NCBI Taxonomy: 2846963

Liabinae (ncbi_taxid: 2846963)

found 118 associated metabolites at subtribe taxonomy rank level.

Ancestor: Liabeae

Child Taxonomies: Liabum, Sampera, Oligactis, Dillandia, Ferreyranthus

Costunolide

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

C15H20O2 (232.14632200000003)


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

   

Stigmasterol

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

C29H48O (412.37049579999996)


Stigmasterol is a phytosterol, meaning it is steroid derived from plants. As a food additive, phytosterols have cholesterol-lowering properties (reducing cholesterol absorption in intestines), and may act in cancer prevention. Phytosterols naturally occur in small amount in vegetable oils, especially soybean oil. One such phytosterol complex, isolated from vegetable oil, is cholestatin, composed of campesterol, stigmasterol, and brassicasterol, and is marketed as a dietary supplement. Sterols can reduce cholesterol in human subjects by up to 15\\%. The mechanism behind phytosterols and the lowering of cholesterol occurs as follows : the incorporation of cholesterol into micelles in the gastrointestinal tract is inhibited, decreasing the overall amount of cholesterol absorbed. This may in turn help to control body total cholesterol levels, as well as modify HDL, LDL and TAG levels. Many margarines, butters, breakfast cereals and spreads are now enriched with phytosterols and marketed towards people with high cholesterol and a wish to lower it. Stigmasterol is found to be associated with phytosterolemia, which is an inborn error of metabolism. Stigmasterol is a 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions. It has a role as a plant metabolite. It is a 3beta-sterol, a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid and a member of phytosterols. It derives from a hydride of a stigmastane. Stigmasterol is a natural product found in Ficus auriculata, Xylopia aromatica, and other organisms with data available. Stigmasterol is a steroid derivative characterized by the hydroxyl group in position C-3 of the steroid skeleton, and unsaturated bonds in position 5-6 of the B ring, and position 22-23 in the alkyl substituent. Stigmasterol is found in the fats and oils of soybean, calabar bean and rape seed, as well as several other vegetables, legumes, nuts, seeds, and unpasteurized milk. See also: Comfrey Root (part of); Saw Palmetto (part of); Plantago ovata seed (part of). Stigmasterol is an unsaturated plant sterol occurring in the plant fats or oils of soybean, calabar bean, and rape seed, and in a number of medicinal herbs, including the Chinese herbs Ophiopogon japonicus (Mai men dong) and American Ginseng. Stigmasterol is also found in various vegetables, legumes, nuts, seeds, and unpasteurized milk. A 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol

   

Lupeol

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

C30H50O (426.386145)


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

   

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 (410.39123)


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].

   

Phytol

2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (theta-(theta,theta-(E)))-

C20H40O (296.307899)


Phytol, also known as trans-phytol or 3,7,11,15-tetramethylhexadec-2-en-1-ol, 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, phytol is considered to be an isoprenoid lipid molecule. Phytol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Phytol can be found in a number of food items such as salmonberry, rose hip, malus (crab apple), and black raspberry, which makes phytol a potential biomarker for the consumption of these food products. Phytol can be found primarily in human fibroblasts tissue. Phytol is an acyclic diterpene alcohol that can be used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1. In ruminants, the gut fermentation of ingested plant materials liberates phytol, a constituent of chlorophyll, which is then converted to phytanic acid and stored in fats. In shark liver it yields pristane . Phytol is a diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. It has a role as a plant metabolite, a schistosomicide drug and an algal metabolite. It is a diterpenoid and a long-chain primary fatty alcohol. Phytol is a natural product found in Elodea canadensis, Wendlandia formosana, and other organisms with data available. Phytol is an acyclic diterpene alcohol and a constituent of chlorophyll. Phytol is commonly used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1. Furthermore, phytol also was shown to modulate transcription in cells via transcription factors PPAR-alpha and retinoid X receptor (RXR). Acyclic diterpene used in making synthetic forms of vitamin E and vitamin K1. Phytol is a natural linear diterpene alcohol which is used in the preparation of vitamins E and K1. It is also a decomposition product of chlorophyll. It is an oily liquid that is nearly insoluble in water, but soluble in most organic solvents. -- Wikipedia. A diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. C1907 - Drug, Natural Product > C28269 - Phytochemical Acquisition and generation of the data is financially supported in part by CREST/JST. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1]. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1].

   

2,6-Dimethylocta-3,7-diene-1,6-diol

(2E)-2,6-dimethylocta-2,7-diene-1,6-diol

C10H18O2 (170.1306728)


2,6-dimethylocta-3,7-diene-1,6-diol, also known as (6e)-8-hydroxylinalool, is a member of the class of compounds known as acyclic monoterpenoids. Acyclic monoterpenoids are monoterpenes that do not contain a cycle. Thus, 2,6-dimethylocta-3,7-diene-1,6-diol is considered to be a fatty alcohol lipid molecule. 2,6-dimethylocta-3,7-diene-1,6-diol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). 2,6-dimethylocta-3,7-diene-1,6-diol can be found in ginger, which makes 2,6-dimethylocta-3,7-diene-1,6-diol a potential biomarker for the consumption of this food product.

   

Taraxasterol

(3S,4aR,6aR,6aR,6bR,8aR,12S,12aS,14aR,14bR)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicen-3-ol

C30H50O (426.386145)


Constituent of dandelion roots (Taraxacum officinale), Roman chamomile flowers (Anthemis nobilis) and many other plants. Taraxasterol is found in many foods, some of which are soy bean, chicory, evening primrose, and common grape. Taraxasterol is found in alcoholic beverages. Taraxasterol is a constituent of dandelion roots (Taraxacum officinale), Roman chamomile flowers (Anthemis nobilis) and many other plants Taraxasterol is a pentacyclic triterpenoid isolated from Taraxacum mongolicum. Taraxasterol has a role as a metabolite and an anti-inflammatory agent[1]. Taraxasterol is a pentacyclic triterpenoid isolated from Taraxacum mongolicum. Taraxasterol has a role as a metabolite and an anti-inflammatory agent[1].

   

Encelin

8a-methyl-3,5-dimethylidene-2H,3H,3aH,4H,4aH,5H,6H,8aH,9H,9aH-naphtho[2,3-b]furan-2,6-dione

C15H16O3 (244.1099386)


Encelin is found in herbs and spices. Encelin is a constituent of Inula helenium (elecampane) Constituent of Inula helenium (elecampane). Encelin is found in herbs and spices.

   

Squalen

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

C30H50 (410.39123)


   

alpha-Caryophyllene

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

C15H24 (204.18779039999998)


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].

   

Dehydrocostus lactone

3,6,9-trimethylidene-dodecahydroazuleno[4,5-b]furan-2-one

C15H18O2 (230.1306728)


Dehydrocostus lactone, also known as dehydro-alpha-curcumene, belongs to guaianolides and derivatives class of compounds. Those are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Dehydrocostus lactone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Dehydrocostus lactone can be found in burdock and sweet bay, which makes dehydrocostus lactone a potential biomarker for the consumption of these food products.

   

Lupeol acetate

1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-yl acetate

C32H52O2 (468.3967092)


   

Trideca-1,11-dien-3,5,7,9-tetrayn

trideca-1,11-dien-3,5,7,9-tetrayne

C13H8 (164.0625968)


Trideca-1,11-dien-3,5,7,9-tetrayn is a member of the class of compounds known as enynes. Enynes are hydrocarbons containing an alkene and an alkyne group. Trideca-1,11-dien-3,5,7,9-tetrayn can be found in burdock, which makes trideca-1,11-dien-3,5,7,9-tetrayn a potential biomarker for the consumption of this food product.

   

Taraxasterol

(3S,4aR,6aR,6aR,6bR,8aR,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicen-3-ol

C30H50O (426.386145)


Taraxasterol is a pentacyclic triterpenoid that is taraxastane with a beta-hydroxy group at position 3. It has a role as a metabolite and an anti-inflammatory agent. It is a pentacyclic triterpenoid and a secondary alcohol. It derives from a hydride of a taraxastane. Taraxasterol is a natural product found in Eupatorium altissimum, Eupatorium perfoliatum, and other organisms with data available. See also: Calendula Officinalis Flower (part of). A pentacyclic triterpenoid that is taraxastane with a beta-hydroxy group at position 3. Taraxasterol is a pentacyclic triterpenoid isolated from Taraxacum mongolicum. Taraxasterol has a role as a metabolite and an anti-inflammatory agent[1]. Taraxasterol is a pentacyclic triterpenoid isolated from Taraxacum mongolicum. Taraxasterol has a role as a metabolite and an anti-inflammatory agent[1].

   

Lupeol acetate

Acetic acid (1R,3aR,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-yl ester

C32H52O2 (468.3967092)


Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1]. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].

   

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 (414.386145)


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].

   

dehydrocostus lactone

NCGC00385838-01_C15H18O2_Azuleno[4,5-b]furan-2(3H)-one, decahydro-3,6,9-tris(methylene)-, (3aS,6aR,9aR,9bS)-

C15H18O2 (230.1306728)


Dehydrocostus Lactone is a major sesquiterpene lactone isolated from the roots of Saussurea costus. IC50 value: Target: In vitro: Dehydrocostus Lactone promoted apoptosis with increased activation of caspases 8, 9, 7, 3, enhanced PARP cleavage, decreased Bcl-xL expression and increased levels of Bax, Bak, Bok, Bik, Bmf, and t-Bid. We have demonstrated that Dehydrocostus Lactone inhibits cell growth and induce apoptosis in DU145 cells [1]. Dehydrocostus Lactone inhibits NF-kappaB activation by preventing TNF-alpha-induced degradation and phosphorylation of its inhibitory protein I-kappaB alpha in human leukemia HL-60 cells and that dehydrocostus lactone renders HL-60 cells susceptible to TNF-alpha-induced apoptosis by enhancing caspase-8 and caspase-3 activities [2]. Dehydrocostus Lactone inhibited the production of NO in lipopolysaccharide (LPS)-activated RAW 264.7 cells by suppressing inducible nitric oxide synthase enzyme expression. In vivo: Dehydrocostus Lactone decreased the TNF-alpha level in LPS-activated systems in vivo [3]. Dehydrocostus Lactone is a major sesquiterpene lactone isolated from the roots of Saussurea costus. IC50 value: Target: In vitro: Dehydrocostus Lactone promoted apoptosis with increased activation of caspases 8, 9, 7, 3, enhanced PARP cleavage, decreased Bcl-xL expression and increased levels of Bax, Bak, Bok, Bik, Bmf, and t-Bid. We have demonstrated that Dehydrocostus Lactone inhibits cell growth and induce apoptosis in DU145 cells [1]. Dehydrocostus Lactone inhibits NF-kappaB activation by preventing TNF-alpha-induced degradation and phosphorylation of its inhibitory protein I-kappaB alpha in human leukemia HL-60 cells and that dehydrocostus lactone renders HL-60 cells susceptible to TNF-alpha-induced apoptosis by enhancing caspase-8 and caspase-3 activities [2]. Dehydrocostus Lactone inhibited the production of NO in lipopolysaccharide (LPS)-activated RAW 264.7 cells by suppressing inducible nitric oxide synthase enzyme expression. In vivo: Dehydrocostus Lactone decreased the TNF-alpha level in LPS-activated systems in vivo [3].

   

Stigmasterol

Stigmasterol

C29H48O (412.37049579999996)


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

   

lupeol

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

C30H50O (426.386145)


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

   

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 (410.39123)


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].

   

Costunolide

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

C15H20O2 (232.14632200000003)


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

   

Phytol

2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (theta-(theta,theta-(E)))-

C20H40O (296.307899)


Phytol is a key acyclic diterpene alcohol that is a precursor for vitamins E and K1. Phytol is an extremely common terpenoid, found in all plants esterified to Chlorophyll to confer lipid solubility[citation needed].; Phytol is a natural linear diterpene alcohol which is used in the preparation of vitamins E and K1. It is also a decomposition product of chlorophyll. It is an oily liquid that is nearly insoluble in water, but soluble in most organic solvents. -- Wikipedia C1907 - Drug, Natural Product > C28269 - Phytochemical Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1]. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1].

   
   
   

Humulene

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

C15H24 (204.18779039999998)


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].

   

Lupeol acetate

1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-yl acetate

C32H52O2 (468.3967092)


Lupeyl acetate, also known as lupeyl acetic acid, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Lupeyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Lupeyl acetate can be found in burdock, date, and fig, which makes lupeyl acetate a potential biomarker for the consumption of these food products. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1]. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].

   

(2E)-2,6-dimethylocta-2,7-diene-1,6-diol

(2E)-2,6-dimethylocta-2,7-diene-1,6-diol

C10H18O2 (170.1306728)


   
   

(3ar,4as,8s,8ar,9ar)-8-hydroxy-8a-methyl-3,5-dimethylidene-3ah,4h,4ah,8h,9h,9ah-naphtho[2,3-b]furan-2-one

(3ar,4as,8s,8ar,9ar)-8-hydroxy-8a-methyl-3,5-dimethylidene-3ah,4h,4ah,8h,9h,9ah-naphtho[2,3-b]furan-2-one

C15H18O3 (246.1255878)


   

(1s,5r,8r,11s)-5,7,7,11-tetramethyltricyclo[6.3.0.0¹,⁵]undec-2-ene

(1s,5r,8r,11s)-5,7,7,11-tetramethyltricyclo[6.3.0.0¹,⁵]undec-2-ene

C15H24 (204.18779039999998)


   

(1r,2s,5s)-2-(hydroxymethyl)-5-isopropylbicyclo[3.1.0]hexan-2-ol

(1r,2s,5s)-2-(hydroxymethyl)-5-isopropylbicyclo[3.1.0]hexan-2-ol

C10H18O2 (170.1306728)


   

7-isopropyl-4,10-dimethyl-11,12-dioxatricyclo[5.3.2.0¹,⁵]dodec-5-en-4-ol

7-isopropyl-4,10-dimethyl-11,12-dioxatricyclo[5.3.2.0¹,⁵]dodec-5-en-4-ol

C15H24O3 (252.1725354)


   

(3ar,4ar,8s,8as,9ar)-4a,8-dihydroxy-8a-methyl-3,5-dimethylidene-3ah,4h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

(3ar,4ar,8s,8as,9ar)-4a,8-dihydroxy-8a-methyl-3,5-dimethylidene-3ah,4h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

C15H18O4 (262.1205028)


   

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

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

C15H18O3 (246.1255878)


   

(1s,3r,7r,9r,10r,12r,14s)-9,14-dimethyl-4-methylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradecane-5,13-dione

(1s,3r,7r,9r,10r,12r,14s)-9,14-dimethyl-4-methylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradecane-5,13-dione

C15H18O4 (262.1205028)


   

9,14-dimethyl-4-methylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradec-1(14)-ene-5,13-dione

9,14-dimethyl-4-methylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradec-1(14)-ene-5,13-dione

C15H16O4 (260.1048536)


   

(3ar,11as)-10-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-6-carbaldehyde

(3ar,11as)-10-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-6-carbaldehyde

C15H18O3 (246.1255878)


   

(3as,4as,7ar,8ar)-4a-acetyl-7a-methyl-3-methylidene-3ah,4h,8h,8ah-indeno[5,6-b]furan-2,7-dione

(3as,4as,7ar,8ar)-4a-acetyl-7a-methyl-3-methylidene-3ah,4h,8h,8ah-indeno[5,6-b]furan-2,7-dione

C15H16O4 (260.1048536)


   

methyl 2-[(2r,3r,4as)-3-hydroxy-4a,8-dimethyl-7-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]prop-2-enoate

methyl 2-[(2r,3r,4as)-3-hydroxy-4a,8-dimethyl-7-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]prop-2-enoate

C16H20O4 (276.13615200000004)


   

(1s,2r,5r,6r,7s,8r)-8-isopropyl-1,5-dimethyl-9,10-dioxatricyclo[6.2.2.0²,⁶]dodec-11-en-7-ol

(1s,2r,5r,6r,7s,8r)-8-isopropyl-1,5-dimethyl-9,10-dioxatricyclo[6.2.2.0²,⁶]dodec-11-en-7-ol

C15H24O3 (252.1725354)


   

(3r,7r,9r,10r,12s,13s)-13-hydroxy-9,14-dimethyl-4-methylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradec-1(14)-en-5-one

(3r,7r,9r,10r,12s,13s)-13-hydroxy-9,14-dimethyl-4-methylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradec-1(14)-en-5-one

C15H18O4 (262.1205028)


   

9,14-dimethyl-4-methylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradecane-5,13-dione

9,14-dimethyl-4-methylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradecane-5,13-dione

C15H18O4 (262.1205028)


   

2,3,5,9-tetramethyltricyclo[6.3.0.0¹,⁵]undecan-4-one

2,3,5,9-tetramethyltricyclo[6.3.0.0¹,⁵]undecan-4-one

C15H24O (220.18270539999997)


   

13-hydroxy-9-methyl-4,14-dimethylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradecan-5-one

13-hydroxy-9-methyl-4,14-dimethylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradecan-5-one

C15H18O4 (262.1205028)


   

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

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

C15H16O3 (244.1099386)


   

(3r,7r,9r,10r,12r)-9,14-dimethyl-4-methylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradec-1(14)-ene-5,13-dione

(3r,7r,9r,10r,12r)-9,14-dimethyl-4-methylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradec-1(14)-ene-5,13-dione

C15H16O4 (260.1048536)


   

2,5,8-trimethyl-6-methylidenetricyclo[6.3.0.0¹,⁵]undecane

2,5,8-trimethyl-6-methylidenetricyclo[6.3.0.0¹,⁵]undecane

C15H24 (204.18779039999998)


   

(3r,3as,5s,6ar,9s,9ar,9bs)-5-hydroxy-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

(3r,3as,5s,6ar,9s,9ar,9bs)-5-hydroxy-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

C15H20O4 (264.13615200000004)


   

10-isopropyl-3-methyl-7-methylidene-6-oxocyclodec-2-en-1-yl acetate

10-isopropyl-3-methyl-7-methylidene-6-oxocyclodec-2-en-1-yl acetate

C17H26O3 (278.1881846)


   

[(1r,2r,5r,6s)-2,4,6-trimethyltricyclo[3.3.3.0¹,⁵]undec-3-en-2-yl]methyl acetate

[(1r,2r,5r,6s)-2,4,6-trimethyltricyclo[3.3.3.0¹,⁵]undec-3-en-2-yl]methyl acetate

C17H26O2 (262.1932696)


   

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

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

C15H18O4 (262.1205028)


   

(4r,5s,5as,6r,7r,9as)-5-[2-(furan-3-yl)ethyl]-4,5-dimethyl-2-oxo-hexahydro-3h-spiro[1-benzoxepine-7,2'-oxiran]-6-ylmethyl acetate

(4r,5s,5as,6r,7r,9as)-5-[2-(furan-3-yl)ethyl]-4,5-dimethyl-2-oxo-hexahydro-3h-spiro[1-benzoxepine-7,2'-oxiran]-6-ylmethyl acetate

C22H30O6 (390.204228)


   

5,8-dihydroxy-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one

5,8-dihydroxy-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one

C15H18O4 (262.1205028)


   

(11e)-trideca-1,11-dien-3,5,7,9-tetrayne

(11e)-trideca-1,11-dien-3,5,7,9-tetrayne

C13H8 (164.0625968)


   

5,8-dihydroxy-3-methyl-6,9-dimethylidene-octahydro-3h-azuleno[4,5-b]furan-2-one

5,8-dihydroxy-3-methyl-6,9-dimethylidene-octahydro-3h-azuleno[4,5-b]furan-2-one

C15H20O4 (264.13615200000004)


   

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

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

C15H18O5 (278.1154178)


   

(1r,2r,5s)-2-(hydroxymethyl)-5-isopropylbicyclo[3.1.0]hexan-2-ol

(1r,2r,5s)-2-(hydroxymethyl)-5-isopropylbicyclo[3.1.0]hexan-2-ol

C10H18O2 (170.1306728)


   

(3ar,4as,7ar,8ar)-4a-acetyl-7a-methyl-3-methylidene-3ah,4h,8h,8ah-indeno[5,6-b]furan-2,7-dione

(3ar,4as,7ar,8ar)-4a-acetyl-7a-methyl-3-methylidene-3ah,4h,8h,8ah-indeno[5,6-b]furan-2,7-dione

C15H16O4 (260.1048536)


   

(1'r,3s,3'r,3ar,7'r,8as,9'r,9ar,11'r)-5,8a,9',14'-tetramethyl-4'-methylidene-3a,4,9,9a-tetrahydro-6'-oxaspiro[naphtho[2,3-b]furan-3,12'-tetracyclo[9.2.2.0¹,⁹.0³,⁷]pentadecan]-14'-ene-2,5',6,10'-tetrone

(1'r,3s,3'r,3ar,7'r,8as,9'r,9ar,11'r)-5,8a,9',14'-tetramethyl-4'-methylidene-3a,4,9,9a-tetrahydro-6'-oxaspiro[naphtho[2,3-b]furan-3,12'-tetracyclo[9.2.2.0¹,⁹.0³,⁷]pentadecan]-14'-ene-2,5',6,10'-tetrone

C30H32O6 (488.2198772)


   

(1s,3r,7r,9s,10r)-9,10-dimethyl-4-methylidene-6-oxatetracyclo[7.4.0.0¹,¹⁰.0³,⁷]tridec-12-ene-5,11-dione

(1s,3r,7r,9s,10r)-9,10-dimethyl-4-methylidene-6-oxatetracyclo[7.4.0.0¹,¹⁰.0³,⁷]tridec-12-ene-5,11-dione

C15H16O3 (244.1099386)


   

(3ar,4ar,6r,8as,9ar)-6-hydroxy-8a-methyl-3,5-dimethylidene-3ah,4h,4ah,6h,9h,9ah-naphtho[2,3-b]furan-2-one

(3ar,4ar,6r,8as,9ar)-6-hydroxy-8a-methyl-3,5-dimethylidene-3ah,4h,4ah,6h,9h,9ah-naphtho[2,3-b]furan-2-one

C15H18O3 (246.1255878)


   

(3as,5s,6ar,8s,9ar,9bs)-5,8-dihydroxy-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one

(3as,5s,6ar,8s,9ar,9bs)-5,8-dihydroxy-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one

C15H18O4 (262.1205028)


   

13-hydroxy-9,14-dimethyl-4-methylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradec-1(14)-en-5-one

13-hydroxy-9,14-dimethyl-4-methylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradec-1(14)-en-5-one

C15H18O4 (262.1205028)


   

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

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

C15H16O2 (228.1150236)


   

9,10-dimethyl-4-methylidene-6-oxatetracyclo[7.4.0.0¹,¹⁰.0³,⁷]tridec-12-ene-5,11-dione

9,10-dimethyl-4-methylidene-6-oxatetracyclo[7.4.0.0¹,¹⁰.0³,⁷]tridec-12-ene-5,11-dione

C15H16O3 (244.1099386)


   

(3s,3as,5s,6ar,8s,9s,9ar,9bs)-5,8-dihydroxy-3,9-dimethyl-6-methylidene-decahydroazuleno[4,5-b]furan-2-one

(3s,3as,5s,6ar,8s,9s,9ar,9bs)-5,8-dihydroxy-3,9-dimethyl-6-methylidene-decahydroazuleno[4,5-b]furan-2-one

C15H22O4 (266.1518012)


   

2,4,4,8-tetramethyltricyclo[3.3.3.0¹,⁵]undec-2-ene

2,4,4,8-tetramethyltricyclo[3.3.3.0¹,⁵]undec-2-ene

C15H24 (204.18779039999998)


   

(3s,3as,5s,6ar,8s,9ar,9bs)-5,8-dihydroxy-3-methyl-6,9-dimethylidene-octahydro-3h-azuleno[4,5-b]furan-2-one

(3s,3as,5s,6ar,8s,9ar,9bs)-5,8-dihydroxy-3-methyl-6,9-dimethylidene-octahydro-3h-azuleno[4,5-b]furan-2-one

C15H20O4 (264.13615200000004)


   

(1s,3r,7r,9r,10r,12s,13s)-13-hydroxy-9-methyl-4,14-dimethylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradecan-5-one

(1s,3r,7r,9r,10r,12s,13s)-13-hydroxy-9-methyl-4,14-dimethylidene-6,11-dioxatetracyclo[7.5.0.0³,⁷.0¹⁰,¹²]tetradecan-5-one

C15H18O4 (262.1205028)


   

8-isopropyl-1,5-dimethyl-9,10-dioxatricyclo[6.2.2.0²,⁶]dodec-11-en-7-ol

8-isopropyl-1,5-dimethyl-9,10-dioxatricyclo[6.2.2.0²,⁶]dodec-11-en-7-ol

C15H24O3 (252.1725354)


   

(6ar,6br,8ar,14br)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-hexadecahydropicen-3-ol

(6ar,6br,8ar,14br)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-hexadecahydropicen-3-ol

C30H50O (426.386145)


   

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

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

C15H18O3 (246.1255878)


   

(3r,3as,5s,6ar,8s,9s,9ar,9bs)-5,8-dihydroxy-3,9-dimethyl-6-methylidene-decahydroazuleno[4,5-b]furan-2-one

(3r,3as,5s,6ar,8s,9s,9ar,9bs)-5,8-dihydroxy-3,9-dimethyl-6-methylidene-decahydroazuleno[4,5-b]furan-2-one

C15H22O4 (266.1518012)


   

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

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

C15H18O3 (246.1255878)


   

(3r,3as,5s,6ar,8s,9ar,9bs)-5,8-dihydroxy-3-methyl-6,9-dimethylidene-octahydro-3h-azuleno[4,5-b]furan-2-one

(3r,3as,5s,6ar,8s,9ar,9bs)-5,8-dihydroxy-3-methyl-6,9-dimethylidene-octahydro-3h-azuleno[4,5-b]furan-2-one

C15H20O4 (264.13615200000004)


   

3,5a,9-trimethyl-2,8-dioxo-3h,3ah,4h,5h,9h,9ah,9bh-naphtho[1,2-b]furan-5-yl acetate

3,5a,9-trimethyl-2,8-dioxo-3h,3ah,4h,5h,9h,9ah,9bh-naphtho[1,2-b]furan-5-yl acetate

C17H22O5 (306.1467162)


   

(1s,4r,7s,10r)-7-isopropyl-4,10-dimethyl-11,12-dioxatricyclo[5.3.2.0¹,⁵]dodec-5-en-4-ol

(1s,4r,7s,10r)-7-isopropyl-4,10-dimethyl-11,12-dioxatricyclo[5.3.2.0¹,⁵]dodec-5-en-4-ol

C15H24O3 (252.1725354)


   

2-[4-methyl-2-oxo-3-(3-oxobutyl)cyclohexyl]propan-2-yl formate

2-[4-methyl-2-oxo-3-(3-oxobutyl)cyclohexyl]propan-2-yl formate

C15H24O4 (268.1674504)


   

4a-hydroxy-3-isopropyl-5,8a-dimethyl-5,6,7,8-tetrahydro-1h-naphthalen-2-one

4a-hydroxy-3-isopropyl-5,8a-dimethyl-5,6,7,8-tetrahydro-1h-naphthalen-2-one

C15H24O2 (236.1776204)


   

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

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

C15H16O2 (228.1150236)


   

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

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

C17H22O5 (306.1467162)


   

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

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

C15H18O5 (278.1154178)


   

(3s,3as,5s,6ar,9s,9ar,9bs)-5-hydroxy-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

(3s,3as,5s,6ar,9s,9ar,9bs)-5-hydroxy-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

C15H20O4 (264.13615200000004)


   

5,7,7,11-tetramethyltricyclo[6.3.0.0¹,⁵]undec-2-ene

5,7,7,11-tetramethyltricyclo[6.3.0.0¹,⁵]undec-2-ene

C15H24 (204.18779039999998)


   

(1'r,3r,3'r,3ar,7'r,8as,9'r,9ar,11'r)-5,8a,9',14'-tetramethyl-4'-methylidene-3a,4,9,9a-tetrahydro-6'-oxaspiro[naphtho[2,3-b]furan-3,12'-tetracyclo[9.2.2.0¹,⁹.0³,⁷]pentadecan]-14'-ene-2,5',6,10'-tetrone

(1'r,3r,3'r,3ar,7'r,8as,9'r,9ar,11'r)-5,8a,9',14'-tetramethyl-4'-methylidene-3a,4,9,9a-tetrahydro-6'-oxaspiro[naphtho[2,3-b]furan-3,12'-tetracyclo[9.2.2.0¹,⁹.0³,⁷]pentadecan]-14'-ene-2,5',6,10'-tetrone

C30H32O6 (488.2198772)


   

4a,8-dihydroxy-8a-methyl-3,5-dimethylidene-3ah,4h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

4a,8-dihydroxy-8a-methyl-3,5-dimethylidene-3ah,4h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

C15H18O4 (262.1205028)


   

methyl 2-(3-hydroxy-4a,8-dimethyl-7-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)prop-2-enoate

methyl 2-(3-hydroxy-4a,8-dimethyl-7-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)prop-2-enoate

C16H20O4 (276.13615200000004)


   

(1e,3r,7s,11s)-3,7,11,15-tetramethylhexadec-1-en-1-ol

(1e,3r,7s,11s)-3,7,11,15-tetramethylhexadec-1-en-1-ol

C20H40O (296.307899)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.386145)


   

2,5,6,8-tetramethyltricyclo[6.3.0.0¹,⁵]undec-6-ene

2,5,6,8-tetramethyltricyclo[6.3.0.0¹,⁵]undec-6-ene

C15H24 (204.18779039999998)


   

tridec-11-en-1,3,5,7,9-pentayne

tridec-11-en-1,3,5,7,9-pentayne

C13H6 (162.0469476)


   

(1r,2r,3s,5s,8r,9s)-2,3,5,9-tetramethyltricyclo[6.3.0.0¹,⁵]undecan-4-one

(1r,2r,3s,5s,8r,9s)-2,3,5,9-tetramethyltricyclo[6.3.0.0¹,⁵]undecan-4-one

C15H24O (220.18270539999997)


   

5,8-dihydroxy-3,9-dimethyl-6-methylidene-decahydroazuleno[4,5-b]furan-2-one

5,8-dihydroxy-3,9-dimethyl-6-methylidene-decahydroazuleno[4,5-b]furan-2-one

C15H22O4 (266.1518012)


   

(1s,2s,5r,8r)-2,5,8-trimethyl-6-methylidenetricyclo[6.3.0.0¹,⁵]undecane

(1s,2s,5r,8r)-2,5,8-trimethyl-6-methylidenetricyclo[6.3.0.0¹,⁵]undecane

C15H24 (204.18779039999998)


   

(3ar,4ar,5r,8ar,9ar)-5-hydroxy-5,8a-dimethyl-3-methylidene-3ah,4h,4ah,9h,9ah-naphtho[2,3-b]furan-2,8-dione

(3ar,4ar,5r,8ar,9ar)-5-hydroxy-5,8a-dimethyl-3-methylidene-3ah,4h,4ah,9h,9ah-naphtho[2,3-b]furan-2,8-dione

C15H18O4 (262.1205028)


   

(1r,2e,10r)-10-isopropyl-3-methyl-7-methylidene-6-oxocyclodec-2-en-1-yl acetate

(1r,2e,10r)-10-isopropyl-3-methyl-7-methylidene-6-oxocyclodec-2-en-1-yl acetate

C17H26O3 (278.1881846)


   

3,7,11,15-tetramethylhexadec-1-en-1-ol

3,7,11,15-tetramethylhexadec-1-en-1-ol

C20H40O (296.307899)


   

3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl acetate

3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl acetate

C32H52O2 (468.3967092)


   

4a-acetyl-7a-methyl-3-methylidene-3ah,4h,8h,8ah-indeno[5,6-b]furan-2,7-dione

4a-acetyl-7a-methyl-3-methylidene-3ah,4h,8h,8ah-indeno[5,6-b]furan-2,7-dione

C15H16O4 (260.1048536)


   

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

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

C15H24 (204.18779039999998)


   

5,8a,9',14'-tetramethyl-4'-methylidene-3a,4,9,9a-tetrahydro-6'-oxaspiro[naphtho[2,3-b]furan-3,12'-tetracyclo[9.2.2.0¹,⁹.0³,⁷]pentadecan]-14'-ene-2,5',6,10'-tetrone

5,8a,9',14'-tetramethyl-4'-methylidene-3a,4,9,9a-tetrahydro-6'-oxaspiro[naphtho[2,3-b]furan-3,12'-tetracyclo[9.2.2.0¹,⁹.0³,⁷]pentadecan]-14'-ene-2,5',6,10'-tetrone

C30H32O6 (488.2198772)


   

(4as,5s,8ar)-4a-hydroxy-3-isopropyl-5,8a-dimethyl-5,6,7,8-tetrahydro-1h-naphthalen-2-one

(4as,5s,8ar)-4a-hydroxy-3-isopropyl-5,8a-dimethyl-5,6,7,8-tetrahydro-1h-naphthalen-2-one

C15H24O2 (236.1776204)


   

5-hydroxy-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

5-hydroxy-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

C15H20O4 (264.13615200000004)


   

2-[(1s,3s,4r)-4-methyl-2-oxo-3-(3-oxobutyl)cyclohexyl]propan-2-yl formate

2-[(1s,3s,4r)-4-methyl-2-oxo-3-(3-oxobutyl)cyclohexyl]propan-2-yl formate

C15H24O4 (268.1674504)


   

{2,4,6-trimethyltricyclo[3.3.3.0¹,⁵]undec-3-en-2-yl}methyl acetate

{2,4,6-trimethyltricyclo[3.3.3.0¹,⁵]undec-3-en-2-yl}methyl acetate

C17H26O2 (262.1932696)


   

2-(hydroxymethyl)-5-isopropylbicyclo[3.1.0]hexan-2-ol

2-(hydroxymethyl)-5-isopropylbicyclo[3.1.0]hexan-2-ol

C10H18O2 (170.1306728)


   

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

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

C15H18O3 (246.1255878)


   

(3as,11ar)-10-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-6-carbaldehyde

(3as,11ar)-10-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-6-carbaldehyde

C15H18O3 (246.1255878)


   

10-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-6-carbaldehyde

10-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-6-carbaldehyde

C15H18O3 (246.1255878)