CHEBI:76191 - ampelopsin B

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ChEBI Name ampelopsin B
ChEBI ID CHEBI:76191
Definition A heterotetracyclic stilbenoid that is a homodimer obtained by cyclodimerisation of resveratrol.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C28H22O6
Net Charge 0
Average Mass 454.47070
Monoisotopic Mass 454.142
InChI InChI=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
InChIKey JJCVXDDMIRXVJA-YNOBPPCASA-N
SMILES Oc1ccc(cc1)[C@H]1Oc2cc(O)cc3C[C@@H](c4ccc(O)cc4)c4c(O)cc(O)cc4[C@H]1c23
Roles Classification
Biological Role(s): 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.
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ChEBI Ontology
Outgoing 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
Database Link Database
Ampelopsin_B Wikipedia
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Registry Number Type Source
7957515 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
10766027 PubMed citation Europe PMC
Last Modified
19 February 2014