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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.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jelle L G Haitsma Mulier et al.
PloS one, 13(6), e0197967-e0197967 (2018-06-12)
Acute kidney injury (AKI) complicates shock. Diagnosis is based on rising creatinine, a late phenomenon. Intrarenal vasoconstriction occurs earlier. Measuring flow resistance in the renal circulation, Renal Resistive Index (RRI), could become part of vital organ function assessment using Doppler
R S G Hutchings et al.
Journal of medical entomology, 53(6), 1330-1347 (2016-08-03)
The mosquito fauna (Culicidae) from remote northern areas of the State of Amazonas were sampled using Centers for Disease Control and Prevention, Shannon, Malaise, and Suspended traps, together with net sweeping and immature collections. One hundred and seven collections were
Ahmet Yalcin et al.
Geriatrics & gerontology international, 16(8), 903-910 (2015-08-08)
Sarcopenia is prevalent in older people, and is related to survival and disability. There are no data on sarcopenia evaluated according to European Working Group on Sarcopenia in Older People criteria for nursing home residents in Turkey. We aimed to
Qiushi Li et al.
Nature communications, 11(1), 1190-1190 (2020-03-07)
Genes in plant secondary metabolic pathways enable biosynthesis of a range of medically and industrially important compounds, and are often clustered on chromosomes. Here, we study genomic clustering in the benzylisoquinoline alkaloid (BIA) pathway in opium poppy (Papaver somniferum), exploring
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)
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Glycogen Synthase Kinase 3 (GSK-3) Overview

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