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Submit ReviewGossypol is a lipophilic agent derived from cottonseed. Exhibits multiple biological effects including antifertility and anticancer activity. Proapoptotic; downregulates Bcl-2 and Bcl-XL.
R-enantiomer also available.
M. Wt | 518.56 |
Formula | C30H30O8 |
Storage | Store at -20°C |
Purity | ≥98% (HPLC) |
CAS Number | 303-45-7 |
PubChem ID | 3503 |
InChI Key | QBKSWRVVCFFDOT-UHFFFAOYSA-N |
Smiles | CC(C)C1=C(O)C(O)=C(C=O)C2=C(O)C(=C(C)C=C12)C1=C(O)C2=C(C=O)C(O)=C(O)C(C(C)C)=C2C=C1C |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solvent | Max Conc. mg/mL | Max Conc. mM | |
---|---|---|---|
Solubility | |||
ethanol | 12.96 | 25 with gentle warming | |
DMSO | 12.96 | 25 |
The following data is based on the product molecular weight 518.56. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
---|---|---|---|
0.25 mM | 7.71 mL | 38.57 mL | 77.14 mL |
1.25 mM | 1.54 mL | 7.71 mL | 15.43 mL |
2.5 mM | 0.77 mL | 3.86 mL | 7.71 mL |
12.5 mM | 0.15 mL | 0.77 mL | 1.54 mL |
References are publications that support the biological activity of the product.
Coutinh (2002) Gossypol: a contraceptive for men. Contraception 65 259 PMID: 12020773
Vander Jagt et al (2000) Gosspyol: prototype of inhibitors targeted to dinucleotide folds. Curr.Med.Chem. 7 479 PMID: 10702620
Zhang et al (2003) Molecular mechanism of gossypol-induced cell growth inhibition and cell death of HT-29 human colon carcinoma cells. Biochem.Pharmacol. 66 93 PMID: 12818369
If you know of a relevant reference for Gossypol, please let us know.
Keywords: Gossypol, Gossypol supplier, Pro-apoptotic, downregulates, Bcl-2, Bcl-XL, Bax, Mcl-1, Family, 1964, Tocris Bioscience
Citations are publications that use Tocris products. Selected citations for Gossypol include:
Hsiao et al (2012) Involvement of Smac, p53, and caspase pathways in induction of apoptosis by gossypol in human retinoblastoma cells. Mol Vis 18 2033 PMID: 22876131
Mani et al (2015) Chemoresistance is associated with increased cytoprotective autophagy and diminished apoptosis in bladder cancer cells treated with the BH3 mimetic (-)-Gossypol (AT-101). PLoS One 15 224 PMID: 25885284
Pang et al (2011) (-)-Gossypol suppresses the growth of human prostate cancer xenografts via modulating VEGF signaling-mediated angiogenesis. Mol Cancer Ther 10 795 PMID: 21372225
Do you know of a great paper that uses Gossypol from Tocris? Please let us know.
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