pedunculosumoside A (CHEBI:67873)

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CHEBI:67873 - pedunculosumoside A

ChEBI ID	CHEBI:67873
ChEBI Name	pedunculosumoside A
Stars
Definition	A homoflavonoid glycoside that is ophioglonol substituted by a prenyl group at position 5' as well as 2-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl and β-D-glucopyranosyl residues at positions 7 and 4' respectively via glycosidic linkages. Isolated from the whole plants of Ophioglossum pedunculosum, it exhibits anti-HBV activity.
Last Modified	9 January 2014
Downloads	Molfile

Formula	C39H50O22
Net Charge	0
Average Mass	870.807
Monoisotopic Mass	870.27937
SMILES	[H][C@@]1(O[C@H]2[C@H](Oc3cc(O)c4c(=O)c(CO)c(-c5cc(O)c(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)c(CC=C(C)C)c5)oc4c3)O[C@H](CO)[C@@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
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

Species of Metabolite	Component	Source	Comments
Ophioglossum pedunculosum (ncbitaxon:60874)	whole plant (BTO:0001461)	PubMed (21401115)	75% EtOH extract of dried whole plant

Roles Classification

Biological Roles:

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.

ChEBI Ontology

Outgoing Relation(s)
	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 homoflavonoid glycoside (CHEBI:76404)
	pedunculosumoside A (CHEBI:67873) is a hydroxy homoflavonoid (CHEBI:76405)
	pedunculosumoside A (CHEBI:67873) is a β-D-glucoside (CHEBI:22798)

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
5'-(3-methyl-2-buten-1-yl)ophioglonol 7-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-4'-O-β-D-glucopyranoside	ChEBI

Registry Numbers	Sources
Reaxys:21523329	Reaxys

Citations