1. Apoptosis
  2. Bcl-2 Family
  3. (S)-Gossypol acetic acid

(S)-Gossypol acetic acid (Synonyms: (S)-(+)-Gossypol acetic acid)

Cat. No.: HY-15464D Purity: >98.0%
Handling Instructions

(S)-Gossypol is the isomer of a natural product Gossypol. (S)-Gossypol binds to the BH3-binding groove of Bcl-xL and Bcl-2 proteins with high affinity.

For research use only. We do not sell to patients.

(S)-Gossypol acetic acid Chemical Structure

(S)-Gossypol acetic acid Chemical Structure

CAS No. : 1189561-66-7

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100 mg USD 700 In-stock
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Other Forms of (S)-Gossypol acetic acid:

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Description

(S)-Gossypol is the isomer of a natural product Gossypol. (S)-Gossypol binds to the BH3-binding groove of Bcl-xL and Bcl-2 proteins with high affinity.

IC50 & Target[1]

Bcl-2

 

Bcl-xL

 

In Vitro

The natural racemic Gossypol has two enantiomers, namely the (-)-Gossypol and (S)-Gossypol ((+)-Gossypol) enantiomers. (+)-Gossypol and (-)-Gossypol binds to Bcl-2 or Bcl-xL with similar binding affinities. (-)-Gossypol is more potent than (+)-Gossypol in inhibition of cell growth and induction of apoptosis. 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)[1].

Molecular Weight

578.61

Formula

C₃₂H₃₄O₁₀

CAS No.

1189561-66-7

SMILES

OC1=C2C(C=O)=C(O)C(O)=C(C(C)C)C2=CC(C)=[[email protected]@]1[[email protected]@]3=C(C)C=C4C(C(C)C)=C(O)C(O)=C(C=O)C4=C3O.CC(O)=O.[S]

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

-20°C, protect from light, stored under argon

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under argon)

Solvent & Solubility
In Vitro: 

DMSO : 50 mg/mL (86.41 mM; Need ultrasonic)

H2O : < 0.1 mg/mL (insoluble)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 1.7283 mL 8.6414 mL 17.2828 mL
5 mM 0.3457 mL 1.7283 mL 3.4566 mL
10 mM 0.1728 mL 0.8641 mL 1.7283 mL
*Please refer to the solubility information to select the appropriate solvent.
In Vivo:
  • 1.

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% saline

    Solubility: ≥ 2.5 mg/mL (4.32 mM); Clear solution

*All of the co-solvents are provided by MCE.
References
Cell Assay

Two representative UM-SCC cell lines, UM-SCC-6 and UM-SCC-14A, are continuously exposed to 0 (vehicle control), 5 or 10 μM (±)-Gossypol, (-)-Gossypol or (S)-Gossypol ((+)-Gossypol) in a 6-day MTT cell survival assay[1].

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

References
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Keywords:

(S)-Gossypol acetic acid(S)-(+)-Gossypol acetic acidBcl-2 FamilyInhibitorinhibitorinhibit

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(S)-Gossypol acetic acid
Cat. No.:
HY-15464D
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