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CHEBI:66188 - tanariflavanone A

ChEBI IDCHEBI:66188
ChEBI Nametanariflavanone A
Stars
DefinitionA 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.
Last Modified18 January 2019
DownloadsMolfile
FormulaC30H36O7
Net Charge0
Average Mass508.611
Monoisotopic Mass508.24610
SMILESCC(C)=CCC/C(C)=C/Cc1c([C@@H]2CC(=O)c3c(cc4c(c3O)CC(O)C(C)(C)O4)O2)ccc(O)c1O
InChIInChI=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
InChIKeyBTDKFPKJPIGYFD-NBNDFHJKSA-N
Species of MetaboliteComponentSourceComments
Macaranga tanarius (ncbitaxon:109849) leaf (BTO:0000713) PubMed (11421757)
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.
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.
ChEBI Ontology
Outgoing Relation(s)
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)flavanoneChEBI
Registry NumbersSources
Reaxys:8885265Reaxys
Citations