CHEBI:67873 - pedunculosumoside A

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ChEBI Name pedunculosumoside A
ChEBI ID CHEBI:67873
Definition A homoflavonoid glycoside that is ophioglonol substituted by a prenyl group at position 5ʼ as well as 2-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl and β-D-glucopyranosyl residues at positions 7 and 4ʼ respectively via glycosidic linkages. Isolated from the whole plants of Ophioglossum pedunculosum, it exhibits anti-HBV activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C39H50O22
Net Charge 0
Average Mass 870.80110
Monoisotopic Mass 870.27937
InChI InChI=1S/C39H50O22/c1-13(2)3-4-14-5-15(6-19(45)35(14)60-37-32(53)29(50)26(47)21(10-41)57-37)34-17(9-40)25(46)24-18(44)7-16(8-20(24)56-34)55-39-36(31(52)28(49)23(12-43)59-39)61-38-33(54)30(51)27(48)22(11-42)58-38/h3,5-8,21-23,26-33,36-45,47-54H,4,9-12H2,1-2H3/t21-,22-,23-,26-,27-,28-,29+,30+,31+,32-,33-,36-,37+,38+,39-/m1/s1
InChIKey XWEFVEFGSLLUFG-LKAUHASFSA-N
SMILES CC(C)=CCc1cc(cc(O)c1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)-c1oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c2c(=O)c1CO
Metabolite of Species Details
Ophioglossum pedunculosum (NCBI:txid60874) Found in whole plant (BTO:0001461). 75% EtOH extract of dried whole plant See: PubMed
Roles Classification
Biological Role(s): anti-HBV agent
An antiviral agent that destroys or inhibits the replication of the hepatitis B virus.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pedunculosumoside A (CHEBI:67873) has functional parent ophioglonol (CHEBI:67934)
pedunculosumoside A (CHEBI:67873) has role anti-HBV agent (CHEBI:64951)
pedunculosumoside A (CHEBI:67873) has role plant metabolite (CHEBI:76924)
pedunculosumoside A (CHEBI:67873) is a β-D-glucoside (CHEBI:22798)
pedunculosumoside A (CHEBI:67873) is a homoflavonoid glycoside (CHEBI:76404)
pedunculosumoside A (CHEBI:67873) is a hydroxy homoflavonoid (CHEBI:76405)
IUPAC Name
4-[7-{[2-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl]oxy}-5-hydroxy-3-(hydroxymethyl)-4-oxo-4H-chromen-2-yl]-2-hydroxy-6-(3-methylbut-2-en-1-yl)phenyl β-D-glucopyranoside
Synonym Source
5ʼ-(3-methyl-2-buten-1-yl)ophioglonol 7-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-4ʼ-O-β-D-glucopyranoside ChEBI
Registry Number Type Source
21523329 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21401115 PubMed citation Europe PMC
Last Modified
09 January 2014