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SML0531

Sigma-Aldrich

BIO-Acetoxime

≥98% (HPLC)

Synonym(s):

(2′Z,3′E)-6-Bromoindirubin-3′-acetoxime, (3Z)-3-[(3E)-3-[(Acetyloxy)imino]-1,3-dihydro-2H-indol-2-ylidene]-6-bromo-1,3-dihydro-2H-Indol-2-one, 6-Bromoindirubin acetoxime, 6-Bromoindirubin-3′-acetoxime, BIA

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About This Item

Empirical Formula (Hill Notation):
C18H12BrN3O3
CAS Number:
667463-85-6
Molecular Weight:
398.21
MDL number:
MFCD09037533
UNSPSC Code:
12352200
PubChem Substance ID:
329825535
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

, dark red to purple

solubility

H2O: 2 mg/mL (clear solution, warmed)

storage temp.

2-8°C

SMILES string

CC(=O)O\N=C1\C(Nc2ccccc12)=C3\C(=O)Nc4cc(Br)ccc34

InChI

1S/C18H12BrN3O3/c1-9(23)25-22-16-12-4-2-3-5-13(12)20-17(16)15-11-7-6-10(19)8-14(11)21-18(15)24/h2-8,20H,1H3,(H,21,24)/b17-15-,22-16+

InChI key

MENDIXKFTXYTHJ-HPBPSMLHSA-N

Biochem/physiol Actions

BIO-Acetoxime is a potent and selective GSK-3a/b inhibitor that reduces invasiveness of gliomas and extends animal survival in intracranial glioma models. Also, BIO-Acetoxime induces Wnt signaling and inhibits CD8+ T cell effector differentiation.
BIO-Acetoxime is a potent and selective GSK-3a/b inhibitor.

Features and Benefits

This compound is featured on the GSK-3 page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000248335
0000220375
0000220375
0000248335
0000205062

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A C H Willemsen et al.
Frontiers in nutrition, 7, 600612-600612 (2020-12-17)
Background: Cancer cachexia is highly prevalent in advanced non-small cell lung cancer (NSCLC) and locally advanced head and neck squamous cell carcinoma (LAHNSCC), and compromises treatment tolerance and overall survival (OS). NSCLC and LAHNSCC patients share similar risk factors, and
Alessandra Tramontano et al.
Archives of gerontology and geriatrics, 68, 49-54 (2016-09-21)
To assess the prevalence of sarcopenia and associated factors in a population of older people living in a rural area of the Peruvian Andes. The study concerned 222 people aged ≥65 years. Sarcopenia was diagnosed on the basis of skeletal
Barbara Arfé et al.
Frontiers in psychology, 10, 2713-2713 (2020-01-11)
Several programs have been developed worldwide to improve children's executive functions (EFs). Yet, the role played in EF development by learning activities embedded in the school curriculum has received scarce attention. With two studies, we recently tested the effects of
Amelia Brunani et al.
Respiration; international review of thoracic diseases, 94(6), 493-500 (2017-10-05)
Obese men show higher O2 consumption than lean men during physical exercise, with a trend toward higher peripheral O2 extraction; this is probably due to their larger muscle mass. The aim of this study was to examine this phenomenon by
Angela B Clark et al.
Clinical nutrition (Edinburgh, Scotland), 39(11), 3504-3511 (2020-04-11)
The Global Leadership Initiative on Malnutrition (GLIM) has developed new criteria for the diagnosis of malnutrition. This study aimed 1) to determine and compare malnutrition prevalence and risk using the GLIM criteria, European Society for Clinical Nutrition and Metabolism (ESPEN)
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