Tephrosin

Tephrosin is rotenoid. It is a natural fish poison found in the leaves and seeds of Tephrosia purpurea[2] and T. vogelii.[3]

Tephrosin
Names
IUPAC name
7a-Hydroxy-9,10-dimethoxy-3,3-dimethyl-13,13a-dihydro-3H,7aH-pyrano[2,3-c;6,5-f']dichromen-7-one
Other names
12aβ-hydroxydeguelin[1]
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.231.407
KEGG
UNII
  • InChI=1S/C23H22O7/c1-22(2)8-7-12-15(30-22)6-5-13-20(12)29-19-11-28-16-10-18(27-4)17(26-3)9-14(16)23(19,25)21(13)24/h5-10,19,25H,11H2,1-4H3/t19-,23-/m1/s1 ☒N
    Key: AQBZCCQCDWNNJQ-AUSIDOKSSA-N ☒N
  • InChI=1/C23H22O7/c1-22(2)8-7-12-15(30-22)6-5-13-20(12)29-19-11-28-16-10-18(27-4)17(26-3)9-14(16)23(19,25)21(13)24/h5-10,19,25H,11H2,1-4H3/t19-,23-/m1/s1
    Key: AQBZCCQCDWNNJQ-AUSIDOKSBD
  • CC1(C=CC2=C(O1)C=CC3=C2O[C@@H]4COC5=CC(=C(C=C5[C@@]4(C3=O)O)OC)OC)C
Properties
C23H22O7
Molar mass 410.41658 g/mol
Related compounds
Related compounds
 Deguelin, toxicarol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

See also

References
  1. Cabizza, Maddalena; Alberto Angioni; Marinella Melis; Marco Cabras; Carlo V. Tuberoso; Paolo Cabras (2004). "Rotenone and rotenoids in cubè resins, formulations, and residues on olives". Journal of Agricultural and Food Chemistry. 52 (2): 288–293. doi:10.1021/jf034987a. PMID 14733510.
  2. Ahmad, V. U.; Z. Ali; S. R. Hussaini; F. Iqbal; M. Zahid; M. Abbas; N. Saba (1999-08-01). "Flavonoids of Tephrosia purpurea". Fitoterapia. 70 (4): 443–445. doi:10.1016/S0367-326X(99)00046-5.
  3. Production of rotenoids by heterotrophic and photomixotrophic cell cultures of tephrosia vogelii. Nadine Lambert, Marie-France Trouslot, Claudine Nef-Campa and Hervé Chrestin, Phytochemistry, Volume 34, Issue 6, December 1993, Pages 1515-1520, doi:10.1016/S0031-9422(00)90838-0


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