CHEBI:66189 - tanariflavanone B

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ChEBI Name tanariflavanone B
ChEBI ID CHEBI:66189
Definition A trihydroxyflavanone that consists of (2S)-2,3-dihydro-2'H,4H-2,5'-bichromen-4-one skeleton substituted by hydroxy groups at positions 5, 7 and 8', a methyl group at position 2', a prenyl group at position 6 and a 4-methylpent-3-enyl group at position 2'. Isolated from Macaranga tanarius, it exhibits alleopathic effect.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C30H34O6
Net Charge 0
Average Mass 490.58740
Monoisotopic Mass 490.23554
InChI InChI=1S/C30H34O6/c1-17(2)7-6-13-30(5)14-12-20-19(10-11-22(31)29(20)36-30)25-16-24(33)27-26(35-25)15-23(32)21(28(27)34)9-8-18(3)4/h7-8,10-12,14-15,25,31-32,34H,6,9,13,16H2,1-5H3/t25-,30?/m0/s1
InChIKey URMUEILYNQBSDZ-SUHMBNCMSA-N
SMILES CC(C)=CCCC1(C)Oc2c(O)ccc([C@@H]3CC(=O)c4c(O3)cc(O)c(CC=C(C)C)c4O)c2C=C1
Metabolite of Species Details
Macaranga tanarius (NCBI:txid109849) Found in leaf (BTO:0000713). See: PubMed
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.
allelochemical
A class of secondary metabolites developed by many plants to influence the behaviour, growth or survival of herbivores, and thus acting as a defence against herbivory.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing tanariflavanone B (CHEBI:66189) has role allelochemical (CHEBI:62215)
tanariflavanone B (CHEBI:66189) has role plant metabolite (CHEBI:76924)
tanariflavanone B (CHEBI:66189) is a 4'-hydroxyflavanones (CHEBI:140331)
tanariflavanone B (CHEBI:66189) is a trihydroxyflavanone (CHEBI:38739)
IUPAC Name
(2S)-5,7,8'-trihydroxy-2'-methyl-6-(3-methylbut-2-en-1-yl)-2'-(4-methylpent-3-en-1-yl)-2,3-dihydro-2'H,4H-2,5'-bichromen-4-one
Registry Number Type Source
8882587 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11421757 PubMed citation Europe PMC
12857035 PubMed citation Europe PMC
18844422 PubMed citation Europe PMC
Last Modified
18 January 2019