CHEBI:66199 - (+)-tephrorin A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (+)-tephrorin A
ChEBI ID CHEBI:66199
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H26O7
Net Charge 0
Average Mass 426.45900
Monoisotopic Mass 426.16785
InChI InChI=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
InChIKey GSLOHPSPTJDYHS-NKRSRWBGSA-N
SMILES COc1ccc2C(=O)C[C@H](Oc2c1[C@H]1[C@@H](O)OC(C)(C)[C@H]1OC(C)=O)c1ccccc1
Metabolite of Species Details
Tephrosia purpurea (NCBI:txid228354) 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.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (+)-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-one ChEBI
Manual Xref Database
LMPK12140008 LIPID MAPS
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Registry Number Type Source
8650234 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
10814365 PubMed citation Europe PMC
Last Modified
15 April 2015