CHEBI:66188 - tanariflavanone A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name tanariflavanone A
ChEBI ID CHEBI:66188
Definition A hydroxyflavanone with a pyranochromane skeleton that is 3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromen-6-one substituted by geminal methyl groups at position 2, hydroxy groups at positions 3 and 5 and a phenyl group at position 8 which in turn is substituted by a geranyl group at position 2 and hydroxy groups at positions 3 and 4. 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 C30H36O7
Net Charge 0
Average Mass 508.60260
Monoisotopic Mass 508.24610
InChI InChI=1S/C30H36O7/c1-16(2)7-6-8-17(3)9-10-19-18(11-12-21(31)28(19)34)23-14-22(32)27-25(36-23)15-24-20(29(27)35)13-26(33)30(4,5)37-24/h7,9,11-12,15,23,26,31,33-35H,6,8,10,13-14H2,1-5H3/b17-9+/t23-,26?/m0/s1
InChIKey BTDKFPKJPIGYFD-NBNDFHJKSA-N
SMILES CC(C)=CCC\C(C)=C\Cc1c(O)c(O)ccc1[C@@H]1CC(=O)c2c(O1)cc1OC(C)(C)C(O)Cc1c2O
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 A (CHEBI:66188) has role allelochemical (CHEBI:62215)
tanariflavanone A (CHEBI:66188) has role plant metabolite (CHEBI:76924)
tanariflavanone A (CHEBI:66188) is a extended flavonoid (CHEBI:71037)
tanariflavanone A (CHEBI:66188) is a hydroxyflavanone (CHEBI:24697)
tanariflavanone A (CHEBI:66188) is a pyranochromane (CHEBI:74632)
IUPAC Name
(8S)-8-{2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3,4-dihydroxyphenyl}-3,5-dihydroxy-2,2-dimethyl-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-]chromen-6-one
Synonym Source
(2S)-2'-geranyl-5,3',4'-trihydroxy-6,7-(2,2-dimethyl-3-hydroxychromano)flavanone ChEBI
Registry Number Type Source
8885265 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11421757 PubMed citation Europe PMC
12857035 PubMed citation Europe PMC
Last Modified
18 January 2019