CHEBI:189708 - glycyrrhetic acid 3-O-glucuronide

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ChEBI Name glycyrrhetic acid 3-O-glucuronide
ChEBI ID CHEBI:189708
ChEBI ASCII Name glycyrrhetic acid 3-O-glucuronide
Definition A triterpenoid saponin that is the 3-O-β-glucuronide of glycyrrhetic acid. It is a metabolite of glycyrrhizin contained in licorice and potentially a causative agent in the pathogenesis of pseudoaldosteronism.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H54O10
Net Charge 0
Average Mass 646.818
Monoisotopic Mass 646.37170
InChI InChI=1S/C36H54O10/c1-31(2)21-8-11-36(7)27(34(21,5)10-9-22(31)45-29-25(40)23(38)24(39)26(46-29)28(41)42)20(37)16-18-19-17-33(4,30(43)44)13-12-32(19,3)14-15-35(18,36)6/h16,19,21-27,29,38-40H,8-15,17H2,1-7H3,(H,41,42)(H,43,44)/t19-,21-,22-,23-,24-,25+,26-,27+,29+,32+,33-,34-,35+,36+/m0/s1
InChIKey HLDYLAJAWSKPFZ-QDPIGISRSA-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@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)C(O)=O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O
Metabolite of Species Details
Glycyrrhiza (NCBI:txid46347) Found in Root (BTO:0001188). See: DOI
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): sweetening agent
Substance that sweeten food, beverages, medications, etc.
EC 1.1.1.146 (11beta-hydroxysteroid dehydrogenase) inhibitor
An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of 11beta-hydroxysteroid dehydrogenase (EC 1.1.1.146).
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
Application(s): anti-allergic agent
A drug used to treat allergic reactions.
sweetening agent
Substance that sweeten food, beverages, medications, etc.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing glycyrrhetic acid 3-O-glucuronide (CHEBI:189708) has functional parent glycyrrhetinic acid (CHEBI:30853)
glycyrrhetic acid 3-O-glucuronide (CHEBI:189708) has role anti-allergic agent (CHEBI:50857)
glycyrrhetic acid 3-O-glucuronide (CHEBI:189708) has role EC 1.1.1.146 (11β-hydroxysteroid dehydrogenase) inhibitor (CHEBI:137626)
glycyrrhetic acid 3-O-glucuronide (CHEBI:189708) has role human xenobiotic metabolite (CHEBI:76967)
glycyrrhetic acid 3-O-glucuronide (CHEBI:189708) has role plant metabolite (CHEBI:76924)
glycyrrhetic acid 3-O-glucuronide (CHEBI:189708) has role sweetening agent (CHEBI:50505)
glycyrrhetic acid 3-O-glucuronide (CHEBI:189708) is a β-D-glucosiduronic acid (CHEBI:15341)
glycyrrhetic acid 3-O-glucuronide (CHEBI:189708) is a enone (CHEBI:51689)
glycyrrhetic acid 3-O-glucuronide (CHEBI:189708) is a monosaccharide derivative (CHEBI:63367)
glycyrrhetic acid 3-O-glucuronide (CHEBI:189708) is a oxo dicarboxylic acid (CHEBI:36145)
glycyrrhetic acid 3-O-glucuronide (CHEBI:189708) is a pentacyclic triterpenoid (CHEBI:25872)
glycyrrhetic acid 3-O-glucuronide (CHEBI:189708) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
30-hydroxy-11,30-dioxoolean-12-en-3β-yl β-D-glucopyranosiduronic acid
Synonyms Sources
(3β,20β)-20-carboxy-11-oxo-30-norolean-12-en-3-yl β-D-glucopyranosiduronic acid ChEBI
18β-glycyrrhetinic acid-3-O-β-D-glucuronide ChEBI
18β-glycyrrhetyl-3-O-glucuronide ChEBI
3-MGA ChemIDplus
3-monoglucuronyl glycyrrhetinic acid ChEBI
3-monoglucuronyl-glycyrrhetinic acid ChEBI
3-O-β-D-glucuronopyranosyl-18β-glycyrrhetinic acid ChEBI
3-O-glucuronopyranosylglycyrrhetinic acid ChEBI
3β-D-(monoglucuronyl)-18β-glycyrrhetinic acid ChEBI
3MGA ChEBI
glycyrrhetic acid 3-O-β-D-glucuronide ChEBI
glycyrrhetic acid 3-O-mono-β-D-glucuronide ChEBI
glycyrrhetinic acid 3-O-glucuronide ChEBI
glycyrrhetinic acid 3-O-mono-β-D-glucuronide ChEBI
glycyrrhetinic acid 3-O-monoglucuronide ChEBI
glycyrrhetinic acid acid 3-O-β-D-glucuronide ChEBI
glycyrrhetyl 3-monoglucuronide ChemIDplus
starrhizin ChEBI
Manual Xrefs Databases
142103 ChemSpider
CN1789413 Patent
FDB016976 FooDB
FJL PDBeChem
HMDB0037827 HMDB
View more database links
Registry Number Type Source
34096-83-8 CAS Registry Number ChemIDplus
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Last Modified
16 February 2022