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CHEBI:66049 - 21β-hydroxyolean-12-en-3-one

ChEBI IDCHEBI:66049
ChEBI Name21β-hydroxyolean-12-en-3-one
Stars
ASCII Name21beta-hydroxyolean-12-en-3-one
DefinitionA pentacyclic triterpenoid that is olean-12-ene substituted by an oxo substituent at position 3 and a β-hydroxy group at position 21. Isolated from the root barks of Hippocratea excelsa, it exhibits antigiardial activity.
Last Modified26 February 2013
DownloadsMolfile
FormulaC30H48O2
Net Charge0
Average Mass440.712
Monoisotopic Mass440.36543
SMILES[H][C@]12CC=C3[C@]4([H])CC(C)(C)[C@@H](O)C[C@]4(C)CC[C@@]3(C)[C@]1(C)CC[C@@]1([H])C(C)(C)C(=O)CC[C@]21C
InChIInChI=1S/C30H48O2/c1-25(2)17-20-19-9-10-22-28(6)13-12-23(31)26(3,4)21(28)11-14-30(22,8)29(19,7)16-15-27(20,5)18-24(25)32/h9,20-22,24,32H,10-18H2,1-8H3/t20-,21-,22+,24-,27-,28-,29+,30+/m0/s1
InChIKeyCYAGVDMNRPMVDV-ZMIVVTAWSA-N
Species of MetaboliteComponentSourceComments
Hippocratea excelsa (IPNI:161537-1) root (BTO:0001188) PubMed (17385912) Previous component: root bark;
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
Application:
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
ChEBI Ontology
Outgoing Relation(s)
21β-hydroxyolean-12-en-3-one (CHEBI:66049) has parent hydride oleanane (CHEBI:36481)
21β-hydroxyolean-12-en-3-one (CHEBI:66049) has role antiprotozoal drug (CHEBI:35820)
21β-hydroxyolean-12-en-3-one (CHEBI:66049) has role metabolite (CHEBI:25212)
21β-hydroxyolean-12-en-3-one (CHEBI:66049) is a cyclic ketone (CHEBI:3992)
21β-hydroxyolean-12-en-3-one (CHEBI:66049) is a pentacyclic triterpenoid (CHEBI:25872)
21β-hydroxyolean-12-en-3-one (CHEBI:66049) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(21β)-21-hydroxyolean-12-en-3-one
Synonym  Source
21β-hydroxy-β-amyrenoneChEBI
Registry NumbersSources
Reaxys:11223003Reaxys
Citations