CHEBI:67368 - pisonolic acid

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ChEBI Name pisonolic acid
ChEBI ID CHEBI:67368
Definition A pentacyclic triterpenoid that is the 23-monomethyl ester of gypsogenic acid. It has been isolated from Pisonia aculeata.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C31H48O5
Net Charge 0
Average Mass 500.70980
Monoisotopic Mass 500.35017
InChI InChI=1S/C31H48O5/c1-26(2)14-16-31(24(33)34)17-15-28(4)19(20(31)18-26)8-9-21-27(3)12-11-23(32)30(6,25(35)36-7)22(27)10-13-29(21,28)5/h8,20-23,32H,9-18H2,1-7H3,(H,33,34)/t20-,21+,22+,23-,27+,28+,29+,30-,31-/m0/s1
InChIKey ZTADBTFVRJWIEY-KPKOFJSASA-N
SMILES COC(=O)[C@]1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2CC=C2[C@@H]3CC(C)(C)CC[C@@]3(CC[C@@]12C)C(O)=O
Metabolite of Species Details
Pisonia aculeata (NCBI:txid363212) Found in root (BTO:0001188). Cold methanolic extract of dried stems and roots See: PubMed
Pisonia aculeata (NCBI:txid363212) Found in stem (BTO:0001300). Cold methanolic extract of dried stems and roots See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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 pisonolic acid (CHEBI:67368) has functional parent gypsogenic acid (CHEBI:71531)
pisonolic acid (CHEBI:67368) has parent hydride oleanane (CHEBI:36481)
pisonolic acid (CHEBI:67368) has role metabolite (CHEBI:25212)
pisonolic acid (CHEBI:67368) has role plant metabolite (CHEBI:76924)
pisonolic acid (CHEBI:67368) is a carboxylic ester (CHEBI:33308)
pisonolic acid (CHEBI:67368) is a hydroxy carboxylic acid (CHEBI:24669)
pisonolic acid (CHEBI:67368) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name
(3β)-3-hydroxy-23-methoxy-23-oxoolean-12-en-28-oic acid
Synonyms Sources
gypsogenic acid 23-monomethyl ester ChEBI
oleananic acid 23α-methylcarboxylate ChEBI
Registry Number Type Source
5781597 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21542597 PubMed citation Europe PMC
Last Modified
20 November 2013