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SML0280

Sigma-Aldrich

(2′Z)-Indirubin

≥98% (HPLC)

Synonym(s):

3-(1,3-Dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro-2H-indol-2-one; [Δ2,3′-Biindoline]-2′,3-dione (7CI,8CI), C.I. 73200, Couroupitine B, Indigo red, Indigopurpurin, NSC 105327

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About This Item

Empirical Formula (Hill Notation):
C16H10N2O2
CAS Number:
Molecular Weight:
262.26
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

protect from light

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

O=C1Nc2ccccc2\C1=C3\Nc4ccccc4C3=O

InChI

1S/C16H10N2O2/c19-15-10-6-2-4-8-12(10)17-14(15)13-9-5-1-3-7-11(9)18-16(13)20/h1-8,17H,(H,18,20)/b14-13-

InChI key

CRDNMYFJWFXOCH-YPKPFQOOSA-N

Biochem/physiol Actions

Indirubin is an inhibitor of GSK-3β and of cyclin-dependent kinases (CDK1/cyclin B, CDK2/cyclin A, CDK2/cyclin E, CDK4/cyclin D1, CDK5/p35). Also, indirubin is a specific Aryl Hydrocarbon receptor (AHR) ligand.

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.

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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Glycogen synthase kinase 3 (GSK-3) is a highly conserved family of serine/threonine kinases for over 100 proteins in many pathways. See a list of accepted GSK-3 modulators and related products.

Glycogen synthase kinase 3 (GSK-3) is a highly conserved family of serine/threonine kinases for over 100 proteins in many pathways. See a list of accepted GSK-3 modulators and related products.

Glycogen synthase kinase 3 (GSK-3) is a highly conserved family of serine/threonine kinases for over 100 proteins in many pathways. See a list of accepted GSK-3 modulators and related products.

Glycogen synthase kinase 3 (GSK-3) is a highly conserved family of serine/threonine kinases for over 100 proteins in many pathways. See a list of accepted GSK-3 modulators and related products.

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