(S)-Indoximod (Synonyms: 1-Methyl-L-tryptophan; (S)-NLG-8189)

Name: (S)-Indoximod
Brand: MedChemExpress
SKU: HY-N0707
Rating: 4.5 (1 reviews)

Cat. No.: HY-N0707 Purity: 99.47%: FAQs
Data Sheet SDS COA Handling Instructions

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(S)-Indoximod (1-Methyl-L-tryptophan) is an inhibitor of indoleamine 2,3-dioxygenase (IDO) (K_i: 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.

(S)-Indoximod Chemical Structure

CAS No. : 21339-55-9

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Based on 1 publication(s) in Google Scholar

Other Forms of (S)-Indoximod:

Indoximod In-stock
(Rac)-Indoximod Get quote
(S)-Indoximod-d₃ Get quote

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IDO1 IDO2 IDO

Biological Activity
Purity & Documentation
References
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Description

(S)-Indoximod (1-Methyl-L-tryptophan) is an inhibitor of indoleamine 2,3-dioxygenase (IDO) (K_i: 19 μM). (S)-Indoximod can be used for the research of cancer and neurological disease^[1]^[2]^[3]^[4].

IC₅₀ & Target

Indoleamine 2,3-Dioxygenase (IDO)^[1]

Cellular Effect

Cell Line	Type	Value	Description	References
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	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]
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]

In Vitro

(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.

In Vivo

(S)-Indoximod (5 mg/day, i.p. for 3 weeks) reverses the Bacillus Calmette-Guerin (BCG)-induced neurotoxicity in mice^[3].
(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.

Animal Model:	Bile duct ligation (BDL) rats^[5]
Dosage:	1-9 mg/kg
Administration:	i.p., After the rats recovered for 7 days from BDL surgery.
Result:	Increased the sucrose preference. Prevents the increased number of buried marbles. Improved learning and memory function.

Molecular Weight

218.25

Formula

C₁₂H₁₄N₂O₂

CAS No.

21339-55-9

Appearance

Solid

Color

White to off-white

SMILES

N[C@@H](CC1=CN(C)C2=CC=CC=C12)C(O)=O

Structure Classification

Ketones, Aldehydes, Acids

Initial Source

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility

In Vitro:

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)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	4.5819 mL	22.9095 mL	45.8190 mL
5 mM	0.9164 mL	4.5819 mL	9.1638 mL
10 mM	0.4582 mL	2.2910 mL	4.5819 mL

View the 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.

Molarity Calculator
Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo:

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.

Protocol 1

Add each solvent one by one: 50% PEG300 50% Saline
Solubility: 5 mg/mL (22.91 mM); Suspended solution; Need ultrasonic
Protocol 2

Add each solvent one by one: 15% Cremophor EL 85% Saline
Solubility: 20 mg/mL (91.64 mM); Suspended solution; Need ultrasonic

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Calculation results:

Working solution concentration: mg/mL

Purity & Documentation

Purity: 99.47%

Select Batch:

Data Sheet (280 KB) SDS (393 KB)

COA (254 KB) HNMR (255 KB) LCMS (96 KB)

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

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

(S)-Indoximod Related Classifications

Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

(S)-Indoximod21339-55-91-Methyl-L-tryptophan (S)-NLG-8189Indoleamine 2,3-Dioxygenase (IDO)indoleamine2,3-dioxygenaseIDOcancerInhibitorinhibitorinhibit

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(S)-Indoximod (Synonyms: 1-Methyl-L-tryptophan; (S)-NLG-8189)

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Complete Stock Solution Preparation Table

(S)-Indoximod Related Classifications

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