(S)-Indoximod
Based on 1 Customer Validation
(S)-Indoximod (1-Methyl-L-tryptophan) is an inhibitor of indoleamine 2,3-dioxygenase (IDO) (Ki: 19 μM). (S)-Indoximod can be used for the research of cancer and neurological disease.
For research use only. We do not sell to patients.
- Purity: 99.47%
- CAS No.: 21339-55-9
- Formula: C12H14N2O2
- Molecular Weight:218.25
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Storage:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Biological Activity
Indoleamine 2,3-Dioxygenase (IDO)[1]
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| A549 | IC50 |
>50 μM
Compound: 1-MT
|
Cytotoxicity against human A549 cells measured after 48 hrs by MTT assay
Cytotoxicity against human A549 cells measured after 48 hrs by MTT assay
|
[PMID: 37060754] |
| HCT-116 | IC50 |
>50 μM
Compound: 1-MT
|
Cytotoxicity against human HCT-116 cells measured after 48 hrs by MTT assay
Cytotoxicity against human HCT-116 cells measured after 48 hrs by MTT assay
|
[PMID: 37060754] |
| HEK293 | IC50 |
18.4 μM
Compound: 1-L-MT
|
Inhibition of human IDO1 expressed in HEK293 cells assessed as kynurenine release after 5 hrs by spectrophotometry
Inhibition of human IDO1 expressed in HEK293 cells assessed as kynurenine release after 5 hrs by spectrophotometry
|
[PMID: 24099220] |
| HEK293 | IC50 |
18.4 μM
Compound: 1-L-MT
|
Inhibition of recombinant human IDO1 expressed in HEK293 cells assessed as reduction in kynurenine formation after 5 hrs by microplate reader analysis
Inhibition of recombinant human IDO1 expressed in HEK293 cells assessed as reduction in kynurenine formation after 5 hrs by microplate reader analysis
|
[PMID: 31580660] |
| HEK293 | IC50 |
90 μM
Compound: L-1MT
|
Inhibition of human recombinant IDO expressed in HEK293 cells assessed as blockade of tryptophan degradation by HPLC
Inhibition of human recombinant IDO expressed in HEK293 cells assessed as blockade of tryptophan degradation by HPLC
|
[PMID: 20055453] |
| HeLa | IC50 |
>50 μM
Compound: 1-MT
|
Cytotoxicity against human HeLa cells measured after 48 hrs by MTT assay
Cytotoxicity against human HeLa cells measured after 48 hrs by MTT assay
|
[PMID: 37060754] |
| HeLa | IC50 |
118.5 μM
Compound: L-1-MT
|
Inhibition of IDO1 in interferon-gamma-induced human HeLa cells using L-tryptophan substrate incubated for 24 hrs
Inhibition of IDO1 in interferon-gamma-induced human HeLa cells using L-tryptophan substrate incubated for 24 hrs
|
[PMID: 31178268] |
| MDA-MB-231 | EC50 |
120 μM
Compound: L-1MT
|
Inhibition of IDO1 in IFNgamma-induced human MDA-MB-231 cells using tryptophan as substrate preincubated for 4 hrs followed by substrate addition for 5 hrs by spectrophotometric method
Inhibition of IDO1 in IFNgamma-induced human MDA-MB-231 cells using tryptophan as substrate preincubated for 4 hrs followed by substrate addition for 5 hrs by spectrophotometric method
|
[PMID: 27994758] |
| SW480 | IC50 |
>50 μM
Compound: 1-MT
|
Cytotoxicity against human SW480 cells measured after 48 hrs by MTT assay
Cytotoxicity against human SW480 cells measured after 48 hrs by MTT assay
|
[PMID: 37060754] |
| U-87MG ATCC | IC50 |
56.9 μM
Compound: 1-L-MT
|
Inhibition of recombinant human IDO2 expressed in human U87MG cells assessed as reduction in kynurenine formation using L-tryptophan as substrate after 6 hrs by spectrophotometry
Inhibition of recombinant human IDO2 expressed in human U87MG cells assessed as reduction in kynurenine formation using L-tryptophan as substrate after 6 hrs by spectrophotometry
|
[PMID: 27475108] |
(S)-Indoximod (750 μM, 24 h) reduces IDO activity in HEK293 cells transduced with human IDO1 gene[4].
(S)-Indoximod (0.5 mM, 48 h) makes the cells released from IFN-γ (100 ng/mL)-mediated G1 cell cycle arrest, and then promotes the apoptosis of hepatic stellate cells[6].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
(S)-Indoximod (200 mg/kg, oral gavage) shows delayed, lasts longer renoprotective effect than D isomer, and increases survival in the IRI rat model[4].
(S)-Indoximod (1-9 mg/kg, i.p.) reverses cognitive, anxiety, and depressive-like behavior in bile duct ligation (BDL) rats[5].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Bile duct ligation (BDL) rats[5]
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Dosage:1-9 mg/kg
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Administration:i.p., After the rats recovered for 7 days from BDL surgery.
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Result:Increased the sucrose preference.
Prevents the increased number of buried marbles.
Improved learning and memory function.
Chemical Information
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CAS No. 21339-55-9
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Appearance Solid
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Molecular Weight 218.25
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Formula C12H14N2O2
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Color White to off-white
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SMILES
N[C@@H](CC1=CN(C)C2=CC=CC=C12)C(O)=O
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Synonyms
1-Methyl-L-tryptophan; (S)-NLG-8189
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Solvent & Solubility
DMSO : 4.81 mg/mL (22.04 mM; ultrasonic and warming and adjust pH to 4 with HCl and heat to 60°C; 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, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
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, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
For the following dissolution methods, please prepare the working solution directly:
It is recommended to prepare fresh solutions and use them promptly within a short period of time.
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: 50% PEG300 50% Saline
Solubility: 5 mg/mL (22.91 mM); Suspended solution; Need ultrasonic
Add each solvent one by one: 15% Cremophor EL 85% Saline
Solubility: 20 mg/mL (91.64 mM); Suspended solution; Need ultrasonic
Purity & Documentation
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Data Sheet (280 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]. Huang GL, et, al. PEG-Poly(1-Methyl-l-Tryptophan)-Based Polymeric Micelles as Enzymatically Activated Inhibitors of Indoleamine 2,3-Dioxygenase. Nanomaterials (Basel). 2019 May 9;9(5):719. [Content Brief]
[2]. Liu X, et, al. 1-L-MT, an IDO inhibitor, prevented colitis-associated cancer by inducing CDC20 inhibition-mediated mitotic death of colon cancer cells. Int J Cancer. 2018 Sep 15;143(6):1516-1529. [Content Brief]
[3]. Rana P, et al. Comparison of fluoxetine and 1-methyl-L-tryptophan in treatment of depression-like illness in Bacillus Calmette-Guerin-induced inflammatory model of depression in mice. J Basic Clin Physiol Pharmacol. 2016 Nov 1;27(6):569-576. [Content Brief]
[4]. Čepcová D, et al. The protective effect of 1-methyltryptophan isomers in renal ischemia-reperfusion injury is not exclusively dependent on indolamine 2,3-dioxygenase inhibition. Biomed Pharmacother. 2021 Mar;135:111180. [Content Brief]
[5]. Jiang X, et al. Role of the indoleamine-2,3-dioxygenase/kynurenine pathway of tryptophan metabolism in behavioral alterations in a hepatic encephalopathy rat model. J Neuroinflammation. 2018 Jan 4;15(1):3. [Content Brief]
[6]. Oh JE, et al. 1-Methyl-L-tryptophan promotes the apoptosis of hepatic stellate cells arrested by interferon-γ by increasing the expression of IFN-γRβ, IRF-1 and FAS. Int J Mol Med. 2017 Aug;40(2):576-582. [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, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 4.5819 mL | 22.9095 mL | 45.8190 mL | 114.5475 mL |
| 5 mM | 0.9164 mL | 4.5819 mL | 9.1638 mL | 22.9095 mL | |
| 10 mM | 0.4582 mL | 2.2910 mL | 4.5819 mL | 11.4548 mL | |
| 15 mM | 0.3055 mL | 1.5273 mL | 3.0546 mL | 7.6365 mL | |
| 20 mM | 0.2291 mL | 1.1455 mL | 2.2910 mL | 5.7274 mL |