ChemicalBook > CAS DataBase List > (-)-Gossypol

(-)-Gossypol

Product Name
(-)-Gossypol
CAS No.
90141-22-3
Chemical Name
(-)-Gossypol
Synonyms
CS-619;C:C&B61;(R)-Gossypol;(-)-Gossypol;AT 101, >=98%;GOSSYPOL，AT101;(R)-(-)-Gossypol;GOSSYPOL 90141-22-3;(-)-Gossypol USP/EP/BP;DL-gossypol acetic acid
CBNumber
CB91437592
Molecular Formula
C30H30O8
Formula Weight
518.55
MOL File
90141-22-3.mol
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(-)-Gossypol Property

Melting point:
166-167℃
alpha 
D28 -386 to -390° (c = 0.5 g/100 g soln in CHCl3)
Boiling point:
707.9±55.0 °C(Predicted)
Density 
1.403
storage temp. 
-20°C
solubility 
DMSO: soluble15mg/mL, clear
pka
7.15±0.50(Predicted)
form 
powder
color 
white to light brown
optical activity
[α]/D -350 to -365°, c = 0.3 (CDCl3)
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
A790545
Product name
AT101
Packaging
5mg
Price
$130
Updated
2021/12/16
BroadPharm
Product number
BP-25397
Product name
AT101
Purity
98%
Packaging
25mg
Price
$200
Updated
2021/12/16
ApexBio Technology
Product number
A3196
Product name
AT-101
Packaging
10mg
Price
$105
Updated
2021/12/16
BroadPharm
Product number
BP-25397
Product name
AT101
Purity
98%
Packaging
50mg
Price
$300
Updated
2021/12/16
ApexBio Technology
Product number
A3196
Product name
AT-101
Packaging
50mg
Price
$330
Updated
2021/12/16
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(-)-Gossypol Chemical Properties,Usage,Production

Description

AT-101 (90141-22-3) is a small molecule mimic of the BH3 domain of cellular Bcl-2 inhibitors which interferes with the function of Bcl-2-family antiapoptotic proteins. AT-101 induces apoptosis in drug-resistant multiple myeloma cell lines. Apoptosis is activated by the mitochondrial pathway. Cell permeable.

Uses

AT-101 is a BH3 mimetic known to be a potent inhibitor of antiapoptotic Bcl-2 family members.

Biological Activity

R-(-)-enantiomer of gossypol (Gossypol). Mimics the BH3 domains of Bcl-2, Bcl-XL and Mcl-1. Disrupts heterodimerization of Bcl-2 with proapoptotic family members. Induces apoptosis in vitro through activation of caspase-9; cytotoxic to multiple myeloma and drug-resistant cell lines. Delays onset of androgen-independent growth of VCaP prostate cancer xenografts in vivo .

Biochem/physiol Actions

AT101 [R-(-)-enantiomer of gossypol] is an orally available and well-tolerated natural BH3-mimetic that activates Bax and also induces mitochondrial Smac release. AT101 has shown anti-tumor activity as a single agent and in combination with standard anticancer drugs in a variety of tumor models. AT101 induced apoptosis in chemoresistant ovarian cancer cells.

storage

Store at -20°C

References

1) Kline et al. (2008), R-(-)-gossypol (AT-101) activates programmed cell death in multiple myeloma cells; Exp. Hematol., 36 568 2) Balakrishnan et al. (2009), AT-101 induces apoptosis in CLL B cells and overcomes stromal cell-mediated Mcl-1 induction and drug resistance; Blood, 113 149

(-)-Gossypol Preparation Products And Raw materials

Raw materials

Preparation Products

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(-)-Gossypol Suppliers

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Shanghai Boyle Chemical Co., Ltd.
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View Lastest Price from (-)-Gossypol manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
(-)-Gossypol 90141-22-3
Price
US $1.10/g
Min. Order
1g
Purity
99.0% min
Supply Ability
100 tons min
Release date
2021-05-26
Henan Aochuang Chemical Co.,Ltd.
Product
(-)-Gossypol 90141-22-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-22

90141-22-3, (-)-GossypolRelated Search:

METHYL ISOCYANOACETATE SALCOMINE 2,4-PENTANEDIONE, SILVER DERIVATIVE 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Tosylmethyl isocyanide Aluminum acetylacetonate Ethyl isocyanoacetate Cupric acetylacetonate COBALT(II) ACETYLACETONATE TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)EUROPIUM(III) DICHLORO(ETHYLENEDIAMINE)PLATINUM(II) PHENYLSELENOL TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III) N-BUTYLISOCYANIDE Tris(2,4-pentanedionato)chroMiuM(III) Ferric acetylacetonate Benzyl isocyanide TERT-BUTYL ISOCYANIDE

  • AT 101, >=98%
  • DL-gossypol acetic acid
  • (R)-(-)-Gossypol
  • (R)-1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-[2,2'-binaphthalene]-8,8'-dicarboxaldehyde
  • (R)-Gossypol
  • R-(-)-gossypol acetic acid
  • GOSSYPOL 90141-22-3
  • CS-619
  • (R)-(-)-GOSSYPOL;R-(-)-GOSSYPOL ACETIC ACID
  • C:C&B61
  • [2,2'-Binaphthalene]-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-, (2R)-
  • (-)-Gossypol
  • (-)-Gossypol USP/EP/BP
  • GOSSYPOL，AT101
  • AT 101, Bcl-2 and Mcl-1 inhibitor (BH3-mimetic)
  • 90141-22-3
  • Inhibitors