Deguelin

Deguelin

Names
IUPAC name 4′,5′-Dimethoxy-6′′,6′′-dimethyl-6′′H-pyrano[2′′,3′′:7,8]rotenan-4-one
Systematic IUPAC name (7aS,13aS)-9,10-Dimethoxy-3,3-dimethyl-13,13a-dihydro-3H-([1]benzopyrano[4,3-e′]benzo[1,2-b:3,4-b′]dipyran)-7(7aH)-one
Other names Deguelin; 3H-Bis(1)benzopyrano (3,4-b:6',5'-e)pyran-7(7aH)-one, 13,13a-dihydro-9,10-dimethoxy-3,3- dimethyl-, (7aS,13aS)-; 3H-Bis(1) benzopyrano(3,4-b:6',5'-e)pyran- 7(7aH)-one, 13,13a-dihydro- 9, 10-dimethoxy-3,3-dimethyl-, (7aS-cis)-
Identifiers
CAS Number	522-17-8 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:4357
ChEMBL	ChEMBL393417 N
ChemSpider	97058 N
PubChem CID	107935
UNII	K5Z93K66IE Y
CompTox Dashboard (EPA)	DTXSID10200231
InChI InChI=1S/C23H22O6/c1-23(2)8-7-12-15(29-23)6-5-13-21(24)20-14-9-17(25-3)18(26-4)10-16(14)27-11-19(20)28-22(12)13/h5-10,19-20H,11H2,1-4H3/t19-,20+/m1/s1 N Key: ORDAZKGHSNRHTD-UXHICEINSA-N N InChI=1/C23H22O6/c1-23(2)8-7-12-15(29-23)6-5-13-21(24)20-14-9-17(25-3)18(26-4)10-16(14)27-11-19(20)28-22(12)13/h5-10,19-20H,11H2,1-4H3/t19-,20+/m1/s1 Key: ORDAZKGHSNRHTD-UXHICEINBW
SMILES O=C2c5c(O[C@@H]3COc1cc(OC)c(OC)cc1[C@H]23)c4\C=C/C(Oc4cc5)(C)C
Properties
Chemical formula	C23H22O6
Molar mass	394.42 g/mol
Melting point	171 °C (340 °F; 444 K)
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

Deguelin is a derivative of rotenone. Both are compounds classified as rotenoids of the flavonoid family and are naturally occurring insecticides. They can be produced by extraction from several plant species belonging to three genera of the legume family, Fabaceae: Lonchocarpus, Derris, or Tephrosia.

Cubé resin, the root extract from cubé (Lonchocarpus utilis) and from barbasco (Lonchocarpus urucu), is used as a commercial insecticide and piscicide (fish poison). The major active ingredients are rotenone and deguelin. Although "organic" (produced by nature) cubé resin is no longer considered environmentally safe.