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    Gossypol Acetate
    Gossypol Acetate

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V0871
    CAS #: 12542-36-8Purity ≥98%

    Description: Gossypol Acetate (Pogosin, AT101; BL-193; AT-101) is a naturally occuring polyphenolic aldehyde with potential anticancer activity. It inhibit Bcl-xL and Bcl-2 proteins with Kis of 0.5-0.6 μM and 0.2-0.3 mM, respectively. It also acts as an inhibitor for various dehydrogenase enzymes. Gossypol, a known antispermatogenic agent from the cotton plant genus Gossypium, was found to inhibit yellow perch sperm motility in vitro and lactate dehydrogenase activity in spermatozoa when used in a dose-dependent manner. Gossypol has been approved to have antiproliferative and apoptosis-inducing effects on some kinds of cancer cell lines in vitro.

    References: Aquat Toxicol. 2000 Jun 1;49(3):181-187; Oncol Rep. 2013 Aug;30(2):731-8.

    Related CAS #: 303-45-7 (free)   12542-36-8 (acetic acid)   812542-36-8 (R-isomer acetic acid)

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    Molecular Weight (MW)578.61
    FormulaC32H34O10
    CAS No.12542-36-8
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 100 mg/mL (172.8 mM)
    Water: <1 mg/mL
    Ethanol: 21 mg/mL (36.4 mM)
    Solubility (In vivo)

    Chemical Name: acetic acid compound with (S)-1,1',6,6',7,7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-[2,2'-binaphthalene]-8,8'-dicarbaldehyde (1:1)

    InChi Key: NIOHNDKHQHVLKA-UHFFFAOYSA-N

    InChi Code: 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)

    SMILES Code: O=CC1=C(O)C(O)=C(C(C)C)C2=CC(C)=[[email protected]@]([[email protected]@]3=C(C)C=C4C(C(C)C)=C(O)C(O)=C(C=O)C4=C3O)C(O)=C12.CC(O)=O

    SynonymsPogosin, AT101; BL-193; AT-101; (±)-Gossypol-acetic acid; BL19; AT 101; 3BL 193 (acetic acid); Gossypol acetate; Gossypol acetic acid; Acetic acid Gossypol.


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    In Vitro

    In vitro activity: Gossypol, a known antispermatogenic agent from the cotton plant genus Gossypium, was found to inhibit yellow perch sperm motility in vitro and lactate dehydrogenase activity in spermatozoa when used in a dose-dependent manner. Gossypol has been approved to have antiproliferative and apoptosis-inducing effects on some kinds of cancer cell lines in vitro.


    Kinase Assay: Gossypol acetic acid ((±)-Gossypol-acetic acid), a natural product isolated from cottonseeds and roots, binds to Bcl-xL protein and Bcl-2 protein with Kis of 0.5-0.6 μM and 0.2-0.3 mM, respectively.


    Cell Assay: MM(Multiple myeloma) cells are plated in 24-cell culture clusters at a density of 1x105 viable cells/l per well. Triplicate wells are treated with 1, 5, 10, 25 and 50 µmol/l gossypol acetate, and the negative control group is supplemented with 0.1% DMSO. Then, cell numbers at different treatment time points (0, 24, 48 and 72 h) are determined by using a hemocytometer and the trypan blue dye-exclusion method. The trypan blue dye-exclusion method is used to evaluate the cell viability. The cells are examined in a counting chamber under a light microscope. Only viable cells are recorded.

    In VivoGossypol acetate is able to inhibit tumor growth in Wus1-bearing mice, but the survival of mice is not prolonged, and tumor grows rapidly after short inhibition. Gossypol has now been found to have inhibitory effects on proliferation or to induce apoptosis in ovarian cancer, endometrial cancer, adrenal cortical tumor, thyroid cancer, lung cancer, colon carcinoma, leukemia, pancreatic cancer, melanoma and lymphoma. In addition, gossypol can increase the sensitivity of drug-resistant tumor cells to chemotherapy and radiotherapy. Some clinical trials showed gossypol is well-tolerated, and partial responses are observed in some patients.
    Animal modelWus1-bearing mice
    Formulation & DosageN/A
    References

    Aquat Toxicol. 2000 Jun 1;49(3):181-187; Oncol Rep. 2013 Aug;30(2):731-8.


    These protocols are for reference only. InvivoChem does not independently validate these methods.

    Gossypol Acetate

    DNA content analysis of U266 cells after incubation with gossypol acetate. (A-D) Results of flow cytometry for U266 cells after induction with DMSO, 5, 10, 25 μM of gossypol acetate for 48 h. Oncol Rep. 2013 Aug;30(2):731-8.
     

    Gossypol Acetate

    Caspase-3 fluorometric activity assay on Wus1 and U266 cell exposure to 25 μmol/l gossypol acetate for 0, 6, 12, 18 and 24 h. Oncol Rep. 2013 Aug;30(2):731-8.
     

    Gossypol Acetate

    Bcl-2 expression of Wus1 after treating with 25 μmol/l gossypol acetate for 24 h. Purple, BCL-2 expression in untreated Wus1 cells; red, BCL-2 expression in Wus1 cells treated with gossypol acetate; orange, IgG homotype control in untreated Wus1 cells; yellow, IgG homotype control in Wus1 cells treated with gossypol acetate. Oncol Rep. 2013 Aug;30(2):731-8.


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