Gossypol acetic acid

• CAT Number: I001012
• CAS Number: 12542-36-8
• Molecular Formula: C32H34O10
• Molecular Weight: 578.614
• Purity: ≥95%
• Target: Bcl-2
• Solubility: 10 mM in DMSO
• Storage: 3 years -20C powder
• IUPAC Name: acetic acid;7-(8-formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)-2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde
• InChI: InChI=1S/C30H30O8.C2H4O2/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;1-2(3)4/h7-12,33-38H,1-6H3;1H3,(H,3,4)
• InChIKey: NIOHNDKHQHVLKA-UHFFFAOYSA-N
• SMILES: CC1=C(C(=C2C(=C1)C(=C(C(=C2C=O)O)O)C(C)C)O)C3=C(C=C4C(=C3O)C(=C(C(=C4C(C)C)O)O)C=O)C.CC(=O)O

Gossypol acetic acid (CAT: I001012) is a polyphenolic compound derived from cottonseeds. It acts as a BH3 mimetic and functions by inhibiting Bcl-2, a protein involved in regulating apoptosis. By mimicking the BH3 domain of pro-apoptotic proteins, gossypol acetic acid disrupts the interaction between Bcl-2 and its binding partners, promoting apoptosis in cancer cells. This compound has shown potential as an anticancer agent in preclinical studies, and its ability to target Bcl-2 makes it an interesting candidate for further exploration in cancer therapy.

Reference

[1]. Deng, S., et al., Gossypol acetic acid induces apoptosis in RAW264.7 cells via a caspase-dependent mitochondrial signaling pathway. J Vet Sci, 2013. 14(3): p. 281-9.
[2]. Lin, J., et al., Induction of apoptosis and antitumor effects of a small molecule inhibitor of Bcl-2 and Bcl-xl, gossypol acetate, in multiple myeloma in vitro and in vivo. Oncol Rep, 2013. 30(2): p. 731-8.
[3]. Guo, Z., et al., [Gossypol acetic acid induces DNA double-strand breaks in human mucoepidermoid carcinoma cell MEC-1]. Sheng Li Xue Bao, 2011. 63(2): p. 164-70.
[4]. El-Sharaky, A.S., et al., Mutual anti-oxidative effect of gossypol acetic acid and gossypol-iron complex on hepatic lipid peroxidation in male rats. Food Chem Toxicol, 2009. 47(11): p. 2735-41.
[5]. Wu, T., et al., [Effects of gossypol acetic acid on human ejaculated sperm Ca2+ influx and rat vas deferens contraction action]. Zhongguo Yi Xue Ke Xue Yuan Xue Bao, 1996. 18(5): p. 375-9.