Classification Term: 168386

Cycloartanols and derivatives [ST0110] (ontology term: d9a485afa31fd66b39f604d6188c6d8a)

Cycloartanols and derivatives [ST0110]

found 61 associated metabolites at sub_class metabolite taxonomy ontology rank level.

Ancestor: Sterols [ST01]

Child Taxonomies: There is no child term of current ontology term.

Cycloartenol

(3R,6S,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-ol

C30H50O (426.386145)


Cycloartenol is found in alcoholic beverages. Cycloartenol is a constituent of Artocarpus integrifolia fruits and Solanum tuberosum (potato) Cycloartenol is a sterol precursor in photosynthetic organisms and plants. The biosynthesis of cycloartenol starts from the triterpenoid squalene. Its structure is also related to triterpenoid lanosterol Cycloartenol is a pentacyclic triterpenoid, a 3beta-sterol and a member of phytosterols. It has a role as a plant metabolite. It derives from a hydride of a lanostane. Cycloartenol is a natural product found in Euphorbia nicaeensis, Euphorbia boetica, and other organisms with data available. Constituent of Artocarpus integrifolia fruits and Solanum tuberosum (potato)

   

Abrusoside A

(1S,3R,6S,7S,8R,11S,12S,16R)-7,12,16-Trimethyl-15-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid

C36H54O10 (646.3716784)


A triterpenoid saponin that is (22S,24Z)-3beta-hydroxy-26-oxo-22,26-epoxy-9beta,19-cyclolanost-24-en-28-oic acid having a beta-D-glucosyl residue attached at position 3 via a glycosidic bond.

   

Cimigenol

(1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21R,22S)-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosane-2,9-diol

C30H48O5 (488.3501558)


Cimigenol is a triterpenoid. It derives from a hydride of a cycloartane. Cimigenol is a natural product found in Actaea pachypoda, Actaea dahurica, and other organisms with data available. See also: Black Cohosh (part of).

   

Cycloartanol

(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylheptan-2-yl]pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-ol

C30H52O (428.4017942)


   

Abrusoside C

(22S,24Z)-3beta-(beta-D-glucopyranosyl-(1-2)-beta-D-glucopyranosyloxy)-26-oxo-22,26-epoxy-9beta,19-cyclolanost- 24-en-28-oic acid

C42H64O15 (808.4244994)


   

Abrusoside D

(22S,24Z)-3beta-(beta-D-glucuronopyranosyl-(1-2)-beta-D-glucopyranosyloxy)-26-oxo-22,26-epoxy-9beta,19-cyclolanost- 24-en-28-oic acid

C42H62O16 (822.4037652)


   

Abrusoside B

(22S,24Z)-3beta-(6-methyl-beta-D-glucuronopyranosyl-(1-2)-beta-D-glucopyranosyloxy)-26-oxo-22,26-epoxy-9beta,19-cyclolanost- 24-en-28-oic acid

C43H64O16 (836.4194143999999)


   

ST 30:2;O2

4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol

C30H50O2 (442.38106)


   

ST 30:3;O2

(22R,23R,24R)-7-oxo-22,23-methylene-23,24-dimethylcholest-5-en-3beta-ol

C30H48O2 (440.36541079999995)


   

ST 29:4;O6

7beta-acetoxy,3beta-hydroxy-24-oxo-25,26,27-trinor--9beta,19-cyclo-lanostan-29-oic acid

C29H44O6 (488.3137724)


   

ST 30:1;O

4alpha,23,24-Trimethyl-5alpha-cholest-17(20)-en-3beta-ol

C30H52O (428.4017942)


   

ST 31:2;O

(24R)-24-Methylcycloarta-8,25-dien-3-beta-ol;(24R)-24-methylcycloart-25-en-3beta-ol;(3beta,9beta,24R)-24-methyl-9,19-cyclolanost-25-en-3-ol

C31H52O (440.4017942)


   

ST 30:2;O5

20R,25-epoxy,9beta,19-cyclo-lanostan-3beta,6alpha,16beta,24alpha-tetrol

C30H50O5 (490.365805)


   

ST 29:4;O4

(22E,24R)-6alpha-methoxy-7alpha,15beta-dihydroxyergosta-4,8(14),22-triene-3-one

C29H44O4 (456.3239424)


   

ST 30:2;O4

4-methylene-5alpha-poriferast-8(9)-en-3beta,11alpha,14alpha,15alpha-tetrol

C30H50O4 (474.37089000000003)


   

ST 30:3;O4

7beta-acetoxy-dihydroxyergosta-5,24(28)-dien-1alpha,3beta-diol

C30H48O4 (472.3552408)


   

ST 30:2;O3

4-methylene-5alpha-poriferast-8(14)-en-3beta,7alpha,15beta-triol

C30H50O3 (458.37597500000004)


   

ST 30:3;O3

Gorgost-5,9(11)-dien-3beta,7beta,12alpha-triol

C30H48O3 (456.36032579999994)


   

ST 31:2;O2

Cycloart-23-ene-3beta,25-diol methyl ether

C31H52O2 (456.3967092)


   

cimicifoetiside A

15alpha,25-dihydroxy-16beta,23R:16alpha,24S-diepoxy-9beta,19-cyclolanostan-3beta-yl 2-O-acetyl-alpha-L-arabinopyranoside

C37H58O10 (662.4029768)


   

cimicifoetiside B

(23R,24S)-25-acetoxy-15alpha-hydroxy-16beta,23:16alpha,24-diepoxy-9beta,19-cyclolanostan-3beta-yl 2-O-acetyl-alpha-L-arabinopyranoside

C39H60O11 (704.413541)


   

Cycloeucalenol

4alpha,14-dimethyl-9beta,19-cyclo-5alpha-ergost-24(28)-en-3beta-ol

C30H50O (426.386145)


3-epicycloeucalenol belongs to cycloartanols and derivatives class of compounds. Those are steroids containing a cycloartanol moiety. 3-epicycloeucalenol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 3-epicycloeucalenol can be found in fruits, which makes 3-epicycloeucalenol a potential biomarker for the consumption of this food product.

   

3beta,15alpha,16alpha,24alpha-tetrahydroxy25,26,27-trinor-16,24-cyclo-cycloartane-23-one-3-O-beta-D-xylopyranoside

3beta,15alpha,16alpha,24alpha-tetrahydroxy25,26,27-trinor-16,24-cyclo-9beta,19-cyclo-lanostan-23-one-3-O-beta-D-xylopyranoside

C32H50O9 (578.345465)


   

3beta,15alpha,16alpha,24alpha-tetrahydroxy25,26,27-trinor-16,24-cyclo-cycloart-7-en-23-one-3-O-beta-D-xylopyranoside

3beta,15alpha,16alpha,24alpha-tetrahydroxy25,26,27-trinor-16,24-cyclo-9beta,19-cyclo-lanost-7-en-23-one-3-O-beta-D-xylopyranoside

C32H48O9 (576.3298158)


   

12-beta-acetoxy-3beta,15alpha,16alpha,24alpha-tetrahydroxy25,26,27-trinor-16,24-cyclo-cycloart-7-en-23-one-3-O-beta-D-xylopyranoside

12-beta-acetoxy-3beta,15alpha,16alpha,24alpha-tetrahydroxy25,26,27-trinor-16,24-cyclo-9beta,19-cyclo-lanost-7-en-23-one-3-O-beta-D-xylopyranoside

C34H50O11 (634.335295)


   

3beta,11beta-dihydroxy-24,25,26,27-tetranor-cycloart-7-en-23,16beta-olide-3- O-beta-D-xylopyranoside

3beta,11beta-dihydroxy-24,25,26,27-tetranor-9beta,19-cyclo-lanost-7-en-23,16beta-olide-3- O-beta-D-xylopyranoside

C31H46O9 (562.3141666)


   

23R,24S-diacetoxy-3beta,15alpha,25-trihydroxy-cycloart-7-en-16-one-3-O-beta-D-xylopyranoside

23R,24S-diacetoxy-3beta,15alpha,25-trihydroxy-cyclo-lanost-7-en-16one-3- O-beta-D-xylopyranoside

C39H60O12 (720.408456)


   

23R,acetoxy-3beta,15alpha,24R,25-tetrahydroxy-cycloart-7-en-16-one-3-O-beta-D-xylopyranoside

23R,acetoxy-3beta,15alpha,24R,25-tetrahydroxy-cyclo-lanost-7-en-16one-3- O-beta-D-xylopyranoside

C37H58O11 (678.3978918)


   

Cimimanol A

24S,25-carbonyl-23R,acetoxy-3beta,15alpha,24R,25-tetrahydroxy-cyclo-lanostan-16one-3- O-beta-D-xylopyranoside

C38H58O12 (706.3928068)


   

Cimimanol B

12beta-acetoxy-23-methoxy-24-hydroxy-25,26,27-trianor-9beta,19-cyclo-lanostane-23,16beta-olide-3-O-beta-D-xylopyranoside

C35H56O10 (636.3873276)


   

Cimifoetidanoside G

12beta-acetoxy-16beta,23-epoxy-24R,25-dihydroxy-9,19-cyclolanost-22-en-3-O-beta-d-xylopyranoside

C37H58O10 (662.4029768)


   

Cimimanol C

12beta-acetoxy-16beta,23-epoxy-24R,25-dihydroxy-9,19-cyclolanost-22-en-3-O-(beta-d-xylopyranosyl-(1-3)-beta-d-xylopyranoside

C42H66O14 (794.4452336)


   

Cimimanol D

3beta,11beta-,25-trihydroxy-16beta,23R:16alpha,24S-diepoxy-9beta,19-cyclolanostan-3betayl-(beta-d-xylopyranosyl-(1-3)-beta-d-xylopyranoside

C40H64O13 (752.4346694)


   

Cimimanol E

3beta,11beta,dihydroxy-16,23-dione-24R,25-epoxy-cyclo-lanost-7-en-16one-3-O-(beta-d-xylopyranosyl-(1-3)-beta-d-xylopyranoside

C40H60O13 (748.403371)


   

Cimimanol F

3beta,11beta,dihydroxy-16,23-dione-24R,25-epoxy-cyclo-lanost-7-en-16one-3-O-(beta-d-xylopyranosyl-(1-3)-2-malonyl-beta-d-xylopyranoside

C43H62O16 (834.4037652)


   

Abrusoside E

(22S,24Z)-3beta-(beta-D-glucopyranosyl-(1-2)-beta-D-glucuronopyranosyloxy)-26-oxo-22,26-epoxy-9beta,19-cyclolanost- 24-en-28-oic acid

C42H62O16 (822.4037652)


   

ST 30:1;O4

9beta,19-cyclo-lanostan-3beta,24R,25,30-tetrol

C30H52O4 (476.3865392)


   

Galaxaurol A

methyl 3beta-hydroxy-23-oxocycloart-24-en-29-oate

C31H48O4 (484.3552408)


   

Galaxaurol B

methyl 3beta-hydroxy-25-methoxycycloart-23E-en-29-oate

C32H52O4 (500.3865392)


   

Galaxaurol C

methyl 3beta-hydroxycycloarta-23E,25-dien-29-oate

C31H48O3 (468.36032579999994)


   

Galaxaurol D

25-methoxycycloart-23E-en-3beta,29-diol

C31H52O3 (472.3916242)


   

Galaxaurol E

Cycloart-24-en-3beta,23alpha,29-triol

C30H50O3 (458.37597500000004)


   

ST 31:3;O3

24-methylene-12-oxo-9beta,19-cyclolanost-24-en-3beta,22R-diol

C31H50O3 (470.37597500000004)


   

Cyclokirilodiol

22R,25-epoxy-9beta,19-Cyclolanostane-3beta,24R-diol

C30H50O3 (458.37597500000004)


   

Perviridisinol A

3beta,22alpha-Dihydroxy-5alpha-cycloartane-24-ene-23-one

C30H48O3 (456.36032579999994)


   

Perviridisinol C

24-Methylene-29-Nor-5alpha-cycloartane-3beta,21-diol

C30H50O2 (442.38106)


   

Perviridisinol B

21,23R-epoxy-3beta,22S-dihydroxycycloart-24-ene

C30H48O3 (456.36032579999994)


   

Commikuanoid A

21alpha-methoxy-21,23alpha-epoxy-cycloart-1,24-diene-3-one

C31H46O3 (466.34467659999996)


   

Commikuanoid C

21beta-methoxy-21,23beta-epoxy-cycloart-1,24-diene-3-one

C31H46O3 (466.34467659999996)


   

Combretic acid C

25-hydroperoxy-7beta-acetoxy,3beta-hydroxy-9beta,19-cyclo-lanost-23E-en-28-oic acid

C32H50O7 (546.355635)


   

Combretanone I

7beta,23R,24S,25-trihydroxy-9beta,19-cyclo-lanostan-3-one

C30H50O5 (490.365805)


   

Combretic acid A

7beta-acetoxy,3beta,25-dihydroxy-9beta,19-cyclo-lanost-23E-en-28-oic acid

C32H50O6 (530.36072)


   

Combretic acid B

7beta-acetoxy-3beta,24S-dihydroxy-9beta,19-cyclolanost-25-en-28-oic acid

C32H50O6 (530.36072)


A pentacyclic triterpenoid that is 9beta,19-cyclolanost-25-en-28-oic acid substituted by an acetyloxy group at position 7 and hydroxy groups at positions 3 and 24. It has been isolated from the leaves of Combretum quadrangulare.

   

Combretanone A

7beta,23,24,25-tetrahydroxy-9beta,19-cyclolanostan-3-one

C30H50O5 (490.365805)


A pentacyclic triterpenoid that is 9beta,19-cyclolanostane substituted by an oxo group at position 3 and hydroxy groups at positions 7, 23R*, 24R* and 25. It has been isolated from the leaves of Combretum quadrangulare.

   

Combretanone B

7beta,23,24,25,28-pentahydroxy-9beta,19-cyclolanostan-3-one

C30H50O6 (506.36072)


A pentacyclic triterpenoid that is 9beta,19-cyclolanostane substituted by an oxo group at position 3 and hydroxy groups at positions 7, 23R*, 24S*, 25 and 28. It has been isolated from the leaves of Combretum quadrangulare.

   

Combretanone C

7beta,25-dihydroxy-9beta,19-cyclolanost-23E-en-3-one

C30H48O3 (456.36032579999994)


A pentacyclic triterpenoid that is 9beta,19-cyclolanost-23-ene substituted by an oxo group at position 3 and hydroxy groups at positions 7 and 25. It has been isolated from the leaves of Combretum quadrangulare.

   

Combretanone D

7beta,23R-dihydroxy-9beta,19-cyclolanost-24-en-3-one

C30H48O3 (456.36032579999994)


A pentacyclic triterpenoid that is 9beta,19-cyclolanost-24-ene substituted by an oxo group at position 3 and hydroxy groups at positions 7 and 23. It has been isolated from the leaves of Combretum quadrangulare.

   

Combretanone E

7beta,24-dihydroxy-24-methyl-9beta,19-cyclolanost-25-en-3-one

C31H50O3 (470.37597500000004)


A pentacyclic triterpenoid that is 9beta,19-cyclolanost-25-ene substituted by an oxo group at position 3 and hydroxy groups at positions 7 and 24. It has been isolated from the leaves of Combretum quadrangulare.

   

Combretanone F

7beta,23-dihydroxy-24-methyl-9beta,19-cyclolanost-25-en-3-one

C31H50O3 (470.37597500000004)


A pentacyclic triterpenoid that is 9beta,19-cyclolanost-25-ene substituted by an oxo group at position 3 and hydroxy groups at positions 7 and 23. It has been isolated from the leaves of Combretum quadrangulare.

   

Combretanone G

7beta-hydroxy-25-methoxy-9beta,19-cyclolanost-23E-en-3-one

C31H50O3 (470.37597500000004)


A pentacyclic triterpenoid that is 9beta,19-cyclolanost-25-ene substituted by an oxo group at position 3, a hydroxy group at position 7 and a methoxy group at position 25. It has been isolated from the leaves of Combretum quadrangulare.

   

Lehmanniaside

2-O-acetyl-3-beta-O-D-xylopyranosyl-20,25-epoxy,9beta,19-cyclo-lanostan-3beta,6alpha,16beta,24alpha-tetrol

C37H60O10 (664.418626)