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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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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
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
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
Simone Fulda
Planta medica, 76(11), 1075-1079 (2010-05-21)
Natural products can exhibit many beneficial effects on human health. As far as cancer is concerned, naturally occurring compounds have been reported to prevent tumorigenesis and also to suppress the growth of established tumors. As cancer cells have evolved multiple
Zhong Guo et al.
Sheng li xue bao : [Acta physiologica Sinica], 63(2), 164-170 (2011-04-21)
The present study was conducted to investigate the effects of gossypol acetic acid (GAA) on the proliferation of human mucoepidermoid carcinoma cell line MEC-1 in vitro and its possible molecular mechanisms of DNA double-strand breaks (DSB). MTT assay was performed
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