Gossypol acetic acid

CAS No. 12542-36-8

Gossypol acetic acid( ±)-Gossypol acetic acid )

Catalog No. M11030 CAS No. 12542-36-8

Gossypol acetic acid ((±)-Gossypol acetic acid) is a natural phenol that permeates cells and acts as an inhibitor.

Purity : >98% (HPLC)

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Biological Information

  • Product Name
    Gossypol acetic acid
  • Note
    Research use only, not for human use.
  • Brief Description
    Gossypol acetic acid ((±)-Gossypol acetic acid) is a natural phenol that permeates cells and acts as an inhibitor.
  • Description
    Gossypol acetic acid ((±)-Gossypol acetic acid) is a natural phenol that permeates cells and acts as an inhibitor for several dehydrogenase enzymes such as lactate dehydrogenase, NAD-linked enzymes; a BH3 mimetic that binds and antagonizes anti-apoptotic effect of Bcl-2 family proteins, inhibits tumor growth in Wus1-bearing mice.Blood Cancer Phase 2 Clinical(In Vitro):Gossypol, a natural product isolated from cottonseeds and roots that has been studied as an anticancer agent. The racemic form of Gossypol [(±)-Gossypol] is tested in several clinical trials and is well tolerated. The racemic form Gossypol ((±)-Gossypol) binds to Bcl-xL protein with a Ki of 0.5 to 0.6 μM. (±)-Gossypol also potently binds to Bcl-2 protein with a Ki value of 0.2-0.3 mM. The natural racemic Gossypol has two enantiomers, namely the (-)-Gossypol and (+)-Gossypol enantiomers. The racemic form and each of the enantiomers of Gossypol are tested against UM-SCC-6 and UM-SCC-14A in 6-day MTT assays. (-)-Gossypol exhibits greater growth inhibition relative to (±)-Gossypol than (+)-Gossypol in both cell lines tested (P<0.001). An intermediate growth inhibitory effect is observed with (±)-Gossypol but this effect is only observed at the higher dose of Gossypol (10 μM, P<0.0001).
  • In Vitro
    Gossypol, a natural product isolated from cottonseeds and roots that has been studied as an anticancer agent. The racemic form of Gossypol [(±)-Gossypol] is tested in several clinical trials and is well tolerated. The racemic form Gossypol ((±)-Gossypol) binds to Bcl-xL protein with a Ki of 0.5 to 0.6 μM. (±)-Gossypol also potently binds to Bcl-2 protein with a Ki value of 0.2-0.3 mM. The natural racemic Gossypol has two enantiomers, namely the (-)-Gossypol and (+)-Gossypol enantiomers. The racemic form and each of the enantiomers of Gossypol are tested against UM-SCC-6 and UM-SCC-14A in 6-day MTT assays. (-)-Gossypol exhibits greater growth inhibition relative to (±)-Gossypol than (+)-Gossypol in both cell lines tested (P<0.001). An intermediate growth inhibitory effect is observed with (±)-Gossypol but this effect is only observed at the higher dose of Gossypol (10 μM, P<0.0001).
  • In Vivo
    ——
  • Synonyms
    ±)-Gossypol acetic acid
  • Pathway
    Angiogenesis
  • Target
    Bcl-2
  • Recptor
    Bcl-2
  • Research Area
    Cancer
  • Indication
    Blood cancer

Chemical Information

  • CAS Number
    12542-36-8
  • Formula Weight
    578.6064
  • Molecular Formula
    C32H34O10
  • Purity
    >98% (HPLC)
  • Solubility
    10 mM in DMSO
  • 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
  • Chemical Name
    1,1',6,6',7,7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-[2,2'-binaphthalene]-8,8'-dicarbaldehyde,acetic acid

Shipping & Storage Information

  • Storage
    (-20℃)
  • Shipping
    With Ice Pack
  • Stability
    ≥ 2 years

Reference

1. Lin J, et al. Oncol Rep. 2013 Aug;30(2):731-8. 2. Ciereszko A, et al. Aquat Toxicol, 2000,49(3):181-187. 3. Ferdek PE, et al. Cell Death Dis. 2017 Mar 2;8(3):e2640.
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