-Indoximod ((S)-NLG-8189) Chemical Structure.png)
Physicochemical Properties
| Molecular Formula | C12H14N2O2 |
| Molecular Weight | 218.252 |
| Exact Mass | 218.105 |
| CAS # | 21339-55-9 |
| Related CAS # | (Rac)-Indoximod;26988-72-7;Indoximod;110117-83-4;(S)-Indoximod-d3;1801851-87-5 |
| PubChem CID | 676159 |
| Appearance | White to off-white solid powder |
| Density | 1.28 |
| Boiling Point | 429.3±35.0 °C at 760 mmHg |
| Melting Point | 223-226 ºC |
| Flash Point | 213.4±25.9 °C |
| Vapour Pressure | 0.0±1.1 mmHg at 25°C |
| Index of Refraction | 1.625 |
| LogP | 1.43 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 3 |
| Heavy Atom Count | 16 |
| Complexity | 270 |
| Defined Atom Stereocenter Count | 1 |
| SMILES | CN1C=C(C2=CC=CC=C21)C[C@@H](C(=O)O)N |
| InChi Key | ZADWXFSZEAPBJS-JTQLQIEISA-N |
| InChi Code | InChI=1S/C12H14N2O2/c1-14-7-8(6-10(13)12(15)16)9-4-2-3-5-11(9)14/h2-5,7,10H,6,13H2,1H3,(H,15,16)/t10-/m0/s1 |
| Chemical Name | (2S)-2-amino-3-(1-methylindol-3-yl)propanoic acid |
| 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 Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| 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
| References |
[1]. 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. [2]. 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. [3]. 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. [4]. 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. [5]. 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. [6]. 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. |
| Additional Infomation | 1-methyl-L-tryptophan is an indolyl carboxylic acid. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~4.81 mg/mL (~22.04 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: 5 mg/mL (22.91 mM) in 50% PEG300 +50% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication. 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.) |
| Preparing Stock Solutions | 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 |