NCBI Taxonomy: 315439

Bellardia trixago (ncbi_taxid: 315439)

found 64 associated metabolites at species taxonomy rank level.

Ancestor: Bellardia

Child Taxonomies: none taxonomy data.

Benzoic acid

ScavengePore(TM) benzoic acid, macroporous, 40-70 mesh, extent of labeling: 0.5-1.5 mmol per g loading

C7H6O2 (122.0368)


Benzoic acid appears as a white crystalline solid. Slightly soluble in water. The primary hazard is the potential for environmental damage if released. Immediate steps should be taken to limit spread to the environment. Used to make other chemicals, as a food preservative, and for other uses. Benzoic acid is a compound comprising a benzene ring core carrying a carboxylic acid substituent. It has a role as an antimicrobial food preservative, an EC 3.1.1.3 (triacylglycerol lipase) inhibitor, an EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor, a plant metabolite, a human xenobiotic metabolite, an algal metabolite and a drug allergen. It is a conjugate acid of a benzoate. A fungistatic compound that is widely used as a food preservative. It is conjugated to GLYCINE in the liver and excreted as hippuric acid. As the sodium salt form, sodium benzoate is used as a treatment for urea cycle disorders due to its ability to bind amino acids. This leads to excretion of these amino acids and a decrease in ammonia levels. Recent research shows that sodium benzoate may be beneficial as an add-on therapy (1 gram/day) in schizophrenia. Total Positive and Negative Syndrome Scale scores dropped by 21\\\\\% compared to placebo. Benzoic acid is a Nitrogen Binding Agent. The mechanism of action of benzoic acid is as an Ammonium Ion Binding Activity. Benzoic acid, C6H5COOH, is a colourless crystalline solid and the simplest aromatic carboxylic acid. Benzoic acid occurs naturally free and bound as benzoic acid esters in many plant and animal species. Appreciable amounts have been found in most berries (around 0.05\\\\\%). Cranberries contain as much as 300-1300 mg free benzoic acid per kg fruit. Benzoic acid is a fungistatic compound that is widely used as a food preservative. It often is conjugated to glycine in the liver and excreted as hippuric acid. Benzoic acid is a byproduct of phenylalanine metabolism in bacteria. It is also produced when gut bacteria process polyphenols (from ingested fruits or beverages). A fungistatic compound that is widely used as a food preservative. It is conjugated to GLYCINE in the liver and excreted as hippuric acid. See also: Salicylic Acid (active moiety of); Benzoyl Peroxide (active moiety of); Sodium Benzoate (active moiety of) ... View More ... Widespread in plants especies in essential oils and fruits, mostly in esterified formand is also present in butter, cooked meats, pork fat, white wine, black and green tea, mushroom and Bourbon vanilla. It is used in foodstuffs as antimicrobial and flavouring agent and as preservative. In practical food preservation, the Na salt of benzoic acid is the most widely used form (see MDQ71-S). The antimicrobial activity comprises a wide range of microorganisms, particularly yeasts and moulds. Undissociated benzoic acid is more effective than dissociated, thus the preservative action is more efficient in acidic foodstuffs. Typical usage levels are 500-2000 ppm. Benzoic acid is found in many foods, some of which are animal foods, common grape, lovage, and fruits. Benzoic acid, C6H5COOH, is a colourless crystalline solid and the simplest aromatic carboxylic acid. Benzoic acid occurs naturally free and bound as benzoic acid esters in many plant and animal species. Appreciable amounts have been found in most berries (around 0.05\\\\\%). Cranberries contain as much as 300-1300 mg free benzoic acid per kg fruit. Benzoic acid is a fungistatic compound that is widely used as a food preservative. It often is conjugated to glycine in the liver and excreted as hippuric acid. Benzoic acid is a byproduct of phenylalanine metabolism in bacteria. It is also produced when gut bacteria process polyphenols (from ingested fruits or beverages). It can be found in Serratia (PMID:23061754). Benzoic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=65-85-0 (retrieved 2024-06-28) (CAS RN: 65-85-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Benzoic acid is an aromatic alcohol existing naturally in many plants and is a common additive to food, drinks, cosmetics and other products. It acts as preservatives through inhibiting both bacteria and fungi. Benzoic acid is an aromatic alcohol existing naturally in many plants and is a common additive to food, drinks, cosmetics and other products. It acts as preservatives through inhibiting both bacteria and fungi.

   

beta-Sitosterol

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

C29H50O (414.3861)


beta-Sitosterol, a main dietary phytosterol found in plants, may have the potential for prevention and therapy for human cancer. Phytosterols are plant sterols found in foods such as oils, nuts, and vegetables. Phytosterols, in the same way as cholesterol, contain a double bond and are susceptible to oxidation, and are characterized by anti-carcinogenic and anti-atherogenic properties (PMID:13129445, 11432711). beta-Sitosterol is a phytopharmacological extract containing a mixture of phytosterols, with smaller amounts of other sterols, bonded with glucosides. These phytosterols are commonly derived from the South African star grass, Hypoxis rooperi, or from species of Pinus and Picea. The purported active constituent is termed beta-sitosterol. Additionally, the quantity of beta-sitosterol-beta-D-glucoside is often reported. Although the exact mechanism of action of beta-sitosterols is unknown, it may be related to cholesterol metabolism or anti-inflammatory effects (via interference with prostaglandin metabolism). Compared with placebo, beta-sitosterol improved urinary symptom scores and flow measures (PMID:10368239). A plant food-based diet modifies the serum beta-sitosterol concentration in hyperandrogenic postmenopausal women. This finding indicates that beta-sitosterol can be used as a biomarker of exposure in observational studies or as a compliance indicator in dietary intervention studies of cancer prevention (PMID:14652381). beta-Sitosterol induces apoptosis and activates key caspases in MDA-MB-231 human breast cancer cells (PMID:12579296). Sitosterol is a member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. It has a role as a sterol methyltransferase inhibitor, an anticholesteremic drug, an antioxidant, a plant metabolite and a mouse metabolite. It is a 3beta-sterol, a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid, a C29-steroid and a member of phytosterols. It derives from a hydride of a stigmastane. Active fraction of Solanum trilobatum; reduces side-effects of radiation-induced toxicity. Beta-Sitosterol is a natural product found in Elodea canadensis, Ophiopogon intermedius, and other organisms with data available. beta-Sitosterol is one of several phytosterols (plant sterols) with chemical structures similar to that of cholesterol. Sitosterols are white, waxy powders with a characteristic odor. They are hydrophobic and soluble in alcohols. beta-Sitosterol is found in many foods, some of which are ginseng, globe artichoke, sesbania flower, and common oregano. 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].

   

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].

   

Tetraprenol

2,6,10,14-Hexadecatetraen-1-ol, 3,7,11,15-tetramethyl-, (2E,6E,10E)- (9CI)

C20H34O (290.261)


Geranylgeraniol is an orally acitve vitamin K2 sub-type, an intermediate of the mevalonate pathway. Geranylgeraniol targets NF-kB signaling pathway and could alleviate LPS-induced microglial inflammation in animal model[1][2][3][4]. Geranylgeraniol is an orally acitve vitamin K2 sub-type, an intermediate of the mevalonate pathway. Geranylgeraniol targets NF-kB signaling pathway and could alleviate LPS-induced microglial inflammation in animal model[1][2][3][4].

   

beta-Caryophyllene

trans-(1R,9S)-4,11,11-Trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene

C15H24 (204.1878)


beta-Caryophyllene, also known as caryophyllene or (−)-β-caryophyllene, is a natural bicyclic sesquiterpene that is a constituent of many essential oils including that of Syzygium aromaticum (cloves), Cannabis sativa, rosemary, and hops. It is usually found as a mixture with isocaryophyllene (the cis double bond isomer) and α-humulene (obsolete name: α-caryophyllene), a ring-opened isomer. beta-Caryophyllene is notable for having both a cyclobutane ring and a trans-double bond in a nine-membered ring, both rarities in nature (Wikipedia). beta-Caryophyllene is a sweet and dry tasting compound that can be found in a number of food items such as allspice, fig, pot marjoram, and roman camomile, which makes beta-caryophyllene a potential biomarker for the consumption of these food products. beta-Caryophyllene can be found in feces and saliva. (-)-Caryophyllene. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=87-44-5 (retrieved 2024-08-07) (CAS RN: 87-44-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). β-Caryophyllene is a CB2 receptor agonist. β-Caryophyllene is a CB2 receptor agonist.

   

Xanthomicrol

4H-1-Benzopyran-4-one,5-hydroxy-2-(4-hydroxyphenyl)-6,7,8-trimethoxy-

C18H16O7 (344.0896)


Isolated from Citrus sudachi, Mentha piperita, Sideritis subspecies and Thymus subspecies Xanthomicrol is found in many foods, some of which are citrus, herbs and spices, sweet basil, and winter savory. low.

   

(13E)-Labda-7,13-dien-15-ol

(13E)-Labda-7,13-dien-15-ol

C20H34O (290.261)


   

Salvigenin

4H-1-Bbenzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-

C18H16O6 (328.0947)


Salvigenin, also known as psathyrotin or 7-O-methylpectolinarigenin, 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, salvigenin is considered to be a flavonoid lipid molecule. Salvigenin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Salvigenin has been detected, but not quantified in, several different foods, such as rosemaries, mandarin orange (clementine, tangerine), common sages, sweet basils, and peppermints. This could make salvigenin a potential biomarker for the consumption of these foods. BioTransformer predicts that salvigenin is a product of tetramethylscutellarein metabolism via an O-dealkylation reaction catalyzed by CYP1A2, CYP2C9, CYP2C19, CYP2D6, CYP2E1, and CYP3A4 enzymes (PMID: 30612223). Salvigenin, also known as 5-hydroxy-6,7,4-trimethoxyflavone or 7-O-methylpectolinarigenin, 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, salvigenin is considered to be a flavonoid lipid molecule. Salvigenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Salvigenin can be found in a number of food items such as sweet basil, mandarin orange (clementine, tangerine), common sage, and peppermint, which makes salvigenin a potential biomarker for the consumption of these food products. Salvigenin is a trimethoxyflavone that is scutellarein in which the hydroxy groups at positions 4, 6, and 7 are replaced by methoxy groups. It has a role as an autophagy inducer, an apoptosis inhibitor, an antilipemic drug, an immunomodulator, an antineoplastic agent, a neuroprotective agent, a hypoglycemic agent and a plant metabolite. It is a trimethoxyflavone and a monohydroxyflavone. It is functionally related to a scutellarein. Salvigenin is a natural product found in Liatris elegans, Achillea santolina, and other organisms with data available. See also: Tangerine peel (part of). A trimethoxyflavone that is scutellarein in which the hydroxy groups at positions 4, 6, and 7 are replaced by methoxy groups. Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis[1][2]. Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis[1][2].

   

Calycopterin

Calycopterin

C19H18O8 (374.1002)


   

5-Hydroxyauranetin

5-Hydroxy-3,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-1-Benzopyran-4-one

C20H20O8 (388.1158)


5-Hydroxyauranetin is found in citrus. 5-Hydroxyauranetin is a constituent of Citrus aurantium (Seville orange). Constituent of Citrus aurantium (Seville orange). 5-Hydroxyauranetin is found in citrus.

   

(E,E,E)-Geranylgeranyl alcohol

3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol

C20H34O (290.261)


   

Calycopterin

5-Hydroxy-2- (4-hydroxyphenyl) -3,6,7,8-tetramethoxy-4H-1-benzopyran-4-one

C19H18O8 (374.1002)


   

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].

   

Salvigenin

4H-1-Benzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-

C18H16O6 (328.0947)


Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis[1][2]. Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis[1][2].

   

5-Hydroxyauranetin

5-Hydroxy-3,6,7,8-tetramethoxy-2- (4-methoxyphenyl) -4H-1-Benzopyran-4-one

C20H20O8 (388.1158)


   

(+)-Longifolene

(+)-Longifolene

C15H24 (204.1878)


(+)-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].

   

8-Methoxycirsilineol

8-Methoxycirsilineol

C19H18O8 (374.1002)


   

Benzoic Acid

Benzoic Acid

C7H6O2 (122.0368)


Benzoic acid is an aromatic alcohol existing naturally in many plants and is a common additive to food, drinks, cosmetics and other products. It acts as preservatives through inhibiting both bacteria and fungi. Benzoic acid is an aromatic alcohol existing naturally in many plants and is a common additive to food, drinks, cosmetics and other products. It acts as preservatives through inhibiting both bacteria and fungi.

   

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.

   

Geranyl geraniol

3,7,11,15-tetramethylhexadeca-2E,6E,10E,14-tetraen-1-ol

C20H34O (290.261)


Geranylgeraniol is an orally acitve vitamin K2 sub-type, an intermediate of the mevalonate pathway. Geranylgeraniol targets NF-kB signaling pathway and could alleviate LPS-induced microglial inflammation in animal model[1][2][3][4]. Geranylgeraniol is an orally acitve vitamin K2 sub-type, an intermediate of the mevalonate pathway. Geranylgeraniol targets NF-kB signaling pathway and could alleviate LPS-induced microglial inflammation in animal model[1][2][3][4].

   

Harzol

(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methyl-heptan-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)


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].

   

Xanthomicrol

4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-6,7,8-trimethoxy-

C18H16O7 (344.0896)


A trimethoxyflavone that is flavone substituted by methoxy groups at positions 6, 7 and 8 and hydroxy groups at positions 5 and 4.

   

FLUOROLINK(R) D

(e,e,e)-geranylgeraniol

C20H34O (290.261)


A diterpenoid that is hexadeca-2,6,10,14-tetraene substituted by methyl groups at positions 3, 7, 11 and 15 and a hydroxy group at position 1. A geranylgeraniol in which all four double bonds have E- (trans-) geometry. Geranylgeraniol, also known as tetraprenol or (2e,6e,10e)-geranylgeraniol, is a member of the class of compounds known as acyclic diterpenoids. Acyclic diterpenoids are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, geranylgeraniol is considered to be an isoprenoid lipid molecule. Geranylgeraniol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Geranylgeraniol can be found in flaxseed, which makes geranylgeraniol a potential biomarker for the consumption of this food product. Geranylgeraniol is a diterpene alcohol which plays a role in several important biological processes. It is an intermediate in the biosynthesis of other diterpenes and of vitamins E and K. It also used in the post-translational modification known as geranylgeranylation. Geranylgeraniol is a pheromone for bumblebees and a variety of other insects . Geranylgeraniol is an orally acitve vitamin K2 sub-type, an intermediate of the mevalonate pathway. Geranylgeraniol targets NF-kB signaling pathway and could alleviate LPS-induced microglial inflammation in animal model[1][2][3][4]. Geranylgeraniol is an orally acitve vitamin K2 sub-type, an intermediate of the mevalonate pathway. Geranylgeraniol targets NF-kB signaling pathway and could alleviate LPS-induced microglial inflammation in animal model[1][2][3][4].

   

(+)-Longifolene

(+)-Longifolene

C15H24 (204.1878)


(+)-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].

   

1,1-dimethyl-2-(3-methyl-7-methylidenenona-3,8-dien-1-yl)-3-methylidenecyclohexane

1,1-dimethyl-2-(3-methyl-7-methylidenenona-3,8-dien-1-yl)-3-methylidenecyclohexane

C20H32 (272.2504)


   

(2e,6e)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,6-dien-1-ol

(2e,6e)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,6-dien-1-ol

C20H34O (290.261)


   

(2e,5e,7s)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,5-diene-1,7-diol

(2e,5e,7s)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,5-diene-1,7-diol

C20H34O2 (306.2559)


   

3-{[9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-2,6-dien-1-yl]oxy}-3-oxopropanoic acid

3-{[9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-2,6-dien-1-yl]oxy}-3-oxopropanoic acid

C23H36O4 (376.2613)


   

9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-2,5-diene-1,7-diol

9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-2,5-diene-1,7-diol

C20H34O2 (306.2559)


   

3-{[(2e,6e)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,6-dien-1-yl]oxy}-3-oxopropanoic acid

3-{[(2e,6e)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,6-dien-1-yl]oxy}-3-oxopropanoic acid

C23H36O4 (376.2613)


   

9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnon-2-ene-1,6,7-triol

9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnon-2-ene-1,6,7-triol

C20H36O3 (324.2664)


   

5-[4-(2,2-dimethyl-6-methylidenecyclohexyl)but-1-en-2-yl]-2-ethenyl-2-methyloxolane

5-[4-(2,2-dimethyl-6-methylidenecyclohexyl)but-1-en-2-yl]-2-ethenyl-2-methyloxolane

C20H32O (288.2453)


   

5-{3-[2-(2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-3-methyloxiran-2-yl}-3-methylpent-2-en-1-ol

5-{3-[2-(2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-3-methyloxiran-2-yl}-3-methylpent-2-en-1-ol

C20H34O2 (306.2559)


   

8-(2,2-dimethyl-6-methylidenecyclohexyl)-6-methylocta-3,5-dien-2-one

8-(2,2-dimethyl-6-methylidenecyclohexyl)-6-methylocta-3,5-dien-2-one

C18H28O (260.214)


   

9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-2,6-dien-1-ol

9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-2,6-dien-1-ol

C20H34O (290.261)


   

(2e,6s)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3-methyl-7-methylidenenon-2-ene-1,6-diol

(2e,6s)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3-methyl-7-methylidenenon-2-ene-1,6-diol

C20H34O2 (306.2559)


   

3-oxo-3-{[(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}propanoic acid

3-oxo-3-{[(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}propanoic acid

C23H36O4 (376.2613)


   

(2r,5s)-5-{4-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]but-1-en-2-yl}-2-ethenyl-2-methyloxolane

(2r,5s)-5-{4-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]but-1-en-2-yl}-2-ethenyl-2-methyloxolane

C20H32O (288.2453)


   

(2e,6r)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3-methyl-7-methylidenenon-2-ene-1,6-diol

(2e,6r)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3-methyl-7-methylidenenon-2-ene-1,6-diol

C20H34O2 (306.2559)


   

(2e)-5-[(1s,4as,8as)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-ol

(2e)-5-[(1s,4as,8as)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-ol

C20H34O (290.261)


   

3-{[(2e)-5-[(1s,4as,8as)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl]oxy}-3-oxopropanoic acid

3-{[(2e)-5-[(1s,4as,8as)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl]oxy}-3-oxopropanoic acid

C23H36O4 (376.2613)


   

9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-2,6-dien-1-yl acetate

9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-2,6-dien-1-yl acetate

C22H36O2 (332.2715)


   

(2s,4as)-2,5,5-trimethyl-1,3,4,4a,6,7-hexahydronaphthalen-2-ol

(2s,4as)-2,5,5-trimethyl-1,3,4,4a,6,7-hexahydronaphthalen-2-ol

C13H22O (194.1671)


   

3-oxo-3-[(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)oxy]propanoic acid

3-oxo-3-[(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)oxy]propanoic acid

C23H36O4 (376.2613)


   

1-[9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-2,6-dien-1-yl] 3-ethyl propanedioate

1-[9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-2,6-dien-1-yl] 3-ethyl propanedioate

C25H40O4 (404.2926)


   

(2r,5r)-5-{4-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]but-1-en-2-yl}-2-ethenyl-2-methyloxolane

(2r,5r)-5-{4-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]but-1-en-2-yl}-2-ethenyl-2-methyloxolane

C20H32O (288.2453)


   

(2e)-5-[(2s,3r)-3-{2-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]ethyl}-3-methyloxiran-2-yl]-3-methylpent-2-en-1-ol

(2e)-5-[(2s,3r)-3-{2-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]ethyl}-3-methyloxiran-2-yl]-3-methylpent-2-en-1-ol

C20H34O2 (306.2559)


   

5-(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-3-methylpent-2-en-1-ol

5-(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-3-methylpent-2-en-1-ol

C20H34O (290.261)


   

(2e,6s,7s)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnon-2-ene-1,6,7-triol

(2e,6s,7s)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnon-2-ene-1,6,7-triol

C20H36O3 (324.2664)


   

(2e,6r,7s)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnon-2-ene-1,6,7-triol

(2e,6r,7s)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnon-2-ene-1,6,7-triol

C20H36O3 (324.2664)


   

(2s,7s)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0²,⁹]undecane

(2s,7s)-3,3,7-trimethyl-8-methylidenetricyclo[5.4.0.0²,⁹]undecane

C15H24 (204.1878)


   

9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-1,6-dien-3-ol

9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-1,6-dien-3-ol

C20H34O (290.261)


   

(3e,5e)-8-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-6-methylocta-3,5-dien-2-one

(3e,5e)-8-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-6-methylocta-3,5-dien-2-one

C18H28O (260.214)


   

(2e)-5-[(2r,3r)-3-{2-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]ethyl}-3-methyloxiran-2-yl]-3-methylpent-2-en-1-ol

(2e)-5-[(2r,3r)-3-{2-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]ethyl}-3-methyloxiran-2-yl]-3-methylpent-2-en-1-ol

C20H34O2 (306.2559)


   

9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-2,7-diene-1,6-diol

9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-2,7-diene-1,6-diol

C20H34O2 (306.2559)


   

(2e,6s,7e)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,7-diene-1,6-diol

(2e,6s,7e)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,7-diene-1,6-diol

C20H34O2 (306.2559)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.3861)


   

9-(2,2-dimethyl-6-methylidenecyclohexyl)-3-methyl-7-methylidenenon-2-ene-1,6-diol

9-(2,2-dimethyl-6-methylidenecyclohexyl)-3-methyl-7-methylidenenon-2-ene-1,6-diol

C20H34O2 (306.2559)


   

(2e,6r,7e)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,7-diene-1,6-diol

(2e,6r,7e)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,7-diene-1,6-diol

C20H34O2 (306.2559)


   

(3r,6e)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-1,6-dien-3-ol

(3r,6e)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-1,6-dien-3-ol

C20H34O (290.261)


   

1-(2e,6e)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,6-dien-1-yl 3-ethyl propanedioate

1-(2e,6e)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,6-dien-1-yl 3-ethyl propanedioate

C25H40O4 (404.2926)


   

(2e,6e)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,6-dien-1-yl acetate

(2e,6e)-9-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,6-dien-1-yl acetate

C22H36O2 (332.2715)


   

3-{[5-(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-3-methylpent-2-en-1-yl]oxy}-3-oxopropanoic acid

3-{[5-(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-3-methylpent-2-en-1-yl]oxy}-3-oxopropanoic acid

C23H36O4 (376.2613)


   

(2s)-1,1-dimethyl-2-[(3e)-3-methyl-7-methylidenenona-3,8-dien-1-yl]-3-methylidenecyclohexane

(2s)-1,1-dimethyl-2-[(3e)-3-methyl-7-methylidenenona-3,8-dien-1-yl]-3-methylidenecyclohexane

C20H32 (272.2504)