Tephrosin

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
CAS Number	76-80-2 Y
ChEBI	CHEBI:9442 N
ChEMBL	ChEMBL241806 N
ChemSpider	102858 N
Jmol interactive 3D	Image
KEGG	C10535 N
PubChem	114909
InChI 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
SMILES CC1(C=CC2=C(O1)C=CC3=C2O[C@@H]4COC5=CC(=C(C=C5[C@@]4(C3=O)O)OC)OC)C
Properties
Chemical formula	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).
N verify (what is YN ?)
Infobox references

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

See also

• Cubé resin

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 Agriculture 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