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CHEBI:76191 - ampelopsin B

ChEBI IDCHEBI:76191
ChEBI Nameampelopsin B
Stars
DefinitionA heterotetracyclic stilbenoid that is a homodimer obtained by cyclodimerisation of resveratrol.
Last Modified19 February 2014
Submittermwilliams
DownloadsMolfile
FormulaC28H22O6
Net Charge0
Average Mass454.478
Monoisotopic Mass454.14164
SMILES[H][C@]12c3cc(O)cc(O)c3[C@H](c3ccc(O)cc3)Cc3cc(O)cc(c31)O[C@@H]2c1ccc(O)cc1
InChIInChI=1S/C28H22O6/c29-17-5-1-14(2-6-17)21-10-16-9-19(31)13-24-25(16)27(22-11-20(32)12-23(33)26(21)22)28(34-24)15-3-7-18(30)8-4-15/h1-9,11-13,21,27-33H,10H2/t21-,27-,28+/m0/s1
InChIKeyJJCVXDDMIRXVJA-YNOBPPCASA-N
Wikipedia
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.
lipoxygenase inhibitor  A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.
ChEBI Ontology
Outgoing Relation(s)
ampelopsin B (CHEBI:76191) has functional parent resveratrol (CHEBI:27881)
ampelopsin B (CHEBI:76191) has role lipoxygenase inhibitor (CHEBI:35856)
ampelopsin B (CHEBI:76191) has role plant metabolite (CHEBI:76924)
ampelopsin B (CHEBI:76191) is a organic heterotetracyclic compound (CHEBI:38163)
ampelopsin B (CHEBI:76191) is a polyphenol (CHEBI:26195)
ampelopsin B (CHEBI:76191) is a stilbenoid (CHEBI:26776)
IUPAC Name 
(1S,7S,11bS)-1,7-bis(4-hydroxyphenyl)-1,6,7,11b-tetrahydro-2-oxadibenzo[cd,h]azulene-4,8,10-triol
Manual XrefsDatabases
Ampelopsin_BWikipedia
Registry NumbersSources
Reaxys:7957515Reaxys
Citations