CHEBI:30853 - glycyrrhetinic acid

Main ChEBI Ontology Automatic Xrefs
ChEBI Name glycyrrhetinic acid
ChEBI ID CHEBI:30853
Definition A pentacyclic triterpenoid that is olean-12-ene substituted by a hydroxy group at position 3, an oxo group at position 11 and a carboxy group at position 30.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:24417, CHEBI:5507
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Formula C30H46O4
Net Charge 0
Average Mass 470.68380
InChI InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27-,28-,29+,30+/m0/s1
InChIKey MPDGHEJMBKOTSU-YKLVYJNSSA-N
SMILES [H][C@@]12C[C@](C)(CC[C@]1(C)CC[C@]1(C)C2=CC(=O)[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[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): immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
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ChEBI Ontology
Outgoing glycyrrhetinic acid (CHEBI:30853) has parent hydride oleanane (CHEBI:36481)
glycyrrhetinic acid (CHEBI:30853) has role immunomodulator (CHEBI:50846)
glycyrrhetinic acid (CHEBI:30853) has role plant metabolite (CHEBI:76924)
glycyrrhetinic acid (CHEBI:30853) is a cyclic terpene ketone (CHEBI:36130)
glycyrrhetinic acid (CHEBI:30853) is a hydroxy monocarboxylic acid (CHEBI:35868)
glycyrrhetinic acid (CHEBI:30853) is a pentacyclic triterpenoid (CHEBI:25872)
glycyrrhetinic acid (CHEBI:30853) is conjugate acid of glycyrrhetinate (CHEBI:17573)
Incoming 3α-hydroxyglycyrrhetinic acid (CHEBI:16317) has functional parent glycyrrhetinic acid (CHEBI:30853)
3-oxoglycyrrhetinic acid (CHEBI:16404) has functional parent glycyrrhetinic acid (CHEBI:30853)
glycyrrhetinate (CHEBI:17573) is conjugate base of glycyrrhetinic acid (CHEBI:30853)
IUPAC Name
3β-hydroxy-11-oxoolean-12-en-30-oic acid
Synonyms Sources
18β-glycyrrhetic acid ChemIDplus
Enoxolone KEGG COMPOUND
Glycyrrhetinic acid KEGG COMPOUND
Database Links Databases
C00003521 KNApSAcK
C02283 KEGG COMPOUND
CBW PDBeChem
D00156 KEGG DRUG
Glycyrrhetinic_acid Wikipedia
View more database links
Registry Numbers Types Sources
1449-05-4 CAS Registry Number KEGG COMPOUND
2229654 Reaxys Registry Number Reaxys
2229654 Beilstein Registry Number Beilstein
471-53-4 CAS Registry Number KEGG COMPOUND
471-53-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14411793 PubMed citation CiteXplore
17166674 PubMed citation CiteXplore
18771671 PubMed citation CiteXplore
24386942 PubMed citation CiteXplore
Last Modified
28 July 2014