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CHEBI:66191 - tanariflavanone D

ChEBI IDCHEBI:66191
ChEBI Nametanariflavanone D
Stars
DefinitionA tetrahydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 5, 7, 3' and 4' and a 6-hydroxy-3,7-dimethylocta-2,7-dienyl group at position 6. Isolated from Macaranga tanarius, it exhibits antineoplastic and radical scavenging activities.
Last Modified6 April 2018
DownloadsMolfile
FormulaC25H28O7
Net Charge0
Average Mass440.492
Monoisotopic Mass440.18350
SMILESC=C(C)C(O)CC/C(C)=C/Cc1c(O)cc2c(c1O)C(=O)C[C@@H](c1ccc(O)c(O)c1)O2
InChIInChI=1S/C25H28O7/c1-13(2)17(26)8-5-14(3)4-7-16-19(28)11-23-24(25(16)31)21(30)12-22(32-23)15-6-9-18(27)20(29)10-15/h4,6,9-11,17,22,26-29,31H,1,5,7-8,12H2,2-3H3/b14-4+/t17?,22-/m0/s1
InChIKeyVALTWXVTFHGVHS-ILVSVAAVSA-N
Species of MetaboliteComponentSourceComments
Macaranga tanarius (ncbitaxon:109849) leaf (BTO:0000713) PubMed (15974621)
Roles Classification
Chemical Role:
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
tanariflavanone D (CHEBI:66191) has role antineoplastic agent (CHEBI:35610)
tanariflavanone D (CHEBI:66191) has role metabolite (CHEBI:25212)
tanariflavanone D (CHEBI:66191) has role radical scavenger (CHEBI:48578)
tanariflavanone D (CHEBI:66191) is a 4'-hydroxyflavanones (CHEBI:140331)
tanariflavanone D (CHEBI:66191) is a secondary alcohol (CHEBI:35681)
tanariflavanone D (CHEBI:66191) is a tetrahydroxyflavanone (CHEBI:38742)
IUPAC Name 
(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2E)-6-hydroxy-3,7-dimethylocta-2,7-dien-1-yl]-2,3-dihydro-4H-chromen-4-one
Synonym  Source
(2S)-5,7,3',4'-tetrahydroxy-6-(6-hydroxy-3,7-dimethylocta-2',7'-dienyl)-flavanoneChEBI
Registry NumbersSources
Reaxys:15840356Reaxys
Citations