Indirubin-3'-monoxime
Based on 4 publication(s) in Google Scholar
Indirubin-3'-monoxime is a potent GSK-3β inhibitor, and weakly inhibits 5-Lipoxygenase, with IC50s of 22 nM and 7.8-10 µM, respectively; Indirubin-3'-monoxime also shows inhibitory activities against CDK5/p25 and CDK1/cyclin B, with IC50s of 100 and 180 nM.
For research use only. We do not sell to patients.
- Purity: 99.80%
- CAS No.: 160807-49-8
- Formula: C16H11N3O2
- Molecular Weight:277.28
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 2 years , -20°C, 1 year
Publications Citing Use of MedChemExpress (MCE) Indirubin-3'-monoxime
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Biological Activity
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GSK-3β 22 nM (IC50) |
CDK5/p25 100 nM (IC50) |
CDK1/cyclin B 180 nM (IC50) |
5-LOX 7.8-10 μM (IC50) |
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| A549 | IC50 |
62 μM
Compound: Indirubin-3'-monoxime
|
Inhibitory activity on the proliferation of Human lung carcinoma A549 cancer cells using MTT or sulforhodamine B assay
Inhibitory activity on the proliferation of Human lung carcinoma A549 cancer cells using MTT or sulforhodamine B assay
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[PMID: 15993584] |
| Cancer cell lines | IC50 |
>100 μM
Compound: Indirubin-3'-monoxime
|
Inhibitory activity on the proliferation of Human colon carcinoma Co12 cancer cells using MTT or sulforhodamine B assay
Inhibitory activity on the proliferation of Human colon carcinoma Co12 cancer cells using MTT or sulforhodamine B assay
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[PMID: 15993584] |
| HCT-116 | IC50 |
12 μM
Compound: 16
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Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay
Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay
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[PMID: 19783149] |
| Hep 3B2 | IC50 |
9 μM
Compound: Indirubin-3'-oxime
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Growth inhibition of human Hep3B cells after 72 hrs by MTS/PMS system based colorimetric assay
Growth inhibition of human Hep3B cells after 72 hrs by MTS/PMS system based colorimetric assay
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[PMID: 25988923] |
| HL-60 | IC50 |
>100 μM
Compound: Indirubin-3'-monoxime
|
Inhibitory activity on the proliferation of Human myeloid leukemia HL-60 cancer cells using MTT or sulforhodamine B assay
Inhibitory activity on the proliferation of Human myeloid leukemia HL-60 cancer cells using MTT or sulforhodamine B assay
|
[PMID: 15993584] |
| HL-60 | IC50 |
15.7 μM
Compound: 16
|
Antiproliferative activity against human HL60 cells after 5 days by MTT assay
Antiproliferative activity against human HL60 cells after 5 days by MTT assay
|
[PMID: 19783149] |
| HT-1080 | IC50 |
4.8 μM
Compound: Indirubin-3'-monoxime
|
Inhibitory activity on the proliferation of Human fibrosarcoma HT1080 cancer cells using MTT or sulforhodamine B assay
Inhibitory activity on the proliferation of Human fibrosarcoma HT1080 cancer cells using MTT or sulforhodamine B assay
|
[PMID: 15993584] |
| IMR-90 | IC50 |
18.2 μM
Compound: 16
|
Antiproliferative activity against human IMR90 cells after 72 hrs by MTT assay
Antiproliferative activity against human IMR90 cells after 72 hrs by MTT assay
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[PMID: 19783149] |
| K562 | IC50 |
>30 μM
Compound: 16
|
Antiproliferative activity against human K562 cells after 72 hrs by MTT assay
Antiproliferative activity against human K562 cells after 72 hrs by MTT assay
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[PMID: 19783149] |
| KB | IC50 |
19.2 μM
Compound: Indirubin-3'-oxime
|
Growth inhibition of human KB cells after 72 hrs by MTS/PMS system based colorimetric assay
Growth inhibition of human KB cells after 72 hrs by MTS/PMS system based colorimetric assay
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[PMID: 25988923] |
| MCF7 | IC50 |
25.5 μM
Compound: Indirubin-3'-oxime
|
Growth inhibition of human MCF7 cells after 72 hrs by MTS/PMS system based colorimetric assay
Growth inhibition of human MCF7 cells after 72 hrs by MTS/PMS system based colorimetric assay
|
[PMID: 25988923] |
| MKN-45 | IC50 |
36.7 μM
Compound: Indirubin-3'-oxime
|
Growth inhibition of human MKN45 cells after 72 hrs by MTS/PMS system based colorimetric assay
Growth inhibition of human MKN45 cells after 72 hrs by MTS/PMS system based colorimetric assay
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[PMID: 25988923] |
| MV4-11 | IC50 |
0.15 μM
Compound: 10
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Antiproliferative activity against wild type FLT3 expressing human MV411 cells after 72 hrs by WST8 assay
Antiproliferative activity against wild type FLT3 expressing human MV411 cells after 72 hrs by WST8 assay
|
[PMID: 20153646] |
| NCI-H460 | IC50 |
32.6 μM
Compound: Indirubin-3'-oxime
|
Growth inhibition of human NCI-H460 cells after 72 hrs by MTS/PMS system based colorimetric assay
Growth inhibition of human NCI-H460 cells after 72 hrs by MTS/PMS system based colorimetric assay
|
[PMID: 25988923] |
| RS4-11 | IC50 |
3.56 μM
Compound: 10
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Antiproliferative activity against human RS4:11 cells having FLT3-ITD mutation after 72 hrs by WST8 assay
Antiproliferative activity against human RS4:11 cells having FLT3-ITD mutation after 72 hrs by WST8 assay
|
[PMID: 20153646] |
| SF-268 | IC50 |
37 μM
Compound: Indirubin-3'-oxime
|
Growth inhibition of human SF268 cells after 72 hrs by MTS/PMS system based colorimetric assay
Growth inhibition of human SF268 cells after 72 hrs by MTS/PMS system based colorimetric assay
|
[PMID: 25988923] |
| SH-SY5Y | IC50 |
>25 μM
Compound: 7a
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Death of human SH-SY5Y cells in presence of 20 uM Q-VD-OPh by MTS reduction assay
Death of human SH-SY5Y cells in presence of 20 uM Q-VD-OPh by MTS reduction assay
|
[PMID: 16854069] |
| SH-SY5Y | IC50 |
>25 μM
Compound: 7a
|
Survival of human SH-SY5Y cells after 24 hrs by MTS reduction assay
Survival of human SH-SY5Y cells after 24 hrs by MTS reduction assay
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[PMID: 16854069] |
| SH-SY5Y | IC50 |
12 μM
Compound: 7a
|
Survival of human SH-SY5Y cells after 48 hrs by MTS reduction assay
Survival of human SH-SY5Y cells after 48 hrs by MTS reduction assay
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[PMID: 16854069] |
| SH-SY5Y | IC50 |
13 μM
Compound: 7a
|
Death of human SH-SY5Y cells in absence of 20 uM Q-VD-OPh by MTS reduction assay
Death of human SH-SY5Y cells in absence of 20 uM Q-VD-OPh by MTS reduction assay
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[PMID: 16854069] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated IL10-induced Stat3 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated IL10-induced Stat3 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated IL10-induced Stat3 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated IL10-induced Stat3 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated IL15-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated IL15-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated IL15-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated IL15-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated IL4-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated IL4-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated IL4-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated IL4-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated IL4-induced Stat6 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated IL4-induced Stat6 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated IL4-induced Stat6 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated IL4-induced Stat6 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated IL6-induced Stat1 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated IL6-induced Stat1 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated IL6-induced Stat1 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated IL6-induced Stat1 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated IL6-induced Stat3 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated IL6-induced Stat3 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated IL6-induced Stat3 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated IL6-induced Stat3 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated IL7-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated IL7-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated IL7-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated IL7-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
| T-cell | IC50 |
<20 μM
Compound: 13, 13M
|
Inhibition of JAK-mediated interferon-gamma-induced Stat1 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
Inhibition of JAK-mediated interferon-gamma-induced Stat1 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry
|
[PMID: 18157122] |
Indirubin-3'-monoxime inhibits GSK-3β by competing with ATP, with Ki of 0.85 μM, and Km of 110 μM. Indirubin-3'-monoxime also inhibits tau phosphorylation by GSK-3β, with an IC50 value of around 100 nM. Indirubin-3'-monoxime completely inhibits the phosphorylation of the AT100 epitope[1]. Indirubin-3'-monoxime inhibits vascular smooth muscle cell (VSMC) proliferation with IC50 of ~2 μM. Indirubin-3'-monoxime blunts migration of VSMC stimulated with the PDGF. Indirubin-3'-monoxime interferes with the migratory response in VSMC, and also suppresses the production of pro-migratory LT in monocytes. Moreover, Indirubin-3'-monoxime inhibits 5-lipoxygenase (5-LO) product synthesis in monocytes and neutrophils, with the same potency (IC50=5.0±1.1 and 3.7±1.2 μM, respectively). Indirubin-3'-monoxime is an inhibitor of 5-LO, with IC50 of 7.8-10 μM in cell-free assay[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 160807-49-8
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Appearance Solid
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Molecular Weight 277.28
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Formula C16H11N3O2
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Color Brown to red
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SMILES
O=C1NC2=C(C=CC=C2)/C1=C3NC4=C(C=CC=C4)C\3=N/O
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Synonyms
Indirubin-3'-oxime
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 2 years -20°C 1 year
Publications (4)
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Journal Impact Factor
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Most Recent
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Biomark Res
A novel indirubin- 3-monoxime derivative I3MV- 8b exhibits remarkable cytotoxicity against multiple myeloma by targeting TRIM28. [Abstract]2025 Apr 7;13(1):57. PMID: 40197552 -
EBioMedicine
CRIP1 involves the pathogenesis of multiple myeloma via dual-regulation of proteasome and autophagy. [Abstract]2024 Feb:100:104961. PMID: 38199044 -
EBioMedicine
Indirubin-3'-monoxime acts as proteasome inhibitor: Therapeutic application in multiple myeloma. [Abstract]2022 Apr;78:103950. PMID: 35344764 -
Biomed Pharmacother
Oncosis-like cell death is induced by berberine through ERK1/2-mediated impairment of mitochondrial aerobic respiration in gliomas. [Abstract]2018 Jun:102:699-710. PMID: 29604589
Solvent & Solubility
DMSO : 125 mg/mL (450.81 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (9.02 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Please enter the basic information of animal experiments:
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-
-
-
Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL.
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Protocol
GSK-3β is expressed in and purified from insect Sf9 cells. It is assayed, following a 1/100 dilution in 1 mg/mL BSA, 10 mM DTT, with 5 μL of 40 μM GS-1 peptide as a substrate, in buffer A, in the presence of 15 μM[γ-32P]ATP (3000 Ci/mmol; 1 mCi/mL) in a final volume of 30 μL. After 30-min incubation at 30°C, 25-μL aliquots of supernatant are spotted onto 2.5×3-cm pieces of Whatman P81 phosphocellulose paper, and, 20 s later, the filters are washed five times (for at least 5 min each time) in a solution of 10 mL of phosphoric acid/liter of water. The wet filters are counted in the presence of 1 mL of ACS scintillation fluid[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Cytotoxicity of Indirubin-3'-monoxime in monocytes is analysed by MTT assay in a 96-well format using a multi-well scanning spectrophotometer. Neutrophils (5×106 cells/mL) or monocytes (2×106 cells/mL) are incubated for 30 min with Indirubin-3'-monoxime, and the viability of the cells is analysed by MTT assay. Compared with vehicle (0.3% DMSO), no significant acute cytotoxicity is observed (neutrophils: 103.9±4.4%; monocytes: 129.4±5.4%; n=3, each)[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Male mice (5-6 weeks old) are randomLy assigned into five groups (n=10). Group 1: receive normal pellet diet (NPD); Group 2: receive a HFD; Group 3-5 receive HFD for 8 weeks followed by Indirubin-3'-monoxime treatment (0.1, 0.2 and 0.4 mg/kg i.p, respectively) once daily for 1 week. Indirubin-3'-monoxime is dissolved in (2.5% v/v) DMSO in saline. The mice in NPD and HFD groups receive an equivalent volume of vehicle (2.5% v/v DMSO in saline). Doses of Indirubin-3'-monoxime are selected. Mice are kept under standard husbandry conditions (22±1°C and 60% humidity) and maintained on a 12/12-h light/dark schedule with free access to food and water for 8 weeks. Body weight is recorded weekly throughout the experimental period[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Purity & Documentation
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Data Sheet (288 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Leclerc S, et al. Indirubins inhibit glycogen synthase kinase-3 beta and CDK5/p25, two protein kinases involved in abnormal tau phosphorylation in Alzheimer's disease. A property common to most cyclin-dependent kinase inhibitors? J Biol Chem. 2001 Jan 5;276(1):251-60. [Content Brief]
[2]. Sharma S, et al. Neuroprotective role of Indirubin-3'-monoxime, a GSKβ inhibitor in high fat diet induced cognitive impairment in mice. Biochem Biophys Res Commun. 2014 Oct 3;452(4):1009-15. [Content Brief]
[3]. Blazevic T, et al. Indirubin-3'-monoxime exerts a dual mode of inhibition towards leukotriene-mediated vascular smooth muscle cell migration. Cardiovasc Res. 2014 Mar 1;101(3):522-32. [Content Brief]
[4]. Cao Z, et al. Indirubin Derivatives as Dual Inhibitors Targeting Cyclin-Dependent Kinase and Histone Deacetylase for Treating Cancer [published online ahead of print, 2021 Oct 8]. J Med Chem. 2021;10.1021/acs.jmedchem.1c01311. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.6065 mL | 18.0323 mL | 36.0646 mL | 90.1616 mL |
| 5 mM | 0.7213 mL | 3.6065 mL | 7.2129 mL | 18.0323 mL | |
| 10 mM | 0.3606 mL | 1.8032 mL | 3.6065 mL | 9.0162 mL | |
| 15 mM | 0.2404 mL | 1.2022 mL | 2.4043 mL | 6.0108 mL | |
| 20 mM | 0.1803 mL | 0.9016 mL | 1.8032 mL | 4.5081 mL | |
| 25 mM | 0.1443 mL | 0.7213 mL | 1.4426 mL | 3.6065 mL | |
| 30 mM | 0.1202 mL | 0.6011 mL | 1.2022 mL | 3.0054 mL | |
| 40 mM | 0.0902 mL | 0.4508 mL | 0.9016 mL | 2.2540 mL | |
| 50 mM | 0.0721 mL | 0.3606 mL | 0.7213 mL | 1.8032 mL | |
| 60 mM | 0.0601 mL | 0.3005 mL | 0.6011 mL | 1.5027 mL | |
| 80 mM | 0.0451 mL | 0.2254 mL | 0.4508 mL | 1.1270 mL | |
| 100 mM | 0.0361 mL | 0.1803 mL | 0.3606 mL | 0.9016 mL |