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Indirubin-3′-oxime - ≥98%(HPLC), high purity , CAS No.160807-49-8, Inhibitor of glycogen synthase kinase 3 beta

In stock
Item Number
I132661
Grouped product items
SKU Size
Availability
Price Qty
I132661-1mg
1mg
3
$21.90
I132661-5mg
5mg
3
$90.90
I132661-25mg
25mg
2
$409.90

Potent GSK3β inhibitor. CDK inhibitor.

Basic Description

Synonyms BSPBio_001108 | UNII-X6CSG51MBQ | BDBM54681 | BCBcMAP01_000150 | HBDSHCUSXQATPO-BGBJRWHRSA-N | Indirubin 3'-monoxime | Indirubin-3monoxime | INDIRUBIN-3'-MONOXIME | Indirubin-3-monoxime | AC-30025 | Indirubin-3??-oxime | EU-0100619 | FQCPPVRJPILDIK-UHFFFA
Specifications & Purity Moligand™, ≥98%(HPLC)
Biochemical and Physiological Mechanisms Indirubin-3′-oxime is a cyclin-dependent kinase inhibitor which functions by competing with ATP for binding to the catalytic subunit; exhibits antiproliferative activity leading to G2/M arrest in many cell lines and G1/S arrest in Jurkat cells.Potent GSK3
Shipped In Normal
Grade Moligand™
Action Type INHIBITOR
Mechanism of action Inhibitor of glycogen synthase kinase 3 beta
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Indirubin-3'-monoxime is a potent inhibitor of GSK-3β (IC50=22 nM)1. Indirubin-3'-monoxime also inhibits CDK1 (p34cdc2; IC50=180 nM) and CDK5 (IC50=100 nM)1. Indirubin-3'-monoxime reversibly arrests asynchronous HBL-100 cells at G22. This compound induces apoptosis in the mammary carcinoma cell line MCF-7 (10 μM). Indirubin-3'-monoxime is an inhibitor of Cdk2, cyclin A, cyclin B, cyclin E and p35.
A potent inhibitor of GSK-3β, Cdk1, and Cdk5

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organoheterocyclic compounds
Class Indoles and derivatives
Subclass Hydroxyindoles
Intermediate Tree Nodes Not available
Direct Parent Hydroxyindoles
Alternative Parents Indoles  Substituted pyrroles  Benzenoids  Heteroaromatic compounds  C-nitroso compounds  Azacyclic compounds  Organooxygen compounds  Organic oxides  Hydrocarbon derivatives  Organic anions  
Molecular Framework Aromatic heteropolycyclic compounds
Substituents Hydroxyindole - Indole - Substituted pyrrole - Benzenoid - Heteroaromatic compound - Pyrrole - Azacycle - C-nitroso compound - Organic nitroso compound - Organic nitrogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic oxygen compound - Organic anion - Aromatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group.
External Descriptors Not available

Associated Targets(Human)

CYP1A2 Tchem Cytochrome P450 1A2 (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
CDK5R1 Tchem Cyclin-dependent kinase 5 activator 1 (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
GSK3B Tclin Glycogen synthase kinase-3 beta (4 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

Names and Identifiers

Pubchem Sid 504750702
Pubchem Sid Url https://pubchem.ncbi.nlm.nih.gov/substance/504750702
IUPAC Name 3-(3-nitroso-1H-indol-2-yl)-1H-indol-2-ol
INCHI InChI=1S/C16H11N3O2/c20-16-13(9-5-1-3-7-11(9)18-16)15-14(19-21)10-6-2-4-8-12(10)17-15/h1-8,17-18,20H
InChIKey FQCPPVRJPILDIK-UHFFFAOYSA-N
Smiles C1=CC=C2C(=C1)C(=C(N2)O)C3=C(C4=CC=CC=C4N3)N=O
Isomeric SMILES C1=CC=C2C(=C1)C(=C(N2)O)C3=C(C4=CC=CC=C4N3)N=O
WGK Germany 3
Molecular Weight 277.28
Reaxy-Rn 33446338
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=33446338&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

3 results found

Lot Number Certificate Type Date Item
H1813173 Certificate of Analysis Feb 21, 2024 I132661
H1813174 Certificate of Analysis May 12, 2022 I132661
G1601013 Certificate of Analysis Feb 16, 2022 I132661

Chemical and Physical Properties

Solubility Soluble in DMSO (6 mg/ml), ethanol (4 mg/ml), DMF (~10 mg/ml), 1:5 DMSO:PBS (pH 7.2) (0.15 mg/ml), and methanol. Insoluble in water.
Molecular Weight 277.280 g/mol
XLogP3 3.200
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 1
Exact Mass 277.085 Da
Monoisotopic Mass 277.085 Da
Topological Polar Surface Area 81.200 Ų
Heavy Atom Count 21
Formal Charge 0
Complexity 405.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Liu Shou Gang, Luo Guang Pu, Qu Yong Bin, Chen Yong Feng.  (2020)  Indirubin inhibits Wnt/β-catenin signal pathway via promoter demethylation of WIF-1.  BMC Complementary Medicine and Therapies,  20  (1): (1-10). 

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