NCBI Taxonomy: 2782251

Aphyllocladus denticulatus (ncbi_taxid: 2782251)

found 62 associated metabolites at species taxonomy rank level.

Ancestor: Aphyllocladus

Child Taxonomies: none taxonomy data.

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].

   

Cedrelanol

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

C15H26O (222.1983546)


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

   

Spathulenol

1H-Cycloprop(e)azulen-7-ol, decahydro-1,1,7-trimethyl-4-methylene-, (1aR-(1aalpha,4aalpha,7beta,7abeta,7balpha))-

C15H24O (220.18270539999997)


Spathulenol is a tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7. It has a role as a volatile oil component, a plant metabolite, an anaesthetic and a vasodilator agent. It is a sesquiterpenoid, a carbotricyclic compound, a tertiary alcohol and an olefinic compound. Spathulenol is a natural product found in Xylopia aromatica, Xylopia emarginata, and other organisms with data available. See also: Chamomile (part of). A tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7. Spathulenol is found in alcoholic beverages. Spathulenol is a constituent of Salvia sclarea (clary sage).

   

delta-Amorphene

4,7-Dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


1(10),4-Cadinadiene is a cadinene (FDB009046) of the delta-serie [FooDB]. A cadinene (FDB009046) of the delta-serie [FooDB]

   

Cedrelanol

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

C15H26O (222.1983546)


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

   

Lupenone

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-one

C30H48O (424.37049579999996)


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-one belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 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-one is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Lupenone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lupenone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

   

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)


   

Arctinal

5-[5-(prop-1-yn-1-yl)thiophen-2-yl]thiophene-2-carbaldehyde

C12H8OS2 (232.00165579999998)


Arctinal is a member of the class of compounds known as bi- and oligothiophenes. Bi- and oligothiophenes are organic compounds containing two or more linked thiophene rings. Thiophene is a five-member aromatic ring with one sulfur and four carbon atoms. Arctinal is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Arctinal can be found in burdock, which makes arctinal a potential biomarker for the consumption of this food product.

   

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].

   

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].

   

Spathulenol

Spathulenol

C15H24O (220.18270539999997)


Constituent of Salvia sclarea (clary sage). Spathulenol is found in many foods, some of which are tarragon, spearmint, common sage, and tea.

   

Lupenone

(1R,3aR,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-one

C30H48O (424.37049579999996)


Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2]. Lupenone is an orally active lupine-type triterpenoid that can be isolated from Musa basjoo. Lupenone Lupenone plays a role through the PI3K/Akt/mTOR and NF-κB signaling pathways. Lupenone has anti-inflammatory, antiviral, antidiabetic and anticancer activities[1][2][3]. Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2].

   

D-Amorphene

4,7-Dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


   

g-Muurolene

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

C15H24 (204.18779039999998)


   

CHEBI:15385

(1S,8AR)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


   

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].

   

Caryophyllene oxide

Caryophyllene alpha-oxide

C15H24O (220.18270539999997)


Constituent of oil of cloves (Eugenia caryophyllata)and is) also in oils of Betula alba, Mentha piperita (peppermint) and others. Caryophyllene alpha-oxide is found in many foods, some of which are spearmint, cloves, ceylon cinnamon, and herbs and spices. Caryophyllene beta-oxide is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Caryophyllene beta-oxide is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Within the cell, caryophyllene beta-oxide is primarily located in the membrane (predicted from logP). It can also be found in the extracellular space. Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1]. Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1].

   

(+)-gamma-cadinene

(+)-gamma-cadinene

C15H24 (204.18779039999998)


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

   

delta-Cadinene

delta-Cadinene

C15H24 (204.18779039999998)


A member of the cadinene family of sesquiterpenes in which the double bonds are located at the 4-4a and 7-8 positions, and in which the isopropyl group at position 1 is cis to the hydrogen at the adjacent bridgehead carbon (position 8a).

   

(1r,13r,14s,15r,18s,19s)-9,14,18-trimethyl-13-(3-methylbutanoyl)-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

(1r,13r,14s,15r,18s,19s)-9,14,18-trimethyl-13-(3-methylbutanoyl)-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

C25H30O5 (410.209313)


   

(2r)-2-[(1r,4as,7s,7ar)-4,7-dimethyl-3-(3-methylbutanoyl)-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl]-4-methyl-3-oxo-1-benzofuran-2-yl acetate

(2r)-2-[(1r,4as,7s,7ar)-4,7-dimethyl-3-(3-methylbutanoyl)-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl]-4-methyl-3-oxo-1-benzofuran-2-yl acetate

C26H32O6 (440.2198772)


   

(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)


   

1-[(1s,12r,13s,14r,17s,18r)-13-hydroxy-8,13,17-trimethyl-3,11,19-trioxapentacyclo[10.6.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁸]nonadeca-2(10),4,6,8-tetraen-12-yl]-3-methylbut-2-en-1-one

1-[(1s,12r,13s,14r,17s,18r)-13-hydroxy-8,13,17-trimethyl-3,11,19-trioxapentacyclo[10.6.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁸]nonadeca-2(10),4,6,8-tetraen-12-yl]-3-methylbut-2-en-1-one

C24H28O5 (396.1936638)


   

(2r)-1-[(1r,4as,7s,7ar)-1-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-3-yl]-3-methyl-1-oxobutan-2-yl acetate

(2r)-1-[(1r,4as,7s,7ar)-1-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-3-yl]-3-methyl-1-oxobutan-2-yl acetate

C27H32O7 (468.2147922)


   

3-{[(3r,3as,4s)-3-hydroxy-3-[(1s)-1-hydroxy-2-methylpropyl]-1,4-dimethyl-2-oxo-5,6-dihydro-4h-pentalen-3a-yl]methyl}-4-hydroxy-5-methylchromen-2-one

3-{[(3r,3as,4s)-3-hydroxy-3-[(1s)-1-hydroxy-2-methylpropyl]-1,4-dimethyl-2-oxo-5,6-dihydro-4h-pentalen-3a-yl]methyl}-4-hydroxy-5-methylchromen-2-one

C25H30O6 (426.204228)


   

1-{1-[2-(2-hydroxy-6-methylphenyl)-2-oxoethyl]-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-3-yl}-3-methylbutan-1-one

1-{1-[2-(2-hydroxy-6-methylphenyl)-2-oxoethyl]-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-3-yl}-3-methylbutan-1-one

C24H32O4 (384.2300472)


   

(1s,13s,14r,15s,18s,19r)-9,14,18-trimethyl-13-(3-methylbut-2-enoyl)-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

(1s,13s,14r,15s,18s,19r)-9,14,18-trimethyl-13-(3-methylbut-2-enoyl)-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

C25H28O5 (408.1936638)


   

4-hydroxy-3-[(2e,6e,9r)-9-hydroxy-3,7,11-trimethyl-8-oxododeca-2,6,10-trien-1-yl]-5-methylchromen-2-one

4-hydroxy-3-[(2e,6e,9r)-9-hydroxy-3,7,11-trimethyl-8-oxododeca-2,6,10-trien-1-yl]-5-methylchromen-2-one

C25H30O5 (410.209313)


   

(2r)-1-[(1s,4as,7s,7ar)-1-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-3-yl]-3-methyl-1-oxobutan-2-yl acetate

(2r)-1-[(1s,4as,7s,7ar)-1-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-3-yl]-3-methyl-1-oxobutan-2-yl acetate

C27H32O7 (468.2147922)


   

2-[4,7-dimethyl-3-(3-methylbutanoyl)-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl]-4-methyl-3-oxo-1-benzofuran-2-yl acetate

2-[4,7-dimethyl-3-(3-methylbutanoyl)-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl]-4-methyl-3-oxo-1-benzofuran-2-yl acetate

C26H32O6 (440.2198772)


   

4-hydroxy-5-methyl-3-[(2e,6e)-3,7,11-trimethyl-8-oxododeca-2,6,10-trien-1-yl]chromen-2-one

4-hydroxy-5-methyl-3-[(2e,6e)-3,7,11-trimethyl-8-oxododeca-2,6,10-trien-1-yl]chromen-2-one

C25H30O4 (394.214398)


   

3-[(1r,4as,7s,7ar)-3-[(2r)-2-hydroxy-3-methylbutanoyl]-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl]-4-hydroxy-5-methylchromen-2-one

3-[(1r,4as,7s,7ar)-3-[(2r)-2-hydroxy-3-methylbutanoyl]-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl]-4-hydroxy-5-methylchromen-2-one

C25H30O6 (426.204228)


   

4-hydroxy-5-methyl-3-(3,7,11-trimethyl-8-oxododeca-2,6,10-trien-1-yl)chromen-2-one

4-hydroxy-5-methyl-3-(3,7,11-trimethyl-8-oxododeca-2,6,10-trien-1-yl)chromen-2-one

C25H30O4 (394.214398)


   
   

1-[1-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-3-yl]-3-methyl-1-oxobutan-2-yl acetate

1-[1-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-3-yl]-3-methyl-1-oxobutan-2-yl acetate

C27H32O7 (468.2147922)


   

9,14,18-trimethyl-13-(3-methylbut-2-enoyl)-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

9,14,18-trimethyl-13-(3-methylbut-2-enoyl)-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

C25H28O5 (408.1936638)


   

13-(2-hydroxy-3-methylbutanoyl)-9,14,18-trimethyl-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

13-(2-hydroxy-3-methylbutanoyl)-9,14,18-trimethyl-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

C25H30O6 (426.204228)


   

(1s,13s,14r,15s,18s,19r)-13-[(2r)-2-hydroxy-3-methylbutanoyl]-9,14,18-trimethyl-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

(1s,13s,14r,15s,18s,19r)-13-[(2r)-2-hydroxy-3-methylbutanoyl]-9,14,18-trimethyl-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

C25H30O6 (426.204228)


   

4-hydroxy-3-[3-(2-hydroxy-3-methylbutanoyl)-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl]-5-methylchromen-2-one

4-hydroxy-3-[3-(2-hydroxy-3-methylbutanoyl)-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl]-5-methylchromen-2-one

C25H30O6 (426.204228)


   

(1s,13s,14s,15r,18s,19s)-9,14,18-trimethyl-13-(3-methylbutanoyl)-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

(1s,13s,14s,15r,18s,19s)-9,14,18-trimethyl-13-(3-methylbutanoyl)-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

C25H30O5 (410.209313)


   

1-[(1s,12r,13s,14r,17s,18s)-13-hydroxy-8,13,17-trimethyl-3,11,19-trioxapentacyclo[10.6.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁸]nonadeca-2(10),4,6,8-tetraen-12-yl]-3-methylbut-2-en-1-one

1-[(1s,12r,13s,14r,17s,18s)-13-hydroxy-8,13,17-trimethyl-3,11,19-trioxapentacyclo[10.6.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁸]nonadeca-2(10),4,6,8-tetraen-12-yl]-3-methylbut-2-en-1-one

C24H28O5 (396.1936638)


   

(2s)-2-[(1r,4as,7s,7ar)-4,7-dimethyl-3-(3-methylbutanoyl)-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl]-4-methyl-3-oxo-1-benzofuran-2-yl acetate

(2s)-2-[(1r,4as,7s,7ar)-4,7-dimethyl-3-(3-methylbutanoyl)-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl]-4-methyl-3-oxo-1-benzofuran-2-yl acetate

C26H32O6 (440.2198772)


   

4-hydroxy-3-(9-hydroxy-3,7,11-trimethyl-8-oxododeca-2,6,10-trien-1-yl)-5-methylchromen-2-one

4-hydroxy-3-(9-hydroxy-3,7,11-trimethyl-8-oxododeca-2,6,10-trien-1-yl)-5-methylchromen-2-one

C25H30O5 (410.209313)


   

9,14,18-trimethyl-13-(3-methylbutanoyl)-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

9,14,18-trimethyl-13-(3-methylbutanoyl)-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

C25H30O5 (410.209313)


   

3-[(1s,4as,7s,7ar)-3-[(2r)-2-hydroxy-3-methylbutanoyl]-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl]-4-hydroxy-5-methylchromen-2-one

3-[(1s,4as,7s,7ar)-3-[(2r)-2-hydroxy-3-methylbutanoyl]-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl]-4-hydroxy-5-methylchromen-2-one

C25H30O6 (426.204228)


   

4-hydroxy-3-{[3-hydroxy-1,4-dimethyl-3-(2-methylpropyl)-2-oxo-5,6-dihydro-4h-pentalen-3a-yl]methyl}-5-methylchromen-2-one

4-hydroxy-3-{[3-hydroxy-1,4-dimethyl-3-(2-methylpropyl)-2-oxo-5,6-dihydro-4h-pentalen-3a-yl]methyl}-5-methylchromen-2-one

C25H30O5 (410.209313)


   

1-{13-hydroxy-8,13,17-trimethyl-3,11,19-trioxapentacyclo[10.6.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁸]nonadeca-2(10),4,6,8-tetraen-12-yl}-3-methylbut-2-en-1-one

1-{13-hydroxy-8,13,17-trimethyl-3,11,19-trioxapentacyclo[10.6.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁸]nonadeca-2(10),4,6,8-tetraen-12-yl}-3-methylbut-2-en-1-one

C24H28O5 (396.1936638)


   

(1s,13s,14r,15s,18s,19r)-9,14,18-trimethyl-13-(3-methylbutanoyl)-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

(1s,13s,14r,15s,18s,19r)-9,14,18-trimethyl-13-(3-methylbutanoyl)-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

C25H30O5 (410.209313)


   

3-{[(3s,3ar,4s)-3-hydroxy-1,4-dimethyl-3-(2-methylpropyl)-2-oxo-5,6-dihydro-4h-pentalen-3a-yl]methyl}-4-hydroxy-5-methylchromen-2-one

3-{[(3s,3ar,4s)-3-hydroxy-1,4-dimethyl-3-(2-methylpropyl)-2-oxo-5,6-dihydro-4h-pentalen-3a-yl]methyl}-4-hydroxy-5-methylchromen-2-one

C25H30O5 (410.209313)


   

3-[(1r,4as,7s,7ar)-4,7-dimethyl-3-(3-methylbut-2-enoyl)-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl]-4-hydroxy-5-methylchromen-2-one

3-[(1r,4as,7s,7ar)-4,7-dimethyl-3-(3-methylbut-2-enoyl)-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl]-4-hydroxy-5-methylchromen-2-one

C25H28O5 (408.1936638)


   

(1r,13s,14r,15s,18s,19r)-13-[(2s)-2-hydroxy-3-methylbutanoyl]-9,14,18-trimethyl-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

(1r,13s,14r,15s,18s,19r)-13-[(2s)-2-hydroxy-3-methylbutanoyl]-9,14,18-trimethyl-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

C25H30O6 (426.204228)


   

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

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

C15H24O (220.18270539999997)


   

9,13,17-trimethyl-4,12,19-trioxapentacyclo[11.5.2.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁸]icosa-2(11),5,7,9-tetraene-3,20-dione

9,13,17-trimethyl-4,12,19-trioxapentacyclo[11.5.2.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁸]icosa-2(11),5,7,9-tetraene-3,20-dione

C20H20O5 (340.13106700000003)


   

(1r,13r,14s,17s,18r)-9,13,17-trimethyl-4,12,19-trioxapentacyclo[11.5.2.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁸]icosa-2(11),5,7,9-tetraene-3,20-dione

(1r,13r,14s,17s,18r)-9,13,17-trimethyl-4,12,19-trioxapentacyclo[11.5.2.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁸]icosa-2(11),5,7,9-tetraene-3,20-dione

C20H20O5 (340.13106700000003)


   

1-[(1s,4as,7s,7ar)-1-[2-(2-hydroxy-6-methylphenyl)-2-oxoethyl]-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-3-yl]-3-methylbutan-1-one

1-[(1s,4as,7s,7ar)-1-[2-(2-hydroxy-6-methylphenyl)-2-oxoethyl]-4,7-dimethyl-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-3-yl]-3-methylbutan-1-one

C24H32O4 (384.2300472)


   

(1r,13s,14r,15s,18s,19r)-9,14,18-trimethyl-13-(3-methylbut-2-enoyl)-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

(1r,13s,14r,15s,18s,19r)-9,14,18-trimethyl-13-(3-methylbut-2-enoyl)-4,12,20-trioxapentacyclo[11.6.1.0²,¹¹.0⁵,¹⁰.0¹⁵,¹⁹]icosa-2(11),5,7,9-tetraen-3-one

C25H28O5 (408.1936638)


   

(1r,13r,14r,17s,18s)-9,13,17-trimethyl-4,12,19-trioxapentacyclo[11.5.2.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁸]icosa-2(11),5,7,9-tetraene-3,20-dione

(1r,13r,14r,17s,18s)-9,13,17-trimethyl-4,12,19-trioxapentacyclo[11.5.2.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁸]icosa-2(11),5,7,9-tetraene-3,20-dione

C20H20O5 (340.13106700000003)