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ChemicalBook--->CAS DataBase List--->66389-74-0

66389-74-0

66389-74-0 Structure

66389-74-0 Structure
IdentificationBack Directory
[Name]

apogossypol
[CAS]

66389-74-0
[Synonyms]

NSC736630
apogossypol
(+)-APOGOSSYPOL
APOGOSSYPOL;NSC736630
(+)-3,3'-Dimethyl-5,5'-bis(1-methylethyl)-2,2'-binaphthalene-1,1',6,6',7,7'-hexol
[2,2'-Binaphthalene]-1,1',6,6',7,7'-hexol, 3,3'-dimethyl-5,5'-bis(1-methylethyl)-, (2S)-
3-methyl-5-propan-2-yl-2-(1,6,7-trihydroxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)naphthalene-1,6,7-triol
[Molecular Formula]

C28H30O6
[MOL File]

66389-74-0.mol
[Molecular Weight]

462.53
Chemical PropertiesBack Directory
[Melting point ]

118-123 °C
[Boiling point ]

673.3±50.0 °C(Predicted)
[density ]

1.335±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

>16.2mg/mL in DMSO with gentle warming
[form ]

Powder
[pka]

8.03±0.50(Predicted)
Hazard InformationBack Directory
[Uses]

(+)-Apogossypol is a pan-BCL-2 antagonist. (+)-Apogossypol binds to Mcl-1, Bcl-2 and Bcl-xL with EC50s of 2.6, 2.8 and 3.69 μM, respectively.
[Biological Activity]

(+)-Apogossypol is a pan-BCL-2 antagonist that binds to Mcl-1, Bcl-2 and Bcl-xL with EC50 of 2.6, 2.8 and 3.69 μM, respectively.
[in vitro]

In agreement with NMR binding and fluorescence polarization assays (FPAs) data, (+)-Apogossypol displays potent binding affinity to Bcl-xL with K d values of 1.7 μM.
[in vivo]

Due to its modified structure, (+)-Apogossypol is expected to exhibit lower toxicity while maintaining the significant anti-growth and anti-tumor activities in vitro, similar to those of Gossypol.
[target]

Mcl-1

< span> 2.6 μM (EC 50 )

Bcl-2

2.8 μM (EC 50 )

Bcl-xL

3.69 μM (EC 50 )

[IC 50]

Mcl-1: 2.6 μM (EC50); Bcl-2: 2.8 μM (EC50); Bcl-xL: 3.69 μM (EC50)
[storage]

Store at -20°C
[References]

[1] Wei J, et al. Apogossypol derivatives as antagonists of antiapoptotic Bcl-2 family proteins. Mol Cancer Ther. 2009 Apr;8(4):904-13. DOI:10.1158/1535-7163.MCT-08-1050
[2] Zhan W, et al. Inhibitory activity of apogossypol in human prostate cancer in vitro and in vivo. Mol Med Rep. 2015 Jun;11(6):4142-8. DOI:10.3892/mmr.2015.3326
Spectrum DetailBack Directory
[Spectrum Detail]

apogossypol(66389-74-0)MS
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