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CHEBI:189708 - glycyrrhetic acid 3-O-glucuronide

Default Structure
ChEBI IDCHEBI:189708
ChEBI Nameglycyrrhetic acid 3-O-glucuronide
Stars
ASCII Nameglycyrrhetic acid 3-O-glucuronide
DefinitionA 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.
Last Modified16 February 2022
SubmitterAdnan
DownloadsMolfile
FormulaC36H54O10
Net Charge0
Average Mass646.818
Monoisotopic Mass646.37170
SMILES[H][C@]12C(=O)C=C3[C@]4([H])C[C@@](C)(C(=O)O)CC[C@]4(C)CC[C@@]3(C)[C@]1(C)CC[C@@]1([H])C(C)(C)[C@@H](O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)CC[C@]21C
InChIInChI=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
InChIKeyHLDYLAJAWSKPFZ-QDPIGISRSA-N
Species of MetaboliteComponentSourceComments
Glycyrrhiza (ncbitaxon:46347) Root (BTO:0001188) DOI (10.1016/j.synbio.2021.07.001)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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 11β-hydroxysteroid dehydrogenase (EC 1.1.1.146).
sweetening agent  Substance that sweeten food, beverages, medications, etc.
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.
Applications:
anti-allergic agent  A drug used to treat allergic reactions.
sweetening agent  Substance that sweeten food, beverages, medications, etc.
ChEBI Ontology
Outgoing Relation(s)
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 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)
glycyrrhetic acid 3-O-glucuronide (CHEBI:189708) is a β-D-glucosiduronic acid (CHEBI:15341)
IUPAC Name 
30-hydroxy-11,30-dioxoolean-12-en-3β-yl β-D-glucopyranosiduronic acid
Synonyms  Source
18β-glycyrrhetinic acid-3-O-β-D-glucuronideChEBI
18β-glycyrrhetyl-3-O-glucuronideChEBI
3-O-glucuronopyranosylglycyrrhetinic acidChEBI
3-O-β-D-glucuronopyranosyl-18β-glycyrrhetinic acidChEBI
3-MGAChemIDplus
3MGAChEBI
Manual XrefsDatabases
142103ChemSpider
CN1789413Patent
FDB016976FooDB
FJLPDBeChem
HMDB0037827HMDB
Registry NumbersSources
CAS:34096-83-8ChemIDplus
Citations