Gossypol

Gossypol is a racemic mixture of natural polyphenols isolated from parts of the cotton plant (genus Gossypium). It causes infertility in a variety of cotton pests and spermatogenesis arrest in humans. Gossypol also has antimalarial properties, preventing the growth of P. falciparum at low micromolar concentrations. It inhibits aldose reductase (Ki = 0.5 µM). Gossypol also acts as an anticancer agent, inhibiting cell growth in various cancer cell lines, in part by blocking the anti-apoptotic functions of Bcl-2 and Bcl-xL, again at low micromolar concentrations.Formal Name: 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-[2,2'-binaphthalene]-8,8'-dicarboxaldehyde. CAS Number: 303-45-7. Synonyms: BL 193, (±)-Gossypol, NSC 56817, NSC 624336, Pogosin. Molecular Formula: C30H30O8. Formula Weight: 518.6. Purity: >85%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 20 mg/ml, DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml, DMSO: 16.7 mg/ml, Ethanol: 14.3 mg/ml. lambdamax: 236, 290, 372 nm. SMILES: OC1=C(O)C(C(C)C)=C(C=C(C)C(C2=C(O)C(C(C([H])=O)=C(O)C(O)=C3C(C)C)=C3C=C2C)=C4O)C4=C1C([H])=O. InChi Code: InChI=1S/C30H30O8/c1-11(2)19-15-7-13(5)21(27(35)23(15)17(9-31)25(33)29(19)37)22-14(6)8-16-20(12(3)4)30(38)26(34)18(10-32)24(16)28(22)36/h7-12,33-38H,1-6H3. InChi Key: QBKSWRVVCFFDOT-UHFFFAOYSA-N.