Luteolin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

C15H10O6 (286.047736)


Luteolin is a naturally occurring flavonoid. (PMID:17168665). The flavonoids are polyphenolic compounds found as integral components of the human diet. They are universally present as constituents of flowering plants, particularly of food plants. The flavonoids are phenyl substituted chromones (benzopyran derivatives) consisting of a 15-carbon basic skeleton (C6-C3-C6), composed of a chroman (C6-C3) nucleus (the benzo ring A and the heterocyclic ring C), also shared by the tocopherols, with a phenyl (the aromatic ring B) substitution usually at the 2-position. Different substitutions can typically occur in the rings, A and B. Several plants and spices containing flavonoid derivatives have found application as disease preventive and therapeutic agents in traditional medicine in Asia for thousands of years. The selection of a particular food plant, plant tissue or herb for its potential health benefits appears to mirror its flavonoid composition. The much lower risk of colon, prostate and breast cancers in Asians, who consume more vegetables, fruits and tea than populations in the Western hemisphere do, raises the question of whether flavonoid components mediate the protective effects of diets rich in these foodstuffs by acting as natural chemopreventive and anticancer agents. An impressive body of information exists on the antitumoral action of plant flavonoids. In vitro work has concentrated on the direct and indirect actions of flavonoids on tumor cells, and has found a variety of anticancer effects such as cell growth and kinase activity inhibition, apoptosis induction, suppression of the secretion of matrix metalloproteinases and of tumor invasive behavior. Furthermore, some studies have reported the impairment of in vivo angiogenesis by dietary flavonoids. Experimental animal studies indicate that certain dietary flavonoids possess antitumoral activity. The hydroxylation pattern of the B ring of the flavones and flavonols, such as luteolin seems to critically influence their activities, especially the inhibition of protein kinase activity and antiproliferation. The different mechanisms underlying the potential anticancer action of plant flavonoids await further elucidation. Certain dietary flavonols and flavones targeting cell surface signal transduction enzymes, such as protein tyrosine and focal adhesion kinases, and the processes of angiogenesis appear to be promising candidates as anticancer agents. Further in vivo studies of these bioactive constituents is deemed necessary in order to develop flavonoid-based anticancer strategies. In view of the increasing interest in the association between dietary flavonoids and cancer initiation and progression, this important field is likely to witness expanded effort and to attract and stimulate further vigorous investigations (PMID:16097445). Luteolin is a tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 4, 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. It has a role as an EC 2.3.1.85 (fatty acid synthase) inhibitor, an antineoplastic agent, a vascular endothelial growth factor receptor antagonist, a plant metabolite, a nephroprotective agent, an angiogenesis inhibitor, a c-Jun N-terminal kinase inhibitor, an anti-inflammatory agent, an apoptosis inducer, a radical scavenger and an immunomodulator. It is a 3-hydroxyflavonoid and a tetrahydroxyflavone. It is a conjugate acid of a luteolin-7-olate. Luteolin is a natural product found in Verbascum lychnitis, Carex fraseriana, and other organisms with data available. Luteolin is a naturally-occurring flavonoid, with potential anti-oxidant, anti-inflammatory, apoptosis-inducing and chemopreventive activities. Upon administration, luteolin scavenges free radicals, protects cells from reactive oxygen species (ROS)-induced damage and induces direct cell cycle arrest and apoptosis in tumor cells. This inhibits tumor cell proliferation and suppresses metastasis. 5,7,3,4-tetrahydroxy-flavone, one of the FLAVONES. See also: Chamomile (part of); Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of). A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 4, 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. Flavone v. widespread in plant world; found especies in celery, peppermint, rosemary, thyme and Queen Annes Lace leaves (wild carrot). Potential nutriceutical. Luteolin is found in many foods, some of which are soy bean, ginger, abalone, and swiss chard. Acquisition and generation of the data is financially supported in part by CREST/JST. IPB_RECORD: 361; CONFIDENCE confident structure CONFIDENCE standard compound; INTERNAL_ID 48 Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3]. Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3].

   

Coniferaldehyde

(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal

C10H10O3 (178.062991)


Coniferaldehyde (CAS: 458-36-6), also known as 4-hydroxy-3-methoxycinnamaldehyde or ferulaldehyde, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Coniferaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, coniferaldehyde is found, on average, in the highest concentration within sherries. Coniferaldehyde has also been detected, but not quantified in, several different foods, such as highbush blueberries, lima beans, Chinese cabbages, loquats, and greenthread tea. This could make coniferaldehyde a potential biomarker for the consumption of these foods. BioTransformer predicts that coniferaldehyde is a product of caffeic aldehyde metabolism via a catechol-O-methylation-pattern2 reaction catalyzed by the enzyme catechol O-methyltransferase (PMID: 30612223). Coniferyl aldehyde, also known as 4-hydroxy-3-methoxycinnamaldehyde or 4-hm-ca, is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Coniferyl aldehyde is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Coniferyl aldehyde can be found in a number of food items such as pear, common walnut, kelp, and citrus, which makes coniferyl aldehyde a potential biomarker for the consumption of these food products. Coniferyl aldehyde is a low molecular weight phenolic compound susceptible to be extracted from cork stoppers into wine . Coniferyl aldehyde is a member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and a methoxy group at position 3. It has a role as an antifungal agent and a plant metabolite. It is a member of cinnamaldehydes, a phenylpropanoid and a member of guaiacols. It is functionally related to an (E)-cinnamaldehyde. 4-Hydroxy-3-methoxycinnamaldehyde is a natural product found in Pandanus utilis, Microtropis japonica, and other organisms with data available. A member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and a methoxy group at position 3. Acquisition and generation of the data is financially supported in part by CREST/JST. Coniferaldehyde (Ferulaldehyde) is an effective inducer of heme oxygenase-1 (HO-1). Coniferaldehyde exerts anti-inflammatory properties in response to LPS. Coniferaldehyde inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells[1]. Coniferaldehyde (Ferulaldehyde) is an effective inducer of heme oxygenase-1 (HO-1). Coniferaldehyde exerts anti-inflammatory properties in response to LPS. Coniferaldehyde inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells Coniferaldehyde. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=458-36-6 (retrieved 2024-09-04) (CAS RN: 458-36-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Pinobanksin

4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-3,5,7-TRIHYDROXY-2-PHENYL-, (2R,3R)-

C15H12O5 (272.0684702)


Pinobanksin is a trihydroxyflavanone in which the three hydroxy substituents are located at positions 3, 5 and 7. It has a role as an antimutagen, an antioxidant and a metabolite. It is a trihydroxyflavanone and a secondary alpha-hydroxy ketone. Pinobanksin is a natural product found in Populus koreana, Ozothamnus stirlingii, and other organisms with data available. Pinobanksin has apoptotic induction in a B-cell lymphoma cell line[1].

   

Ambrosin

Azuleno[4,5-b]furan-2,9-dione,3,3a,4,5,6,6a,9a,9b-octahydro-6,9a-dimethyl-3-methylene-, (3aS,6S,6aR,9aR,9bR)-

C15H18O3 (246.1255878)


   
   

Damsin

Azuleno[4,5-b]furan-2,9-dione,decahydro-6,9a-dimethyl-3-methylene-, (3aS,6S,6aS,9aR,9bR)-

C15H20O3 (248.14123700000002)


   

beta-Farnesene

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

C15H24 (204.18779039999998)


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].

   
   

Pinobanksin

(2R) -2,3-Dihydro-3beta,5,7-trihydroxy-2alpha-phenyl-4H-1-benzopyran-4-one

C15H12O5 (272.0684702)


Pinobanksin is a trihydroxyflavanone in which the three hydroxy substituents are located at positions 3, 5 and 7. It has a role as an antimutagen, an antioxidant and a metabolite. It is a trihydroxyflavanone and a secondary alpha-hydroxy ketone. Pinobanksin is a natural product found in Populus koreana, Ozothamnus stirlingii, and other organisms with data available. A trihydroxyflavanone in which the three hydroxy substituents are located at positions 3, 5 and 7. Pinobanksin has apoptotic induction in a B-cell lymphoma cell line[1].

   

Sarothrin

5,7,4-Trihydroxy-3,6,8-trimethoxyflavone

C18H16O8 (360.0845136)


   

Luteolin

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy- (9CI)

C15H10O6 (286.047736)


Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.976 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.975 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.968 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.971 Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3]. Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3].

   

coniferaldehyde

coniferaldehyde

C10H10O3 (178.062991)


CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 13

   

b-farnesene

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

C15H24 (204.18779039999998)


   

Lophenol

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

C28H48O (400.37049579999996)


   

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

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

C15H24 (204.18779039999998)


   
   

(2r)-6-[5-(prop-1-yn-1-yl)thiophen-2-yl]hexa-3,5-diyne-1,2-diol

(2r)-6-[5-(prop-1-yn-1-yl)thiophen-2-yl]hexa-3,5-diyne-1,2-diol

C13H10O2S (230.04014800000002)


   

(3as,6s,7r,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione

(3as,6s,7r,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione

C15H20O5 (280.13106700000003)


   

(3s,3as,6r,7s,8r,8ar)-6,8-dihydroxy-3,6,8-trimethyl-tetrahydro-3h-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione

(3s,3as,6r,7s,8r,8ar)-6,8-dihydroxy-3,6,8-trimethyl-tetrahydro-3h-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione

C15H22O6 (298.1416312)


   

2-chloro-6-[5-(prop-1-yn-1-yl)thiophen-2-yl]hexa-3,5-diyn-1-ol

2-chloro-6-[5-(prop-1-yn-1-yl)thiophen-2-yl]hexa-3,5-diyn-1-ol

C13H9ClOS (248.00626139999997)


   

(1ar,3r,4ar,7r,7ar,7br)-1,1,3,7-tetramethyl-octahydrocyclopropa[e]azulene-3,7-diol

(1ar,3r,4ar,7r,7ar,7br)-1,1,3,7-tetramethyl-octahydrocyclopropa[e]azulene-3,7-diol

C15H26O2 (238.1932696)


   

6,9a,11a-trimethyl-1-(6-methylheptan-2-yl)-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

6,9a,11a-trimethyl-1-(6-methylheptan-2-yl)-1h,2h,3h,3ah,5h,5ah,6h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C28H46O (398.3548466)


   

(2s)-2-{4-[6-(prop-1-yn-1-yl)-1,2-dithiin-3-yl]buta-1,3-diyn-1-yl}oxirane

(2s)-2-{4-[6-(prop-1-yn-1-yl)-1,2-dithiin-3-yl]buta-1,3-diyn-1-yl}oxirane

C13H8OS2 (244.00165579999998)


   

(1r,3ar,4r,8as)-8a-hydroxy-1-isopropyl-3a,6-dimethyl-1,2,3,4,7,8-hexahydroazulen-4-yl (2r)-2-methylbutanoate

(1r,3ar,4r,8as)-8a-hydroxy-1-isopropyl-3a,6-dimethyl-1,2,3,4,7,8-hexahydroazulen-4-yl (2r)-2-methylbutanoate

C20H34O3 (322.25078140000005)


   

(3s,6r)-6-[(1s,3r,6s,7s,8s,11s,12s,15r,16r)-6-hydroxy-7,12,16-trimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylheptane-2,3-diol

(3s,6r)-6-[(1s,3r,6s,7s,8s,11s,12s,15r,16r)-6-hydroxy-7,12,16-trimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylheptane-2,3-diol

C29H50O3 (446.37597500000004)


   

(4s,6s,6as,9ar,9br)-4-hydroxy-6,9a-dimethyl-3-methylidene-octahydroazuleno[4,5-b]furan-2,9-dione

(4s,6s,6as,9ar,9br)-4-hydroxy-6,9a-dimethyl-3-methylidene-octahydroazuleno[4,5-b]furan-2,9-dione

C15H20O4 (264.13615200000004)


   

(1r,2r,6s,9s,10s)-1,9-dimethyl-5-methylidene-3,14-dioxatricyclo[8.4.0.0²,⁶]tetradecane-4,13-dione

(1r,2r,6s,9s,10s)-1,9-dimethyl-5-methylidene-3,14-dioxatricyclo[8.4.0.0²,⁶]tetradecane-4,13-dione

C15H20O4 (264.13615200000004)


   

2,3-dimethoxy-p-benzoquinone

2,3-dimethoxy-p-benzoquinone

C8H8O4 (168.0422568)


   

2-bromo-6-[(dimethylamino)methyl]-4-(2,4,4-trimethylpentan-2-yl)phenol

2-bromo-6-[(dimethylamino)methyl]-4-(2,4,4-trimethylpentan-2-yl)phenol

C17H28BrNO (341.13541380000004)


   

1,1,4,7-tetramethyl-octahydrocyclopropa[e]azulene-4,7-diol

1,1,4,7-tetramethyl-octahydrocyclopropa[e]azulene-4,7-diol

C15H26O2 (238.1932696)


   

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

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

C15H20O3 (248.14123700000002)


   

6,9a-dimethyl-3-methylidene-hexahydro-3ah-azuleno[4,5-b]furan-2,8,9-trione

6,9a-dimethyl-3-methylidene-hexahydro-3ah-azuleno[4,5-b]furan-2,8,9-trione

C15H18O4 (262.1205028)


   

(2s)-6-[6-(prop-1-yn-1-yl)-1,2-dithiin-3-yl]hexa-3,5-diyne-1,2-diol

(2s)-6-[6-(prop-1-yn-1-yl)-1,2-dithiin-3-yl]hexa-3,5-diyne-1,2-diol

C13H10O2S2 (262.01222)


   

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

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

C15H20O3 (248.14123700000002)


   

2-[(3as,5r,8r,8as)-3a,8-dimethyl-3-oxo-octahydroazulen-5-yl]prop-2-enoic acid

2-[(3as,5r,8r,8as)-3a,8-dimethyl-3-oxo-octahydroazulen-5-yl]prop-2-enoic acid

C15H22O3 (250.1568862)


   

(3as,6s,6as,9ar,9br)-6,9a-dimethyl-3-methylidene-3ah,4h,5h,6h,6ah,9bh-azuleno[4,5-b]furan-2,9-dione

(3as,6s,6as,9ar,9br)-6,9a-dimethyl-3-methylidene-3ah,4h,5h,6h,6ah,9bh-azuleno[4,5-b]furan-2,9-dione

C15H18O3 (246.1255878)


   

(1r,2s,4as,5s)-5-hydroxy-2-isopropyl-4a,8-dimethyl-7-oxo-1,2,3,4,5,6-hexahydronaphthalen-1-yl (2e)-3-phenylprop-2-enoate

(1r,2s,4as,5s)-5-hydroxy-2-isopropyl-4a,8-dimethyl-7-oxo-1,2,3,4,5,6-hexahydronaphthalen-1-yl (2e)-3-phenylprop-2-enoate

C24H30O4 (382.214398)


   

1-chloro-6-[5-(prop-1-yn-1-yl)thiophen-2-yl]hexa-3,5-diyn-2-ol

1-chloro-6-[5-(prop-1-yn-1-yl)thiophen-2-yl]hexa-3,5-diyn-2-ol

C13H9ClOS (248.00626139999997)


   

3-{8-hydroxy-6,8-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8ah-cyclohepta[b]furan-7-yl}propanoic acid

3-{8-hydroxy-6,8-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8ah-cyclohepta[b]furan-7-yl}propanoic acid

C15H20O5 (280.13106700000003)


   

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

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

C15H24O (220.18270539999997)


   

(3as,6s,6as,9ar,9bs)-6,9a-dimethyl-3-methylidene-octahydroazuleno[4,5-b]furan-2,9-dione

(3as,6s,6as,9ar,9bs)-6,9a-dimethyl-3-methylidene-octahydroazuleno[4,5-b]furan-2,9-dione

C15H20O3 (248.14123700000002)


   

(3s,3as,6r,6ar,9ar,9br)-6-hydroxy-3,6,9a-trimethyl-octahydroazuleno[4,5-b]furan-2,9-dione

(3s,3as,6r,6ar,9ar,9br)-6-hydroxy-3,6,9a-trimethyl-octahydroazuleno[4,5-b]furan-2,9-dione

C15H22O4 (266.1518012)


   

(3r,3as,6s,6as,9as,9br)-6a-hydroxy-3,6,9a-trimethyl-3h,3ah,4h,5h,6h,9bh-azuleno[4,5-b]furan-2,9-dione

(3r,3as,6s,6as,9as,9br)-6a-hydroxy-3,6,9a-trimethyl-3h,3ah,4h,5h,6h,9bh-azuleno[4,5-b]furan-2,9-dione

C15H20O4 (264.13615200000004)


   

(3as,6s,7r,8r,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione

(3as,6s,7r,8r,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione

C15H20O5 (280.13106700000003)


   

(3s,3as,6s,6ar,9as,9br)-6a-hydroxy-3,6,9a-trimethyl-octahydroazuleno[4,5-b]furan-2,9-dione

(3s,3as,6s,6ar,9as,9br)-6a-hydroxy-3,6,9a-trimethyl-octahydroazuleno[4,5-b]furan-2,9-dione

C15H22O4 (266.1518012)


   

4a,8-dimethyl-3-methylidene-octahydroazuleno[6,5-b]furan-2,5-dione

4a,8-dimethyl-3-methylidene-octahydroazuleno[6,5-b]furan-2,5-dione

C15H20O3 (248.14123700000002)


   

(4as,7r)-1,4a-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-2h-naphthalen-2-ol

(4as,7r)-1,4a-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-2h-naphthalen-2-ol

C15H24O (220.18270539999997)


   

(3r,3ar,6s,6as,9ar,9bs)-3,6,9a-trimethyl-octahydro-3h-azuleno[4,5-b]furan-2,9-dione

(3r,3ar,6s,6as,9ar,9bs)-3,6,9a-trimethyl-octahydro-3h-azuleno[4,5-b]furan-2,9-dione

C15H22O3 (250.1568862)


   

(3s,3as,6r,6as,9s,9ar,9br)-3,6,9a-trimethyl-9-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydroazuleno[4,5-b]furan-2-one

(3s,3as,6r,6as,9s,9ar,9br)-3,6,9a-trimethyl-9-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydroazuleno[4,5-b]furan-2-one

C21H34O8 (414.2253564)


   

6-hydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

6-hydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

C15H20O3 (248.14123700000002)


   

(1r,3r,4s,4as,8ar)-4-hydroxy-3-isopropyl-8a-methyl-5-methylidene-octahydronaphthalen-1-yl 4-methoxybenzoate

(1r,3r,4s,4as,8ar)-4-hydroxy-3-isopropyl-8a-methyl-5-methylidene-octahydronaphthalen-1-yl 4-methoxybenzoate

C23H32O4 (372.2300472)


   

2-[(2r,4ar,5r)-5-hydroxy-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalen-2-yl]prop-2-enoic acid

2-[(2r,4ar,5r)-5-hydroxy-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalen-2-yl]prop-2-enoic acid

C15H22O3 (250.1568862)


   

2-(but-3-en-1-yn-1-yl)-5-(penta-1,3-diyn-1-yl)thiophene

2-(but-3-en-1-yn-1-yl)-5-(penta-1,3-diyn-1-yl)thiophene

C13H8S (196.0346688)


   

7-(1,2-dihydroxyethyl)-1,1,4a,7-tetramethyl-3,4,6,8,8a,9,10,10a-octahydrophenanthren-2-one

7-(1,2-dihydroxyethyl)-1,1,4a,7-tetramethyl-3,4,6,8,8a,9,10,10a-octahydrophenanthren-2-one

C20H32O3 (320.23513219999995)