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CHEBI:67875 - pedunculosumoside C

ChEBI IDCHEBI:67875
ChEBI Namepedunculosumoside C
Stars
DefinitionA homoflavonoid glycoside that is 5'-prenylophioglonol attached to 2-O-β-D-glucopyranosyl-β-D-glucopyranosyl residue at position 7 via glycosidic linkage. It has been isolated from the whole plant of Ophioglossum pedunculosum and exhibits anti-HBV activity.
Last Modified9 January 2014
DownloadsMolfile
FormulaC33H40O17
Net Charge0
Average Mass708.666
Monoisotopic Mass708.22655
SMILES[H][C@@]1(O[C@H]2[C@H](Oc3cc(O)c4c(=O)c(CO)c(-c5cc(O)c(O)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
InChIInChI=1S/C33H40O17/c1-12(2)3-4-13-5-14(6-18(38)23(13)39)30-16(9-34)24(40)22-17(37)7-15(8-19(22)47-30)46-33-31(28(44)26(42)21(11-36)49-33)50-32-29(45)27(43)25(41)20(10-35)48-32/h3,5-8,20-21,25-29,31-39,41-45H,4,9-11H2,1-2H3/t20-,21-,25-,26-,27+,28+,29-,31-,32+,33-/m1/s1
InChIKeyZDGISMQFYIDRSP-KZGGGLRYSA-N
Species of MetaboliteComponentSourceComments
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 C (CHEBI:67875) has functional parent ophioglonol (CHEBI:67934)
pedunculosumoside C (CHEBI:67875) has role anti-HBV agent (CHEBI:64951)
pedunculosumoside C (CHEBI:67875) has role plant metabolite (CHEBI:76924)
pedunculosumoside C (CHEBI:67875) is a disaccharide derivative (CHEBI:63353)
pedunculosumoside C (CHEBI:67875) is a homoflavonoid glycoside (CHEBI:76404)
pedunculosumoside C (CHEBI:67875) is a hydroxy homoflavonoid (CHEBI:76405)
pedunculosumoside C (CHEBI:67875) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
2-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5-hydroxy-3-(hydroxymethyl)-4-oxo-4H-chromen-7-yl 2-O-β-D-glucopyranosyl-β-D-glucopyranoside
Synonym  Source
5'-(3-methyl-2-buten-1-yl)ophioglonol 7-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosideChEBI
Registry NumbersSources
Reaxys:21523326Reaxys
Citations