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CHEBI:66199 - (+)-tephrorin A

ChEBI IDCHEBI:66199
ChEBI Name(+)-tephrorin A
Stars
DefinitionA monomethoxyflavanone that is (2S)-7-methoxyflavanone substituted at position 8 by a tetrahydrofuran ring which in turn is substituted by geminal methyl groups at position 2, an acetoxy group at position 3 and a hydroxy group at position 5. Isolated from Tephrosia purpurea, it exhibits antineoplastic activity.
Last Modified15 April 2015
DownloadsMolfile
FormulaC24H26O7
Net Charge0
Average Mass426.465
Monoisotopic Mass426.16785
SMILESCOc1ccc2c(c1[C@H]1[C@@H](O)OC(C)(C)[C@H]1OC(C)=O)O[C@H](c1ccccc1)CC2=O
InChIInChI=1S/C24H26O7/c1-13(25)29-22-20(23(27)31-24(22,2)3)19-17(28-4)11-10-15-16(26)12-18(30-21(15)19)14-8-6-5-7-9-14/h5-11,18,20,22-23,27H,12H2,1-4H3/t18-,20+,22-,23-/m0/s1
InChIKeyGSLOHPSPTJDYHS-NKRSRWBGSA-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 A (CHEBI:66199) has role antineoplastic agent (CHEBI:35610)
(+)-tephrorin A (CHEBI:66199) has role plant metabolite (CHEBI:76924)
(+)-tephrorin A (CHEBI:66199) is a acetate ester (CHEBI:47622)
(+)-tephrorin A (CHEBI:66199) is a monomethoxyflavanone (CHEBI:38738)
(+)-tephrorin A (CHEBI:66199) is a oxolanes (CHEBI:26912)
(+)-tephrorin A (CHEBI:66199) is a secondary alcohol (CHEBI:35681)
Synonym  Source
(2S)-8-[(2S,3R,4S)-4-(acetyloxy)tetrahydro-2-hydroxy-5,5-dimethyl-3-furanyl]-2,3-dihydro-7-methoxy-2-phenyl-4H-1-benzopyran-4-oneChEBI
Manual XrefsDatabases
LMPK12140008LIPID MAPS
Registry NumbersSources
Reaxys:8650234Reaxys
Citations