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G4382

Supelco

(±)-Gossypol-acetic acid

analytical standard, crystalline complex consisting of equimolar quantities of gossypol and acetic acid, ~95%

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About This Item

Empirical Formula (Hill Notation):
C30H30O8 · C2H4O2
CAS Number:
12542-36-8
Molecular Weight:
578.61
MDL number:
MFCD00058385
UNSPSC Code:
41116107
PubChem Substance ID:
329799926
NACRES:
NA.24

grade

analytical standard

Assay

~95% (HPLC)
~95%

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

−20°C

SMILES string

CC(O)=O.CC(C)c1c(O)c(O)c(C=O)c2c(O)c(c(C)cc12)-c3c(C)cc4c(C(C)C)c(O)c(O)c(C=O)c4c3O

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)

InChI key

NIOHNDKHQHVLKA-UHFFFAOYSA-N

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Reported to inhibit the autolytic conversion of pepsinogen to pepsin.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000342939
0000342940
0000196316
0000204909
0000204910

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G Sonpavde et al.
Annals of oncology : official journal of the European Society for Medical Oncology, 23(7), 1803-1808 (2011-11-25)
AT-101 (A), a small molecule oral inhibitor of the Bcl-2 family, has activity alone and in combination with docetaxel (Taxotere) and prednisone (DP) in metastatic castration-resistant prostate cancer (mCRPC). A randomized, double-blind, placebo-controlled phase II trial compared DP combined with
Natalie McGregor et al.
Journal of cellular biochemistry, 110(5), 1187-1194 (2010-07-01)
Prostate cancer remains a leading cause of cancer death in American men. Androgen deprivation therapy (ADT) is the most common treatment for advanced prostate cancer patients; however, ADT fails in nearly all cases resulting in castration resistant or androgen-insensitive (AI)
Hongxia Lin et al.
Journal of pharmaceutical and biomedical analysis, 66, 371-375 (2012-04-10)
R-(-)-gossypol acetic acid (AT-101), a natural BH3 mimetic, is investigated in a Phase I/II clinical trial for the treatment of advanced solid tumor malignancies. Gossypol undergoes rapid degradation in solution phase, which causes major technical difficulty for its quantitation in
Hope M Amm et al.
Molecular cancer research : MCR, 9(4), 403-417 (2011-03-02)
TRA-8, a monoclonal antibody to death receptor 5 induces apoptosis in various cancer cells; however, the degree of sensitivity varies from highly sensitive to resistant. We have previously shown that resistance to TRA-8 can be reversed by using chemotherapeutic agents
Asli Kisim et al.
Journal of cancer research and clinical oncology, 138(7), 1155-1163 (2012-03-14)
Tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) is a member of the TNF superfamily and has been shown to induce extrinsic pathway of apoptosis in many types of cancer cells. AT-101, an (-)-enantiomer of gossypol, is a potent anticancer agent that
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