NCBI Taxonomy: 176613

Smallanthus uvedalia (ncbi_taxid: 176613)

found 69 associated metabolites at species taxonomy rank level.

Ancestor: Smallanthus

Child Taxonomies: none taxonomy data.

Squalene

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

C30H50 (410.3912)


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

   

alpha-Humulene

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

C15H24 (204.1878)


alpha-Humulene, also known as alpha-caryophyllene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, alpha-humulene is considered to be an isoprenoid lipid molecule. alpha-Humulene is found in allspice. alpha-Humulene is a constituent of many essential oils including hops (Humulus lupulus) and cloves (Syzygium aromaticum). (1E,4E,8E)-alpha-humulene is the (1E,4E,8E)-isomer of alpha-humulene. Humulene is a natural product found in Nepeta nepetella, Teucrium montanum, and other organisms with data available. See also: Caryophyllene (related). 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].

   

trans-beta-Farnesene

TRANS-.BETA.-FARNESENE (CONSTITUENT OF CHAMOMILE) [DSC]

C15H24 (204.1878)


Trans-beta-farnesene is a beta-farnesene in which the double bond at position 6-7 has E configuration. It is the major or sole alarm pheromone in most species of aphid. It has a role as an alarm pheromone and a metabolite. beta-Farnesene is a natural product found in Nepeta nepetella, Eupatorium capillifolium, and other organisms with data available. trans-beta-Farnesene, also known as (E)-β-Farnesene or (E)-7,11-Dimethyl-3-methylenedodeca-1,6,10-triene, is classified as a member of the Sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. trans-beta-Farnesene is a hydrocarbon lipid molecule. (E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2]. (E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2].

   

1-Tridecene-3,5,7,9,11-pentayne

Tridec-1-ene-3,5,7,9,11-pentayne

C13H6 (162.0469)


1-Tridecene-3,5,7,9,11-pentayne is found in burdock. 1-Tridecene-3,5,7,9,11-pentayne is found in leaves, flowers and seeds of numerous species e.g. Valeriana officinalis (valerian Found in leaves, flowers and seeds of numerous subspecies e.g. Valeriana officinalis (valerian)

   

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.

   

beta-Santalene

Bicyclo[2.2.1]heptane, 2-methyl-3-methylene-2-(4-methyl-3-pentenyl)-, (1S-exo)-

C15H24 (204.1878)


Epi-beta-santalene is found in cereals and cereal products. Epi-beta-santalene is a constituent of the famine food Santalum album (sandalwood). Epi-beta-santalene is a flavouring ingredient Constituent from oil of the famine food Santalum album (sandalwood). Flavouring ingredient. beta-Santalene is found in sweet basil and cereals and cereal products.

   

Germacrene D

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

C15H24 (204.1878)


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.

   

beta-Bisabolene

(-)-beta-bisabolene;(S)-(-)-6-methyl-2-(4-methyl-3-cyclohexen-1-yl)-1,5-heptadiene;(S)-1-methyl-4-(5-methyl-1-methylene-4-hexenyl)cyclohexene

C15H24 (204.1878)


S-beta-Bisabolene is found in anise. S-beta-Bisabolene is a constituent of the essential oils of bergamot, lemon and wild carrot Flavouring ingredient used singly or as mixed isomers. Component of FEMA 3331. See also 2,7,10-Bisabolatriene JHG85-W β-Bisabolene is a?sesquiterpene isolated from?opoponax (Commiphora guidotti). β-Bisabolene, an anti-cancer agent, can be used for the study of breast cancer[1]. β-Bisabolene is a?sesquiterpene isolated from?opoponax (Commiphora guidotti). β-Bisabolene, an anti-cancer agent, can be used for the study of breast cancer[1].

   

beta-Farnesene

(6Z)-7,11-dimethyl-3-methylidenedodeca-1,6,10-triene

C15H24 (204.1878)


A mixture with 1,3,6,10-Farnesatetraene JXF60-O has been isolated from many plant sources and is used as a food flavourant (woodgreen flavour). beta-Farnesene is found in sweet basil. (E)-beta-Farnesene is found in anise. (E)-beta-Farnesene is a constituent of hop, camomile and other essential oils (E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2]. (E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2].

   

Squalen

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

C30H50 (410.3912)


   

alpha-cis-bergamotene

(1R,5R,6R)-2,6-dimethyl-6-(4-methylpent-3-en-1-yl)bicyclo[3.1.1]hept-2-ene

C15H24 (204.1878)


Alpha-cis-bergamotene is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Alpha-cis-bergamotene can be found in allspice, pepper (spice), and star anise, which makes alpha-cis-bergamotene a potential biomarker for the consumption of these food products.

   

(E)-beta-farnesene

7,11-dimethyl-3-methylidenedodeca-1,6,10-triene

C15H24 (204.1878)


(e)-beta-farnesene, also known as 7,11-dimethyl-3-methylenedodeca-1,6,10-triene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units (e)-beta-farnesene can be found in a number of food items such as safflower, lemon thyme, cauliflower, and root vegetables, which makes (e)-beta-farnesene a potential biomarker for the consumption of these food products. (e)-β-farnesene, also known as 7,11-dimethyl-3-methylenedodeca-1,6,10-triene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units (e)-β-farnesene can be found in a number of food items such as safflower, lemon thyme, cauliflower, and root vegetables, which makes (e)-β-farnesene a potential biomarker for the consumption of these food products. (E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2]. (E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2].

   

beta-santalene

(-)-beta-Santalene

C15H24 (204.1878)


A sesquiterpene and carbobicyclic compound that is bicyclo[2.2.1]heptane in which the hydrogens at position 3 are substituted by a methylidene group, while the 2-exo- and 2-endo- hydrogens are subsitituted by 2-methylpent-2-en-5-yl and methyl groups, respectively (the 1S,2R,4R enantiomer).

   

Germacrene D

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

C15H24 (204.1878)


(-)-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).

   

Squalene

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

C30H50 (410.3912)


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

   

ent-Kaur-16-en-19-oic acid

ent-Kaur-16-en-19-oic acid

C20H30O2 (302.2246)


   

β-Bisabolene

(-)-beta-bisabolene;(S)-(-)-6-methyl-2-(4-methyl-3-cyclohexen-1-yl)-1,5-heptadiene;(S)-1-methyl-4-(5-methyl-1-methylene-4-hexenyl)cyclohexene

C15H24 (204.1878)


(S)-beta-bisabolene is a beta-bisabolene which has (1S)-configuration. It is an enantiomer of a (R)-beta-bisabolene. beta-Bisabolene is a natural product found in Rattus rattus, Eupatorium cannabinum, and other organisms with data available. A beta-bisabolene which has (1S)-configuration. β-Bisabolene is a?sesquiterpene isolated from?opoponax (Commiphora guidotti). β-Bisabolene, an anti-cancer agent, can be used for the study of breast cancer[1]. β-Bisabolene is a?sesquiterpene isolated from?opoponax (Commiphora guidotti). β-Bisabolene, an anti-cancer agent, can be used for the study of breast cancer[1].

   

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.

   

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].

   

Farnesene

1,6,10-Dodecatriene, 7,11-dimethyl-3-methylene-, (6E)-

C15H24 (204.1878)


Isol. (without stereochemical distinction) from oil of Cymbopogon nardus (citronella), Cananga odorata (ylang ylang) and others (E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2]. (E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2].

   

2060-59-5

Tridec-1-ene-3,5,7,9,11-pentayne

C13H6 (162.0469)


   

1-Tridecene-3,5,7,9,11-pentayne

Tridec-1-ene-3,5,7,9,11-pentayne

C13H6 (162.0469)


A pentayne that is tridecane which carries a double bond at position 1 and triple bonds at positions 3,5,7,9 and 11. It is a natural product which exhibits ovicidal and nematicidal activities.

   

methyl 5-hydroxy-10-(hydroxymethyl)-4-[(3-methylbutanoyl)oxy]-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,10h,11h,11ah-cyclodeca[b]furan-6-carboxylate

methyl 5-hydroxy-10-(hydroxymethyl)-4-[(3-methylbutanoyl)oxy]-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,10h,11h,11ah-cyclodeca[b]furan-6-carboxylate

C21H30O8 (410.1941)


   

(1's,2r,4's,5'r,9's,10'r,13'r)-5',9'-dimethylspiro[oxirane-2,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-5'-ylmethyl (2z)-2-methylbut-2-enoate

(1's,2r,4's,5'r,9's,10'r,13'r)-5',9'-dimethylspiro[oxirane-2,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-5'-ylmethyl (2z)-2-methylbut-2-enoate

C25H38O3 (386.2821)


   

9-methyl-5-{[(2-methylbut-2-enoyl)oxy]methyl}-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

9-methyl-5-{[(2-methylbut-2-enoyl)oxy]methyl}-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C25H36O4 (400.2613)


   

(1r,4as,8as)-1,6-dimethyl-4-(prop-1-en-2-yl)-4a,7,8,8a-tetrahydro-1h-naphthalen-2-one

(1r,4as,8as)-1,6-dimethyl-4-(prop-1-en-2-yl)-4a,7,8,8a-tetrahydro-1h-naphthalen-2-one

C15H20O (216.1514)


   

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

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

C15H18O2 (230.1307)


   

(-)-β-bisabolene

(-)-β-bisabolene

C15H24 (204.1878)


   

(4as,8s,8ar)-3,8-dimethyl-5-(prop-1-en-2-yl)-4a,7,8,8a-tetrahydro-1h-naphthalen-2-one

(4as,8s,8ar)-3,8-dimethyl-5-(prop-1-en-2-yl)-4a,7,8,8a-tetrahydro-1h-naphthalen-2-one

C15H20O (216.1514)


   

(4as,8s,8as)-3,8-dimethyl-5-(prop-1-en-2-yl)-4a,7,8,8a-tetrahydro-1h-naphthalen-2-one

(4as,8s,8as)-3,8-dimethyl-5-(prop-1-en-2-yl)-4a,7,8,8a-tetrahydro-1h-naphthalen-2-one

C15H20O (216.1514)


   

methyl (3as,4s,5s,10s,11ar)-5-hydroxy-10-(hydroxymethyl)-4-[(3-methylbutanoyl)oxy]-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,10h,11h,11ah-cyclodeca[b]furan-6-carboxylate

methyl (3as,4s,5s,10s,11ar)-5-hydroxy-10-(hydroxymethyl)-4-[(3-methylbutanoyl)oxy]-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,10h,11h,11ah-cyclodeca[b]furan-6-carboxylate

C21H30O8 (410.1941)


   

(1s,4r,7r)-7-methyl-2-methylidene-7-(4-methylpent-3-en-1-yl)bicyclo[2.2.1]heptane

(1s,4r,7r)-7-methyl-2-methylidene-7-(4-methylpent-3-en-1-yl)bicyclo[2.2.1]heptane

C15H24 (204.1878)


   

(1's,2r,4's,6'r,9's,10'r,13'r)-5',5',9'-trimethylspiro[oxirane-2,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-6'-yl (2z)-2-methylbut-2-enoate

(1's,2r,4's,6'r,9's,10'r,13'r)-5',5',9'-trimethylspiro[oxirane-2,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-6'-yl (2z)-2-methylbut-2-enoate

C25H38O3 (386.2821)


   

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

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

C15H18O4 (262.1205)


   

methyl (3as,4s,5s,10s,11ar)-5-hydroxy-10-(hydroxymethyl)-4-{[(2z)-2-methylbut-2-enoyl]oxy}-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,10h,11h,11ah-cyclodeca[b]furan-6-carboxylate

methyl (3as,4s,5s,10s,11ar)-5-hydroxy-10-(hydroxymethyl)-4-{[(2z)-2-methylbut-2-enoyl]oxy}-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,10h,11h,11ah-cyclodeca[b]furan-6-carboxylate

C21H28O8 (408.1784)


   

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

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

C15H18O4 (262.1205)


   

9-methyl-5-{[(3-methylbutanoyl)oxy]methyl}-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

9-methyl-5-{[(3-methylbutanoyl)oxy]methyl}-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C25H38O4 (402.277)


   

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

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

C16H20O4 (276.1362)


   

1,6-dimethyl-4-(prop-1-en-2-yl)-4a,7,8,8a-tetrahydro-1h-naphthalen-2-one

1,6-dimethyl-4-(prop-1-en-2-yl)-4a,7,8,8a-tetrahydro-1h-naphthalen-2-one

C15H20O (216.1514)


   

5-(acetyloxy)-6-(methoxycarbonyl)-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2,3-dimethyloxirane-2-carboxylate

5-(acetyloxy)-6-(methoxycarbonyl)-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2,3-dimethyloxirane-2-carboxylate

C23H28O9 (448.1733)


   

(3as,4r,5s,11as)-4-(acetyloxy)-6-(methoxycarbonyl)-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate

(3as,4r,5s,11as)-4-(acetyloxy)-6-(methoxycarbonyl)-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate

C23H28O9 (448.1733)


   

(1s,4s,5r,9s,10r,13r)-9-methyl-5-{[(3-methylbut-2-enoyl)oxy]methyl}-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

(1s,4s,5r,9s,10r,13r)-9-methyl-5-{[(3-methylbut-2-enoyl)oxy]methyl}-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C25H36O4 (400.2613)


   

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

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

C16H20O4 (276.1362)


   

methyl 5,9-dimethyl-6-[(2-methylbut-2-enoyl)oxy]-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

methyl 5,9-dimethyl-6-[(2-methylbut-2-enoyl)oxy]-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

C26H38O4 (414.277)


   

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

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

C15H20O3 (248.1412)


   

methyl (1s,4s,5s,6r,9s,10r,13r)-5,9-dimethyl-6-[(3-methylbut-2-enoyl)oxy]-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

methyl (1s,4s,5s,6r,9s,10r,13r)-5,9-dimethyl-6-[(3-methylbut-2-enoyl)oxy]-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

C26H38O4 (414.277)


   

(6e)-2,6-dimethyl-10-methylidenedodeca-2,6-diene

(6e)-2,6-dimethyl-10-methylidenedodeca-2,6-diene

C15H26 (206.2034)


   

methyl 5-hydroxy-10-(hydroxymethyl)-4-[(2-methylbut-2-enoyl)oxy]-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,10h,11h,11ah-cyclodeca[b]furan-6-carboxylate

methyl 5-hydroxy-10-(hydroxymethyl)-4-[(2-methylbut-2-enoyl)oxy]-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,10h,11h,11ah-cyclodeca[b]furan-6-carboxylate

C21H28O8 (408.1784)


   

5'-formyl-5',9'-dimethylspiro[oxirane-2,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-6'-yl 2-methylbut-2-enoate

5'-formyl-5',9'-dimethylspiro[oxirane-2,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-6'-yl 2-methylbut-2-enoate

C25H36O4 (400.2613)


   

(1s,4s,5r,9s,10r,13r)-9-methyl-5-{[(3-methylbutanoyl)oxy]methyl}-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

(1s,4s,5r,9s,10r,13r)-9-methyl-5-{[(3-methylbutanoyl)oxy]methyl}-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C25H38O4 (402.277)


   

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

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

C15H18O2 (230.1307)


   

(5s,5as,9as)-1,5,8-trimethyl-4h,5h,5ah,6h,9ah-naphtho[2,1-b]furan-7-one

(5s,5as,9as)-1,5,8-trimethyl-4h,5h,5ah,6h,9ah-naphtho[2,1-b]furan-7-one

C15H18O2 (230.1307)


   

(1's,2r,4's,5's,6'r,9's,10'r,13'r)-5'-formyl-5',9'-dimethylspiro[oxirane-2,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-6'-yl (2z)-2-methylbut-2-enoate

(1's,2r,4's,5's,6'r,9's,10'r,13'r)-5'-formyl-5',9'-dimethylspiro[oxirane-2,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-6'-yl (2z)-2-methylbut-2-enoate

C25H36O4 (400.2613)


   

(3ar,4s,5s,11ar)-5-(acetyloxy)-6-(methoxycarbonyl)-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate

(3ar,4s,5s,11ar)-5-(acetyloxy)-6-(methoxycarbonyl)-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate

C23H28O9 (448.1733)


   

5',5',9'-trimethylspiro[oxirane-2,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-6'-yl 2-methylbut-2-enoate

5',5',9'-trimethylspiro[oxirane-2,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-6'-yl 2-methylbut-2-enoate

C25H38O3 (386.2821)


   

(+)-α-santalene

(+)-α-santalene

C15H24 (204.1878)


   

(1s,4s,5r,9s,10r,12s,13r)-12-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

(1s,4s,5r,9s,10r,12s,13r)-12-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C20H30O3 (318.2195)


   

5',9'-dimethylspiro[oxirane-2,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-5'-ylmethyl 2-methylbut-2-enoate

5',9'-dimethylspiro[oxirane-2,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-5'-ylmethyl 2-methylbut-2-enoate

C25H38O3 (386.2821)


   

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

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

C15H20O3 (248.1412)


   

(1s,4s,5r,9s,10r,13r)-9-methyl-5-({[(2z)-2-methylbut-2-enoyl]oxy}methyl)-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

(1s,4s,5r,9s,10r,13r)-9-methyl-5-({[(2z)-2-methylbut-2-enoyl]oxy}methyl)-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C25H36O4 (400.2613)


   

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

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

C16H20O4 (276.1362)


   

8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

C15H24 (204.1878)


   

methyl (1s,4s,5s,6r,9s,10r,13r)-5,9-dimethyl-6-{[(2z)-2-methylbut-2-enoyl]oxy}-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

methyl (1s,4s,5s,6r,9s,10r,13r)-5,9-dimethyl-6-{[(2z)-2-methylbut-2-enoyl]oxy}-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

C26H38O4 (414.277)


   

3,8-dimethyl-5-(prop-1-en-2-yl)-4a,7,8,8a-tetrahydro-1h-naphthalen-2-one

3,8-dimethyl-5-(prop-1-en-2-yl)-4a,7,8,8a-tetrahydro-1h-naphthalen-2-one

C15H20O (216.1514)


   

(r)-β-bisabolene

(r)-β-bisabolene

C15H24 (204.1878)


   

12-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

12-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C20H30O3 (318.2195)


   

9-methyl-5-{[(3-methylbut-2-enoyl)oxy]methyl}-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

9-methyl-5-{[(3-methylbut-2-enoyl)oxy]methyl}-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C25H36O4 (400.2613)


   

7-methyl-2-methylidene-7-(4-methylpent-3-en-1-yl)bicyclo[2.2.1]heptane

7-methyl-2-methylidene-7-(4-methylpent-3-en-1-yl)bicyclo[2.2.1]heptane

C15H24 (204.1878)


   

methyl 5,9-dimethyl-6-[(3-methylbut-2-enoyl)oxy]-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

methyl 5,9-dimethyl-6-[(3-methylbut-2-enoyl)oxy]-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

C26H38O4 (414.277)