 Chemical Structure.png)
Physicochemical Properties
| Molecular Formula | C16H11N3O2 |
| Exact Mass | 277.085 |
| CAS # | 667463-82-3 |
| Related CAS # | 667463-82-3 |
| PubChem CID | 3707 |
| Appearance | Brown to red solid |
| LogP | 3.2 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Heavy Atom Count | 21 |
| Complexity | 405 |
| Defined Atom Stereocenter Count | 0 |
| InChi Key | FQCPPVRJPILDIK-UHFFFAOYSA-N |
| InChi Code | 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 |
| Chemical Name | 3-(3-nitroso-1H-indol-2-yl)-1H-indol-2-ol |
| Synonyms | Indirubin-3-oxime; IDR-3O; I3O |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| Targets | GSK-3β; CDK; JNK1 (IC50 = 0.8 μM); JNK2 (IC50 = 1.4 μM); JNK3 (IC50 = 1 μM) |
| ln Vitro |
Indirubin-3′-oxime inhibits c-Jun phosphorylation in cerebellar granule neurons (CGNs) caused by potassium withdrawal and, in a dose-dependent manner, keeps CGNs from dying[1]. Indirubin-3′-oxime (IDR3O) (PC12 cells; 10 μM) considerable inhibition of the 6OHDA-induced reduction in nuclear localized MEF2D expression[2]. |
| ln Vivo | Indirubin-3′-oxime (0.05 or 0.5 mg/kg; i.p.; daily for 2 or 10 weeks) increases the length of the tibia in mice without negatively altering the parameters of bone thickness[3]. |
| Animal Protocol |
Three-week-old C57BL/6 mice[3] 0.05 or 0.5 mg/kg I.p.; daily for 2 or 10 weeks |
| References |
[1]. Indirubin-3'-oxime inhibits c-Jun NH2-terminal kinase: anti-apoptotic effect in cerebellar granule neurons. Neurosci Lett. 2004;367(3):355-359. [2]. Indirubin-3-Oxime Effectively Prevents 6OHDA-Induced Neurotoxicity in PC12 Cells via Activating MEF2D Through the Inhibition of GSK3β. J Mol Neurosci. 2015;57(4):561-570. [3]. Indirubin-3'-oxime stimulates chondrocyte maturation and longitudinal bone growth via activation of the Wnt/β-catenin pathway. Exp Mol Med. 2019;51(9):1-10. Published 2019 Sep 12. |
| Additional Infomation | Indirubin-3'-monoxime is a member of the class of biindoles that is indirubin in which the keto group at position 3' has undergone condensation with hydroxylamine to form the corresponding oxime. It has a role as an EC 2.7.11.22 (cyclin-dependent kinase) inhibitor, an EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor, an osteogenesis regulator, a neuroprotective agent and an anti-obesity agent. It is a member of oxindoles, a bisindole, a ring assembly, a ketoxime and an alkaloid. |
Solubility Data
| Solubility (In Vitro) |
DMSO: 55~100 mg/mL(198.4~360.7 mM) Ethanol: ~55 mg/mL(~198.4 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.02 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 + to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. (Please use freshly prepared in vivo formulations for optimal results.) |