NCBI Taxonomy: 318982

Commiphora myrrha (ncbi_taxid: 318982)

found 327 associated metabolites at species taxonomy rank level.

Ancestor: Commiphora

Child Taxonomies: none taxonomy data.

Abietic_acid

InChI=1/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1

C20H30O2 (302.224568)


Yellowish resinous powder. (NTP, 1992) Abietic acid is an abietane diterpenoid that is abieta-7,13-diene substituted by a carboxy group at position 18. It has a role as a plant metabolite. It is an abietane diterpenoid and a monocarboxylic acid. It is a conjugate acid of an abietate. Abietic acid is a natural product found in Ceroplastes pseudoceriferus, Pinus brutia var. eldarica, and other organisms with data available. An abietane diterpenoid that is abieta-7,13-diene substituted by a carboxy group at position 18. D006401 - Hematologic Agents > D005343 - Fibrinolytic Agents D000975 - Antioxidants > D016166 - Free Radical Scavengers D020011 - Protective Agents > D000975 - Antioxidants D050299 - Fibrin Modulating Agents D002317 - Cardiovascular Agents CONFIDENCE standard compound; INTERNAL_ID 8337 Abietic acid, a diterpene isolated from Colophony, possesses antiproliferative, antibacterial, and anti-obesity properties. Abietic acid inhibits lipoxygenase activity for allergy treatment[1][2]. Abietic acid, a diterpene isolated from Colophony, possesses antiproliferative, antibacterial, and anti-obesity properties. Abietic acid inhibits lipoxygenase activity for allergy treatment[1][2].

   

Furanodienone

CYCLODECA(B)FURAN-4(7H)-ONE, 8,11-DIHYDRO-3,6,10-TRIMETHYL-, (5E,9E)-

C15H18O2 (230.1306728)


Furanodienone is a germacrane sesquiterpenoid. (5E,9E)-3,6,10-trimethyl-8,11-dihydro-7H-cyclodeca[b]furan-4-one is a natural product found in Curcuma amada, Curcuma aeruginosa, and other organisms with data available. Isofuranodienone is a constituent of Curcuma zedoaria (zedoary). Constituent of Curcuma zedoaria (zedoary) Furanodienone is one of the major bioactive constituents derived from Rhizoma Curcumae. Furanodienone induced apoptosis[1]. Furanodienone is one of the major bioactive constituents derived from Rhizoma Curcumae. Furanodienone induced apoptosis[1].

   

beta-Elemene

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

C15H24 (204.1877904)


(-)-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.

   

Furanodiene

CYCLODECA(B)FURAN, 4,7,8,11-TETRAHYDRO-3,6,10-TRIMETHYL-, (5E,9E)-

C15H20O (216.151407)


Furanodiene is a germacrane sesquiterpenoid. Furanodiene is a natural product found in Curcuma amada, Lactarius chrysorrheus, and other organisms with data available. Furanodiene is a constituent of Curcuma zedoaria (zedoary) Constituent of Curcuma zedoaria (zedoary)

   

Curzerenone

4(5H)-Benzofuranone, 6-ethenyl-6,7-dihydro-3,6-dimethyl-5-(1-methylethenyl)-, (5R,6R)-rel-

C15H18O2 (230.1306728)


Constituent of Curcuma zedoaria (zedoary). Curzerenone is found in turmeric. 5-Epicurzerenone is from Curcuma zedoaria (zedoary Curzerenone is a monoterpenoid. 4(5H)-Benzofuranone, 6-ethenyl-6,7-dihydro-3,6-dimethyl-5-(1-methylethenyl)-, trans- is a natural product found in Prumnopitys andina, Curcuma aeruginosa, and other organisms with data available. Curzerenone is one of constituents of leaf essential oil extracted from L. pulcherrima. Shows slight inhibitory effective against E. coli[1]. Curzerenone is one of constituents of leaf essential oil extracted from L. pulcherrima. Shows slight inhibitory effective against E. coli[1].

   

gamma-Cadinene

Naphthalene, 1,2,3,4,4a,5,6,8a-octahydro-7-methyl-4-methylene-1-(1-methylethyl)-, (1alpha,4abeta,8aalpha)-

C15H24 (204.18779039999998)


(-)-gamma-cadinene is a member of the cadinene family of sesquiterpenes in which the isopropyl group is cis to the hydrogen at the adjacent bridgehead carbon (the 1R,4aS,8aS enantiomer). It has a role as a metabolite. It is a cadinene, a member of octahydronaphthalenes and a gamma-cadinene. It is an enantiomer of a (+)-gamma-cadinene. (-)-gamma-Cadinene is a natural product found in Xylopia sericea, Chromolaena odorata, and other organisms with data available. A member of the cadinene family of sesquiterpenes in which the isopropyl group is cis to the hydrogen at the adjacent bridgehead carbon (the 1R,4aS,8aS enantiomer). gamma-Cadinene is found in allspice. gamma-Cadinene is a constituent of citronella oil.

   

Cuminaldehyde

4-(1-Methylethyl)benzaldehyde

C10H12O (148.08881019999998)


Cuminaldehyde is the biologically active constituent of Cuminum cyminum seed oil. C. cyminum seed-derived materials have an inhibitory effect in vitro against rat lens aldose reductase and alpha-glucosidase. This inhibitory action cuminaldehyde suggest a potential utility as an antidiabetic therapeutic. (PMID:15796577). Cuminaldehyde is a volatile compound representative of cumin aroma present in trace amounts in the blood and milk of ewes fed with cumin seed. (PMID:8738023). The terpenoid cuminaldehyde, undergoes reduction biotransformation in mammals, but not oxidation. (PMID:2815827). Cuminaldehyde is a member of the class of benzaldehydes that is benzaldehyde substituted by an isopropyl group at position 4. It is a component of essential oils from Cumin and exhibits insecticidal activities. It has a role as an insecticide, a volatile oil component and a plant metabolite. It derives from a hydride of a cumene. 4-Isopropylbenzaldehyde is a natural product found in Xylopia aromatica, Xylopia sericea, and other organisms with data available. See also: Paeonia lactiflora root (part of). A member of the class of benzaldehydes that is benzaldehyde substituted by an isopropyl group at position 4. It is a component of essential oils from Cumin and exhibits insecticidal activities. Found in many essential oils, including eucalyptus, cumin and cassiaand is also present in grilled or roast beef and cognac. Flavouring agent Cuminaldehyde. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=122-03-2 (retrieved 2024-07-11) (CAS RN: 122-03-2). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Cuminaldehyde is the major component of Cuminum cyminum, a natural aldehyde with inhibitory effect on alpha-synuclein fibrillation and cytotoxicity. Cuminaldehyde shows anticancer activity[1]. Cuminaldehyde is the major component of Cuminum cyminum, a natural aldehyde with inhibitory effect on alpha-synuclein fibrillation and cytotoxicity. Cuminaldehyde shows anticancer activity[1].

   

(-)-Limonene

(S)-(-)-Limonene, purum, >=95.0\\% (sum of enantiomers, GC)

C10H16 (136.1251936)


Limonene is a monoterpene with a clear colourless liquid at room temperature, a naturally occurring chemical which is the major component in oil of oranges. 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.). Limonene is a botanical (plant-derived) solvent of low toxicity. Mild skin irritation may occur from exposure to limonene and oxidation products of limonene may produce dermal sensitization, and may have irritative and bronchoconstrictive airway effects; however, data are scant and more studies are required. 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. Limonene is one of the active components of dietary phytochemicals that appears to be protective against cancer (PMID:16563357, 15499193, 15325315, 2024047). (4S)-limonene is an optically active form of limonene having (4S)-configuration. It is an enantiomer of a (4R)-limonene. (-)-Limonene is a natural product found in Poiretia latifolia, Kippistia suaedifolia, and other organisms with data available. A naturally-occurring class of MONOTERPENES which occur as a clear colorless liquid at room temperature. Limonene is the major component in the oil of oranges which has many uses, including as flavor and fragrance. It is recognized as safe in food by the Food and Drug Administration (FDA). See also: Spearmint Oil (part of). An optically active form of limonene having (4S)-configuration. (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1]. (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1]. (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1]. (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1].

   

Eugenol

Eugenol, Pharmaceutical Secondary Standard; Certified Reference Material

C10H12O2 (164.0837252)


Eugenol appears as clear colorless pale yellow or amber-colored liquid. Odor of cloves. Spicy pungent taste. (NTP, 1992) Eugenol is a phenylpropanoid formally derived from guaiacol with an allyl chain substituted para to the hydroxy group. It is a major component of clove essential oil, and exhibits antibacterial, analgesic and antioxidant properties. It has been widely used in dentistry to treat toothache and pulpitis. It has a role as an allergen, a human blood serum metabolite, a sensitiser, a volatile oil component, a flavouring agent, an EC 1.4.3.4 (monoamine oxidase) inhibitor, a radical scavenger, an antibacterial agent, an antineoplastic agent, an apoptosis inducer, an anaesthetic, an analgesic, a voltage-gated sodium channel blocker, a NF-kappaB inhibitor and an anti-inflammatory agent. It is a phenylpropanoid, a monomethoxybenzene, a member of phenols and an alkenylbenzene. It is functionally related to a guaiacol. Eugenol is a naturally occurring phenolic molecule found in several plants such as cinnamon, clove, and bay leaves. It has been used as a topical antiseptic as a counter-irritant and in dental preparations with zinc oxide for root canal sealing and pain control. Although not currently available in any FDA-approved products (including OTC), eugenol has been found to have anti-inflammatory, neuroprotective, antipyretic, antioxidant, antifungal and analgesic properties. Its exact mechanism of action is unknown, however, it has been shown to interfere with action potential conduction. There are a number of unapproved OTC products available containing eugenol that advertise its use for the treatment of toothache. Eugenol is a Standardized Chemical Allergen. The physiologic effect of eugenol is by means of Increased Histamine Release, and Cell-mediated Immunity. Eugenol, also called clove oil, is an aromatic oil extracted from cloves that is used widely as a flavoring for foods and teas and as an herbal oil used topically to treat toothache and more rarely to be taken orally to treat gastrointestinal and respiratory complaints. Eugenol in therapeutic doses has not been implicated in causing serum enzyme elevations or clinically apparent liver injury, but ingestions of high doses, as with an overdose, can cause severe liver injury. Eugenol is a natural product found in Dahlia sherffii, Elettaria cardamomum, and other organisms with data available. Eugenol is an allyl chain-substituted guaiacol, i.e. 2-methoxy-4-(2-propenyl)phenol. Eugenol is a member of the allylbenzene class of chemical compounds. It is a clear to pale yellow oily liquid extracted from certain essential oils especially from clove oil, nutmeg, cinnamon, and bay leaf. It is slightly soluble in water and soluble in organic solvents. It has a pleasant, spicy, clove-like odor. Eugenol is used in perfumeries, flavorings, essential oils and in medicine as a local antiseptic and anaesthetic. It was used in the production of isoeugenol for the manufacture of vanillin, though most vanillin is now produced from petrochemicals or from by-products of paper manufacture (Wikipedia). 4-Allyl-2-methoxyphenol is a metabolite found in or produced by Saccharomyces cerevisiae. A cinnamate derivative of the shikimate pathway found in CLOVE OIL and other PLANTS. See also: Cinnamon (part of); Clove Oil (part of); Cinnamon Leaf Oil (part of) ... View More ... Eugenol is an allyl chain-substituted guaiacol. Eugenol is a member of the phenylpropanoids class of chemical compounds. It is a clear to pale yellow oily liquid extracted from certain essential oils especially from clove oil, nutmeg, cinnamon, and bay leaf. It is slightly soluble in water and soluble in organic solvents. It has a pleasant, spicy, clove-like aroma. Eugenol is an allyl chain-substituted guaiacol, i.e. 2-methoxy-4-(2-propenyl)phenol. It is a clear to pale yellow oily liquid extracted from certain essential oils especially from clove oil, nutmeg, cinnamon, and bay leaf. Eugenol is used in perfumeries, flavorings, essential oils and in medicine as a local antiseptic and anaesthetic. It was used in the production of isoeugenol for the manufacture of vanillin, though most vanillin is now produced from petrochemicals or from by-products of paper manufacture (Wikipedia). Eugenol is used in perfumeries, flavorings, essential oils and in medicine as a local antiseptic and anesthetic. It is a key ingredient in Indonesian kretek (clove) cigarettes. It was used in the production of isoeugenol for the manufacture of vanillin, though most vanillin is now produced from phenol or from lignin. It is one of many compounds that is attractive to males of various species of orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study. Eugenol has a very widespread occurrence in essential oils. Major component of clove oil. Also found in citrus and thyme oils. It is found in foods such as apple, apricot, banana and cherry fruits. Eugenol or 4-allyl-2-methoxyphenol is classified as a phenylpropanoid, formally derived from guaiacol, with an allyl chain positioned para to the hydroxy group. It is soluble in water, alcohol, chloroform, ether and oils. Eugenol is a neutral compound. It is biosynthesized from tyrosine. Eugenol is widely distributed in plants. It is a clear to pale yellow oily liquid extracted from clove oil, nutmeg, cinnamon, basil and bay leaf. It has a pleasant, spicy, clove-like odor with a spicy pungent taste. Eugenol is found in highest concentrations in cloves, allspices, and carrots and in lower concentrations in walnuts, ceylon cinnamons, and wild carrots. Eugenol has also been detected in shea tree, passion fruits, winged beans, fireweeds, and gingers, making it a potential biomarker for the consumption of these foods. Eugenol is used in perfumeries, flavorings and essential oils. It was first used for the manufacture of vanillin (https://doi.org/10.1021/ed054p776), though most vanillin is now produced from petrochemicals or from by-products of paper manufacture. Eugenol is hepatotoxic, meaning it may cause damage to the liver, if consumed in high doses. Eugenol has local antiseptic and anaesthetic properties (PMID:15089054 ; PMID:935250 ) and acts as positive allosteric modulators of the GABA-A receptor. It has high antioxidant, anti-proliferative, and anti-inflammatory activities with potential roles in alleviating and preventing cancer and inflammatory reactions (PMID:27771920 ). A phenylpropanoid formally derived from guaiacol with an allyl chain substituted para to the hydroxy group. It is a major component of clove essential oil, and exhibits antibacterial, analgesic and antioxidant properties. It has been widely used in dentistry to treat toothache and pulpitis. C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent D000890 - Anti-Infective Agents D012997 - Solvents [Raw Data] CB226_Eugenol_pos_10eV_CB000079.txt [Raw Data] CB226_Eugenol_pos_20eV_CB000079.txt [Raw Data] CB226_Eugenol_pos_40eV_CB000079.txt [Raw Data] CB226_Eugenol_pos_50eV_CB000079.txt [Raw Data] CB226_Eugenol_pos_30eV_CB000079.txt Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation. Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation.

   

Dehydroabietic acid

(1R,4aS,10aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid

C20H28O2 (300.2089188)


Dehydroabietic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Dehydroabietic acid possesses antiviral activity[1]. Dehydroabietic acid possesses antiviral activity[1].

   

alpha-Copaene

TRICYCLO(4.4.0.02,7)DEC-3-ENE, 1,3-DIMETHYL-8-(1-METHYLETHYL)-, (1R,2S,6S,7S,8S)-

C15H24 (204.18779039999998)


alpha-Copaene, also known as aglaiene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. alpha-Copaene is possibly neutral. alpha-Copaene is a spice and woody tasting compound that can be found in several food items such as lime, mandarin orange (clementine, tangerine), safflower, and summer savoury, which makes alpha-copaene a potential biomarker for the consumption of these food products. alpha-Copaene can be found in feces and saliva. Alpha-copaene, also known as copaene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Alpha-copaene is a spice and woody tasting compound and can be found in a number of food items such as lime, mandarin orange (clementine, tangerine), safflower, and summer savory, which makes alpha-copaene a potential biomarker for the consumption of these food products. Alpha-copaene can be found primarily in feces and saliva. 8-Isopropyl-1,3-dimethyltricyclo(4.4.0.02,7)dec-3-ene is a natural product found in Pinus sylvestris var. hamata, Asarum gusk, and other organisms with data available.

   

beta-Caryophyllene

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

C15H24 (204.18779039999998)


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.

   

Germacrene

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

C15H24 (204.18779039999998)


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

   

Germacrene D

(1E,6E,8S)-1-methyl-8-(1-methylethyl)-5-methylidenecyclodeca-1,6-diene

C15H24 (204.18779039999998)


Germacrene d, also known as germacrene d, (s-(e,e))-isomer, is a member of the class of compounds known as germacrane sesquiterpenoids. Germacrane sesquiterpenoids are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Germacrene d can be found in a number of food items such as peppermint, roman camomile, hyssop, and common walnut, which makes germacrene d a potential biomarker for the consumption of these food products.

   

Epimuurolene

1,2,3,4,4a,5,6,8a-Octahydro-7-methyl-4-methylene-1-(1-methylethyl)-(1S,4aR,8aR)-Naphthalene

C15H24 (204.18779039999998)


Gamma-cadinene, also known as D-G-cadinene or gamma-cadinene, (+)-isomer, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Gamma-cadinene is a wood tasting compound and can be found in a number of food items such as hyssop, lemon balm, sweet orange, and common sage, which makes gamma-cadinene a potential biomarker for the consumption of these food products. Gamma-cadinene can be found primarily in saliva. Chemically, the cadinenes are bicyclic sesquiterpenes. The term cadinene has sometimes also been used in a broad sense to refer to any sesquiterpene with the so-called cadalane (4-isopropyl-1,6-dimethyldecahydronaphthalene) carbon skeleton. Because of the large number of known double-bond and stereochemical isomers, this class of compounds has been subdivided into four subclasses based on the relative stereochemistry at the isopropyl group and the two bridgehead carbon atoms. The name cadinene is now properly used only for the first subclass below, which includes the compounds originally isolated from cade oil. Only one enantiomer of each subclass is depicted, with the understanding that the other enantiomer bears the same subclass name .

   

Cedrelanol

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

C15H26O (222.1983546)


A cadinane sesquiterpenoid that is cadin-4-ene carrying a hydroxy substituent at position 10.

   

Isogermafurene

6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-1-benzofuran

C15H20O (216.151407)


Isogermafurene is found in herbs and spices. Isogermafurene is isolated from Curcuma zedoaria (zedoary), present to some extent in nearly all Curcuma species. Isolated from Curcuma zedoaria (zedoary), present to some extent in nearly all Curcuma subspecies Isogermafurene is found in herbs and spices. Curzerene is a natural product found in Commiphora myrrha and Lindera pulcherrima var. hemsleyana with data available.

   

gamma-Muurolene

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

C15H24 (204.18779039999998)


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

   

beta-Bourbonene

Cyclobuta[1,2:3,4]dicyclopentene,decahydro-3a-methyl-6-methylene-1-(1-methylethyl)-, (1S,3aS,3bR,6aS,6bR)-

C15H24 (204.18779039999998)


beta-Bourbonene is found in cloves. beta-Bourbonene is a flavouring agent.

   

Germacrene B

(1Z,5Z)-1,5-dimethyl-8-(propan-2-ylidene)cyclodeca-1,5-diene

C15H24 (204.18779039999998)


Constituent of the peel oil of yuzu Citrus junos. Germacrene B is found in many foods, some of which are pepper (spice), lime, citrus, and common oregano. Germacrene B is found in citrus. Germacrene B is a constituent of the peel oil of yuzu Citrus junos.

   

Cedrelanol

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

C15H26O (222.1983546)


Constituent of Juniperus communis (juniper). Cedrelanol is found in many foods, some of which are fruits, sweet basil, lemon balm, and hyssop. Cedrelanol is found in fruits. Cedrelanol is a constituent of Juniperus communis (juniper).

   

Isofuranodiene

3,6,10-trimethyl-4H,7H,8H,11H-cyclodeca[b]furan

C15H20O (216.151407)


   

Curzerenone C

(5R,6R)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-1-benzofuran-4-one

C15H18O2 (230.1306728)


Curzerenone c is a member of the class of compounds known as aromatic monoterpenoids. Aromatic monoterpenoids are monoterpenoids containing at least one aromatic ring. Curzerenone c is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Curzerenone c can be found in turmeric, which makes curzerenone c a potential biomarker for the consumption of this food product. Curzerenone is one of constituents of leaf essential oil extracted from L. pulcherrima. Shows slight inhibitory effective against E. coli[1]. Curzerenone is one of constituents of leaf essential oil extracted from L. pulcherrima. Shows slight inhibitory effective against E. coli[1].

   

Furanodienon

CYCLODECA(B)FURAN-4(7H)-ONE, 8,11-DIHYDRO-3,6,10-TRIMETHYL-, (5E,9E)-

C15H18O2 (230.1306728)


Furanodienone is a germacrane sesquiterpenoid. (5E,9E)-3,6,10-trimethyl-8,11-dihydro-7H-cyclodeca[b]furan-4-one is a natural product found in Curcuma amada, Curcuma aeruginosa, and other organisms with data available. Furanodienone is one of the major bioactive constituents derived from Rhizoma Curcumae. Furanodienone induced apoptosis[1]. Furanodienone is one of the major bioactive constituents derived from Rhizoma Curcumae. Furanodienone induced apoptosis[1].

   

Limonene

(S)-(−)-Limonene

C10H16 (136.1251936)


A monoterpene that is cyclohex-1-ene substituted by a methyl group at position 1 and a prop-1-en-2-yl group at position 4 respectively. Found in over 300 essential oils, the ==(R)==-form is the most widespread, followed by the racemate and then the (S)-form. Extensively used in the flavour industry [DFC] (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1]. (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1]. (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1]. (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1].

   

Germacrene D

1,6-Cyclodecadiene, 1-methyl-5-methylene-8-(1-methylethyl)-, [s-(E,E)]-

C15H24 (204.18779039999998)


(-)-germacrene D is a germacrene D. It is an enantiomer of a (+)-germacrene D. (-)-Germacrene D is a natural product found in Teucrium montanum, Stachys obliqua, and other organisms with data available. See also: Clary Sage Oil (part of).

   

1-Triacontene

1-Triacontene

C30H60 (420.469476)


   

Eugenol

Eugenol

C10H12O2 (164.0837252)


C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent D000890 - Anti-Infective Agents D012997 - Solvents Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation. Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation.

   

(-)-limonene

(S)-(−)-Limonene

C10H16 (136.1251936)


(-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1]. (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1]. (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1]. (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1].

   

caryophyllene

(-)-beta-Caryophyllene

C15H24 (204.18779039999998)


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.

   

beta-Bourbonene

Cyclobuta[1,2:3,4]dicyclopentene,decahydro-3a-methyl-6-methylene-1-(1-methylethyl)-, (1S,3aS,3bR,6aS,6bR)-

C15H24 (204.18779039999998)


Flavouring agent. beta-Bourbonene is found in many foods, some of which are rosemary, common oregano, sweet basil, and winter savory.

   

Curzerene

6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-1-benzofuran

C15H20O (216.151407)


   

g-Muurolene

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

C15H24 (204.18779039999998)


   

g-Cadinene

1,2,3,4,4a,5,6,8a-Octahydro-7-methyl-4-methylene-1-(1-methylethyl)-(1S,4aR,8aR)-Naphthalene

C15H24 (204.18779039999998)


   

Germacrene B

(1E,5E)-1,5-dimethyl-8-(propan-2-ylidene)cyclodeca-1,5-diene

C15H24 (204.18779039999998)


   

Elemene

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

C15H24 (204.18779039999998)


(-)-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.

   

Engenol

InChI=1\C10H12O2\c1-3-4-8-5-6-9(11)10(7-8)12-2\h3,5-7,11H,1,4H2,2H

C10H12O2 (164.0837252)


C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent D000890 - Anti-Infective Agents D012997 - Solvents Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation. Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation.

   

Furanodiene

InChI=1\C15H20O\c1-11-5-4-6-12(2)9-15-14(8-7-11)13(3)10-16-15\h6-7,10H,4-5,8-9H2,1-3H3\b11-7+,12-6

C15H20O (216.151407)


   

Curzerenone

4(5H)-Benzofuranone, 6-ethenyl-6,7-dihydro-3,6-dimethyl-5-(1-methylethenyl)-, (5R,6R)-rel-

C15H18O2 (230.1306728)


Curzerenone is a monoterpenoid. 4(5H)-Benzofuranone, 6-ethenyl-6,7-dihydro-3,6-dimethyl-5-(1-methylethenyl)-, trans- is a natural product found in Prumnopitys andina, Curcuma aeruginosa, and other organisms with data available. Curzerenone is one of constituents of leaf essential oil extracted from L. pulcherrima. Shows slight inhibitory effective against E. coli[1]. Curzerenone is one of constituents of leaf essential oil extracted from L. pulcherrima. Shows slight inhibitory effective against E. coli[1].

   

(±)-β-Elemene

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

C15H24 (204.1877904)


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.

   

cuminal

InChI=1\C10H12O\c1-8(2)10-5-3-9(7-11)4-6-10\h3-8H,1-2H

C10H12O (148.08881019999998)


Cuminaldehyde is the major component of Cuminum cyminum, a natural aldehyde with inhibitory effect on alpha-synuclein fibrillation and cytotoxicity. Cuminaldehyde shows anticancer activity[1]. Cuminaldehyde is the major component of Cuminum cyminum, a natural aldehyde with inhibitory effect on alpha-synuclein fibrillation and cytotoxicity. Cuminaldehyde shows anticancer activity[1].

   

T Cadinol

1-Naphthalenol, 1,2,3,4,4a,7,8,8a-octahydro-1,6-dimethyl-4-(1-methylethyl)-, (1S-(1alpha,4alpha,4aalpha,8abeta))-

C15H26O (222.1983546)


   

furanodienone

(5Z,9E)-3,6,10-trimethyl-8,11-dihydro-7H-cyclodeca[b]furan-4-one

C15H18O2 (230.1306728)


   

beta-Bourbonene

Cyclobuta[1,2:3,4]dicyclopentene,decahydro-3a-methyl-6-methylene-1-(1-methylethyl)-, (1S,3aS,3bR,6aS,6bR)-

C15H24 (204.18779039999998)


Bourbonene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Thus, bourbonene is considered to be an isoprenoid lipid molecule. Bourbonene can be found in orange mint, which makes bourbonene a potential biomarker for the consumption of this food product. beta-Bourbonene is found in cloves. beta-Bourbonene is a flavouring agent.

   

(S)-Limonene

(S)-(−)-Limonene

C10H16 (136.1251936)


Constituent of pine needle oiland is) also present in ginger, nutmeg, pepper, mace, coriander and other herbs and spices. (S)-Limonene is found in many foods, some of which are fennel, caraway, cardamom, and herbs and spices. (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1]. (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1]. (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1]. (-)-Limonene ((S)-(-)-Limonene) is a monoterpene found in citrus plants like lemon, orange, and grape. (-)-Limonene can induce a mild bronchoconstrictive effect[1].

   

Continentalic acid

alpha-Pimaric acid

C20H30O2 (302.224568)


Continentalic acid from Aralia continentalis has minimum inhibitory concentrations (MICs) of approximately 8-16 μg/mL against S. aureus, including the Methicillin (HY-121544) susceptible Staphylococcus aureus (MSSA) and Methicillin-resistant Staphylococcus aureus (MRSA) standard strains[1].

   
   

(+)-gamma-cadinene

(+)-gamma-cadinene

C15H24 (204.18779039999998)


A member of the cadinene family of sesquiterpenes in which the isopropyl group is cis to the hydrogen at the adjacent bridgehead carbon (the 1S,4aR,8aR enantiomer).

   

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

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

C15H24 (204.18779039999998)


   

1-[2-(but-3-en-2-yl)-3,6-dihydroxy-5-methylphenyl]-2-methylpropan-2-yl acetate

1-[2-(but-3-en-2-yl)-3,6-dihydroxy-5-methylphenyl]-2-methylpropan-2-yl acetate

C17H24O4 (292.1674504)


   

(5r,6r)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-4h-1-benzofuran

(5r,6r)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-4h-1-benzofuran

C15H20O (216.151407)


   

(3as,5s,8s)-3a-hydroxy-1,5,8-trimethyl-4h,5h,7h,8h,9h-naphtho[2,1-b]furan-2,6-dione

(3as,5s,8s)-3a-hydroxy-1,5,8-trimethyl-4h,5h,7h,8h,9h-naphtho[2,1-b]furan-2,6-dione

C15H18O4 (262.1205028)


   

(8r)-3,6,10-trimethyl-4h,7h,8h,11h-cyclodeca[b]furan-8-yl acetate

(8r)-3,6,10-trimethyl-4h,7h,8h,11h-cyclodeca[b]furan-8-yl acetate

C17H22O3 (274.15688620000003)


   

1,5,8-trimethyl-7h,8h,9h-naphtho[2,1-b]furan-6-one

1,5,8-trimethyl-7h,8h,9h-naphtho[2,1-b]furan-6-one

C15H16O2 (228.1150236)


   

8-methoxy-3,6,10-trimethyl-4-oxo-5h,6h,7h,8h,11h-cyclodeca[b]furan-5-yl acetate

8-methoxy-3,6,10-trimethyl-4-oxo-5h,6h,7h,8h,11h-cyclodeca[b]furan-5-yl acetate

C18H24O5 (320.1623654)


   

(5r,6s,8s)-8-methoxy-3,6,10-trimethyl-4-oxo-5h,6h,7h,8h,11h-cyclodeca[b]furan-5-yl acetate

(5r,6s,8s)-8-methoxy-3,6,10-trimethyl-4-oxo-5h,6h,7h,8h,11h-cyclodeca[b]furan-5-yl acetate

C18H24O5 (320.1623654)


   

3a-hydroxy-1,5,8-trimethyl-4h,5h,7h,8h,9h-naphtho[2,1-b]furan-2,6-dione

3a-hydroxy-1,5,8-trimethyl-4h,5h,7h,8h,9h-naphtho[2,1-b]furan-2,6-dione

C15H18O4 (262.1205028)


   

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

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

C15H18O (214.1357578)


   

8-methoxy-3,6,10-trimethyl-5h,6h,7h,8h,11h-cyclodeca[b]furan-4-one

8-methoxy-3,6,10-trimethyl-5h,6h,7h,8h,11h-cyclodeca[b]furan-4-one

C16H22O3 (262.15688620000003)


   

(6r,8r)-8-methoxy-3,6,10-trimethyl-5h,6h,7h,8h,11h-cyclodeca[b]furan-4-one

(6r,8r)-8-methoxy-3,6,10-trimethyl-5h,6h,7h,8h,11h-cyclodeca[b]furan-4-one

C16H22O3 (262.15688620000003)


   

(1s,5r,6r)-5-[(2r)-2-hydroxybutan-2-yl]-2-methyl-6-(2-methylprop-1-en-1-yl)cyclohex-2-en-1-ol

(1s,5r,6r)-5-[(2r)-2-hydroxybutan-2-yl]-2-methyl-6-(2-methylprop-1-en-1-yl)cyclohex-2-en-1-ol

C15H26O2 (238.1932696)


   

(5s,6s,8s)-8-methoxy-3,6,10-trimethyl-4-oxo-5h,6h,7h,8h,11h-cyclodeca[b]furan-5-yl acetate

(5s,6s,8s)-8-methoxy-3,6,10-trimethyl-4-oxo-5h,6h,7h,8h,11h-cyclodeca[b]furan-5-yl acetate

C18H24O5 (320.1623654)


   

1-{2-[(2r)-but-3-en-2-yl]-3,4,6-trihydroxy-5-methylphenyl}-2-methylpropan-2-yl acetate

1-{2-[(2r)-but-3-en-2-yl]-3,4,6-trihydroxy-5-methylphenyl}-2-methylpropan-2-yl acetate

C17H24O5 (308.1623654)


   

(1r,3ar,4r,8as)-7-isopropyl-1-methoxy-1,4-dimethyl-2,3,3a,5,6,8a-hexahydroazulen-4-ol

(1r,3ar,4r,8as)-7-isopropyl-1-methoxy-1,4-dimethyl-2,3,3a,5,6,8a-hexahydroazulen-4-ol

C16H28O2 (252.20891880000002)


   

(6s)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-1-benzofuran-4-one

(6s)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-1-benzofuran-4-one

C15H18O2 (230.1306728)


   

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

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

C15H24 (204.18779039999998)


   

(4s,6s,8r)-8,12-dimethyl-3-methylidene-5,14-dioxatricyclo[9.3.0.0⁴,⁶]tetradeca-1(11),12-dien-10-one

(4s,6s,8r)-8,12-dimethyl-3-methylidene-5,14-dioxatricyclo[9.3.0.0⁴,⁶]tetradeca-1(11),12-dien-10-one

C15H18O3 (246.1255878)


   

(8s)-1,5,8-trimethyl-7h,8h,9h-naphtho[2,1-b]furan-6-one

(8s)-1,5,8-trimethyl-7h,8h,9h-naphtho[2,1-b]furan-6-one

C15H16O2 (228.1150236)


   

8,12-dimethyl-3-methylidene-5,14-dioxatricyclo[9.3.0.0⁴,⁶]tetradeca-1(11),12-dien-10-one

8,12-dimethyl-3-methylidene-5,14-dioxatricyclo[9.3.0.0⁴,⁶]tetradeca-1(11),12-dien-10-one

C15H18O3 (246.1255878)


   

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

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

C15H16O2 (228.1150236)


   

(5s,6s,7as)-6-ethenyl-7a-hydroxy-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-4h-1-benzofuran-2-one

(5s,6s,7as)-6-ethenyl-7a-hydroxy-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-4h-1-benzofuran-2-one

C15H20O3 (248.14123700000002)


   

[(1s,4s,4as,8ar)-4-isopropyl-6-methyl-1,2,3,4,4a,5,8,8a-octahydronaphthalen-1-yl]methanol

[(1s,4s,4as,8ar)-4-isopropyl-6-methyl-1,2,3,4,4a,5,8,8a-octahydronaphthalen-1-yl]methanol

C15H26O (222.1983546)


   

(3ar,3br,5ar,9ar,9br,11ar)-3a,3b,6,6,9a-pentamethyl-3h,4h,5h,5ah,8h,9h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-one

(3ar,3br,5ar,9ar,9br,11ar)-3a,3b,6,6,9a-pentamethyl-3h,4h,5h,5ah,8h,9h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-one

C22H34O (314.2609514)


   

(5s,6s)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-4h-1-benzofuran

(5s,6s)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-4h-1-benzofuran

C15H20O (216.151407)


   

(1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

(1z,6z,8s)-8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

C15H24 (204.18779039999998)


   

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

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

C15H18O (214.1357578)


   

(6s,7r)-7-methoxy-3,6-dimethyl-10-methylidene-5h,6h,7h,11h-cyclodeca[b]furan-4-one

(6s,7r)-7-methoxy-3,6-dimethyl-10-methylidene-5h,6h,7h,11h-cyclodeca[b]furan-4-one

C16H20O3 (260.14123700000005)


   

7-methoxy-3,6-dimethyl-10-methylidene-5h,6h,7h,11h-cyclodeca[b]furan-4-one

7-methoxy-3,6-dimethyl-10-methylidene-5h,6h,7h,11h-cyclodeca[b]furan-4-one

C16H20O3 (260.14123700000005)


   

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

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

C15H18O (214.1357578)


   

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

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

C15H18O (214.1357578)


   

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

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

C30H50O2 (442.38106)


   

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

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

C30H50O2 (442.38106)


   

(4-isopropyl-6-methyl-1,2,3,4,4a,5,8,8a-octahydronaphthalen-1-yl)methanol

(4-isopropyl-6-methyl-1,2,3,4,4a,5,8,8a-octahydronaphthalen-1-yl)methanol

C15H26O (222.1983546)


   

8-methoxy-3,6,10-trimethyl-4h,7h,8h,11h-cyclodeca[b]furan

8-methoxy-3,6,10-trimethyl-4h,7h,8h,11h-cyclodeca[b]furan

C16H22O2 (246.1619712)


   

6-(but-3-en-2-yl)-5-(2-hydroxy-2-methylpropyl)-3-methylcyclohex-2-en-1-ol

6-(but-3-en-2-yl)-5-(2-hydroxy-2-methylpropyl)-3-methylcyclohex-2-en-1-ol

C15H26O2 (238.1932696)


   

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

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

C15H18O3 (246.1255878)


   

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

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

C15H18O3 (246.1255878)


   

7-isopropyl-1-methoxy-1,4-dimethyl-2,3,3a,5,6,8a-hexahydroazulen-4-ol

7-isopropyl-1-methoxy-1,4-dimethyl-2,3,3a,5,6,8a-hexahydroazulen-4-ol

C16H28O2 (252.20891880000002)


   

3,6,10-trimethyl-4h,7h,8h,11h-cyclodeca[b]furan-2-yl acetate

3,6,10-trimethyl-4h,7h,8h,11h-cyclodeca[b]furan-2-yl acetate

C17H22O3 (274.15688620000003)


   

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

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

C15H16O3 (244.1099386)


   

(5s,6s)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-1-benzofuran-4-one

(5s,6s)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-1-benzofuran-4-one

C15H18O2 (230.1306728)


   

6-ethenyl-7a-hydroxy-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-4h-1-benzofuran-2-one

6-ethenyl-7a-hydroxy-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-4h-1-benzofuran-2-one

C15H20O3 (248.14123700000002)


   

(5ar,9ar,9br,11ar)-3a,3b,6,6,9a-pentamethyl-3h,4h,5h,5ah,8h,9h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-one

(5ar,9ar,9br,11ar)-3a,3b,6,6,9a-pentamethyl-3h,4h,5h,5ah,8h,9h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-one

C22H34O (314.2609514)


   

3,6,10-trimethyl-4h,7h,8h,11h-cyclodeca[b]furan-8-yl acetate

3,6,10-trimethyl-4h,7h,8h,11h-cyclodeca[b]furan-8-yl acetate

C17H22O3 (274.15688620000003)


   

1-{2-[(2r)-but-3-en-2-yl]-5-methylphenyl}-2-methylpropan-2-ol

1-{2-[(2r)-but-3-en-2-yl]-5-methylphenyl}-2-methylpropan-2-ol

C15H22O (218.1670562)


   

1-{2-[(2r)-but-3-en-2-yl]-3,6-dihydroxy-5-methylphenyl}-2-methylpropan-2-yl acetate

1-{2-[(2r)-but-3-en-2-yl]-3,6-dihydroxy-5-methylphenyl}-2-methylpropan-2-yl acetate

C17H24O4 (292.1674504)


   

(8r)-1,5,8-trimethyl-7h,8h,9h-naphtho[2,1-b]furan-6-one

(8r)-1,5,8-trimethyl-7h,8h,9h-naphtho[2,1-b]furan-6-one

C15H16O2 (228.1150236)


   

(5s,6r)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-1-benzofuran-4-one

(5s,6r)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-1-benzofuran-4-one

C15H18O2 (230.1306728)


   

5-(2-hydroxybutan-2-yl)-2-methyl-6-(2-methylprop-1-en-1-yl)cyclohex-2-en-1-ol

5-(2-hydroxybutan-2-yl)-2-methyl-6-(2-methylprop-1-en-1-yl)cyclohex-2-en-1-ol

C15H26O2 (238.1932696)


   

(6s,7s)-7-methoxy-3,6-dimethyl-10-methylidene-5h,6h,7h,11h-cyclodeca[b]furan-4-one

(6s,7s)-7-methoxy-3,6-dimethyl-10-methylidene-5h,6h,7h,11h-cyclodeca[b]furan-4-one

C16H20O3 (260.14123700000005)


   

(6r)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-1-benzofuran-4-one

(6r)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-1-benzofuran-4-one

C15H18O2 (230.1306728)


   

(6r,8s)-8-methoxy-3,6,10-trimethyl-5h,6h,7h,8h,11h-cyclodeca[b]furan-4-one

(6r,8s)-8-methoxy-3,6,10-trimethyl-5h,6h,7h,8h,11h-cyclodeca[b]furan-4-one

C16H22O3 (262.15688620000003)


   

1-[2-(but-3-en-2-yl)-3,4,6-trihydroxy-5-methylphenyl]-2-methylpropan-2-yl acetate

1-[2-(but-3-en-2-yl)-3,4,6-trihydroxy-5-methylphenyl]-2-methylpropan-2-yl acetate

C17H24O5 (308.1623654)


   

(1s,5s,6r)-6-[(2s)-but-3-en-2-yl]-5-(2-hydroxy-2-methylpropyl)-3-methylcyclohex-2-en-1-ol

(1s,5s,6r)-6-[(2s)-but-3-en-2-yl]-5-(2-hydroxy-2-methylpropyl)-3-methylcyclohex-2-en-1-ol

C15H26O2 (238.1932696)


   

(9as)-9a-hydroxy-3,5,8-trimethyl-4h,9h-naphtho[2,3-b]furan-2-one

(9as)-9a-hydroxy-3,5,8-trimethyl-4h,9h-naphtho[2,3-b]furan-2-one

C15H16O3 (244.1099386)


   

1-[2-(but-3-en-2-yl)-5-methylphenyl]-2-methylpropan-2-ol

1-[2-(but-3-en-2-yl)-5-methylphenyl]-2-methylpropan-2-ol

C15H22O (218.1670562)


   

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

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

C15H16O2 (228.1150236)


   

4-ethenyl-1-isopropyl-4-methyl-3-(prop-1-en-2-yl)cyclohex-1-ene

4-ethenyl-1-isopropyl-4-methyl-3-(prop-1-en-2-yl)cyclohex-1-ene

C15H24 (204.18779039999998)


   

(8r)-8-methoxy-3,6,10-trimethyl-4h,7h,8h,11h-cyclodeca[b]furan

(8r)-8-methoxy-3,6,10-trimethyl-4h,7h,8h,11h-cyclodeca[b]furan

C16H22O2 (246.1619712)


   

3-[(3as,5as,6s,7s,9ar,9br)-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-1h,3ah,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoic acid

3-[(3as,5as,6s,7s,9ar,9br)-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-1h,3ah,4h,5h,5ah,7h,8h,9h-cyclopenta[a]naphthalen-6-yl]propanoic acid

C22H34O2 (330.2558664)


   

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

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

C15H18O (214.1357578)