Chemistry: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
Identifiers
CAS Number	76-80-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:9442 ;
ChEMBL	ChEMBL241806 ;
ChemSpider	102858 ;
KEGG	C10535 ;
PubChem CID	114909;
UNII	9C081V83CC ;
	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 Key: AQBZCCQCDWNNJQ-AUSIDOKSSA-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).
	verify (what is ?)
	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]

References

↑ 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.
↑ 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.
↑ 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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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
3D model (JSmol)	Interactive image
ChEBI	CHEBI:9442^N
ChEMBL	ChEMBL241806^N
ChemSpider	102858^N
KEGG	C10535^N
PubChem CID	114909
UNII	9C081V83CC^Y
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