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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
|
I132661-1mg
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1mg |
3
|
$21.90
|
|
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I132661-5mg
|
5mg |
3
|
$90.90
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|
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I132661-25mg
|
25mg |
2
|
$409.90
|
|
Potent GSK3β inhibitor. CDK inhibitor.
| 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. |
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 |
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| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| 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= |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Feb 21, 2024 | I132661 | |
| Certificate of Analysis | May 12, 2022 | I132661 | |
| Certificate of Analysis | Feb 16, 2022 | I132661 |
| 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 |
| 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). |