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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 21β-hydroxyolean-12-en-3-one
ChEBI ID CHEBI:66049
ChEBI ASCII Name 21beta-hydroxyolean-12-en-3-one
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C30H48O2
Net Charge 0
Average Mass 440.70090
Monoisotopic Mass 440.36543
InChI InChI=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
InChIKey CYAGVDMNRPMVDV-ZMIVVTAWSA-N
SMILES [H][C@@]12CC(C)(C)[C@@H](O)C[C@]1(C)CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CCC(=O)C(C)(C)[C@]3([H])CC[C@@]12C
Metabolite of Species Details
Hippocratea excelsa (IPNI:161537-1) Found in root (BTO:0001188). Previous component: root bark; See: PubMed
Roles Classification
Biological Role(s): antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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-amyrenone ChEBI
Registry Number Type Source
11223003 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17385912 PubMed citation Europe PMC
Last Modified
26 February 2013