[b]furan-4-yl skeleton.

   

Apigenin 7,4'-dimethyl ether

5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one

C17H14O5 (298.0841)


Apigenin 7,4-dimethyl ether, also known as apigenin dimethylether or 4,7-dimethylapigenin, belongs to the class of organic compounds known as 7-O-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, apigenin 7,4-dimethyl ether is considered to be a flavonoid lipid molecule. Apigenin 7,4-dimethyl ether is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, apigenin 7,4-dimethyl ether has been detected, but not quantified in, common sages and sweet basils. This could make apigenin 7,4-dimethyl ether a potential biomarker for the consumption of these foods. BioTransformer predicts that apigenin 7,4-dimethyl ether is a product of 4,5,7-trimethoxyflavone metabolism via an O-dealkylation reaction and catalyzed by CYP2C9 and CYP2C19 enzymes (PMID: 30612223). 4-methylgenkwanin, also known as apigenin dimethylether or 4,7-dimethylapigenin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, 4-methylgenkwanin is considered to be a flavonoid lipid molecule. 4-methylgenkwanin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4-methylgenkwanin can be found in common sage and sweet basil, which makes 4-methylgenkwanin a potential biomarker for the consumption of these food products. The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml). IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2] In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2] In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1] The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml). IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2] In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2] In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1]

   

Longifolene

3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0²,⁹]undecane

C15H24 (204.1878)


Longifolene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Longifolene is a sweet, fir needle, and medical tasting compound found in corn, mandarin orange (clementine, tangerine), rosemary, and star anise, which makes longifolene a potential biomarker for the consumption of these food products. Longifolene is the common (or trivial) chemical name of a naturally occurring, oily Liquid hydrocarbon found primarily in the high-boiling fraction of certain pine resins. The name is derived from that of a pine species from which the compound was isolated, Pinus longifolia (obsolete name for Pinus roxburghii Sarg.) Chemically, longifolene is a tricyclic sesquiterpene. This molecule is chiral, and the enantiomer commonly found in pines and other higher plants exhibits a positive optical rotation of +42.73¬∞. The other enantiomer (optical rotation ‚àí42.73¬∞) is found in small amounts in certain fungi and liverworts . Longifolene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Longifolene is a sweet, fir needle, and medical tasting compound found in corn, mandarin orange (clementine, tangerine), rosemary, and star anise, which makes longifolene a potential biomarker for the consumption of these food products. Longifolene is the common (or trivial) chemical name of a naturally occurring, oily liquid hydrocarbon found primarily in the high-boiling fraction of certain pine resins. The name is derived from that of a pine species from which the compound was isolated, Pinus longifolia (obsolete name for Pinus roxburghii Sarg.) Chemically, longifolene is a tricyclic sesquiterpene. This molecule is chiral, and the enantiomer commonly found in pines and other higher plants exhibits a positive optical rotation of +42.73°. The other enantiomer (optical rotation −42.73°) is found in small amounts in certain fungi and liverworts . (+)-Longifolene is a sesquiterpenoid and a metabolite in rabbits. (+)-Longifolen is converted to primary, secondary or tertiary alcohols in rabbits, among which the primary alcohol is predominant[1]. (+)-Longifolene is a sesquiterpenoid and a metabolite in rabbits. (+)-Longifolen is converted to primary, secondary or tertiary alcohols in rabbits, among which the primary alcohol is predominant[1]. (+)-Longifolene is a sesquiterpenoid and a metabolite in rabbits. (+)-Longifolen is converted to primary, secondary or tertiary alcohols in rabbits, among which the primary alcohol is predominant[1].

   

Arbusculin A

[3aS-(3aalpha,5abeta,9alpha,9aalpha,9bbeta)]-Decahydro-9-hydroxy-5a,9-dimethyl-3-methylenenaphtho[1,2-b]furan-2(3H)-one

C15H22O3 (250.1569)


A sesquiterpene lactone isolated from Saussureae Radix and has been shown to exhibit inhibitory activity against melanogenesis.

   

Eremofrullanolide

[3aR-(3aalpha,4abeta,5beta,9aalpha)]-3a,4,4a,5,6,7,8,9a-Octahydro-4a,5-dimethyl-3-methylene-naphtho[2,3-b]furan-2(3H)-one

C15H20O2 (232.1463)


   

Frullanolide

SCHEMBL531268

C15H20O2 (232.1463)


   

Thujopsene

(-)-thujopsene

C15H24 (204.1878)


A thujopsene that has (S,S,S)-configuration.

   

Lunularic acid

Benzoic acid, 2-hydroxy-6-(2-(4-hydroxyphenyl)ethyl)-

C15H14O4 (258.0892)


D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates

   

Lunularin

3,4-Ethylenebisphenol

C14H14O2 (214.0994)


   

Bicyclogermacrene

(2Z,6Z)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.1878)


Constituent of the peel oil of Citrus junos (yuzu). Bicyclogermacrene is found in many foods, some of which are common oregano, lemon balm, hyssop, and orange mint. Bicyclogermacrene is found in citrus. Bicyclogermacrene is a constituent of the peel oil of Citrus junos (yuzu).

   

(+)-Limonene

(4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene

C10H16 (136.1252)


(+)-Limonene, also known as d-limonene, is a naturally occurring monoterpene which is the major component in orange oil. Currently, (+)-limonene is widely used as a flavour and fragrance and is listed to be generally recognized as safe in food by the Food and Drug Administration (21 CFR 182.60 in the Code of Federal Regulations, U.S.A.). Recently, however, (+)-limonene has been shown to cause a male rat-specific kidney toxicity referred to as hyaline droplet nephropathy. Furthermore, chronic exposure to (+)-limonene causes a significant incidence of renal tubular tumours exclusively in male rats. Although (+)-limonene is not carcinogenic in female rats or male and female mice given much higher dosages, the male rat-specific nephrocarcinogenicity of (+)-limonene may raise some concern regarding the safety of (+)-limonene for human consumption. A considerable body of scientific data has indicated that the renal toxicity of (+)-limonene results from the accumulation of a protein, alpha 2u-globulin, in male rat kidney proximal tubule lysosomes. This protein is synthesized exclusively by adult male rats. Other species, including humans, synthesize proteins that share significant homology with alpha 2u-globulin. However, none of these proteins, including the mouse equivalent of alpha 2u-globulin, can produce this toxicity, indicating a unique specificity for alpha 2u-globulin. With chronic exposure to (+)-limonene, the hyaline droplet nephropathy progresses and the kidney shows tubular cell necrosis, granular cast formation at the corticomedullary junction, and compensatory cell proliferation. Both (+)-limonene and cis-d-limonene-1,2-oxide (the major metabolite involved in this toxicity) are negative in vitro mutagenicity screens. Therefore, the toxicity-related renal cell proliferation is believed to be integrally involved in the carcinogenicity of (+)-limonene as persistent elevations in renal cell proliferation may increase fixation of spontaneously altered DNA or serve to promote spontaneously initiated cells. The scientific data demonstrates that the tumorigenic activity of (+)-limonene in male rats is not relevant to humans. The three major lines of evidence supporting the human safety of (+)-limonene are (1) the male rat specificity of the nephrotoxicity and carcinogenicity; (2) the pivotal role that alpha 2u-globulin plays in the toxicity, as evidenced by the complete lack of toxicity in other species despite the presence of structurally similar proteins; and (3) the lack of genotoxicity of both (+)-limonene and d-limonene-1,2-oxide, supporting the concept of a nongenotoxic mechanism, namely, sustained renal cell proliferation (PMID:2024047). (4r)-limonene, also known as (+)-4-isopropenyl-1-methylcyclohexene or (R)-1-methyl-4-(1-methylethenyl)cyclohexene, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, (4r)-limonene is considered to be an isoprenoid lipid molecule (4r)-limonene can be found in sweet marjoram, which makes (4r)-limonene a potential biomarker for the consumption of this food product (4r)-limonene can be found primarily in saliva.

   

β-Pinene

(1S,5S)-7,7-dimethyl-4-methylidene-bicyclo[3.1.1]heptane

C10H16 (136.1252)


An isomer of pinene with an exocyclic double bond. It is a component of essential oils from many plants. Widely distributed in plants, usually associated with a-Pinene JPV84-W but in smaller amounts. Found in lime peel oil, ginger, nutmeg, mace, bitter fennel, rosemary and sage. Flavour ingredient β-Pinene ((-)-β-Pinene), a major component of turpentine, inhibit infectious bronchitis virus (IBV) with an IC50 of 1.32 mM. β-Pinene presents antimicrobial activity[1][2]. β-Pinene ((-)-β-Pinene), a major component of turpentine, inhibit infectious bronchitis virus (IBV) with an IC50 of 1.32 mM. β-Pinene presents antimicrobial activity[1][2].

   

Genkwanin

4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-

C16H12O5 (284.0685)


Genkwanin is a monomethoxyflavone that is apigenin in which the hydroxy group at position 7 is methylated. It has a role as a metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a genkwanin(1-). Genkwanin is a natural product found in Odontites viscosus, Eupatorium capillifolium, and other organisms with data available. A monomethoxyflavone that is apigenin in which the hydroxy group at position 7 is methylated. Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities. Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities.

   

Spathulenol

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

C15H24O (220.1827)


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

   

Pentacosane

2A4605C9-A088-458C-AD58-AA987FF6C408

C25H52 (352.4069)


Constituent of many naturally occurring waxes. A colorless solid at ambient conditions. Pentacosane is an alkane consisting of an unbranched chain of 25 carbon atoms. It has a role as a semiochemical and a plant metabolite. Pentacosane is a natural product found in Cryptotermes brevis, Erucaria microcarpa, and other organisms with data available. See also: Moringa oleifera leaf oil (part of). An alkane consisting of an unbranched chain of 25 carbon atoms. Pentacosane is one of the major components in the acetone extract from Curcuma raktakanda and is also in the essential oil from the leaves of Malus domestica. Pentacosane exhibit anti-cancer activities[1]. Pentacosane is one of the major components in the acetone extract from Curcuma raktakanda and is also in the essential oil from the leaves of Malus domestica. Pentacosane exhibit anti-cancer activities[1].

   

Docosane

InChI=1/C22H46/c1-3-5-7-9-11-13-15-17-19-21-22-20-18-16-14-12-10-8-6-4-2/h3-22H2,1-2H

C22H46 (310.3599)


N-docosane, also known as ch3-[ch2]20-ch3 or dokosan, is a member of the class of compounds known as alkanes. Alkanes are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, N-docosane is considered to be a hydrocarbon lipid molecule. N-docosane is an alkane and waxy tasting compound and can be found in a number of food items such as lemon balm, linden, allspice, and sunflower, which makes N-docosane a potential biomarker for the consumption of these food products. N-docosane can be found primarily in saliva. The term higher alkanes is sometimes used literally as "alkanes with a higher number of carbon atoms". One definition distinguishes the higher alkanes as the n-alkanes that are solid under natural conditions . Docosane, also known as CH3-[CH2]20-CH3 or dokosan, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Docosane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, docosane is considered to be a hydrocarbon lipid molecule. Docosane is an alkane and waxy tasting compound. Docosane is found, on average, in the highest concentration within lemon balms. Docosane has also been detected, but not quantified, in several different foods, such as allspices, lindens, papaya, and sunflowers. This could make docosane a potential biomarker for the consumption of these foods. A straight-chain alkane with 22 carbon atoms. N-docosane is a solid. Insoluble in water. Used in organic synthesis, calibration, and temperature sensing equipment. Docosane is a straight-chain alkane with 22 carbon atoms. It has a role as a plant metabolite. Docosane is a natural product found in Lonicera japonica, Erucaria microcarpa, and other organisms with data available. See also: Moringa oleifera leaf oil (part of). A straight-chain alkane with 22 carbon atoms. Docosane, a straight chain alkane, can be used to synthesize structural composites with thermal energy storage/release capability[1][2]. Docosane, a straight chain alkane, can be used to synthesize structural composites with thermal energy storage/release capability[1][2].

   

2-Tridecanone

Dimethoxy methyldopa hydrochloride(DMMD)

C13H26O (198.1984)


2-tridecanone is a white crystalline solid. (NTP, 1992) Tridecan-2-one is a methyl ketone that is tridecane in which the methylene hydrogens at position 2 are replaced by an oxo group. It has a role as a plant metabolite and a flavouring agent. It derives from a hydride of a tridecane. 2-Tridecanone is a natural product found in Hedychium spicatum, Azadirachta indica, and other organisms with data available. 2-Tridecanone is found in citrus. 2-Tridecanone is isolated from plant oils, e.g. palm oil, coconut oil. Also found in American cranberry, rabbiteye, blueberry, raspberry, grapefruit, onion, ginger and cheeses. 2-Tridecanone is used as a flavouring essence. Isolated from plant oils, e.g. palm oil, coconut oiland is also found in American cranberry, rabbiteye, blueberry, raspberry, grapefruit, onion, ginger and cheeses. It is used as a flavouring essence. A methyl ketone that is tridecane in which the methylene hydrogens at position 2 are replaced by an oxo group. 2-Tridecanone, a nonalkaloid insecticide, is isolated from the wild tomato Lycopersicon hirsutum f. glabratum. 2-Tridecanone is a volatile organic compound[1][2]. 2-Tridecanone, a nonalkaloid insecticide, is isolated from the wild tomato Lycopersicon hirsutum f. glabratum. 2-Tridecanone is a volatile organic compound[1][2].

   

Heneicosane

(S)-(-)-2,2-Bis(diphenylphosphino)-5,5,6,6,7,7,8,8-octahydro-1,1-binaphthyl (R)-H8-BINAP

C21H44 (296.3443)


Heneicosane, also known as CH3-[CH2]19-CH3, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, heneicosane is considered to be a hydrocarbon lipid molecule. Heneicosane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Heneicosane is an alkane and waxy tasting compound. Heneicosane is found, on average, in the highest concentration within a few different foods, such as black elderberries, common oregano, and lemon balms. Heneicosane has also been detected, but not quantified, in several different foods, such as sunflowers, kohlrabis, orange bell peppers, lindens, and pepper (c. annuum). This could make heneicosane a potential biomarker for the consumption of these foods. An alkane that has 21 carbons and a straight-chain structure. Heneicosane, also known as ch3-[ch2]19-ch3, is a member of the class of compounds known as alkanes. Alkanes are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, heneicosane is considered to be a hydrocarbon lipid molecule. Heneicosane is an alkane and waxy tasting compound and can be found in a number of food items such as orange bell pepper, yellow bell pepper, lemon balm, and pepper (c. annuum), which makes heneicosane a potential biomarker for the consumption of these food products. Heneicosane can be found primarily in saliva. The term higher alkanes is sometimes used literally as "alkanes with a higher number of carbon atoms". One definition distinguishes the higher alkanes as the n-alkanes that are solid under natural conditions . Crystals. (NTP, 1992) Henicosane is an alkane that has 21 carbons and a straight-chain structure. It has been isolated from plants like Periploca laevigata and Carthamus tinctorius. It has a role as a pheromone, a plant metabolite and a volatile oil component. Heneicosane is a natural product found in Erucaria microcarpa, Microcystis aeruginosa, and other organisms with data available. See also: Moringa oleifera leaf oil (part of). An alkane that has 21 carbons and a straight-chain structure. It has been isolated from plants like Periploca laevigata and Carthamus tinctorius. Heneicosane is an aroma component isolated from Streptomyces philanthi RL-1-178 or Serapias cordigera. Heneicosane is a pheromone and inhibits aflatoxin production[1][2][3]. Heneicosane is an aroma component isolated from Streptomyces philanthi RL-1-178 or Serapias cordigera. Heneicosane is a pheromone and inhibits aflatoxin production[1][2][3].

   

gamma-Muurolene

(1R,4aR,8aS)-7-methyl-4-methylidene-1-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

C15H24 (204.1878)


gamma-Muurolene is found in carrot. gamma-Muurolene is a constituent of Pinus sylvestris (Scotch pine).

   

(-)-1(6),10-Pacifigorgiadiene

1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,3,4,5,6,7-hexahydro-1H-indene

C15H24 (204.1878)


(-)-1(6),10-Pacifigorgiadiene is found in fats and oils. (-)-1(6),10-Pacifigorgiadiene is a constituent of Valeriana officinalis (valerian). Constituent of Valeriana officinalis (valerian). (-)-1(6),10-Pacifigorgiadiene is found in tea, fats and oils, and herbs and spices.

   

2-Pentadecanone

Methyl tridecyl ketone

C15H30O (226.2297)


2-Pentadecanone is found in cereals and cereal products. 2-Pentadecanone is isolated from hop (Humulus lupulus), coconut (Cocos nucifera) and other oils. Also found in American cranberry, feijoa fruit, quince, asparagus, ginger, wheat bread, soybean, cooked rice and cheeses. 2-Pentadecanone is a flavouring ingredien Isolated from hop (Humulus lupulus), coconut (Cocos nucifera) and other oilsand is also found in American cranberry, feijoa fruit, quince, asparagus, ginger, wheat bread, soybean, cooked rice and cheeses. Flavouring ingredient.

   

1-docosene

docos-1-ene

C22H44 (308.3443)


1-docosene is classified as a member of the Unsaturated aliphatic hydrocarbons. Unsaturated aliphatic hydrocarbons are aliphatic Hydrocarbons that contains one or more unsaturated carbon atoms. These compounds contain one or more double or triple bonds. 1-docosene is a hydrocarbon lipid molecule

   

(+)-1(9),10-Pacifigorgiadiene

1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,4,5,6,7,7a-hexahydro-1H-indene

C15H24 (204.1878)


(+)-1(9),10-Pacifigorgiadiene is found in fats and oils. (+)-1(9),10-Pacifigorgiadiene is a constituent of Valeriana officinalis (valerian). Constituent of Valeriana officinalis (valerian). (+)-1(9),10-Pacifigorgiadiene is found in tea, fats and oils, and herbs and spices.

   

Linoelaidic acid

(9E,12E)-octadeca-9,12-dienoic acid

C18H32O2 (280.2402)


Linoelaidic acid is an isomer of linoleic acid, or conjugated linoleic acid (CLA), a derivative of a fatty acid linoleic acid. Conjugated linoleic acid (CLA) isomers, a group of positional and geometric isomers of linoleic acid [18:2(n-6)], have been studied extensively due to their ability to modulate cancer, atherosclerosis, obesity, immune function and diabetes in a variety of experimental models. CLAs ability to modulate human obesity remains controversial because data from clinical trials using mixed isomers are conflicting. (PMID 10759137). Trans fatty acids are characteristically produced during industrial hydrogenation of plant oils. Linoelaidic acid is an isomer of linoleic acid, or conjugated linoleic acid (CLA), a derivative of a fatty acid linoleic acid. Conjugated linoleic acid (CLA) isomers, a group of positional and geometric isomers of linoleic acid [18:2(n-6)], have been studied extensively due to their ability to modulate cancer, atherosclerosis, obesity, immune function and diabetes in a variety of experimental models. CLAs ability to modulate human obesity remains controversial because data from clinical trials using mixed isomers are conflicting. (PMID 10759137) Linolelaidic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=506-21-8 (retrieved 2024-06-29) (CAS RN: 506-21-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Linolelaidic acid (Linoelaidic acid), an omega-6 trans fatty acid, acts as a source of energy. Linolelaidic acid is an essential nutrient, adding in enteral, parenteral, and infant formulas. Linolelaidic acid can be used for heart diseases research[1]. Linolelaidic acid (Linoelaidic acid), an omega-6 trans fatty acid, acts as a source of energy. Linolelaidic acid is an essential nutrient, adding in enteral, parenteral, and infant formulas. Linolelaidic acid can be used for heart diseases research[1].

   

alpha-Caryophyllene

2,6,6,9-tetramethylcycloundeca-1,4,8-triene

C15H24 (204.1878)


α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1]. α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1].

   

1,4-Dimethyl-7-(1-methylethenyl)-octahydroazulene

(1R,3aR,4R,7R)-1,4-dimethyl-7-(prop-1-en-2-yl)-1,2,3,3a,4,5,6,7-octahydroazulene

C15H24 (204.1878)


1,4-dimethyl-7-(1-methylethenyl)-octahydroazulene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. 1,4-dimethyl-7-(1-methylethenyl)-octahydroazulene can be found in wild celery, which makes 1,4-dimethyl-7-(1-methylethenyl)-octahydroazulene a potential biomarker for the consumption of this food product.

   

ent-Kauran-16-beta-ol

(1S,4R,9R,10R,13R,14R)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol

C20H34O (290.261)


Ent-kauran-16-beta-ol is a member of the class of compounds known as kaurane diterpenoids. Kaurane diterpenoids are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. Ent-kauran-16-beta-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Ent-kauran-16-beta-ol can be found in sunflower, which makes ent-kauran-16-beta-ol a potential biomarker for the consumption of this food product.

   

delta-Cadinol

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

C15H26O (222.1984)


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

   

beta-Chamigrene

3,7,7-trimethyl-11-methylidenespiro[5.5]undec-2-ene

C15H24 (204.1878)


Beta-chamigrene is a member of the class of compounds known as chamigranes. Chamigranes are sesquiterpenoids characterized by a 1,1,5,9-tetramethylspiro[5,5]undecane skeleton, formally obtained by linking the C1-C6 and C6-C11 of farnesane together. They are predominantly isolated from algae. Beta-chamigrene can be found in lovage, which makes beta-chamigrene a potential biomarker for the consumption of this food product.

   

Cuparene

1-methyl-4-[(1R)-1,2,2-trimethylcyclopentyl]benzene

C15H22 (202.1721)


Cuparene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Thus, cuparene is considered to be an isoprenoid lipid molecule. Cuparene can be found in lovage and pepper (spice), which makes cuparene a potential biomarker for the consumption of these food products.

   

Thujopsene

2,4a,8,8-tetramethyl-1H,4H,4aH,5H,6H,7H,8H,8bH-cyclopropa[e]naphthalene

C15H24 (204.1878)


Thujopsene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Thujopsene can be found in lovage, which makes thujopsene a potential biomarker for the consumption of this food product. Thujopsene is found in the essential oil of a variety of conifers, in particular Juniperus cedrus and Thujopsis dolabrata in which it comprises around 2.2\\% of the weight of the heartwood .

   

gamma-Gurjunene

1,4-dimethyl-7-(prop-1-en-2-yl)-1,2,3,3a,4,5,6,7-octahydroazulene

C15H24 (204.1878)


Gamma-gurjunene, also known as gamma-gurjunene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Gamma-gurjunene is a musty tasting compound found in pot marjoram and sweet basil, which makes gamma-gurjunene a potential biomarker for the consumption of these food products. Gamma-gurjunene, also known as γ-gurjunene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Gamma-gurjunene is a musty tasting compound found in pot marjoram and sweet basil, which makes gamma-gurjunene a potential biomarker for the consumption of these food products.

   

5,11-Selinadiene

(2R,4aR)-4a,8-dimethyl-2-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene

C15H24 (204.1878)


5,11-selinadiene is a member of the class of compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids are sesquiterpenoids with a structure based on the eudesmane skeleton. 5,11-selinadiene can be found in common sage, which makes 5,11-selinadiene a potential biomarker for the consumption of this food product.

   

Bazzanene

(4R)-1,4-dimethyl-4-[(1S)-1-methyl-2-methylidenecyclopentyl]cyclohex-1-ene

C15H24 (204.1878)


Bazzanene is a member of the class of compounds known as branched unsaturated hydrocarbons. Branched unsaturated hydrocarbons are hydrocarbons that contains one or more unsaturated carbon atoms, and an aliphatic branch. Bazzanene can be found in corn, which makes bazzanene a potential biomarker for the consumption of this food product.

   

Tulipinolide

[(6E,10E)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate

C17H22O4 (290.1518)


Tulipinolide belongs to germacranolides and derivatives class of compounds. Those are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Tulipinolide is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Tulipinolide can be found in sweet bay, which makes tulipinolide a potential biomarker for the consumption of this food product.

   

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.

   

Apigenin 7,4'-dimethyl ether

4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-

C17H14O5 (298.0841)


Apigenin 7,4-dimethyl ether, also known as apigenin dimethylether or 4,7-dimethylapigenin, belongs to the class of organic compounds known as 7-O-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, apigenin 7,4-dimethyl ether is considered to be a flavonoid lipid molecule. Apigenin 7,4-dimethyl ether is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, apigenin 7,4-dimethyl ether has been detected, but not quantified in, common sages and sweet basils. This could make apigenin 7,4-dimethyl ether a potential biomarker for the consumption of these foods. BioTransformer predicts that apigenin 7,4-dimethyl ether is a product of 4,5,7-trimethoxyflavone metabolism via an O-dealkylation reaction and catalyzed by CYP2C9 and CYP2C19 enzymes (PMID: 30612223). 4-methylgenkwanin, also known as apigenin dimethylether or 4,7-dimethylapigenin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, 4-methylgenkwanin is considered to be a flavonoid lipid molecule. 4-methylgenkwanin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4-methylgenkwanin can be found in common sage and sweet basil, which makes 4-methylgenkwanin a potential biomarker for the consumption of these food products. Apigenin 7,4-dimethyl ether is a dimethoxyflavone that is the 7,4-dimethyl ether derivative of apigenin. It has a role as a plant metabolite. It is a dimethoxyflavone and a monohydroxyflavone. It is functionally related to an apigenin. Apigenin 7,4-dimethyl ether is a natural product found in Teucrium polium, Calea jamaicensis, and other organisms with data available. A dimethoxyflavone that is the 7,4-dimethyl ether derivative of apigenin. The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml). IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2] In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2] In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1] The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml). IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2] In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2] In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1]

   

Velutin

4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methyoxyphenyl)-7-methoxy-

C17H14O6 (314.079)


Velutin is a dimethoxyflavone that is luteolin in which the hydroxy groups at positions 7 and 3 are replaced by methoxy groups. It has a role as an anti-inflammatory agent, a plant metabolite, a melanin synthesis inhibitor, an antibacterial agent, an antioxidant and an anti-allergic agent. It is a dimethoxyflavone and a dihydroxyflavone. It is functionally related to a 4,5,7-trihydroxy-3-methoxyflavone. Velutin is a natural product found in Avicennia officinalis, Lantana montevidensis, and other organisms with data available. See also: Acai (part of). A dimethoxyflavone that is luteolin in which the hydroxy groups at positions 7 and 3 are replaced by methoxy groups. [Raw Data] CB095_Velutin_neg_50eV_000026.txt [Raw Data] CB095_Velutin_neg_40eV_000026.txt [Raw Data] CB095_Velutin_neg_30eV_000026.txt [Raw Data] CB095_Velutin_neg_20eV_000026.txt [Raw Data] CB095_Velutin_neg_10eV_000026.txt [Raw Data] CB095_Velutin_pos_50eV_CB000040.txt [Raw Data] CB095_Velutin_pos_40eV_CB000040.txt [Raw Data] CB095_Velutin_pos_30eV_CB000040.txt [Raw Data] CB095_Velutin_pos_20eV_CB000040.txt [Raw Data] CB095_Velutin_pos_10eV_CB000040.txt Velutin is an aglycone extracted from Flammulina velutipes, with inhibitory activity against melanin biosynthesis. Velutin reduces osteoclast differentiation and down-regulates HIF-1α through the NF-κB pathway[1][2]. Velutin is an aglycone extracted from Flammulina velutipes, with inhibitory activity against melanin biosynthesis. Velutin reduces osteoclast differentiation and down-regulates HIF-1α through the NF-κB pathway[1][2]. Velutin is an aglycone extracted from Flammulina velutipes, with inhibitory activity against melanin biosynthesis. Velutin reduces osteoclast differentiation and down-regulates HIF-1α through the NF-κB pathway[1][2].

   

Atraric acid

Methyl 2,4-dihydroxy-3,6-dimethylbenzoate

C10H12O4 (196.0736)


Atraric acid (Methyl atrarate) is a specific androgen receptor (AR) antagonist with anti-inflammatory and anticancer effects. Atraric acid represses the expression of the endogenous prostate specific antigen gene in both LNCaP and C4-2 cells. Atraric acid can also inhibit the synthesis of NO and cytokine, and suppress the MAPK-NFκB signaling pathway. Atraric acid can be used to research prostate diseases and inflammatory diseases[1][2]. Atraric acid (Methyl atrarate) is a specific androgen receptor (AR) antagonist with anti-inflammatory and anticancer effects. Atraric acid represses the expression of the endogenous prostate specific antigen gene in both LNCaP and C4-2 cells. Atraric acid can also inhibit the synthesis of NO and cytokine, and suppress the MAPK-NFκB signaling pathway. Atraric acid can be used to research prostate diseases and inflammatory diseases[1][2].

   

Ursolic Acid

3-Hydroxy-12-ursen-28-oic acid

C30H48O3 (456.3603)


Origin: Plant; SubCategory_DNP: Triterpenoids relative retention time with respect to 9-anthracene Carboxylic Acid is 1.636 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.640 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.638 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.642 Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy. Ursolic acid (Prunol) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy.

   

Isoaffinetin

6-beta-D-Glucopyranosyl-5,7-dihydroxy-2- (3,4,5-trihydroxyphenyl) -4H-1-benzopyran-4-one

C21H20O12 (464.0955)


   

OCTADEC-16-ENAL

OCTADEC-16-ENAL

C18H34O (266.261)


   

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

   

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].

   

Acacetin

4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-2-(4-METHOXYPHENYL)-

C16H12O5 (284.0685)


5,7-dihydroxy-4-methoxyflavone is a monomethoxyflavone that is the 4-methyl ether derivative of apigenin. It has a role as an anticonvulsant and a plant metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a 5-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-olate. Acacetin is a natural product found in Verbascum lychnitis, Odontites viscosus, and other organisms with data available. A monomethoxyflavone that is the 4-methyl ether derivative of apigenin. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one, also known as 4-methoxy-5,7-dihydroxyflavone or acacetin, is a member of the class of compounds known as 4-o-methylated flavonoids. 4-o-methylated flavonoids are flavonoids with methoxy groups attached to the C4 atom of the flavonoid backbone. Thus, 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is considered to be a flavonoid lipid molecule. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one can be synthesized from apigenin. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is also a parent compound for other transformation products, including but not limited to, acacetin-7-O-beta-D-galactopyranoside, acacetin-8-C-neohesperidoside, and isoginkgetin. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one can be found in ginkgo nuts, orange mint, and winter savory, which makes 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one a potential biomarker for the consumption of these food products. Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.223 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.225 Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2]. Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2].

   

Cuparene

(R)-1-Methyl-4-(1,2,2-trimethylcyclopentyl)-benzene

C15H22 (202.1721)


   

3,7,11,11-Tetramethylbicyclo[8.1.0]undeca-2,6-diene

3,7,11,11-Tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.1878)


   

Genkwanin

4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-

C16H12O5 (284.0685)


Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities. Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities.

   

Globulol

1,1,4,7-tetramethyl-decahydro-1H-cyclopropa[e]azulen-4-ol

C15H26O (222.1984)


D006133 - Growth Substances > D006131 - Growth Inhibitors

   

Zeorin

(6α)-Hopane-6,22-diol

C30H52O2 (444.3967)


A hopanoid that is hopane substituted by hydroxy groups at positions 6 and 22 (the (6alpha)-stereoisomer). It has been isolated from the fungi Aschersonia and Hypocrella.

   

lupeol

Lup-20(29)-en-3.beta.-ol

C30H50O (426.3861)


D000893 - Anti-Inflammatory Agents Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1]. Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1].

   

Spathulenol

Spathulenol

C15H24O (220.1827)


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

   

Ledol

(1aR,4R,4aS,7R,7aS,7bS)-1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-ol

C15H26O (222.1984)


Ledol is a sesquiterpenoid. Ledol is a natural product found in Waitzia acuminata, Aloysia gratissima, and other organisms with data available. Constituent of Valeriana officinalis (valerian), Piper subspecies and others. Ledol is found in many foods, some of which are fats and oils, common sage, tea, and allspice. Ledol ((+)-Ledol) is an antifungal agent that can be isolated from the essential oil fractions of Rhododendron tomentosum. Ledol is also the expectorant and antitussive agent, which is simultaneously responsible for adverse reactions such as dizziness, nausea and vomiting[1]. Ledol ((+)-Ledol) is an antifungal agent that can be isolated from the essential oil fractions of Rhododendron tomentosum. Ledol is also the expectorant and antitussive agent, which is simultaneously responsible for adverse reactions such as dizziness, nausea and vomiting[1].

   

1,2,3-trimethoxy-5-[2-(3,4,5-trimethoxyphenyl)ethyl]benzene

1,2,3-trimethoxy-5-[2-(3,4,5-trimethoxyphenyl)ethyl]benzene

C20H26O6 (362.1729)


   

norpinguisone methyl ester

norpinguisone methyl ester

C15H18O4 (262.1205)


A natural product found particularly in Porella chilensis and Porella navicularis.

   

bicyclogermacrene

bicyclogermacrene

C15H24 (204.1878)


A sesquiterpene derived from germacrane by dehydrogenation across the C(1)-C(10) and C(4)-C(5) bonds and cyclisation across the C(8)-C(9) bond.

   

Taraxerol

(3S,4aR,6aR,8aR,12aR,12bS,14aR,14bR)-4,4,6a,8a,11,11,12b,14b-octamethyl-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-3-ol

C30H50O (426.3861)


Taraxerol is a pentacyclic triterpenoid that is oleanan-3-ol lacking the methyl group at position 14, with an alpha-methyl substituent at position 13 and a double bond between positions 14 and 15. It has a role as a metabolite. It is a pentacyclic triterpenoid and a secondary alcohol. Taraxerol is a natural product found in Diospyros morrisiana, Liatris acidota, and other organisms with data available. See also: Myrica cerifera root bark (part of). A pentacyclic triterpenoid that is oleanan-3-ol lacking the methyl group at position 14, with an alpha-methyl substituent at position 13 and a double bond between positions 14 and 15.

   

2-Methyl-5-(1,2,2-trimethylcyclopentyl)phenol

2-Methyl-5-(1,2,2-trimethylcyclopentyl)phenol

C15H22O (218.1671)


   

Luteolin 7-O-glucoside

2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one mono-beta-D-glucopyranoside

C21H20O11 (448.1006)


   

Bazzanene

Bazzanene

C15H24 (204.1878)


   

Costunolide

NCGC00381718-02_C15H20O2_Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3-methylene-, (3aS,6E,10E,11aR)-

C15H20O2 (232.1463)


Costunolide is a germacranolide with anthelminthic, antiparasitic and antiviral activities. It has a role as an anthelminthic drug, an antiinfective agent, an antineoplastic agent, an antiparasitic agent, an antiviral drug and a metabolite. It is a germacranolide and a heterobicyclic compound. (+)-Costunolide is a natural product found in Magnolia garrettii, Critonia morifolia, and other organisms with data available. D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics A germacranolide with anthelminthic, antiparasitic and antiviral activities. D000890 - Anti-Infective Agents > D000998 - Antiviral Agents D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3]. Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3].

   

4-Ethylphenyl acetate

4-Ethylphenyl acetate

C10H12O2 (164.0837)


   

Atranorin

methyl 1-(3-formyl-2,4-dihydroxy-6-methylphenylcarbonyloxy)-3-hydroxy-2,5-dimethyl-4-benzenecarboxylate

C19H18O8 (374.1002)


Atranorin is a carbonyl compound. Atranorin is a natural product found in Candelaria concolor, Loxospora elatina, and other organisms with data available. Atranorin is a lichen secondary metabolite. Atranorin inhibits lung cancer cell motility and tumorigenesis by affecting AP-1, Wnt, and STAT signaling and suppressing RhoGTPase activity[1][2]. Atranorin is a lichen secondary metabolite. Atranorin inhibits lung cancer cell motility and tumorigenesis by affecting AP-1, Wnt, and STAT signaling and suppressing RhoGTPase activity[1][2]. Atranorin is a lichen secondary metabolite. Atranorin inhibits lung cancer cell motility and tumorigenesis by affecting AP-1, Wnt, and STAT signaling and suppressing RhoGTPase activity[1][2].

   

1,2-dimethoxy-4-[2-(3-methoxyphenyl)ethyl]benzene

1,2-dimethoxy-4-[2-(3-methoxyphenyl)ethyl]benzene

C17H20O3 (272.1412)


   

Pentacosane

EINECS 211-123-6

C25H52 (352.4069)


Pentacosane is one of the major components in the acetone extract from Curcuma raktakanda and is also in the essential oil from the leaves of Malus domestica. Pentacosane exhibit anti-cancer activities[1]. Pentacosane is one of the major components in the acetone extract from Curcuma raktakanda and is also in the essential oil from the leaves of Malus domestica. Pentacosane exhibit anti-cancer activities[1].

   

4-Ethylanisole

4-Ethylanisole

C9H12O (136.0888)


   

Campesterol

Campesterol

C28H48O (400.3705)


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

   

Sclareol

1-Naphthalenepropanol, alpha-ethenyldecahydro-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (alphaR,1R,2R,4aS,8aS)-: (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

C20H36O2 (308.2715)


Sclareol is a labdane diterpenoid that is labd-14-ene substituted by hydroxy groups at positions 8 and 13. It has been isolated from Salvia sclarea. It has a role as an antimicrobial agent, an apoptosis inducer, a fragrance, an antifungal agent and a plant metabolite. Sclareol is a natural product found in Curcuma aromatica, Curcuma wenyujin, and other organisms with data available. See also: Clary Sage Oil (part of). A labdane diterpenoid that is labd-14-ene substituted by hydroxy groups at positions 8 and 13. It has been isolated from Salvia sclarea. relative retention time with respect to 9-anthracene Carboxylic Acid is 1.468 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.471 Sclareol is isolated from Salvia sclarea with anticarcinogenic activity. Sclareol shows strong cytotoxic activity against mouse leukemia?(P-388), human epidermal?carcinoma?(KB) cells and human?leukemia?cell lines. Sclareol induces cell apoptosis[1]. Sclareol is isolated from Salvia sclarea with anticarcinogenic activity. Sclareol shows strong cytotoxic activity against mouse leukemia?(P-388), human epidermal?carcinoma?(KB) cells and human?leukemia?cell lines. Sclareol induces cell apoptosis[1].

   

Myristic Acid

Tetradecanoic acid

C14H28O2 (228.2089)


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

   

Tridecylic acid

TRIDECANOIC ACID

C13H26O2 (214.1933)


A C13 straight-chain saturated fatty acid. Tridecanoic acid (N-Tridecanoic acid), a 13-carbon medium-chain saturated fatty acid, can serve as an antipersister and antibiofilm agent that may be applied to research bacterial infections. Tridecanoic acid inhibits Escherichia coli persistence and biofilm formation[1]. Tridecanoic acid (N-Tridecanoic acid), a 13-carbon medium-chain saturated fatty acid, can serve as an antipersister and antibiofilm agent that may be applied to research bacterial infections. Tridecanoic acid inhibits Escherichia coli persistence and biofilm formation[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.

   

Oleic acid

cis-9-Octadecenoic acid

C18H34O2 (282.2559)


An octadec-9-enoic acid in which the double bond at C-9 has Z (cis) stereochemistry. Oleic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=112-80-1 (retrieved 2024-07-16) (CAS RN: 112-80-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Elaidic acid is the major trans fat found in hydrogenated vegetable oils and can be used as a pharmaceutical solvent. Elaidic acid is the major trans fat found in hydrogenated vegetable oils and can be used as a pharmaceutical solvent. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2]. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2].

   

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)


   

Methyl 2,4-dihydroxy-3,6-dimethylbenzoate

Methyl 2,4-dihydroxy-3,6-dimethylbenzoate

C10H12O4 (196.0736)


CONFIDENCE standard compound; INTERNAL_ID 1194; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4243; ORIGINAL_PRECURSOR_SCAN_NO 4241 CONFIDENCE standard compound; INTERNAL_ID 1194; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4554; ORIGINAL_PRECURSOR_SCAN_NO 4552 CONFIDENCE standard compound; INTERNAL_ID 1194; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4219; ORIGINAL_PRECURSOR_SCAN_NO 4216 CONFIDENCE standard compound; INTERNAL_ID 1194; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4573; ORIGINAL_PRECURSOR_SCAN_NO 4572 CONFIDENCE standard compound; INTERNAL_ID 1194; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3741; ORIGINAL_PRECURSOR_SCAN_NO 3740 CONFIDENCE standard compound; INTERNAL_ID 1194; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4554; ORIGINAL_PRECURSOR_SCAN_NO 4550 CONFIDENCE standard compound; INTERNAL_ID 1194; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7363; ORIGINAL_PRECURSOR_SCAN_NO 7360 CONFIDENCE standard compound; INTERNAL_ID 1194; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7378; ORIGINAL_PRECURSOR_SCAN_NO 7376 CONFIDENCE standard compound; INTERNAL_ID 1194; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7361; ORIGINAL_PRECURSOR_SCAN_NO 7359 CONFIDENCE standard compound; INTERNAL_ID 1194; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7404; ORIGINAL_PRECURSOR_SCAN_NO 7400 CONFIDENCE standard compound; INTERNAL_ID 1194; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7394; ORIGINAL_PRECURSOR_SCAN_NO 7391 CONFIDENCE standard compound; INTERNAL_ID 1194; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 7418; ORIGINAL_PRECURSOR_SCAN_NO 7416 Atraric acid (Methyl atrarate) is a specific androgen receptor (AR) antagonist with anti-inflammatory and anticancer effects. Atraric acid represses the expression of the endogenous prostate specific antigen gene in both LNCaP and C4-2 cells. Atraric acid can also inhibit the synthesis of NO and cytokine, and suppress the MAPK-NFκB signaling pathway. Atraric acid can be used to research prostate diseases and inflammatory diseases[1][2]. Atraric acid (Methyl atrarate) is a specific androgen receptor (AR) antagonist with anti-inflammatory and anticancer effects. Atraric acid represses the expression of the endogenous prostate specific antigen gene in both LNCaP and C4-2 cells. Atraric acid can also inhibit the synthesis of NO and cytokine, and suppress the MAPK-NFκB signaling pathway. Atraric acid can be used to research prostate diseases and inflammatory diseases[1][2].

   

caryophyllene

(-)-beta-Caryophyllene

C15H24 (204.1878)


A beta-caryophyllene in which the stereocentre adjacent to the exocyclic double bond has S configuration while the remaining stereocentre has R configuration. It is the most commonly occurring form of beta-caryophyllene, occurring in many essential oils, particularly oil of cloves. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents β-Caryophyllene is a CB2 receptor agonist. β-Caryophyllene is a CB2 receptor agonist.

   

(-)-longifolene

(1R,3aS,4R,8aR)-4,8,8-trimethyl-9-methylidenedecahydro-1,4-methanoazulene

C15H24 (204.1878)


   

(-)-Tamariscol

(-)-Tamariscol

C15H26O (222.1984)


   

Grape Seed Oil

(9E,12E)-octadeca-9,12-dienoic acid

C18H32O2 (280.2402)


An octadecadienoic acid containing two E (trans) double bonds at positions 9 and 12. Linolelaidic acid (Linoelaidic acid), an omega-6 trans fatty acid, acts as a source of energy. Linolelaidic acid is an essential nutrient, adding in enteral, parenteral, and infant formulas. Linolelaidic acid can be used for heart diseases research[1]. Linolelaidic acid (Linoelaidic acid), an omega-6 trans fatty acid, acts as a source of energy. Linolelaidic acid is an essential nutrient, adding in enteral, parenteral, and infant formulas. Linolelaidic acid can be used for heart diseases research[1].

   

2-Pentadecanone

Methyl tridecyl ketone

C15H30O (226.2297)


   

2-Tridecanone

Methyl n-undecyl ketone

C13H26O (198.1984)


2-Tridecanone, a nonalkaloid insecticide, is isolated from the wild tomato Lycopersicon hirsutum f. glabratum. 2-Tridecanone is a volatile organic compound[1][2]. 2-Tridecanone, a nonalkaloid insecticide, is isolated from the wild tomato Lycopersicon hirsutum f. glabratum. 2-Tridecanone is a volatile organic compound[1][2].

   

Beta-Elemene

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

C15H24 (204.1878)


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

   

a-farnesene

(3E,6Z)-3,7,11-trimethyldodeca-1,3,6,10-tetraene

C15H24 (204.1878)


   

β-Phellandrene

3-methylidene-6-(propan-2-yl)cyclohex-1-ene

C10H16 (136.1252)


β-Phellandrene is obtained from Carum petroselinum. β-Phellandrene can be used to essential oil additives[1]. β-Phellandrene is obtained from Carum petroselinum. β-Phellandrene can be used to essential oil additives[1].

   

(+)-1(9),10-Pacifigorgiadiene

1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,4,5,6,7,7a-hexahydro-1H-indene

C15H24 (204.1878)


   

(-)-1(6),10-Pacifigorgiadiene

1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,3,4,5,6,7-hexahydro-1H-indene

C15H24 (204.1878)


   

g-Muurolene

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

C15H24 (204.1878)


   

1-Docosene

1-Docosanol

C22H44 (308.3443)


An alkene that is docosane with an unsaturation at position 1. Metabolite observed in cancer metabolism.

   

Docosane

n-Docosane

C22H46 (310.3599)


Docosane, a straight chain alkane, can be used to synthesize structural composites with thermal energy storage/release capability[1][2]. Docosane, a straight chain alkane, can be used to synthesize structural composites with thermal energy storage/release capability[1][2].

   

Heneicosane

Heneicosane

C21H44 (296.3443)


Heneicosane is an aroma component isolated from Streptomyces philanthi RL-1-178 or Serapias cordigera. Heneicosane is a pheromone and inhibits aflatoxin production[1][2][3]. Heneicosane is an aroma component isolated from Streptomyces philanthi RL-1-178 or Serapias cordigera. Heneicosane is a pheromone and inhibits aflatoxin production[1][2][3].

   

C13:0

TRIDECANOIC ACID

C13H26O2 (214.1933)


Tridecanoic acid (N-Tridecanoic acid), a 13-carbon medium-chain saturated fatty acid, can serve as an antipersister and antibiofilm agent that may be applied to research bacterial infections. Tridecanoic acid inhibits Escherichia coli persistence and biofilm formation[1]. Tridecanoic acid (N-Tridecanoic acid), a 13-carbon medium-chain saturated fatty acid, can serve as an antipersister and antibiofilm agent that may be applied to research bacterial infections. Tridecanoic acid inhibits Escherichia coli persistence and biofilm formation[1].

   

TETRACOSANE

TETRACOSANE

C24H50 (338.3912)


A straight-chain alkane containing 24 carbon atoms.

   

Pentadecan-2-one

Pentadecan-2-one

C15H30O (226.2297)


   

(-)-thujopsene

(-)-thujopsene

C15H24 (204.1878)


   

eremophilene

eremophilene

C15H24 (204.1878)


Eremophilene is a member of the class of compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Eremophilene can be found in burdock, which makes eremophilene a potential biomarker for the consumption of this food product.

   

Elemene

(R,R)-1-isopropyl-4-methyl-3-(prop-1-en-2-yl)-4-vinylcyclohexene

C15H24 (204.1878)


(-)-beta-elemene, also known as elemene or 2,4-diisopropenyl-1-methyl-1-vinylcyclohexane, is a member of the class of compounds known as elemane sesquiterpenoids. Elemane sesquiterpenoids are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively (-)-beta-elemene can be found in herbs and spices and root vegetables, which makes (-)-beta-elemene a potential biomarker for the consumption of these food products.

   

(1R,4S,5R)-1,8-Dimethyl-4-(prop-1-en-2-yl)spiro[4.5]dec-7-ene

(1R,4S,5R)-1,8-Dimethyl-4-(prop-1-en-2-yl)spiro[4.5]dec-7-ene

C15H24 (204.1878)


   

4-ETHYLPHENOL

4-ETHYLPHENOL

C8H10O (122.0732)


A member of the class of phenols carrying an ethyl substituent at position 4. 4-Ethylphenol is a volatile phenolic compound associated with off-odour in wine. 4-Ethylphenol is a volatile phenolic compound associated with off-odour in wine.

   

Humulene

trans,trans,trans-2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene

C15H24 (204.1878)


α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1]. α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1].

   

Tridecanoic acid

tridecanoic acid

C13H26O2 (214.1933)


Tridecanoic acid (N-Tridecanoic acid), a 13-carbon medium-chain saturated fatty acid, can serve as an antipersister and antibiofilm agent that may be applied to research bacterial infections. Tridecanoic acid inhibits Escherichia coli persistence and biofilm formation[1]. Tridecanoic acid (N-Tridecanoic acid), a 13-carbon medium-chain saturated fatty acid, can serve as an antipersister and antibiofilm agent that may be applied to research bacterial infections. Tridecanoic acid inhibits Escherichia coli persistence and biofilm formation[1].

   

CHEBI:39240

(3E,6Z)-3,7,11-trimethyldodeca-1,3,6,10-tetraene

C15H24 (204.1878)


   

(-)-α-Pinene

(-)-alpha-Pinene

C10H16 (136.1252)


alpha-Pinene is an organic compound of the terpene class, one of two isomers of pinene. It is found in the oils of many species of many coniferous trees, notably the pine. It is also found in the essential oil of rosemary (Rosmarinus officinalis). Both enantiomers are known in nature; 1S,5S- or (-)-alpha-pinene is more common in European pines, whereas the 1R,5R- or (+)-alpha-isomer is more common in North America. The racemic mixture is present in some oils such as eucalyptus oil. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1].

   

Valencene

NAPHTHALENE, 1,2,3,5,6,7,8,8A-OCTAHYDRO-1,8A-DIMETHYL-7-(1-METHYLETHENYL)-, (1R-(1.ALPHA.,7.BETA.,8A.ALPHA.))-

C15H24 (204.1878)


(+)-valencene is a carbobicyclic compound and sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene which is substituted a prop-1-en-2-yl group at position 3 and by methyl groups at positions 4a and 5 (the 3R,4aS,5R- diastereoisomer). It is a sesquiterpene, a carbobicyclic compound and a polycyclic olefin. Valencene is a natural product found in Xylopia sericea, Helichrysum odoratissimum, and other organisms with data available. Constituent of orange oil. Valencene is found in many foods, some of which are citrus, common oregano, rosemary, and sweet orange. Valencene is a sesquiterpene isolated from Cyperus rotundus, possesses antiallergic, antimelanogenesis, anti-infammatory, and antioxidant activitivies. Valencene inhibits the exaggerated expression of Th2 chemokines and proinflammatory chemokines through blockade of the NF-κB pathway. Valencene is used to flavor foods and drinks[1][2][3].

   

1,4-Dimethyl-7-(1-methylethenyl)-octahydroazulene

(1R,3aR,4R,7R)-1,4-dimethyl-7-(prop-1-en-2-yl)-1,2,3,3a,4,5,6,7-octahydroazulene

C15H24 (204.1878)


1,4-dimethyl-7-(1-methylethenyl)-octahydroazulene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. 1,4-dimethyl-7-(1-methylethenyl)-octahydroazulene can be found in wild celery, which makes 1,4-dimethyl-7-(1-methylethenyl)-octahydroazulene a potential biomarker for the consumption of this food product.

   

(-)-Germacrene A

(-)-Germacrene A

C15H24 (204.1878)


   

(1S,2E,10R)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

(1S,2E,10R)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.1878)


   

cedrene

Cedarwood oil terpenes fraction

C15H24 (204.1878)


(-)-Cedrene (α-cedrene) is a sesquiterpene constituent of cedarwood oils, with anti-leukemic, antimicrobial and anti-obesity activities[1]. (-)-Cedrene (α-cedrene) is a sesquiterpene constituent of cedarwood oils, with anti-leukemic, antimicrobial and anti-obesity activities[1]. (-)-Cedrene (α-cedrene) is a sesquiterpene constituent of cedarwood oils, with anti-leukemic, antimicrobial and anti-obesity activities[1]. (-)-Cedrene (α-cedrene) is a sesquiterpene constituent of cedarwood oils, with anti-leukemic, antimicrobial and anti-obesity activities[1].

   

delta-Cadinol

delta-Cadinol

C15H26O (222.1984)


   

(8z)-2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,12,22-triol

(8z)-2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,12,22-triol

C28H22O5 (438.1467)


   

(1r,2s,5r,6s)-6-ethenyl-1,2,6-trimethyl-9-methylidenebicyclo[3.3.1]nonane

(1r,2s,5r,6s)-6-ethenyl-1,2,6-trimethyl-9-methylidenebicyclo[3.3.1]nonane

C15H24 (204.1878)


   

(3r,4as,6r,6as,8s,10as,10br)-8-(acetyloxy)-3-ethenyl-3,4a,7,7,10a-pentamethyl-5-oxo-octahydronaphtho[2,1-b]pyran-6-yl acetate

(3r,4as,6r,6as,8s,10as,10br)-8-(acetyloxy)-3-ethenyl-3,4a,7,7,10a-pentamethyl-5-oxo-octahydronaphtho[2,1-b]pyran-6-yl acetate

C24H36O6 (420.2512)


   

(3r,4as,5s,6r,6as,8s,10as,10br)-8-(acetyloxy)-3-ethenyl-5-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-6-yl acetate

(3r,4as,5s,6r,6as,8s,10as,10br)-8-(acetyloxy)-3-ethenyl-5-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-6-yl acetate

C24H38O6 (422.2668)


   

2,2'-dimethyl-5,5'-bis[(1s)-1,2,2-trimethylcyclopentyl]-[1,1'-biphenyl]-3,3',4,4'-tetrol

2,2'-dimethyl-5,5'-bis[(1s)-1,2,2-trimethylcyclopentyl]-[1,1'-biphenyl]-3,3',4,4'-tetrol

C30H42O4 (466.3083)


   

(1r,4r,5r,7as)-5-ethenyl-1,4,5,7a-tetramethyl-2,4,6,7-tetrahydro-1h-indene

(1r,4r,5r,7as)-5-ethenyl-1,4,5,7a-tetramethyl-2,4,6,7-tetrahydro-1h-indene

C15H24 (204.1878)


   

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

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

C15H26O (222.1984)


   

(4ar,7r,7as)-4a,7,7a-trimethyl-4-methylidene-5h,6h,7h,8h-indeno[5,6-b]furan

(4ar,7r,7as)-4a,7,7a-trimethyl-4-methylidene-5h,6h,7h,8h-indeno[5,6-b]furan

C15H20O (216.1514)


   

6',7',8'-trimethyl-5'-methylidene-2',4,6-trioxaspiro[bicyclo[3.1.0]hexane-2,4'-tricyclo[4.2.1.0³,⁷]nonan]-3-one

6',7',8'-trimethyl-5'-methylidene-2',4,6-trioxaspiro[bicyclo[3.1.0]hexane-2,4'-tricyclo[4.2.1.0³,⁷]nonan]-3-one

C15H18O4 (262.1205)


   

(2e,6e)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

(2e,6e)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.1878)


   

methyl 4a,7-dimethyl-4-methylidene-5h,6h,7h,8h-indeno[5,6-b]furan-7a-carboxylate

methyl 4a,7-dimethyl-4-methylidene-5h,6h,7h,8h-indeno[5,6-b]furan-7a-carboxylate

C16H20O3 (260.1412)


   

(3r,3ar,9s,9ar,9bs)-3,9,9a-trimethyl-3h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

(3r,3ar,9s,9ar,9bs)-3,9,9a-trimethyl-3h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

C15H22O2 (234.162)


   

(3ar,9s,9as,9bs)-9,9a-dimethyl-3-methylidene-3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

(3ar,9s,9as,9bs)-9,9a-dimethyl-3-methylidene-3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

C15H20O2 (232.1463)


   

4-methoxy-6-[2-(3,4,5-trimethoxyphenyl)ethyl]-2h-1,3-benzodioxole

4-methoxy-6-[2-(3,4,5-trimethoxyphenyl)ethyl]-2h-1,3-benzodioxole

C19H22O6 (346.1416)


   

4a,5-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9ah-naphtho[2,3-b]furan-2-one

4a,5-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9ah-naphtho[2,3-b]furan-2-one

C15H20O2 (232.1463)


   

9,9a-dimethyl-3-methylidene-3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

9,9a-dimethyl-3-methylidene-3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

C15H20O2 (232.1463)


   

(1r,2s,3r,6s,7s,8r)-8-(2-hydroxyethyl)-2,3,6,7-tetramethyl-10,11-dioxatricyclo[6.2.1.0²,⁶]undecan-9-one

(1r,2s,3r,6s,7s,8r)-8-(2-hydroxyethyl)-2,3,6,7-tetramethyl-10,11-dioxatricyclo[6.2.1.0²,⁶]undecan-9-one

C15H24O4 (268.1675)


   

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

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

C15H24 (204.1878)


   

4-[2-(3-methoxyphenyl)ethyl]phenol

4-[2-(3-methoxyphenyl)ethyl]phenol

C15H16O2 (228.115)


   

2-hydroxy-1-{2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl}ethanone

2-hydroxy-1-{2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl}ethanone

C15H24O2 (236.1776)


   

(3as,4r,8as,9ar)-5,8a-dimethyl-3-methylidene-2-oxo-3ah,4h,6h,7h,8h,9h,9ah-naphtho[2,3-b]furan-4-yl acetate

(3as,4r,8as,9ar)-5,8a-dimethyl-3-methylidene-2-oxo-3ah,4h,6h,7h,8h,9h,9ah-naphtho[2,3-b]furan-4-yl acetate

C17H22O4 (290.1518)


   

β-cyclocostunolide

β-cyclocostunolide

C15H20O2 (232.1463)


   

(4s,4as,8as)-4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene

(4s,4as,8as)-4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene

C15H24 (204.1878)


   

4-[2-(3-hydroxyphenyl)ethyl]-2-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}phenol

4-[2-(3-hydroxyphenyl)ethyl]-2-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}phenol

C28H26O4 (426.1831)


   

(5r,6s)-5,6-dimethyl-6-[(2e)-3-methylpenta-2,4-dien-1-yl]cyclohex-1-ene-1-carboxylic acid

(5r,6s)-5,6-dimethyl-6-[(2e)-3-methylpenta-2,4-dien-1-yl]cyclohex-1-ene-1-carboxylic acid

C15H22O2 (234.162)


   

1,5,8,8-tetramethylcycloundeca-1,5-diene

1,5,8,8-tetramethylcycloundeca-1,5-diene

C15H26 (206.2034)


   

5a,9-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-2-one

5a,9-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-2-one

C15H20O2 (232.1463)


   

(1s,2s,3s,9s,11r,13r)-1,2,3,13-tetramethyl-7,10-dioxatetracyclo[7.4.0.0²,¹¹.0⁴,⁸]trideca-4(8),5-diene

(1s,2s,3s,9s,11r,13r)-1,2,3,13-tetramethyl-7,10-dioxatetracyclo[7.4.0.0²,¹¹.0⁴,⁸]trideca-4(8),5-diene

C15H20O2 (232.1463)


   

5,7-dihydroxy-8-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-6-[(2s,3s,4r,5s,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(3,4,5-trihydroxyphenyl)chromen-4-one

5,7-dihydroxy-8-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-6-[(2s,3s,4r,5s,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(3,4,5-trihydroxyphenyl)chromen-4-one

C27H30O17 (626.1483)


   

(1s,3r,4ar,6r,6as,8r,10r,10as,10bs)-6,10-bis(acetyloxy)-3-ethenyl-8-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

(1s,3r,4ar,6r,6as,8r,10r,10as,10bs)-6,10-bis(acetyloxy)-3-ethenyl-8-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

C26H40O8 (480.2723)


   

methyl 4a,7-dimethyl-4,6-dioxo-5h,7h,8h-indeno[5,6-b]furan-7a-carboxylate

methyl 4a,7-dimethyl-4,6-dioxo-5h,7h,8h-indeno[5,6-b]furan-7a-carboxylate

C15H16O5 (276.0998)


   

(7ar)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

(7ar)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

C15H24O (220.1827)


   

5-[2-(2h-1,3-benzodioxol-5-yl)ethyl]-2h-1,3-benzodioxole

5-[2-(2h-1,3-benzodioxol-5-yl)ethyl]-2h-1,3-benzodioxole

C16H14O4 (270.0892)


   

(3r,3ar,5as,9as,9br)-3,5a,9-trimethyl-3h,3ah,4h,5h,6h,7h,9ah,9bh-naphtho[1,2-b]furan-2-one

(3r,3ar,5as,9as,9br)-3,5a,9-trimethyl-3h,3ah,4h,5h,6h,7h,9ah,9bh-naphtho[1,2-b]furan-2-one

C15H22O2 (234.162)


   

(1r,2r,6s,7r)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecane

(1r,2r,6s,7r)-1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecane

C15H24 (204.1878)


   

3-hydroxy-2-methyl-5-[(1s)-1,2,2-trimethylcyclopentyl]cyclohexa-2,5-diene-1,4-dione

3-hydroxy-2-methyl-5-[(1s)-1,2,2-trimethylcyclopentyl]cyclohexa-2,5-diene-1,4-dione

C15H20O3 (248.1412)


   

(1r,2s,6s,7s,8r)-8-isopropyl-1,3-dimethyltricyclo[4.4.0.0²,⁷]dec-3-ene

(1r,2s,6s,7s,8r)-8-isopropyl-1,3-dimethyltricyclo[4.4.0.0²,⁷]dec-3-ene

C15H24 (204.1878)


   

(3ar,4s,5ar,9bs)-5a,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-4-yl acetate

(3ar,4s,5ar,9bs)-5a,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-4-yl acetate

C17H22O4 (290.1518)


   

5-(2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpent-1-en-3-ol

5-(2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpent-1-en-3-ol

C15H26O (222.1984)


   

3,9,9a-trimethyl-3h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

3,9,9a-trimethyl-3h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

C15H22O2 (234.162)


   

(1s,4s,5s,7ar)-5-ethenyl-1,4,5,7a-tetramethyl-2,4,6,7-tetrahydro-1h-indene

(1s,4s,5s,7ar)-5-ethenyl-1,4,5,7a-tetramethyl-2,4,6,7-tetrahydro-1h-indene

C15H24 (204.1878)


   

3-methyl-5-(1,2,6-trimethylcyclohex-2-en-1-yl)pent-1-en-3-ol

3-methyl-5-(1,2,6-trimethylcyclohex-2-en-1-yl)pent-1-en-3-ol

C15H26O (222.1984)


   

(4r,4ar,8as)-4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene

(4r,4ar,8as)-4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene

C15H24 (204.1878)


   

3-hydroxy-3-methyl-5-oxo-5-({3,4,5-trihydroxy-6-[2-hydroxy-5-(5-hydroxy-4-oxo-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]oxan-2-yl}methoxy)pentanoic acid

3-hydroxy-3-methyl-5-oxo-5-({3,4,5-trihydroxy-6-[2-hydroxy-5-(5-hydroxy-4-oxo-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]oxan-2-yl}methoxy)pentanoic acid

C33H38O20 (754.1956)


   

(1r,8r)-2,6,6-trimethyl-9-methylidenetricyclo[5.4.0.0²,⁸]undecane

(1r,8r)-2,6,6-trimethyl-9-methylidenetricyclo[5.4.0.0²,⁸]undecane

C15H24 (204.1878)


   

5-[2-(3-hydroxyphenyl)ethyl]-3-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}benzene-1,2-diol

5-[2-(3-hydroxyphenyl)ethyl]-3-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}benzene-1,2-diol

C28H26O5 (442.178)


   

(3r,4as,5r,6r,6as,8s,10as,10br)-5,8-bis(acetyloxy)-3-ethenyl-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-6-yl acetate

(3r,4as,5r,6r,6as,8s,10as,10br)-5,8-bis(acetyloxy)-3-ethenyl-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-6-yl acetate

C26H40O7 (464.2774)


   

8-(acetyloxy)-3-ethenyl-3,4a,7,7,10a-pentamethyl-5-oxo-octahydronaphtho[2,1-b]pyran-6-yl acetate

8-(acetyloxy)-3-ethenyl-3,4a,7,7,10a-pentamethyl-5-oxo-octahydronaphtho[2,1-b]pyran-6-yl acetate

C24H36O6 (420.2512)


   

(1s,2r,5s,6s,7s,8r)-1,5-dimethyl-8-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁶]decane

(1s,2r,5s,6s,7s,8r)-1,5-dimethyl-8-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁶]decane

C15H24 (204.1878)


   

(2r,6s,8r)-2,8-dimethyl-6-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁵]decane

(2r,6s,8r)-2,8-dimethyl-6-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁵]decane

C15H24 (204.1878)


   

(1ar,4r,4ar,7bs)-1,1,4,7-tetramethyl-1ah,2h,3h,4h,4ah,5h,7bh-cyclopropa[e]azulen-6-one

(1ar,4r,4ar,7bs)-1,1,4,7-tetramethyl-1ah,2h,3h,4h,4ah,5h,7bh-cyclopropa[e]azulen-6-one

C15H22O (218.1671)


   

5-[2-(3-methoxyphenyl)ethyl]-2h-1,3-benzodioxole

5-[2-(3-methoxyphenyl)ethyl]-2h-1,3-benzodioxole

C16H16O3 (256.1099)


   

5-methyl-2-(1,2,2-trimethylcyclopentyl)phenol

5-methyl-2-(1,2,2-trimethylcyclopentyl)phenol

C15H22O (218.1671)


   

(3r,3ar,5as,9bs)-3,5a,9-trimethyl-3h,3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-2-one

(3r,3ar,5as,9bs)-3,5a,9-trimethyl-3h,3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-2-one

C15H22O2 (234.162)


   

2',6-dimethyl-3-methylidene-4,7a-dihydro-3ah-spiro[1-benzofuran-7,1'-cyclopentan]-2-one

2',6-dimethyl-3-methylidene-4,7a-dihydro-3ah-spiro[1-benzofuran-7,1'-cyclopentan]-2-one

C15H20O2 (232.1463)


   

(1s,2z,4r,7r)-2,6,6-trimethyl-8-methylidenebicyclo[5.3.1]undec-2-en-4-ol

(1s,2z,4r,7r)-2,6,6-trimethyl-8-methylidenebicyclo[5.3.1]undec-2-en-4-ol

C15H24O (220.1827)


   

(1ar,4as,7r,7as,7bs)-1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

(1ar,4as,7r,7as,7bs)-1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

C15H24 (204.1878)


   

2-[(1s,2s,4ar,8as)-1-hydroxy-4a-methyl-8-methylidene-octahydronaphthalen-2-yl]prop-2-enal

2-[(1s,2s,4ar,8as)-1-hydroxy-4a-methyl-8-methylidene-octahydronaphthalen-2-yl]prop-2-enal

C15H22O2 (234.162)


   

(1s,4ar,7r,8ar)-1,8a-dimethyl-7-(prop-1-en-2-yl)-octahydro-1h-naphthalene

(1s,4ar,7r,8ar)-1,8a-dimethyl-7-(prop-1-en-2-yl)-octahydro-1h-naphthalene

C15H26 (206.2034)


   

5-methyl-2-(1,2,2-trimethylcyclopentyl)cyclohex-2-ene-1,4-dione

5-methyl-2-(1,2,2-trimethylcyclopentyl)cyclohex-2-ene-1,4-dione

C15H22O2 (234.162)


   

5',6',7',8'-tetramethyl-3-oxo-2',4,6-trioxaspiro[bicyclo[3.1.0]hexane-2,4'-tricyclo[4.2.1.0³,⁷]nonan]-9'-yl acetate

5',6',7',8'-tetramethyl-3-oxo-2',4,6-trioxaspiro[bicyclo[3.1.0]hexane-2,4'-tricyclo[4.2.1.0³,⁷]nonan]-9'-yl acetate

C17H22O6 (322.1416)


   

(1s,3r,6s,7s,10r,11r,13s,15s)-6-isopropyl-3,10,15-trimethyl-14,16-dioxapentacyclo[9.4.1.0¹,¹¹.0³,⁷.0¹³,¹⁵]hexadecane

(1s,3r,6s,7s,10r,11r,13s,15s)-6-isopropyl-3,10,15-trimethyl-14,16-dioxapentacyclo[9.4.1.0¹,¹¹.0³,⁷.0¹³,¹⁵]hexadecane

C20H32O2 (304.2402)


   

2,2'-dimethyl-5,5'-bis(1,2,2-trimethylcyclopentyl)-[1,1'-biphenyl]-3,3',4,4'-tetrol

2,2'-dimethyl-5,5'-bis(1,2,2-trimethylcyclopentyl)-[1,1'-biphenyl]-3,3',4,4'-tetrol

C30H42O4 (466.3083)


   

(3ar,5ar,9as,9bs)-5a-methyl-3,9-dimethylidene-octahydronaphtho[1,2-b]furan-2-one

(3ar,5ar,9as,9bs)-5a-methyl-3,9-dimethylidene-octahydronaphtho[1,2-b]furan-2-one

C15H20O2 (232.1463)


   

(-)-β-bisabolene

(-)-β-bisabolene

C15H24 (204.1878)


   

3,7,11,11-tetramethylbicyclo[8.1.0]undec-6-en-2-ol

3,7,11,11-tetramethylbicyclo[8.1.0]undec-6-en-2-ol

C15H26O (222.1984)


   

(4as,7r,7as,8s)-4a,7,7a-trimethyl-4-methylidene-5h,6h,7h,8h-indeno[5,6-b]furan-8-ol

(4as,7r,7as,8s)-4a,7,7a-trimethyl-4-methylidene-5h,6h,7h,8h-indeno[5,6-b]furan-8-ol

C15H20O2 (232.1463)


   

3,3,7,11-tetramethyl-2-oxatricyclo[6.3.1.0⁴,¹²]dodecan-7-ol

3,3,7,11-tetramethyl-2-oxatricyclo[6.3.1.0⁴,¹²]dodecan-7-ol

C15H26O2 (238.1933)


   

methyl (4ar,7s,7ar)-4a,7-dimethyl-4,6-dioxo-5h,7h,8h-indeno[5,6-b]furan-7a-carboxylate

methyl (4ar,7s,7ar)-4a,7-dimethyl-4,6-dioxo-5h,7h,8h-indeno[5,6-b]furan-7a-carboxylate

C15H16O5 (276.0998)


   

2-(1,8-dihydroxy-4a,8-dimethyl-octahydronaphthalen-2-yl)prop-2-enal

2-(1,8-dihydroxy-4a,8-dimethyl-octahydronaphthalen-2-yl)prop-2-enal

C15H24O3 (252.1725)


   

4,7a-dimethyl (4r,4ar,7r,7ar)-4-hydroxy-4a,7-dimethyl-5h,6h,7h,8h-indeno[5,6-b]furan-4,7a-dicarboxylate

4,7a-dimethyl (4r,4ar,7r,7ar)-4-hydroxy-4a,7-dimethyl-5h,6h,7h,8h-indeno[5,6-b]furan-4,7a-dicarboxylate

C17H22O6 (322.1416)


   

5a,9-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,9ah,9bh-naphtho[1,2-b]furan-2-one

5a,9-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,9ah,9bh-naphtho[1,2-b]furan-2-one

C15H20O2 (232.1463)


   

5-[(1e)-2-(3-hydroxyphenyl)ethenyl]-3-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}benzene-1,2-diol

5-[(1e)-2-(3-hydroxyphenyl)ethenyl]-3-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}benzene-1,2-diol

C28H24O5 (440.1624)


   

(2s,3s,4s,5r,6s)-6-[5-(7-{[(2s,3s,4s,5s,6s)-6-({[(3r)-4-carboxy-3-hydroxy-3-methylbutanoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,6-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

(2s,3s,4s,5r,6s)-6-[5-(7-{[(2s,3s,4s,5s,6s)-6-({[(3r)-4-carboxy-3-hydroxy-3-methylbutanoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,6-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

C33H36O22 (784.1698)


   

4,4a,7,7a-tetramethyl-4h,5h,6h,7h,8h-indeno[5,6-b]furan

4,4a,7,7a-tetramethyl-4h,5h,6h,7h,8h-indeno[5,6-b]furan

C15H22O (218.1671)


   

4,7a-dimethyl 4a,7-dimethyl-4h,5h,6h,7h,8h-indeno[5,6-b]furan-4,7a-dicarboxylate

4,7a-dimethyl 4a,7-dimethyl-4h,5h,6h,7h,8h-indeno[5,6-b]furan-4,7a-dicarboxylate

C17H22O5 (306.1467)


   

(1as,4as,7r,7ar,7br)-1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

(1as,4as,7r,7ar,7br)-1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

C15H24 (204.1878)


   

(1r,3r,4as,5s,6s,6as,10r,10as,10bs)-6-(acetyloxy)-3-ethenyl-5,10-dihydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

(1r,3r,4as,5s,6s,6as,10r,10as,10bs)-6-(acetyloxy)-3-ethenyl-5,10-dihydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

C24H38O7 (438.2617)


   

(3r,3as,5ar,6as,7ar,7bs,7cr)-3,5a,7a-trimethyl-octahydro-1h-as-indaceno[1,2-b]oxiren-2-one

(3r,3as,5ar,6as,7ar,7bs,7cr)-3,5a,7a-trimethyl-octahydro-1h-as-indaceno[1,2-b]oxiren-2-one

C15H22O2 (234.162)


   

(-)-chamigrene

(-)-chamigrene

C15H24 (204.1878)


   

(+)-α-pinguisene

(+)-α-pinguisene

C15H24 (204.1878)


   

2-[(1r,3as,4r,5e,7as)-1,3a,4,7a-tetramethyl-hexahydroinden-5-ylidene]ethanol

2-[(1r,3as,4r,5e,7as)-1,3a,4,7a-tetramethyl-hexahydroinden-5-ylidene]ethanol

C15H26O (222.1984)


   

(3as,5s,9ar)-4a,5-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9ah-naphtho[2,3-b]furan-2-one

(3as,5s,9ar)-4a,5-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9ah-naphtho[2,3-b]furan-2-one

C15H20O2 (232.1463)


   

(1s,4ar,7r)-1,4a-dimethyl-7-(prop-1-en-2-yl)-2,3,4,5,6,7-hexahydro-1h-naphthalene

(1s,4ar,7r)-1,4a-dimethyl-7-(prop-1-en-2-yl)-2,3,4,5,6,7-hexahydro-1h-naphthalene

C15H24 (204.1878)


   

1',3'a,4',6'a-tetramethyl-tetrahydro-1'h-4,6-dioxaspiro[bicyclo[3.1.0]hexane-2,2'-pentalen]-3-one

1',3'a,4',6'a-tetramethyl-tetrahydro-1'h-4,6-dioxaspiro[bicyclo[3.1.0]hexane-2,2'-pentalen]-3-one

C15H22O3 (250.1569)


   

(3r)-3-methyl-5-[(1s,6r)-1,2,6-trimethylcyclohex-2-en-1-yl]pent-1-en-3-ol

(3r)-3-methyl-5-[(1s,6r)-1,2,6-trimethylcyclohex-2-en-1-yl]pent-1-en-3-ol

C15H26O (222.1984)


   

(3as,4r)-7-isopropyl-1,4-dimethyl-2,3,3a,4,5,6-hexahydroazulene

(3as,4r)-7-isopropyl-1,4-dimethyl-2,3,3a,4,5,6-hexahydroazulene

C15H24 (204.1878)


   

2-[(1s,2s,3r,4e,6r,8s,10s)-1,2,3,10-tetramethyl-9-oxo-7-oxatricyclo[4.4.0.0²,⁸]decan-4-ylidene]acetaldehyde

2-[(1s,2s,3r,4e,6r,8s,10s)-1,2,3,10-tetramethyl-9-oxo-7-oxatricyclo[4.4.0.0²,⁸]decan-4-ylidene]acetaldehyde

C15H20O3 (248.1412)


   

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecane

1,2,6-trimethyl-8-methylidenetricyclo[5.3.1.0²,⁶]undecane

C15H24 (204.1878)


   

(3s)-5-{[(2r,3s,4s,5r,6s)-6-{[5,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-hydroxy-3-methyl-5-oxopentanoic acid

(3s)-5-{[(2r,3s,4s,5r,6s)-6-{[5,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-hydroxy-3-methyl-5-oxopentanoic acid

C28H30O16 (622.1534)


   

2-[8-({5a,9-dimethyl-3-methylidene-2-oxo-octahydronaphtho[1,2-b]furan-9-yl}oxy)-1-hydroxy-4a,8-dimethyl-octahydronaphthalen-2-yl]prop-2-enal

2-[8-({5a,9-dimethyl-3-methylidene-2-oxo-octahydronaphtho[1,2-b]furan-9-yl}oxy)-1-hydroxy-4a,8-dimethyl-octahydronaphthalen-2-yl]prop-2-enal

C30H44O5 (484.3189)


   

(4s,4as,7r,7as)-4,4a,7,7a-tetramethyl-4h,5h,6h,7h,8h-indeno[5,6-b]furan

(4s,4as,7r,7as)-4,4a,7,7a-tetramethyl-4h,5h,6h,7h,8h-indeno[5,6-b]furan

C15H22O (218.1671)


   

6-{5a,9-dimethyl-3-methylidene-2-oxo-octahydronaphtho[1,2-b]furan-9-yl}-9-hydroxy-5a,9-dimethyl-3-methylidene-octahydronaphtho[1,2-b]furan-2-one

6-{5a,9-dimethyl-3-methylidene-2-oxo-octahydronaphtho[1,2-b]furan-9-yl}-9-hydroxy-5a,9-dimethyl-3-methylidene-octahydronaphtho[1,2-b]furan-2-one

C30H42O5 (482.3032)


   

(2r,3s)-1-[(1r,2r,4r,4ar,6r,8ar)-2,4,6-tris(acetyloxy)-8a-[(acetyloxy)methyl]-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

(2r,3s)-1-[(1r,2r,4r,4ar,6r,8ar)-2,4,6-tris(acetyloxy)-8a-[(acetyloxy)methyl]-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

C30H46O11 (582.304)


   

8-(acetyloxy)-3-ethenyl-5-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-6-yl acetate

8-(acetyloxy)-3-ethenyl-5-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-6-yl acetate

C24H38O6 (422.2668)


   

1-methoxy-3-(2-phenylethyl)benzene

1-methoxy-3-(2-phenylethyl)benzene

C15H16O (212.1201)


   

(5r,6s)-1,5,6-trimethyl-6-[(2z)-3-methylpenta-2,4-dien-1-yl]cyclohex-1-ene

(5r,6s)-1,5,6-trimethyl-6-[(2z)-3-methylpenta-2,4-dien-1-yl]cyclohex-1-ene

C15H24 (204.1878)


   

(1s,5s,7ar)-1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,3,5,6,7,7a-hexahydro-1h-indene

(1s,5s,7ar)-1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,3,5,6,7,7a-hexahydro-1h-indene

C15H24 (204.1878)


   

(3s,3as,4ar,5s,9ar)-3,4a,5-trimethyl-3h,3ah,4h,5h,6h,7h,8h,9ah-naphtho[2,3-b]furan-2-one

(3s,3as,4ar,5s,9ar)-3,4a,5-trimethyl-3h,3ah,4h,5h,6h,7h,8h,9ah-naphtho[2,3-b]furan-2-one

C15H22O2 (234.162)


   

(+)-β-cedrene

(+)-β-cedrene

C15H24 (204.1878)


   

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

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

C28H48O (400.3705)


   

1,2,3,13-tetramethyl-7,10-dioxatetracyclo[7.4.0.0²,¹¹.0⁴,⁸]trideca-4(8),5-diene

1,2,3,13-tetramethyl-7,10-dioxatetracyclo[7.4.0.0²,¹¹.0⁴,⁸]trideca-4(8),5-diene

C15H20O2 (232.1463)


   

2,5-dimethyl-1-(prop-1-en-2-yl)-octahydro-1h-cyclopropa[d]indene

2,5-dimethyl-1-(prop-1-en-2-yl)-octahydro-1h-cyclopropa[d]indene

C15H24 (204.1878)


   

1-methoxy-4-[2-(3-methoxyphenyl)ethyl]benzene

1-methoxy-4-[2-(3-methoxyphenyl)ethyl]benzene

C16H18O2 (242.1307)


   

(1r,3r,4as,5s,6s,6as,10r,10as,10bs)-10-(acetyloxy)-3-ethenyl-1,5-dihydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-6-yl acetate

(1r,3r,4as,5s,6s,6as,10r,10as,10bs)-10-(acetyloxy)-3-ethenyl-1,5-dihydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-6-yl acetate

C24H38O7 (438.2617)


   

{1,2,6-trimethyltricyclo[5.3.1.0²,⁶]undec-8-en-8-yl}methanol

{1,2,6-trimethyltricyclo[5.3.1.0²,⁶]undec-8-en-8-yl}methanol

C15H24O (220.1827)


   

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

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

C29H46O (410.3548)


   

(1s,1's,2s,3's,5r,6's,7's,8's)-6',7',8'-trimethyl-5'-methylidene-2',4,6-trioxaspiro[bicyclo[3.1.0]hexane-2,4'-tricyclo[4.2.1.0³,⁷]nonan]-3-one

(1s,1's,2s,3's,5r,6's,7's,8's)-6',7',8'-trimethyl-5'-methylidene-2',4,6-trioxaspiro[bicyclo[3.1.0]hexane-2,4'-tricyclo[4.2.1.0³,⁷]nonan]-3-one

C15H18O4 (262.1205)


   

2,8-dimethyl-6-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁵]decane

2,8-dimethyl-6-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁵]decane

C15H24 (204.1878)


   

(1r,3r,4as,5s,6s,6as,7r,10r,10as,10bs)-6,10-bis(acetyloxy)-3-ethenyl-5-hydroxy-7-(hydroxymethyl)-3,4a,7,10a-tetramethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

(1r,3r,4as,5s,6s,6as,7r,10r,10as,10bs)-6,10-bis(acetyloxy)-3-ethenyl-5-hydroxy-7-(hydroxymethyl)-3,4a,7,10a-tetramethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

C26H40O9 (496.2672)


   

(1s,3r,6r,7s,10s,11r,13s,15s)-6-isopropyl-3,10,15-trimethyl-14,16-dioxapentacyclo[9.4.1.0¹,¹¹.0³,⁷.0¹³,¹⁵]hexadecane

(1s,3r,6r,7s,10s,11r,13s,15s)-6-isopropyl-3,10,15-trimethyl-14,16-dioxapentacyclo[9.4.1.0¹,¹¹.0³,⁷.0¹³,¹⁵]hexadecane

C20H32O2 (304.2402)


   

2-[(1s,2s,3s,4s,6s,7s,8s)-4-hydroxy-2,3,6,7-tetramethyl-9-oxo-10,11-dioxatricyclo[6.2.1.0²,⁶]undecan-8-yl]acetaldehyde

2-[(1s,2s,3s,4s,6s,7s,8s)-4-hydroxy-2,3,6,7-tetramethyl-9-oxo-10,11-dioxatricyclo[6.2.1.0²,⁶]undecan-8-yl]acetaldehyde

C15H22O5 (282.1467)


   

(3as,11as)-6,10-dimethyl-3-methylidene-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3as,11as)-6,10-dimethyl-3-methylidene-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H20O2 (232.1463)


   

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

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

C29H46O (410.3548)


   

(8e)-2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,12-diol

(8e)-2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,12-diol

C28H22O4 (422.1518)


   

(1s,7s,8s,10s,11s,12s)-7,8,11,12-tetramethyl-3,13-dioxatetracyclo[8.2.1.0²,⁶.0⁸,¹²]trideca-2(6),4-diene

(1s,7s,8s,10s,11s,12s)-7,8,11,12-tetramethyl-3,13-dioxatetracyclo[8.2.1.0²,⁶.0⁸,¹²]trideca-2(6),4-diene

C15H20O2 (232.1463)


   

3,5a,9-trimethyl-3h,3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-2-one

3,5a,9-trimethyl-3h,3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-2-one

C15H22O2 (234.162)


   

4,4a,7,7a-tetramethyl-4h,5h,6h,7h,8h-indeno[5,6-b]furan-8-ol

4,4a,7,7a-tetramethyl-4h,5h,6h,7h,8h-indeno[5,6-b]furan-8-ol

C15H22O2 (234.162)


   

(1s,2r,5s,6s,7s,8s)-1,5-dimethyl-8-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁶]decane

(1s,2r,5s,6s,7s,8s)-1,5-dimethyl-8-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁶]decane

C15H24 (204.1878)


   

3-[(8z,11z,14z)-heptadeca-8,11,14-trien-1-yl]-5-methoxyphenol

3-[(8z,11z,14z)-heptadeca-8,11,14-trien-1-yl]-5-methoxyphenol

C24H36O2 (356.2715)


   

5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-6,14-diol

5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-6,14-diol

C20H34O2 (306.2559)


   

2-[(1r,3as,4s,5z,7as)-1,3a,4,7a-tetramethyl-6-oxo-tetrahydro-1h-inden-5-ylidene]acetaldehyde

2-[(1r,3as,4s,5z,7as)-1,3a,4,7a-tetramethyl-6-oxo-tetrahydro-1h-inden-5-ylidene]acetaldehyde

C15H22O2 (234.162)


   

[(1r,3r,4as,5s,6s,6as,7s,10r,10as,10bs)-1,10-bis(acetyloxy)-3-ethenyl-5,6-dihydroxy-3,4a,7,10a-tetramethyl-octahydro-1h-naphtho[2,1-b]pyran-7-yl]methyl acetate

[(1r,3r,4as,5s,6s,6as,7s,10r,10as,10bs)-1,10-bis(acetyloxy)-3-ethenyl-5,6-dihydroxy-3,4a,7,10a-tetramethyl-octahydro-1h-naphtho[2,1-b]pyran-7-yl]methyl acetate

C26H40O9 (496.2672)


   

methyl 2-hydroxy-4-[2-hydroxy-4-(2-hydroxy-4-methoxy-6-methylbenzoyloxy)-6-methylbenzoyloxy]-6-methylbenzoate

methyl 2-hydroxy-4-[2-hydroxy-4-(2-hydroxy-4-methoxy-6-methylbenzoyloxy)-6-methylbenzoyloxy]-6-methylbenzoate

C26H24O10 (496.1369)


   

(1r,4r,4as,8as)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-ol

(1r,4r,4as,8as)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-ol

C15H26O (222.1984)


   

1,4-dimethyl-4-(1-methyl-2-methylidenecyclopentyl)cyclohex-1-ene

1,4-dimethyl-4-(1-methyl-2-methylidenecyclopentyl)cyclohex-1-ene

C15H24 (204.1878)


   

methyl (4as,7r,7ar)-4a,7-dimethyl-4-methylidene-5h,6h,7h,8h-indeno[5,6-b]furan-7a-carboxylate

methyl (4as,7r,7ar)-4a,7-dimethyl-4-methylidene-5h,6h,7h,8h-indeno[5,6-b]furan-7a-carboxylate

C16H20O3 (260.1412)


   

(4s,5r)-4-[(2s)-butan-2-yl]-5-methyl-1-methylidene-2,3,4,5,6,7-hexahydroindene

(4s,5r)-4-[(2s)-butan-2-yl]-5-methyl-1-methylidene-2,3,4,5,6,7-hexahydroindene

C15H24 (204.1878)


   

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

C29H48O (412.3705)


   

(1s,3ar,4z,5s,7as)-1,5-dimethyl-4-(2-methylprop-2-en-1-ylidene)-octahydroindene

(1s,3ar,4z,5s,7as)-1,5-dimethyl-4-(2-methylprop-2-en-1-ylidene)-octahydroindene

C15H24 (204.1878)


   

(16e)-octadec-16-enal

(16e)-octadec-16-enal

C18H34O (266.261)


   

(1s,3r,6s,7s,10r,11s,14r)-6-isopropyl-3,10,14-trimethyl-15-oxatetracyclo[9.3.1.0¹,¹¹.0³,⁷]pentadecan-13-one

(1s,3r,6s,7s,10r,11s,14r)-6-isopropyl-3,10,14-trimethyl-15-oxatetracyclo[9.3.1.0¹,¹¹.0³,⁷]pentadecan-13-one

C20H32O2 (304.2402)


   

[(1r,2r,6s,7s)-1,2,6-trimethyltricyclo[5.3.1.0²,⁶]undec-8-en-8-yl]methanol

[(1r,2r,6s,7s)-1,2,6-trimethyltricyclo[5.3.1.0²,⁶]undec-8-en-8-yl]methanol

C15H24O (220.1827)


   

2-{1,2,3,10-tetramethyl-9-oxo-7-oxatricyclo[4.4.0.0²,⁸]decan-4-ylidene}acetaldehyde

2-{1,2,3,10-tetramethyl-9-oxo-7-oxatricyclo[4.4.0.0²,⁸]decan-4-ylidene}acetaldehyde

C15H20O3 (248.1412)


   

3-hydroxy-2-methyl-5-(1,2,2-trimethylcyclopentyl)cyclohexa-2,5-diene-1,4-dione

3-hydroxy-2-methyl-5-(1,2,2-trimethylcyclopentyl)cyclohexa-2,5-diene-1,4-dione

C15H20O3 (248.1412)


   

(1s,1ar,2s,4ar,5s,7ar)-2,5-dimethyl-1-(prop-1-en-2-yl)-octahydro-1h-cyclopropa[d]indene

(1s,1ar,2s,4ar,5s,7ar)-2,5-dimethyl-1-(prop-1-en-2-yl)-octahydro-1h-cyclopropa[d]indene

C15H24 (204.1878)


   

(3ar,9s,9ar,9bs)-9,9a-dimethyl-3-methylidene-3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

(3ar,9s,9ar,9bs)-9,9a-dimethyl-3-methylidene-3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

C15H20O2 (232.1463)


   

2-{2,3,6,7-tetramethyl-9-oxo-10,11-dioxatricyclo[6.2.1.0²,⁶]undecan-8-yl}acetaldehyde

2-{2,3,6,7-tetramethyl-9-oxo-10,11-dioxatricyclo[6.2.1.0²,⁶]undecan-8-yl}acetaldehyde

C15H22O4 (266.1518)


   

(2r,3r)-1-[(1r,2r,4as,8ar)-2-(acetyloxy)-8a-[(acetyloxy)methyl]-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

(2r,3r)-1-[(1r,2r,4as,8ar)-2-(acetyloxy)-8a-[(acetyloxy)methyl]-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

C26H42O7 (466.293)


   

(8e,22r)-2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,12,22-triol

(8e,22r)-2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,12,22-triol

C28H22O5 (438.1467)


   

5-[2-(3-hydroxyphenyl)ethyl]-3-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}-2-methoxyphenol

5-[2-(3-hydroxyphenyl)ethyl]-3-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}-2-methoxyphenol

C29H28O5 (456.1937)


   

2-methyl-5-[(1s)-1,2,2-trimethylcyclopentyl]phenol

2-methyl-5-[(1s)-1,2,2-trimethylcyclopentyl]phenol

C15H22O (218.1671)


   

(1s,6r,9s)-2,2-dimethyltricyclo[7.2.1.0¹,⁶]dodec-7-ene-8-carboxylic acid

(1s,6r,9s)-2,2-dimethyltricyclo[7.2.1.0¹,⁶]dodec-7-ene-8-carboxylic acid

C15H22O2 (234.162)


   

(1r,3r,4as,5s,6s,6as,10r,10as,10bs)-5,6,10-tris(acetyloxy)-3-ethenyl-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

(1r,3r,4as,5s,6s,6as,10r,10as,10bs)-5,6,10-tris(acetyloxy)-3-ethenyl-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

C28H42O9 (522.2829)


   

2-[(1s,2s,4ar,8r,8as)-8-{[(3as,5ar,9s,9as,9bs)-5a,9-dimethyl-3-methylidene-2-oxo-octahydronaphtho[1,2-b]furan-9-yl]oxy}-1-hydroxy-4a,8-dimethyl-octahydronaphthalen-2-yl]prop-2-enal

2-[(1s,2s,4ar,8r,8as)-8-{[(3as,5ar,9s,9as,9bs)-5a,9-dimethyl-3-methylidene-2-oxo-octahydronaphtho[1,2-b]furan-9-yl]oxy}-1-hydroxy-4a,8-dimethyl-octahydronaphthalen-2-yl]prop-2-enal

C30H44O5 (484.3189)


   

(3s)-5-{[(2r,3s,4s,5r,6s)-6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-6-{[(2s,3r,4s,5s,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-hydroxy-3-methyl-5-oxopentanoic acid

(3s)-5-{[(2r,3s,4s,5r,6s)-6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-6-{[(2s,3r,4s,5s,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-hydroxy-3-methyl-5-oxopentanoic acid

C33H38O21 (770.1905)


   

(1r,2s,3s,6e,10r)-3,7,11,11-tetramethylbicyclo[8.1.0]undec-6-en-2-ol

(1r,2s,3s,6e,10r)-3,7,11,11-tetramethylbicyclo[8.1.0]undec-6-en-2-ol

C15H26O (222.1984)


   

(1s,8s,10s,11s,12s)-8,11,12-trimethyl-7-methylidene-3,13-dioxatetracyclo[8.2.1.0²,⁶.0⁸,¹²]trideca-2(6),4-diene

(1s,8s,10s,11s,12s)-8,11,12-trimethyl-7-methylidene-3,13-dioxatetracyclo[8.2.1.0²,⁶.0⁸,¹²]trideca-2(6),4-diene

C15H18O2 (230.1307)


   

(1r,2e,6e,10s)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

(1r,2e,6e,10s)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.1878)


   

(3as,5ar,9s,9as,9bs)-9-hydroxy-5a,9-dimethyl-3-methylidene-octahydronaphtho[1,2-b]furan-2-one

(3as,5ar,9s,9as,9bs)-9-hydroxy-5a,9-dimethyl-3-methylidene-octahydronaphtho[1,2-b]furan-2-one

C15H22O3 (250.1569)


   

4-methoxy-6-[2-(3-methoxyphenyl)ethyl]-2h-1,3-benzodioxole

4-methoxy-6-[2-(3-methoxyphenyl)ethyl]-2h-1,3-benzodioxole

C17H18O4 (286.1205)


   

(1r,4as,7r,8ar)-1,4a-dimethyl-7-(prop-1-en-2-yl)-2,3,4,7,8,8a-hexahydro-1h-naphthalene

(1r,4as,7r,8ar)-1,4a-dimethyl-7-(prop-1-en-2-yl)-2,3,4,7,8,8a-hexahydro-1h-naphthalene

C15H24 (204.1878)


   

2-methoxy-4-[2-(7-methoxy-2h-1,3-benzodioxol-5-yl)ethyl]phenol

2-methoxy-4-[2-(7-methoxy-2h-1,3-benzodioxol-5-yl)ethyl]phenol

C17H18O5 (302.1154)


   

5-[(1e)-2-(3-methoxyphenyl)ethenyl]-2h-1,3-benzodioxole

5-[(1e)-2-(3-methoxyphenyl)ethenyl]-2h-1,3-benzodioxole

C16H14O3 (254.0943)


   

β-caryophyllene oxide

β-caryophyllene oxide

C15H24O (220.1827)


   

(1s,3r,4as,5s,6s,6as,10r,10as,10bs)-10-(acetyloxy)-3-ethenyl-5,6-dihydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

(1s,3r,4as,5s,6s,6as,10r,10as,10bs)-10-(acetyloxy)-3-ethenyl-5,6-dihydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

C24H38O7 (438.2617)


   

6-[2-(3-methoxyphenyl)ethyl]-2h-1,3-benzodioxol-4-ol

6-[2-(3-methoxyphenyl)ethyl]-2h-1,3-benzodioxol-4-ol

C16H16O4 (272.1049)


   

1,5-dimethyl-8-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁶]decane

1,5-dimethyl-8-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁶]decane

C15H24 (204.1878)


   

5,7-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(3,4,5-trihydroxyphenyl)chromen-4-one

5,7-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(3,4,5-trihydroxyphenyl)chromen-4-one

C21H20O12 (464.0955)


   

(3r,4as,5r,6as,8s,10as,10br)-3-ethenyl-8-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-5-yl acetate

(3r,4as,5r,6as,8s,10as,10br)-3-ethenyl-8-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-5-yl acetate

C22H36O4 (364.2613)


   

(5r,6s)-1,5,6-trimethyl-6-[(2e)-3-methylpenta-2,4-dien-1-yl]cyclohex-1-ene

(5r,6s)-1,5,6-trimethyl-6-[(2e)-3-methylpenta-2,4-dien-1-yl]cyclohex-1-ene

C15H24 (204.1878)


   

(1ar,4r,4as,7r,7as,7br)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol

(1ar,4r,4as,7r,7as,7br)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol

C15H26O (222.1984)


   

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

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

C15H26O (222.1984)


   

2-(1-hydroxy-4a-methyl-8-methylidene-octahydronaphthalen-2-yl)prop-2-enal

2-(1-hydroxy-4a-methyl-8-methylidene-octahydronaphthalen-2-yl)prop-2-enal

C15H22O2 (234.162)


   

(1r,1ar,2s,4ar,5s,7ar)-2,5-dimethyl-1-(prop-1-en-2-yl)-octahydro-1h-cyclopropa[d]indene

(1r,1ar,2s,4ar,5s,7ar)-2,5-dimethyl-1-(prop-1-en-2-yl)-octahydro-1h-cyclopropa[d]indene

C15H24 (204.1878)


   

(2r,3s)-1-[(1r,2r,4r,4as,8ar)-2,4-bis(acetyloxy)-8a-[(acetyloxy)methyl]-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

(2r,3s)-1-[(1r,2r,4r,4as,8ar)-2,4-bis(acetyloxy)-8a-[(acetyloxy)methyl]-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

C28H44O9 (524.2985)


   

(1s,2r,5s,6s,9r,11s,13s)-5,9,13-trimethyl-3-oxatetracyclo[7.4.0.0²,⁶.0¹¹,¹³]tridecan-4-one

(1s,2r,5s,6s,9r,11s,13s)-5,9,13-trimethyl-3-oxatetracyclo[7.4.0.0²,⁶.0¹¹,¹³]tridecan-4-one

C15H22O2 (234.162)


   

1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,3,5,6,7,7a-hexahydro-1h-indene

1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,3,5,6,7,7a-hexahydro-1h-indene

C15H24 (204.1878)


   

2-methyl-5-(1,2,2-trimethylcyclopentyl)benzene-1,4-diol

2-methyl-5-(1,2,2-trimethylcyclopentyl)benzene-1,4-diol

C15H22O2 (234.162)


   

(1s,7r)-1,8a-dimethyl-7-(prop-1-en-2-yl)-2,3,5,6,7,8-hexahydro-1h-naphthalene

(1s,7r)-1,8a-dimethyl-7-(prop-1-en-2-yl)-2,3,5,6,7,8-hexahydro-1h-naphthalene

C15H24 (204.1878)


   

(3r,3ar,9s,9as,9bs)-3,9,9a-trimethyl-3h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

(3r,3ar,9s,9as,9bs)-3,9,9a-trimethyl-3h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[1,2-b]furan-2-one

C15H22O2 (234.162)


   

1-[2-(acetyloxy)-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

1-[2-(acetyloxy)-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

C24H40O5 (408.2876)


   

2-[(1r,3as,4r,5z,7as)-1,3a,4,7a-tetramethyl-hexahydroinden-5-ylidene]ethanol

2-[(1r,3as,4r,5z,7as)-1,3a,4,7a-tetramethyl-hexahydroinden-5-ylidene]ethanol

C15H26O (222.1984)


   

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

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

C29H44O2 (424.3341)


   

(1r,2r,3r,6e,10s)-3,7,11,11-tetramethylbicyclo[8.1.0]undec-6-en-2-ol

(1r,2r,3r,6e,10s)-3,7,11,11-tetramethylbicyclo[8.1.0]undec-6-en-2-ol

C15H26O (222.1984)


   

(1r,2e,6e,10r)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

(1r,2e,6e,10r)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.1878)


   

(1s,2s,5s,6s,10r,12r,14s)-5,14-dimethyl-9-methylidene-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradecan-4-one

(1s,2s,5s,6s,10r,12r,14s)-5,14-dimethyl-9-methylidene-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradecan-4-one

C15H20O3 (248.1412)


   

(3s,3as,6s,7s,7ar)-6-ethenyl-3,6-dimethyl-7-(prop-1-en-2-yl)-hexahydro-1-benzofuran-2-one

(3s,3as,6s,7s,7ar)-6-ethenyl-3,6-dimethyl-7-(prop-1-en-2-yl)-hexahydro-1-benzofuran-2-one

C15H22O2 (234.162)


   

(1as,4s,4as,7br)-1,1,4,7-tetramethyl-1ah,2h,3h,4h,4ah,5h,7bh-cyclopropa[e]azulen-6-one

(1as,4s,4as,7br)-1,1,4,7-tetramethyl-1ah,2h,3h,4h,4ah,5h,7bh-cyclopropa[e]azulen-6-one

C15H22O (218.1671)


   

6-(acetyloxy)-3-ethenyl-5,10-dihydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

6-(acetyloxy)-3-ethenyl-5,10-dihydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

C24H38O7 (438.2617)


   

4a,7,7a-trimethyl-4-methylidene-5h,6h,7h,8h-indeno[5,6-b]furan

4a,7,7a-trimethyl-4-methylidene-5h,6h,7h,8h-indeno[5,6-b]furan

C15H20O (216.1514)


   

(2's,3ar,7r,7as)-2'-methyl-3,6-dimethylidene-tetrahydrospiro[1-benzofuran-7,1'-cyclopentan]-2-one

(2's,3ar,7r,7as)-2'-methyl-3,6-dimethylidene-tetrahydrospiro[1-benzofuran-7,1'-cyclopentan]-2-one

C15H20O2 (232.1463)


   

14-hydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-6-one

14-hydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-6-one

C20H32O2 (304.2402)


   

5-[(6-{[5,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

5-[(6-{[5,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

C28H30O16 (622.1534)


   

1-tetracosene; tetracosane

1-tetracosene; tetracosane

C48H98 (674.7668)


   

3,6,10-trimethyl-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

3,6,10-trimethyl-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H22O2 (234.162)


   

(8e,22s)-2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,12,22-triol

(8e,22s)-2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,12,22-triol

C28H22O5 (438.1467)


   

2-[(1r,2s,3r,6s,7s,8r)-2,3,6,7-tetramethyl-9-oxo-10,11-dioxatricyclo[6.2.1.0²,⁶]undecan-8-yl]acetaldehyde

2-[(1r,2s,3r,6s,7s,8r)-2,3,6,7-tetramethyl-9-oxo-10,11-dioxatricyclo[6.2.1.0²,⁶]undecan-8-yl]acetaldehyde

C15H22O4 (266.1518)


   

3-methyl-6-[(1s)-1,2,2-trimethylcyclopentyl]benzene-1,2-diol

3-methyl-6-[(1s)-1,2,2-trimethylcyclopentyl]benzene-1,2-diol

C15H22O2 (234.162)


   

(3ar,5as)-5a,9-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-2-one

(3ar,5as)-5a,9-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-2-one

C15H20O2 (232.1463)


   

4-(2-hydroxypropan-2-yl)-1,7-dimethylcyclodeca-2,7-dien-1-ol

4-(2-hydroxypropan-2-yl)-1,7-dimethylcyclodeca-2,7-dien-1-ol

C15H26O2 (238.1933)


   

3-[2-(4-methoxyphenyl)ethyl]phenol

3-[2-(4-methoxyphenyl)ethyl]phenol

C15H16O2 (228.115)


   

(2's,3r,3ar,7r,7as)-2',3-dimethyl-6-methylidene-tetrahydro-3h-spiro[1-benzofuran-7,1'-cyclopentan]-2-one

(2's,3r,3ar,7r,7as)-2',3-dimethyl-6-methylidene-tetrahydro-3h-spiro[1-benzofuran-7,1'-cyclopentan]-2-one

C15H22O2 (234.162)


   

(3ar,5as,9ar,9bs)-5a-methyl-3,9-dimethylidene-octahydronaphtho[1,2-b]furan-2-one

(3ar,5as,9ar,9bs)-5a-methyl-3,9-dimethylidene-octahydronaphtho[1,2-b]furan-2-one

C15H20O2 (232.1463)


   

(4r,4ar,7s,7as,8r)-4,4a,7,7a-tetramethyl-4h,5h,6h,7h,8h-indeno[5,6-b]furan-8-ol

(4r,4ar,7s,7as,8r)-4,4a,7,7a-tetramethyl-4h,5h,6h,7h,8h-indeno[5,6-b]furan-8-ol

C15H22O2 (234.162)


   

(1s,4r,5s,7ar)-1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,4,5,6,7,7a-hexahydro-1h-indene

(1s,4r,5s,7ar)-1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,4,5,6,7,7a-hexahydro-1h-indene

C15H24 (204.1878)


   

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

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

C29H46O (410.3548)


   

(3ar,5as,9as,9bs)-9a-hydroxy-5a-methyl-3,9-dimethylidene-hexahydro-3ah-naphtho[1,2-b]furan-2-one

(3ar,5as,9as,9bs)-9a-hydroxy-5a-methyl-3,9-dimethylidene-hexahydro-3ah-naphtho[1,2-b]furan-2-one

C15H20O3 (248.1412)


   

(3s,3as,11as)-3,6,10-trimethyl-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3s,3as,11as)-3,6,10-trimethyl-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H22O2 (234.162)


   

6,10-bis(acetyloxy)-3-ethenyl-8-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

6,10-bis(acetyloxy)-3-ethenyl-8-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

C26H40O8 (480.2723)


   

(11as)-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

(11as)-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H20O2 (232.1463)


   

(3r)-3-hydroxy-3-methyl-5-oxo-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[2-hydroxy-5-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]oxan-2-yl]methoxy}pentanoic acid

(3r)-3-hydroxy-3-methyl-5-oxo-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[2-hydroxy-5-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-yl)phenoxy]oxan-2-yl]methoxy}pentanoic acid

C33H38O20 (754.1956)


   

(3as,4ar,5s,9ar)-4a,5-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9ah-naphtho[2,3-b]furan-2-one

(3as,4ar,5s,9ar)-4a,5-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9ah-naphtho[2,3-b]furan-2-one

C15H20O2 (232.1463)


   

7-isopropyl-1,4-dimethyl-2,3,3a,4,5,6-hexahydroazulene

7-isopropyl-1,4-dimethyl-2,3,3a,4,5,6-hexahydroazulene

C15H24 (204.1878)


   

[(1s,4as,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methanol

[(1s,4as,8as)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methanol

C15H26O (222.1984)


   

(1r,2r,4as,8as)-1-(3-hydroxy-3-methylpent-4-en-1-yl)-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol

(1r,2r,4as,8as)-1-(3-hydroxy-3-methylpent-4-en-1-yl)-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol

C20H36O2 (308.2715)


   

6,10-bis(acetyloxy)-3-ethenyl-5-hydroxy-7-(hydroxymethyl)-3,4a,7,10a-tetramethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

6,10-bis(acetyloxy)-3-ethenyl-5-hydroxy-7-(hydroxymethyl)-3,4a,7,10a-tetramethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

C26H40O9 (496.2672)


   

(1s,4s,6r,9s,10r,13r,14r)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-6,14-diol

(1s,4s,6r,9s,10r,13r,14r)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-6,14-diol

C20H34O2 (306.2559)


   

1-[2,4-bis(acetyloxy)-8a-[(acetyloxy)methyl]-6-hydroxy-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

1-[2,4-bis(acetyloxy)-8a-[(acetyloxy)methyl]-6-hydroxy-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

C28H44O10 (540.2934)


   

8-(acetyloxy)-3-ethenyl-6-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-5-yl acetate

8-(acetyloxy)-3-ethenyl-6-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-5-yl acetate

C24H38O6 (422.2668)


   

3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-7-ol

3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-7-ol

C30H52O2 (444.3967)


   

9,13-dimethyl-5-methylidene-3-oxatetracyclo[7.4.0.0²,⁶.0¹¹,¹³]tridecan-4-one

9,13-dimethyl-5-methylidene-3-oxatetracyclo[7.4.0.0²,⁶.0¹¹,¹³]tridecan-4-one

C15H20O2 (232.1463)


   

(8z)-2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,12-diol

(8z)-2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,12-diol

C28H22O4 (422.1518)


   

(4s,4as,7r,7as,8s)-4,4a,7,7a-tetramethyl-4h,5h,6h,7h,8h-indeno[5,6-b]furan-8-ol

(4s,4as,7r,7as,8s)-4,4a,7,7a-tetramethyl-4h,5h,6h,7h,8h-indeno[5,6-b]furan-8-ol

C15H22O2 (234.162)


   

(+)-β-chamigrene

(+)-β-chamigrene

C15H24 (204.1878)


   

(1r)-1,8-dimethyl-4-(prop-1-en-2-yl)spiro[4.5]dec-7-ene

(1r)-1,8-dimethyl-4-(prop-1-en-2-yl)spiro[4.5]dec-7-ene

C15H24 (204.1878)


   

(1s,7s,8ar)-1,8a-dimethyl-7-(prop-1-en-2-yl)-2,3,7,8-tetrahydro-1h-naphthalene

(1s,7s,8ar)-1,8a-dimethyl-7-(prop-1-en-2-yl)-2,3,7,8-tetrahydro-1h-naphthalene

C15H22 (202.1721)


   

3-(heptadeca-8,11,14-trien-1-yl)-5-methoxyphenol

3-(heptadeca-8,11,14-trien-1-yl)-5-methoxyphenol

C24H36O2 (356.2715)


   

7,8,11,12-tetramethyl-3,13-dioxatetracyclo[8.2.1.0²,⁶.0⁸,¹²]trideca-2(6),4-diene

7,8,11,12-tetramethyl-3,13-dioxatetracyclo[8.2.1.0²,⁶.0⁸,¹²]trideca-2(6),4-diene

C15H20O2 (232.1463)


   

(1ar,4ar,7s,7as,7br)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

(1ar,4ar,7s,7as,7br)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

C15H24O (220.1827)


   

(4s,4as)-4-isopropyl-1,6-dimethyl-2,3,4,4a,7,8-hexahydronaphthalene

(4s,4as)-4-isopropyl-1,6-dimethyl-2,3,4,4a,7,8-hexahydronaphthalene

C15H24 (204.1878)


   

(1r,2r,5s,7s)-2,6,6-trimethyl-8-methylidenetricyclo[5.2.2.0¹,⁵]undecane

(1r,2r,5s,7s)-2,6,6-trimethyl-8-methylidenetricyclo[5.2.2.0¹,⁵]undecane

C15H24 (204.1878)


   

(1r,3r,4as,5s,6s,6as,10r,10as,10bs)-6,10-bis(acetyloxy)-3-ethenyl-5-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

(1r,3r,4as,5s,6s,6as,10r,10as,10bs)-6,10-bis(acetyloxy)-3-ethenyl-5-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

C26H40O8 (480.2723)


   

(1s,2s,9s,11r,13r)-1,2,13-trimethyl-3-methylidene-7,10-dioxatetracyclo[7.4.0.0²,¹¹.0⁴,⁸]trideca-4(8),5-diene

(1s,2s,9s,11r,13r)-1,2,13-trimethyl-3-methylidene-7,10-dioxatetracyclo[7.4.0.0²,¹¹.0⁴,⁸]trideca-4(8),5-diene

C15H18O2 (230.1307)


   

5,7-dihydroxy-6,8-bis[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(3,4,5-trihydroxyphenyl)chromen-4-one

5,7-dihydroxy-6,8-bis[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(3,4,5-trihydroxyphenyl)chromen-4-one

C27H30O17 (626.1483)


   

5-ethenyl-1,4,5,7a-tetramethyl-2,4,6,7-tetrahydro-1h-indene

5-ethenyl-1,4,5,7a-tetramethyl-2,4,6,7-tetrahydro-1h-indene

C15H24 (204.1878)


   

(3s)-5-[(1r)-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpent-1-en-3-ol

(3s)-5-[(1r)-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpent-1-en-3-ol

C15H26O (222.1984)


   

2-[(1s,2s,4ar,8r,8as)-1,8-dihydroxy-4a,8-dimethyl-octahydronaphthalen-2-yl]prop-2-enal

2-[(1s,2s,4ar,8r,8as)-1,8-dihydroxy-4a,8-dimethyl-octahydronaphthalen-2-yl]prop-2-enal

C15H24O3 (252.1725)


   

2-[2-(4-hydroxyphenyl)ethyl]-6-methoxyphenol

2-[2-(4-hydroxyphenyl)ethyl]-6-methoxyphenol

C15H16O3 (244.1099)


   

(1r,3r,4as,5s,6s,6as,7s,10r,10as,10bs)-6,10-bis(acetyloxy)-3-ethenyl-5-hydroxy-7-(hydroxymethyl)-3,4a,7,10a-tetramethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

(1r,3r,4as,5s,6s,6as,7s,10r,10as,10bs)-6,10-bis(acetyloxy)-3-ethenyl-5-hydroxy-7-(hydroxymethyl)-3,4a,7,10a-tetramethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

C26H40O9 (496.2672)


   

(1s,2s,10s,12r,14s)-14-methyl-5,9-dimethylidene-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradecan-4-one

(1s,2s,10s,12r,14s)-14-methyl-5,9-dimethylidene-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradecan-4-one

C15H18O3 (246.1256)


   

2-(1,3a,4,7a-tetramethyl-6-oxo-tetrahydro-1h-inden-5-ylidene)acetaldehyde

2-(1,3a,4,7a-tetramethyl-6-oxo-tetrahydro-1h-inden-5-ylidene)acetaldehyde

C15H22O2 (234.162)


   

(1as,3ar,7as,7bs)-1,1,3a-trimethyl-7-methylidene-octahydrocyclopropa[a]naphthalene

(1as,3ar,7as,7bs)-1,1,3a-trimethyl-7-methylidene-octahydrocyclopropa[a]naphthalene

C15H24 (204.1878)


   

(1s,4r,7r,8r,11s,12r)-3,3,7,11-tetramethyl-2-oxatricyclo[6.3.1.0⁴,¹²]dodecan-7-ol

(1s,4r,7r,8r,11s,12r)-3,3,7,11-tetramethyl-2-oxatricyclo[6.3.1.0⁴,¹²]dodecan-7-ol

C15H26O2 (238.1933)


   

(1r,1's,2s,3'as,4'r,5s,6'as)-1',3'a,4',6'a-tetramethyl-tetrahydro-1'h-4,6-dioxaspiro[bicyclo[3.1.0]hexane-2,2'-pentalen]-3-one

(1r,1's,2s,3'as,4'r,5s,6'as)-1',3'a,4',6'a-tetramethyl-tetrahydro-1'h-4,6-dioxaspiro[bicyclo[3.1.0]hexane-2,2'-pentalen]-3-one

C15H22O3 (250.1569)


   

(1r,2s,5r,6r,7r,8s)-1,5-dimethyl-8-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁶]decane

(1r,2s,5r,6r,7r,8s)-1,5-dimethyl-8-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁶]decane

C15H24 (204.1878)


   

(1r,3as,4s,5r,7as)-1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-octahydroinden-4-ol

(1r,3as,4s,5r,7as)-1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-octahydroinden-4-ol

C15H26O (222.1984)


   

(3s,3as,5ar,9as,9bs)-3,5a-dimethyl-9-methylidene-octahydro-3h-naphtho[1,2-b]furan-2-one

(3s,3as,5ar,9as,9bs)-3,5a-dimethyl-9-methylidene-octahydro-3h-naphtho[1,2-b]furan-2-one

C15H22O2 (234.162)


   

2-{4-hydroxy-2,3,6,7-tetramethyl-9-oxo-10,11-dioxatricyclo[6.2.1.0²,⁶]undecan-8-yl}acetaldehyde

2-{4-hydroxy-2,3,6,7-tetramethyl-9-oxo-10,11-dioxatricyclo[6.2.1.0²,⁶]undecan-8-yl}acetaldehyde

C15H22O5 (282.1467)


   

2',3-dimethyl-6-methylidene-tetrahydro-3h-spiro[1-benzofuran-7,1'-cyclopentan]-2-one

2',3-dimethyl-6-methylidene-tetrahydro-3h-spiro[1-benzofuran-7,1'-cyclopentan]-2-one

C15H22O2 (234.162)


   

methyl 2,2-dimethyltricyclo[7.2.1.0¹,⁶]dodec-7-ene-8-carboxylate

methyl 2,2-dimethyltricyclo[7.2.1.0¹,⁶]dodec-7-ene-8-carboxylate

C16H24O2 (248.1776)


   

(2r,3s)-1-[(1r,2r,4r,4ar,6r,8ar)-2,4-bis(acetyloxy)-8a-[(acetyloxy)methyl]-6-hydroxy-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

(2r,3s)-1-[(1r,2r,4r,4ar,6r,8ar)-2,4-bis(acetyloxy)-8a-[(acetyloxy)methyl]-6-hydroxy-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

C28H44O10 (540.2934)


   

10-(acetyloxy)-3-ethenyl-1,5-dihydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-6-yl acetate

10-(acetyloxy)-3-ethenyl-1,5-dihydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-6-yl acetate

C24H38O7 (438.2617)


   

(8e)-2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,5,12-triol

(8e)-2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,5,12-triol

C28H22O5 (438.1467)


   

(1s,4r,5s)-1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,3,4,5,6,7-hexahydro-1h-indene

(1s,4r,5s)-1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,3,4,5,6,7-hexahydro-1h-indene

C15H24 (204.1878)


   

[(1s,4as,8ar)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]methanol

[(1s,4as,8ar)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]methanol

C15H26O (222.1984)


   

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

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

C15H24 (204.1878)


   

3,4a,5-trimethyl-3h,3ah,4h,5h,6h,7h,8h,9ah-naphtho[2,3-b]furan-2-one

3,4a,5-trimethyl-3h,3ah,4h,5h,6h,7h,8h,9ah-naphtho[2,3-b]furan-2-one

C15H22O2 (234.162)


   

(3ar,5as,9br)-5a,9-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-2-one

(3ar,5as,9br)-5a,9-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-2-one

C15H20O2 (232.1463)


   
   

(3ar,5as,9bs)-5a,9-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-2-one

(3ar,5as,9bs)-5a,9-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-2-one

C15H20O2 (232.1463)


   

(1s,1'r,2s,3's,5r,5's,6's,7's,8's,9's)-5',6',7',8'-tetramethyl-3-oxo-2',4,6-trioxaspiro[bicyclo[3.1.0]hexane-2,4'-tricyclo[4.2.1.0³,⁷]nonan]-9'-yl acetate

(1s,1'r,2s,3's,5r,5's,6's,7's,8's,9's)-5',6',7',8'-tetramethyl-3-oxo-2',4,6-trioxaspiro[bicyclo[3.1.0]hexane-2,4'-tricyclo[4.2.1.0³,⁷]nonan]-9'-yl acetate

C17H22O6 (322.1416)


   

5-methyl-2-[(1s)-1,2,2-trimethylcyclopentyl]phenol

5-methyl-2-[(1s)-1,2,2-trimethylcyclopentyl]phenol

C15H22O (218.1671)


   

(2's,3ar,7r,7as)-2',6-dimethyl-3-methylidene-4,7a-dihydro-3ah-spiro[1-benzofuran-7,1'-cyclopentan]-2-one

(2's,3ar,7r,7as)-2',6-dimethyl-3-methylidene-4,7a-dihydro-3ah-spiro[1-benzofuran-7,1'-cyclopentan]-2-one

C15H20O2 (232.1463)


   

1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-octahydroinden-4-ol

1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-octahydroinden-4-ol

C15H26O (222.1984)


   

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

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

C29H44O2 (424.3341)


   

(1r,3r,4as,5s,6s,6as,10r,10as,10br)-6,10-bis(acetyloxy)-3-ethenyl-5-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

(1r,3r,4as,5s,6s,6as,10r,10as,10br)-6,10-bis(acetyloxy)-3-ethenyl-5-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

C26H40O8 (480.2723)


   

(8z)-2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,5,12-triol

(8z)-2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,5,12-triol

C28H22O5 (438.1467)


   

[(4as,8as)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]methanol

[(4as,8as)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]methanol

C15H26O (222.1984)


   

[(1s,4as,8ar)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methanol

[(1s,4as,8ar)-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methanol

C15H26O (222.1984)


   

2'-methyl-3,6-dimethylidene-tetrahydrospiro[1-benzofuran-7,1'-cyclopentan]-2-one

2'-methyl-3,6-dimethylidene-tetrahydrospiro[1-benzofuran-7,1'-cyclopentan]-2-one

C15H20O2 (232.1463)


   

3-[(3,4-dimethoxyphenyl)methyl]-7-hydroxy-5-methoxy-3h-2-benzofuran-1-one

3-[(3,4-dimethoxyphenyl)methyl]-7-hydroxy-5-methoxy-3h-2-benzofuran-1-one

C18H18O6 (330.1103)


   

9-hydroxy-5a,9-dimethyl-3-methylidene-octahydronaphtho[1,2-b]furan-2-one

9-hydroxy-5a,9-dimethyl-3-methylidene-octahydronaphtho[1,2-b]furan-2-one

C15H22O3 (250.1569)


   

(1s,4r,7r)-2,6,6-trimethyl-8-methylidenebicyclo[5.3.1]undec-2-en-4-ol

(1s,4r,7r)-2,6,6-trimethyl-8-methylidenebicyclo[5.3.1]undec-2-en-4-ol

C15H24O (220.1827)


   

[(1s,2r,6s,7r)-1,2,6-trimethyltricyclo[5.3.1.0²,⁶]undec-8-en-8-yl]methanol

[(1s,2r,6s,7r)-1,2,6-trimethyltricyclo[5.3.1.0²,⁶]undec-8-en-8-yl]methanol

C15H24O (220.1827)


   

(-)-spathulenol

(-)-spathulenol

C15H24O (220.1827)


   

(3ar,11as)-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3ar,11as)-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H20O2 (232.1463)


   

5,6,10-tris(acetyloxy)-3-ethenyl-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

5,6,10-tris(acetyloxy)-3-ethenyl-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

C28H42O9 (522.2829)


   

(2r,3r)-1-[(1r,2r,4as,8as)-2-(acetyloxy)-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

(2r,3r)-1-[(1r,2r,4as,8as)-2-(acetyloxy)-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

C24H40O5 (408.2876)


   

1,5,6-trimethyl-6-(3-methylpenta-2,4-dien-1-yl)cyclohex-1-ene

1,5,6-trimethyl-6-(3-methylpenta-2,4-dien-1-yl)cyclohex-1-ene

C15H24 (204.1878)


   

1,8a-dimethyl-7-(prop-1-en-2-yl)-octahydro-1h-naphthalene

1,8a-dimethyl-7-(prop-1-en-2-yl)-octahydro-1h-naphthalene

C15H26 (206.2034)


   

14-methyl-5,9-dimethylidene-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradecan-4-one

14-methyl-5,9-dimethylidene-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradecan-4-one

C15H18O3 (246.1256)


   

methyl (1s,6r,9s)-2,2-dimethyltricyclo[7.2.1.0¹,⁶]dodec-7-ene-8-carboxylate

methyl (1s,6r,9s)-2,2-dimethyltricyclo[7.2.1.0¹,⁶]dodec-7-ene-8-carboxylate

C16H24O2 (248.1776)


   

(1r,3s,6r,7r,10s,11r,14s)-6-isopropyl-3,10,14-trimethyl-15-oxatetracyclo[9.4.0.0¹,¹⁴.0³,⁷]pentadecan-12-one

(1r,3s,6r,7r,10s,11r,14s)-6-isopropyl-3,10,14-trimethyl-15-oxatetracyclo[9.4.0.0¹,¹⁴.0³,⁷]pentadecan-12-one

C20H32O2 (304.2402)


   

5,14-dimethyl-9-methylidene-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradecan-4-one

5,14-dimethyl-9-methylidene-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradecan-4-one

C15H20O3 (248.1412)


   

6-[2-(7-hydroxy-2h-1,3-benzodioxol-5-yl)ethyl]-2h-1,3-benzodioxol-4-ol

6-[2-(7-hydroxy-2h-1,3-benzodioxol-5-yl)ethyl]-2h-1,3-benzodioxol-4-ol

C16H14O6 (302.079)


   

(1s,3ar,7ar)-1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,3,3a,6,7,7a-hexahydro-1h-indene

(1s,3ar,7ar)-1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,3,3a,6,7,7a-hexahydro-1h-indene

C15H24 (204.1878)


   

(6s,8as)-6-ethenyl-1,1,6-trimethyl-2,3,5,7,8,8a-hexahydroazulene

(6s,8as)-6-ethenyl-1,1,6-trimethyl-2,3,5,7,8,8a-hexahydroazulene

C15H24 (204.1878)


   

(1s)-1-[(1r,2s,5s,6r)-2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl]ethane-1,2-diol

(1s)-1-[(1r,2s,5s,6r)-2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl]ethane-1,2-diol

C15H26O2 (238.1933)


   

[1,10-bis(acetyloxy)-3-ethenyl-5,6-dihydroxy-3,4a,7,10a-tetramethyl-octahydro-1h-naphtho[2,1-b]pyran-7-yl]methyl acetate

[1,10-bis(acetyloxy)-3-ethenyl-5,6-dihydroxy-3,4a,7,10a-tetramethyl-octahydro-1h-naphtho[2,1-b]pyran-7-yl]methyl acetate

C26H40O9 (496.2672)


   

(2r,3s)-1-[(1r,2r,4r,4ar,6r,8ar)-2,4,6-tris(acetyloxy)-8a-[(acetyloxy)methyl]-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]-3-(acetyloxy)-3-methylpent-4-en-2-yl acetate

(2r,3s)-1-[(1r,2r,4r,4ar,6r,8ar)-2,4,6-tris(acetyloxy)-8a-[(acetyloxy)methyl]-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]-3-(acetyloxy)-3-methylpent-4-en-2-yl acetate

C32H48O12 (624.3146)


   

2-(1,3a,4,7a-tetramethyl-hexahydroinden-5-ylidene)ethanol

2-(1,3a,4,7a-tetramethyl-hexahydroinden-5-ylidene)ethanol

C15H26O (222.1984)


   

3-hydroxy-3-methyl-1-[2,4,6-tris(acetyloxy)-8a-[(acetyloxy)methyl]-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]pent-4-en-2-yl acetate

3-hydroxy-3-methyl-1-[2,4,6-tris(acetyloxy)-8a-[(acetyloxy)methyl]-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]pent-4-en-2-yl acetate

C30H46O11 (582.304)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.3861)


   

(3s)-5,6-dimethoxy-3-[(4-methoxyphenyl)methyl]-3h-2-benzofuran-1-one

(3s)-5,6-dimethoxy-3-[(4-methoxyphenyl)methyl]-3h-2-benzofuran-1-one

C18H18O5 (314.1154)


   

6,10-bis(acetyloxy)-3-ethenyl-5-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

6,10-bis(acetyloxy)-3-ethenyl-5-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

C26H40O8 (480.2723)


   

(1s,2r,6s,9r,11s,13s)-9,13-dimethyl-5-methylidene-3-oxatetracyclo[7.4.0.0²,⁶.0¹¹,¹³]tridecan-4-one

(1s,2r,6s,9r,11s,13s)-9,13-dimethyl-5-methylidene-3-oxatetracyclo[7.4.0.0²,⁶.0¹¹,¹³]tridecan-4-one

C15H20O2 (232.1463)


   

3-(acetyloxy)-3-methyl-1-[2,4,6-tris(acetyloxy)-8a-[(acetyloxy)methyl]-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]pent-4-en-2-yl acetate

3-(acetyloxy)-3-methyl-1-[2,4,6-tris(acetyloxy)-8a-[(acetyloxy)methyl]-2,5,5-trimethyl-hexahydro-1h-naphthalen-1-yl]pent-4-en-2-yl acetate

C32H48O12 (624.3146)


   

6-ethenyl-1,2,6-trimethyl-9-methylidenebicyclo[3.3.1]nonane

6-ethenyl-1,2,6-trimethyl-9-methylidenebicyclo[3.3.1]nonane

C15H24 (204.1878)


   

7-isopropyl-1,4a-dimethyl-octahydronaphthalene-1,8-diol

7-isopropyl-1,4a-dimethyl-octahydronaphthalene-1,8-diol

C15H28O2 (240.2089)


   

9a-hydroxy-5a-methyl-3,9-dimethylidene-hexahydro-3ah-naphtho[1,2-b]furan-2-one

9a-hydroxy-5a-methyl-3,9-dimethylidene-hexahydro-3ah-naphtho[1,2-b]furan-2-one

C15H20O3 (248.1412)


   

(2r,3r)-1-[(1r,2r,4r,4ar,6s,7r,8as)-2,4,6,7-tetrakis(acetyloxy)-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

(2r,3r)-1-[(1r,2r,4r,4ar,6s,7r,8as)-2,4,6,7-tetrakis(acetyloxy)-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]-3-hydroxy-3-methylpent-4-en-2-yl acetate

C30H46O11 (582.304)


   

(1r,2r,5r,6r)-6-ethenyl-1,2,6-trimethyl-9-methylidenebicyclo[3.3.1]nonane

(1r,2r,5r,6r)-6-ethenyl-1,2,6-trimethyl-9-methylidenebicyclo[3.3.1]nonane

C15H24 (204.1878)


   

(1s,2e,6z,10r)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

(1s,2e,6z,10r)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.1878)


   

methyl (6s)-7,7-dimethyl-11-methylidenespiro[5.5]undec-2-ene-3-carboxylate

methyl (6s)-7,7-dimethyl-11-methylidenespiro[5.5]undec-2-ene-3-carboxylate

C16H24O2 (248.1776)


   

2-hydroxy-2-{2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl}ethyl acetate

2-hydroxy-2-{2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl}ethyl acetate

C17H28O3 (280.2038)


   

(1r,2e,4r,7e)-4-(2-hydroxypropan-2-yl)-1,7-dimethylcyclodeca-2,7-dien-1-ol

(1r,2e,4r,7e)-4-(2-hydroxypropan-2-yl)-1,7-dimethylcyclodeca-2,7-dien-1-ol

C15H26O2 (238.1933)


   

(1s,5r,7s,10r)-7-isopropyl-4,10-dimethyltricyclo[4.4.0.0¹,⁵]dec-3-ene

(1s,5r,7s,10r)-7-isopropyl-4,10-dimethyltricyclo[4.4.0.0¹,⁵]dec-3-ene

C15H24 (204.1878)


   

(3s,3as,4ar,5s,9as)-3,4a,5-trimethyl-3h,3ah,4h,5h,6h,7h,8h,9ah-naphtho[2,3-b]furan-2-one

(3s,3as,4ar,5s,9as)-3,4a,5-trimethyl-3h,3ah,4h,5h,6h,7h,8h,9ah-naphtho[2,3-b]furan-2-one

C15H22O2 (234.162)


   

2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,5,12-triol

2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,5,12-triol

C28H22O5 (438.1467)


   

2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,12-diol

2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,12-diol

C28H22O4 (422.1518)


   

5,7-dihydroxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(3,4,5-trihydroxyphenyl)chromen-4-one

5,7-dihydroxy-6-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(3,4,5-trihydroxyphenyl)chromen-4-one

C21H20O12 (464.0955)


   

(1s,2r,5r,6s,9r,11s,13s)-5,9,13-trimethyl-3-oxatetracyclo[7.4.0.0²,⁶.0¹¹,¹³]tridecan-4-one

(1s,2r,5r,6s,9r,11s,13s)-5,9,13-trimethyl-3-oxatetracyclo[7.4.0.0²,⁶.0¹¹,¹³]tridecan-4-one

C15H22O2 (234.162)


   

(1ar,7s,7as,7bs)-1,1,4,7-tetramethyl-1ah,2h,3h,5h,6h,7h,7ah,7bh-cyclopropa[e]azulene

(1ar,7s,7as,7bs)-1,1,4,7-tetramethyl-1ah,2h,3h,5h,6h,7h,7ah,7bh-cyclopropa[e]azulene

C15H24 (204.1878)


   

7-{[(3r,4s,5s,6r)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one

7-{[(3r,4s,5s,6r)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one

C27H30O15 (594.1585)


   

(1ar,4ar,7r,7as,7bs)-1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

(1ar,4ar,7r,7as,7bs)-1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

C15H24 (204.1878)


   

(1r,4ar,7r,8s,8as)-7-isopropyl-1,4a-dimethyl-octahydronaphthalene-1,8-diol

(1r,4ar,7r,8s,8as)-7-isopropyl-1,4a-dimethyl-octahydronaphthalene-1,8-diol

C15H28O2 (240.2089)


   

5,7-dihydroxy-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(3,4,5-trihydroxyphenyl)chromen-4-one

5,7-dihydroxy-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(3,4,5-trihydroxyphenyl)chromen-4-one

C27H30O17 (626.1483)


   

1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,3,3a,6,7,7a-hexahydro-1h-indene

1,5-dimethyl-4-(2-methylprop-1-en-1-yl)-2,3,3a,6,7,7a-hexahydro-1h-indene

C15H24 (204.1878)


   

(1ar,4ar,7s,7as,7bs)-1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

(1ar,4ar,7s,7as,7bs)-1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

C15H24 (204.1878)


   

1,1,4,7-tetramethyl-1ah,2h,3h,4h,4ah,5h,7bh-cyclopropa[e]azulen-6-one

1,1,4,7-tetramethyl-1ah,2h,3h,4h,4ah,5h,7bh-cyclopropa[e]azulen-6-one

C15H22O (218.1671)


   

1,2,3,13-tetramethyl-7,10-dioxatetracyclo[7.4.0.0²,¹¹.0⁴,⁸]tridec-4-en-6-one

1,2,3,13-tetramethyl-7,10-dioxatetracyclo[7.4.0.0²,¹¹.0⁴,⁸]tridec-4-en-6-one

C15H20O3 (248.1412)


   

(3s,3as,11ar)-3,6,10-trimethyl-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3s,3as,11ar)-3,6,10-trimethyl-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H22O2 (234.162)


   

1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

1,1,7-trimethyl-4-methylidene-octahydro-1ah-cyclopropa[e]azulene

C15H24 (204.1878)


   

2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,10,12,14,17(29),18,20,24,27-dodecaene-4,14-diol

2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,10,12,14,17(29),18,20,24,27-dodecaene-4,14-diol

C28H24O4 (424.1675)


   

(3r,4as,5r,6r,6as,8s,10as,10br)-8-(acetyloxy)-3-ethenyl-6-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-5-yl acetate

(3r,4as,5r,6r,6as,8s,10as,10br)-8-(acetyloxy)-3-ethenyl-6-hydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-5-yl acetate

C24H38O6 (422.2668)


   

(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methanol

(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methanol

C15H26O (222.1984)


   

(1s,4s,9s,10r,13r,14r)-14-hydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-6-one

(1s,4s,9s,10r,13r,14r)-14-hydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-6-one

C20H32O2 (304.2402)


   

2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,12,22-triol

2,16-dioxapentacyclo[22.2.2.1³,⁷.1¹⁷,²¹.0¹⁰,¹⁵]triaconta-1(26),3(30),4,6,8,10,12,14,17(29),18,20,24,27-tridecaene-4,12,22-triol

C28H22O5 (438.1467)


   

10-(acetyloxy)-3-ethenyl-5,6-dihydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

10-(acetyloxy)-3-ethenyl-5,6-dihydroxy-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-1-yl acetate

C24H38O7 (438.2617)


   

6-ethenyl-1,1,6-trimethyl-2,3,5,7,8,8a-hexahydroazulene

6-ethenyl-1,1,6-trimethyl-2,3,5,7,8,8a-hexahydroazulene

C15H24 (204.1878)


   

(1s,2s,6r,9r,11s,13s)-9,13-dimethyl-5-methylidene-3-oxatetracyclo[7.4.0.0²,⁶.0¹¹,¹³]tridecan-4-one

(1s,2s,6r,9r,11s,13s)-9,13-dimethyl-5-methylidene-3-oxatetracyclo[7.4.0.0²,⁶.0¹¹,¹³]tridecan-4-one

C15H20O2 (232.1463)


   

2-methyl-5-[(1s)-1,2,2-trimethylcyclopentyl]benzene-1,4-diol

2-methyl-5-[(1s)-1,2,2-trimethylcyclopentyl]benzene-1,4-diol

C15H22O2 (234.162)


   

5,8-bis(acetyloxy)-3-ethenyl-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-6-yl acetate

5,8-bis(acetyloxy)-3-ethenyl-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-6-yl acetate

C26H40O7 (464.2774)


   

8,11,12-trimethyl-7-methylidene-3,13-dioxatetracyclo[8.2.1.0²,⁶.0⁸,¹²]trideca-2(6),4-diene

8,11,12-trimethyl-7-methylidene-3,13-dioxatetracyclo[8.2.1.0²,⁶.0⁸,¹²]trideca-2(6),4-diene

C15H18O2 (230.1307)


   

4,7a-dimethyl 4-hydroxy-4a,7-dimethyl-5h,6h,7h,8h-indeno[5,6-b]furan-4,7a-dicarboxylate

4,7a-dimethyl 4-hydroxy-4a,7-dimethyl-5h,6h,7h,8h-indeno[5,6-b]furan-4,7a-dicarboxylate

C17H22O6 (322.1416)


   

(1as,3as,4r,5r,7as,7br)-4-[2-(furan-3-yl)ethyl]-4,5,7a,7b-tetramethyl-hexahydronaphtho[1,2-b]oxiren-6-one

(1as,3as,4r,5r,7as,7br)-4-[2-(furan-3-yl)ethyl]-4,5,7a,7b-tetramethyl-hexahydronaphtho[1,2-b]oxiren-6-one

C20H28O3 (316.2038)


   

1,2,13-trimethyl-3-methylidene-7,10-dioxatetracyclo[7.4.0.0²,¹¹.0⁴,⁸]trideca-4(8),5-diene

1,2,13-trimethyl-3-methylidene-7,10-dioxatetracyclo[7.4.0.0²,¹¹.0⁴,⁸]trideca-4(8),5-diene

C15H18O2 (230.1307)


   

(4ar,7s)-7-isopropyl-4a-methyl-1-methylidene-2,3,4,5,6,7-hexahydronaphthalene

(4ar,7s)-7-isopropyl-4a-methyl-1-methylidene-2,3,4,5,6,7-hexahydronaphthalene

C15H24 (204.1878)


   

(3as,5ar,9bs)-5a,9-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-2-one

(3as,5ar,9bs)-5a,9-dimethyl-3-methylidene-3ah,4h,5h,6h,7h,8h,9bh-naphtho[1,2-b]furan-2-one

C15H20O2 (232.1463)


   

4,7a-dimethyl (4s,4as,7r,7ar)-4a,7-dimethyl-4h,5h,6h,7h,8h-indeno[5,6-b]furan-4,7a-dicarboxylate

4,7a-dimethyl (4s,4as,7r,7ar)-4a,7-dimethyl-4h,5h,6h,7h,8h-indeno[5,6-b]furan-4,7a-dicarboxylate

C17H22O5 (306.1467)


   

methyl 7,7-dimethyl-11-methylidenespiro[5.5]undec-2-ene-3-carboxylate

methyl 7,7-dimethyl-11-methylidenespiro[5.5]undec-2-ene-3-carboxylate

C16H24O2 (248.1776)


   

(1r)-1-[(1r,2s,5s,6r)-2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl]ethane-1,2-diol

(1r)-1-[(1r,2s,5s,6r)-2,5,6-trimethyl-9-methylidenebicyclo[3.3.1]nonan-2-yl]ethane-1,2-diol

C15H26O2 (238.1933)


   

(3r)-5,7-dimethoxy-3-[(4-methoxyphenyl)methyl]-3h-2-benzofuran-1-one

(3r)-5,7-dimethoxy-3-[(4-methoxyphenyl)methyl]-3h-2-benzofuran-1-one

C18H18O5 (314.1154)


   

(1r,2s,5r,6r,7s,8s)-2,8-dimethyl-6-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁵]decane

(1r,2s,5r,6r,7s,8s)-2,8-dimethyl-6-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁵]decane

C15H24 (204.1878)


   

3-methyl-6-(1,2,2-trimethylcyclopentyl)benzene-1,2-diol

3-methyl-6-(1,2,2-trimethylcyclopentyl)benzene-1,2-diol

C15H22O2 (234.162)


   

(1s,2s,6s,10r,12r,14s)-14-methyl-5,9-dimethylidene-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradecan-4-one

(1s,2s,6s,10r,12r,14s)-14-methyl-5,9-dimethylidene-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradecan-4-one

C15H18O3 (246.1256)