CHEBI:66200 - (+)-tephrorin B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (+)-tephrorin B
ChEBI ID CHEBI:66200
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H28O6
Net Charge 0
Average Mass 484.53970
Monoisotopic Mass 484.18859
InChI InChI=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
InChIKey QBEVDWJGVNNOGT-NTWNTOQNSA-N
SMILES [H][C@@]1(COC(C)(C)[C@@]1([H])OC(=O)\C=C\c1ccccc1)c1c(O)ccc2C(=O)C[C@H](Oc12)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 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-propenoate ChEBI
Manual Xref Database
LMPK12140009 LIPID MAPS
View more database links
Registry Number Type Source
8656625 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
10814365 PubMed citation Europe PMC
Last Modified
15 April 2015