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CHEBI:66823 - ophioglonin

ChEBI IDCHEBI:66823
ChEBI Nameophioglonin
Stars
DefinitionA homoflavonoid that is isochromeno[4,3-b]chromen-7(5H)-one substituted by hydroxy groups at positions 3, 4, 8 and 10. Isolated from Ophioglossum petiolatum, it exhibits anti-HBV activity.
Last Modified16 January 2014
DownloadsMolfile
FormulaC16H10O7
Net Charge0
Average Mass314.249
Monoisotopic Mass314.04265
SMILESO=c1c2c(oc3cc(O)cc(O)c13)-c1ccc(O)c(O)c1CO2
InChIInChI=1S/C16H10O7/c17-6-3-10(19)12-11(4-6)23-15-7-1-2-9(18)13(20)8(7)5-22-16(15)14(12)21/h1-4,17-20H,5H2
InChIKeyXUFSGVREMRKLBR-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Ophioglossum petiolatum (ncbitaxon:37426) whole plant (BTO:0001461) PubMed (15787440)
Ophioglossum pedunculosum (ncbitaxon:60874) whole plant (BTO:0001461) PubMed (21401115) 75% EtOH extract of dried whole plant
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
anti-HBV agent  An antiviral agent that destroys or inhibits the replication of the hepatitis B virus.
ChEBI Ontology
Outgoing Relation(s)
ophioglonin (CHEBI:66823) has role anti-HBV agent (CHEBI:64951)
ophioglonin (CHEBI:66823) has role plant metabolite (CHEBI:76924)
ophioglonin (CHEBI:66823) is a hydroxy homoflavonoid (CHEBI:76405)
ophioglonin (CHEBI:66823) is a organic heterotetracyclic compound (CHEBI:38163)
ophioglonin (CHEBI:66823) is a polyphenol (CHEBI:26195)
Incoming Relation(s)
ophioglonin 7-O-β-D-glucopyranoside (CHEBI:67936) has functional parent ophioglonin (CHEBI:66823)
IUPAC Name 
3,4,8,10-tetrahydroxyisochromeno[4,3-b]chromen-7(5H)-one
Registry NumbersSources
Reaxys:15768999Reaxys
Citations