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Merck

G4382

(±)-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
NACRES:
NA.24
PubChem Substance ID:
329799926
UNSPSC Code:
41116107
MDL number:
MFCD00058385

Key Documents

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Product Name

(±)-Gossypol-acetic acid, analytical standard, crystalline complex consisting of equimolar quantities of gossypol and acetic acid, ~95%

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)

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 key

NIOHNDKHQHVLKA-UHFFFAOYSA-N

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

Related Categories

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

signalword

Warning

hcodes

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
119M4007V
059M4189V
058M4106V
018M4045V
12170610

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Christian Billard
Molecular cancer research : MCR, 10(6), 673-676 (2012-04-03)
Despite real advances made in chemoimmunotherapy, chronic lymphocytic leukemia (CLL) is still an incurable disease. New therapeutic strategies based on the restoration of the cell death program seemed relevant. Some members of the Bcl-2 family are critical players in the
Neal Ready et al.
Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer, 6(4), 781-785 (2011-02-04)
AT-101 is an inhibitor of Bcl-2 family proteins including Bcl-2, Bcl-xL, Mcl-1, and Bcl-w. In vivo and in vitro studies have exhibited broad activity of AT-101, including synergy with docetaxel in non-small cell lung cancer tumor models. We conducted a
Inhibition of pepsinogen activation by gossypol.
T D Tanksley et al.
The Journal of biological chemistry, 245(23), 6456-6461 (1970-12-10)
Studies on the nature of the inhibition by gossypol of the transformation of pepsinogen to pepsin.
R C Wong et al.
The Journal of biological chemistry, 247(5), 1625-1631 (1972-03-10)
Rebecca Suk Heist et al.
Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer, 5(10), 1637-1643 (2010-09-03)
AT-101 is an oral, pan Bcl-2 family protein inhibitor that has demonstrated activity in small cell lung cancer (SCLC) models. A phase I/II study was conducted combining AT-101 with topotecan in relapsed and refractory SCLC. An open-labeled multicenter phase I/II
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