CHEBI:67952 - 2α,3β,23α-trihydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside

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ChEBI Name 2α,3β,23α-trihydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside
ChEBI ID CHEBI:67952
ChEBI ASCII Name 2alpha,3beta,23alpha-trihydroxyurs-12-en-28-oic acid 28-O-beta-D-glucopyranoside
Definition A triterpenoid saponin that is the carboxylic ester obtained by the formal condensation of the carboxy group of asiatic acid with β,23α-trihydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranose. It has been isolated from Juglans sinensis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H58O10
Net Charge 0
Average Mass 650.83970
Monoisotopic Mass 650.40300
InChI InChI=1S/C36H58O10/c1-18-9-12-36(31(44)46-30-28(42)27(41)26(40)22(16-37)45-30)14-13-34(5)20(25(36)19(18)2)7-8-24-32(3)15-21(39)29(43)33(4,17-38)23(32)10-11-35(24,34)6/h7,18-19,21-30,37-43H,8-17H2,1-6H3/t18-,19+,21-,22-,23-,24-,25+,26-,27+,28-,29+,30+,32+,33+,34-,35-,36+/m1/s1
InChIKey OEGYWKLSOORPGU-SXLQXSQGSA-N
SMILES C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Metabolite of Species Details
Juglans sinensis (NCBI:txid442437-1) Found in leaf (BTO:0000713). 80% Methanolic extract of dried leaves and twigs See: PubMed
Juglans sinensis (NCBI:txid442437-1) Found in twig (BTO:0001411). 80% Methanolic extract of dried leaves and twigs See: PubMed
Roles Classification
Biological Role(s): 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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2α,3β,23α-trihydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside (CHEBI:67952) has functional parent asiatic acid (CHEBI:2873)
2α,3β,23α-trihydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside (CHEBI:67952) has parent hydride ursane (CHEBI:35711)
2α,3β,23α-trihydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside (CHEBI:67952) has role plant metabolite (CHEBI:76924)
2α,3β,23α-trihydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside (CHEBI:67952) is a β-D-glucoside (CHEBI:22798)
2α,3β,23α-trihydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside (CHEBI:67952) is a carboxylic ester (CHEBI:33308)
2α,3β,23α-trihydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside (CHEBI:67952) is a monosaccharide derivative (CHEBI:63367)
2α,3β,23α-trihydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside (CHEBI:67952) is a pentacyclic triterpenoid (CHEBI:25872)
2α,3β,23α-trihydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside (CHEBI:67952) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
1-O-[2α,3β,23-trihydroxy-28-oxours-12-en-28-yl]-β-D-glucopyranose
Synonym Source
quadranoside IV ChEBI
Registry Number Type Source
8605856 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21309591 PubMed citation Europe PMC
Last Modified
20 January 2014