CHEBI:71531 - gypsogenic acid

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ChEBI Name gypsogenic acid
ChEBI ID CHEBI:71531
Definition A pentacyclic triterpenoid that is olean-12-ene substituted by carboxy groups at positions 23 and 28 and a hydroxy group at position 3 (the 3β stereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H46O5
Net Charge 0
Average Mass 486.68320
Monoisotopic Mass 486.33452
InChI InChI=1S/C30H46O5/c1-25(2)13-15-30(24(34)35)16-14-27(4)18(19(30)17-25)7-8-20-26(3)11-10-22(31)29(6,23(32)33)21(26)9-12-28(20,27)5/h7,19-22,31H,8-17H2,1-6H3,(H,32,33)(H,34,35)/t19-,20+,21+,22-,26+,27+,28+,29-,30-/m0/s1
InChIKey PAIBKVQNJKUVCE-JUENUIDLSA-N
SMILES [H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)[C@@](C)(C(O)=O)[C@]3([H])CC[C@@]12C)C(O)=O
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.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing gypsogenic acid (CHEBI:71531) has parent hydride oleanane (CHEBI:36481)
gypsogenic acid (CHEBI:71531) has role antibacterial agent (CHEBI:33282)
gypsogenic acid (CHEBI:71531) has role metabolite (CHEBI:25212)
gypsogenic acid (CHEBI:71531) is a hydroxy carboxylic acid (CHEBI:24669)
gypsogenic acid (CHEBI:71531) is a pentacyclic triterpenoid (CHEBI:25872)
gypsogenic acid (CHEBI:71531) is conjugate acid of gypsogenate(2−) (CHEBI:140468)
Incoming dianversicoside C (CHEBI:65757) has functional parent gypsogenic acid (CHEBI:71531)
dianversicoside D (CHEBI:65758) has functional parent gypsogenic acid (CHEBI:71531)
dianversicoside G (CHEBI:65761) has functional parent gypsogenic acid (CHEBI:71531)
gypsogenate 28-β-D-glucoside(1−) (CHEBI:167132) has functional parent gypsogenic acid (CHEBI:71531)
gypsosaponin C (CHEBI:65994) has functional parent gypsogenic acid (CHEBI:71531)
pisonolic acid (CHEBI:67368) has functional parent gypsogenic acid (CHEBI:71531)
gypsogenate(2−) (CHEBI:140468) is conjugate base of gypsogenic acid (CHEBI:71531)
IUPAC Name
(3β)-3-hydroxyolean-12-ene-23,28-dioic acid
Synonyms Sources
acanjapogenin G ChEBI
gypsogeninic acid ChEBI
Manual Xref Database
CPD-9474 MetaCyc
View more database links
Registry Number Type Source
3228938 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17827765 PubMed citation Europe PMC
18069238 PubMed citation Europe PMC
Last Modified
12 April 2018