Gossypol

Pricing Availability Delivery Time Qty
Cat.No. 1964 - Gossypol | C30H30O8 | CAS No. 303-45-7
Description: Proapoptotic; downregulates Bcl-2 and Bcl-XL
Chemical Name: 1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-[2,2'-binaphthalene]-8,8'-dicarboxaldehyde
Purity: ≥98% (HPLC)
Datasheet
Citations (2)
Literature
Pathways

Biological Activity

Lipophilic agent derived from cottonseed. Exhibits multiple biological effects including antifertility and anticancer activity. Proapoptotic; downregulates Bcl-2 and Bcl-XL. R-enantiomer available (Cat. No. 3367).

Technical Data

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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 12.96 25
ethanol 12.96 25mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 518.56. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.93 mL 9.64 mL 19.28 mL
5 mM 0.39 mL 1.93 mL 3.86 mL
10 mM 0.19 mL 0.96 mL 1.93 mL
50 mM 0.04 mL 0.19 mL 0.39 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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.

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Keywords: Gossypol, supplier, Pro-apoptotic, downregulates, Bcl-2, Bcl-XL, Bax, Mcl-1, Family, Bcl-2, Family, Bcl-2, Family, Tocris Bioscience

2 Citations for Gossypol

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


Do you know of a great paper that uses Gossypol from Tocris? If so please let us know.

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Pathways for Gossypol

Apoptosis

Apoptosis Signaling Pathway

Apoptosis is a physiological process for cell death that is critical during aging and development. It may also be referred to as cell 'suicide'. Apoptosis can be triggered by events both inside and outside of the cell.