CHEBI:65974 - glochierioside B

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ChEBI Name glochierioside B
ChEBI ID CHEBI:65974
Definition A triterpenoid saponin that is 3β,16β,28-trihydroxyolean-12-ene substituted by a β-benzoyloxy group at position 22 and a 3-O-(β-D-glucopyranosyl)-β-D-xylopyranosyl group at position 3 via a glycosidic linkage. Isolated from Glochidion eriocarpum, it exhibits cytotoxicity against human cancer cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C48H72O14
Net Charge 0
Average Mass 873.07690
Monoisotopic Mass 872.49221
InChI InChI=1S/C48H72O14/c1-43(2)19-27-26-13-14-31-45(5)17-16-33(61-41-38(56)39(28(51)23-58-41)62-42-37(55)36(54)35(53)29(22-49)59-42)44(3,4)30(45)15-18-46(31,6)47(26,7)20-32(52)48(27,24-50)34(21-43)60-40(57)25-11-9-8-10-12-25/h8-13,27-39,41-42,49-56H,14-24H2,1-7H3/t27-,28+,29+,30-,31+,32-,33-,34+,35+,36-,37+,38+,39-,41-,42-,45-,46+,47+,48-/m0/s1
InChIKey GRNFGBBADZIGAQ-OPHXPXDDSA-N
SMILES [H][C@]1(OC[C@@H](O)[C@H](O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O)O[C@H]1CC[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC=C2[C@]4([H])CC(C)(C)C[C@@H](OC(=O)c5ccccc5)[C@]4(CO)[C@@H](O)C[C@@]32C)C1(C)C
Metabolite of Species Details
Glochidion eriocarpum (IPNI:349360-1) Found in aerial part (BTO:0001658). 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 )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing glochierioside B (CHEBI:65974) has parent hydride oleanane (CHEBI:36481)
glochierioside B (CHEBI:65974) has role antineoplastic agent (CHEBI:35610)
glochierioside B (CHEBI:65974) has role plant metabolite (CHEBI:76924)
glochierioside B (CHEBI:65974) is a benzoate ester (CHEBI:36054)
glochierioside B (CHEBI:65974) is a diol (CHEBI:23824)
glochierioside B (CHEBI:65974) is a disaccharide derivative (CHEBI:63353)
glochierioside B (CHEBI:65974) is a pentacyclic triterpenoid (CHEBI:25872)
glochierioside B (CHEBI:65974) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
(3β,16β,22β)-3-{[3-O-(β-D-glucopyranosyl)-β-D-xylopyranosyl]oxy}-16,28-dihydroxyolean-12-en-22-yl benzoate
Synonym Source
22β-benzoyloxy-3β,16β,28-trihydroxyolean-12-ene 3-O-[β-D-glucopyranosyl-(1→3)-β-D-xylopyranoside] ChEBI
Registry Number Type Source
19204939 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19122328 PubMed citation Europe PMC
Last Modified
20 January 2014