CHEBI:1307 - 24-methylenecycloartanol

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ChEBI Name 24-methylenecycloartanol
ChEBI ID CHEBI:1307
Definition A pentacyclic triterpenoid that is (9β)-24-methylene-9,19-cyclolanostane which carries a hydroxy group at position 3β. It is isolated from several plant species including Euphorbia, Epidendrum, Psychotria and Sideritis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C31H52O
Net Charge 0
Average Mass 440.745
Monoisotopic Mass 440.40182
InChI InChI=1S/C31H52O/c1-20(2)21(3)9-10-22(4)23-13-15-29(8)25-12-11-24-27(5,6)26(32)14-16-30(24)19-31(25,30)18-17-28(23,29)7/h20,22-26,32H,3,9-19H2,1-2,4-8H3/t22-,23-,24+,25+,26+,28-,29+,30-,31+/m1/s1
InChIKey BDHQMRXFDYJGII-UEBIAWITSA-N
SMILES [C@]123[C@@]4([C@](C([C@@H](O)CC4)(C)C)(CC[C@]1([C@]5([C@]([C@@]([C@@H](CCC(C(C)C)=C)C)(CC5)[H])(C)CC2)C)[H])[H])C3
Metabolite of Species Details
Euphorbia guyoniana (NCBI:txid1138347) Found in root (BTO:0001188). See: PubMed
Epidendrum madsenii (NCBI:txid1401836) See: PubMed
Psychotria viridis (NCBI:txid189196) Found in leaf (BTO:0000713). See: PubMed
Sparganium stoloniferum (NCBI:txid203643) Found in rhizome (BTO:0001181). See: PubMed
Ficus carica (NCBI:txid3494) Found in leaf (BTO:0000713). See: PubMed
Euphorbia peplus (NCBI:txid38846) Found in latex (BTO:0000710). See: PubMed
Sideritis discolor (NCBI:txid403019) See: PubMed
Cheilocostus sp.ciosus (NCBI:txid49577) Found in rhizome (BTO:0001181). See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 24-methylenecycloartanol (CHEBI:1307) has parent hydride cycloartane (CHEBI:37778)
24-methylenecycloartanol (CHEBI:1307) has role plant metabolite (CHEBI:76924)
24-methylenecycloartanol (CHEBI:1307) is a 3β-hydroxy steroid (CHEBI:36836)
24-methylenecycloartanol (CHEBI:1307) is a pentacyclic triterpenoid (CHEBI:25872)
Incoming 24-methylene-9β-9,19-cyclolanostane-3β,28-diol (CHEBI:142917) has functional parent 24-methylenecycloartanol (CHEBI:1307)
IUPAC Name
24-methylene-9β,19-cyclolanostan-3β-ol
Synonyms Sources
(3β,9β)-24-methylene-9,19-cyclolanostan-3-ol IUPAC
24(28)-methylenecycloartanol MetaCyc
24-methylene cycloartanol ChemIDplus
24-methylene-9β,19-cyclo-lanostan-3β-ol LIPID MAPS
24-methylene-cycloartanol LIPID MAPS
24-methylenecycloartan-3β-ol KNApSAcK
24-methylenecycloartanol UniProt
24-methylenecycloartanol KEGG COMPOUND
Manual Xrefs Databases
C00003661 KNApSAcK
C08830 KEGG COMPOUND
CPD-696 MetaCyc
FDB014438 FooDB
LMST01100001 LIPID MAPS
View more database links
Registry Numbers Types Sources
1449-09-8 CAS Registry Number KEGG COMPOUND
1449-09-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10691725 PubMed citation Europe PMC
13573499 PubMed citation Europe PMC
14622971 PubMed citation Europe PMC
17265335 PubMed citation Europe PMC
17337022 PubMed citation Europe PMC
17691046 PubMed citation Europe PMC
28480734 PubMed citation Europe PMC
4651646 PubMed citation Europe PMC
Last Modified
10 January 2020