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CHEBI:66200 - (+)-tephrorin B

ChEBI IDCHEBI:66200
ChEBI Name(+)-tephrorin B
Stars
DefinitionA monohydroxyflavanone that is (2S)-7-hydroxyflavanone substituted at position 8 by a tetrahydrofuran ring which in turn is substituted by geminal methyl groups at position 2 and a cinnamoyloxy group at position 3. Isolated from Tephrosia purpurea, it exhibits antineoplastic activity.
Last Modified15 April 2015
DownloadsMolfile
FormulaC30H28O6
Net Charge0
Average Mass484.548
Monoisotopic Mass484.18859
SMILES[H][C@]1(c2c(O)ccc3c2O[C@H](c2ccccc2)CC3=O)COC(C)(C)[C@@]1([H])OC(=O)/C=C/c1ccccc1
InChIInChI=1S/C30H28O6/c1-30(2)29(36-26(33)16-13-19-9-5-3-6-10-19)22(18-34-30)27-23(31)15-14-21-24(32)17-25(35-28(21)27)20-11-7-4-8-12-20/h3-16,22,25,29,31H,17-18H2,1-2H3/b16-13+/t22-,25+,29+/m1/s1
InChIKeyQBEVDWJGVNNOGT-NTWNTOQNSA-N
Species of MetaboliteComponentSourceComments
Tephrosia purpurea (ncbitaxon:228354) - PubMed (10814365)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
(+)-tephrorin B (CHEBI:66200) has role antineoplastic agent (CHEBI:35610)
(+)-tephrorin B (CHEBI:66200) has role plant metabolite (CHEBI:76924)
(+)-tephrorin B (CHEBI:66200) is a cinnamate ester (CHEBI:36087)
(+)-tephrorin B (CHEBI:66200) is a monohydroxyflavanone (CHEBI:38748)
(+)-tephrorin B (CHEBI:66200) is a oxolanes (CHEBI:26912)
Synonym  Source
(3S,4S)-4-[(2S)-3,4-dihydro-7-hydroxy-4-oxo-2-phenyl-2H-1-benzopyran-8-yl]tetrahydro-2,2-dimethyl-3-furanyl(2E)-3-phenyl-2-propenoateChEBI
Manual XrefsDatabases
LMPK12140009LIPID MAPS
Registry NumbersSources
Reaxys:8656625Reaxys
Citations