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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
Pricing and availability is not currently available.

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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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)
J Casper Swarte et al.
Journal of clinical medicine, 9(2) (2020-02-07)
Renal transplantation is life-changing in many aspects. This includes changes to the gut microbiome likely due to exposure to immunosuppressive drugs and antibiotics. As a consequence, renal transplant recipients (RTRs) might suffer from intestinal dysbiosis. We aimed to investigate the
Role of Sex Hormones in the Control of Vegetative and Metabolic Functions of Middle-Aged Women.
Vincenzo Monda et al.
Frontiers in physiology, 8, 773-773 (2017-10-20)
Xinyan Bi et al.
Nutrients, 10(3) (2018-03-08)
Few studies have been conducted to measure body composition in Asian populations. In this study, we determined the percent body fat (PBF) by using dual-energy X-ray absorptiometry (DEXA), air-displacement plethysmography (ADP or BOD POD), bioelectrical impedance analysis (BIA) and skinfold
Josephine S Jakubowski et al.
Medicine and science in sports and exercise, 51(1), 65-74 (2018-08-17)
Ingestion of proteins with high leucine content during resistance training (RT) can augment hypertrophy. Some data suggest that a leucine metabolite, β-hydroxy, β-methylbutyrate (HMB), is substantially more anabolically efficacious than leucine. We aimed to test whether supplementation with HMB versus
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