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(Rac) -Indoximod

CAT: 0804-HY-133897-01Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-133897-01Size:50 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
(Rac) -Indoximod (1-Methyl-DL-tryptophan) is an indoleamine 2,3-dioxygenase (IDO) inhibitor. Co-treatment with IFN-γ and (Rac) -Indoximod markedly reduces the activity of human cardiac myofibroblasts (hCMs) expressing α-SMA and induces apoptosis through up-regulating the IRF-1, Fas, and FasL genes[1].
CAS Number
26988-72-7
Product Name Alternative
1-Methyl-DL-tryptophan; (Rac) -NLG-8189
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; Indoleamine 2,3-Dioxygenase (IDO)
Type
Reference compound
Related Pathways
Apoptosis; Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/rac-indoximod.html
Purity
99.60
Solubility
0.1 M NaOH : 10 mg/mL (ultrasonic) |DMSO : 4.76 mg/mL (ultrasonic; warming; adjust pH to 4 with HCl; heat to 60°C)
Smiles
NC(CC1=CN(C)C2=C1C=CC=C2)C(O)=O
Molecular Formula
C12H14N2O2
Molecular Weight
218.26
Precautions
H302, H315, H319, H335
References & Citations
[1]Jun-Won Lee, et al. Co-treatment with interferon-γ and 1-methyl tryptophan ameliorates cardiac fibrosis through cardiac myofibroblasts apoptosis. Mol Cell Biochem. 2019 Aug;458 (1-2) :197-205.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
IDO

Chemical Information

1-Methyltryptophan

1-methyltryptophan is a tryptophan derivative that is tryptophan carrying a single methyl substituent at position 1 on the indole. It has a role as an antineoplastic agent and an EC 1.13.11.52 (indoleamine 2,3-dioxygenase) inhibitor. It is a tryptophan derivative and a non-proteinogenic alpha-amino acid.

CAS Number26988-72-7
PubChem CID98112
IUPAC Name2-amino-3-(1-methylindol-3-yl)propanoic acid
Molecular FormulaC12H14N2O2
Molecular Weight218.25
XLogP-1.3
Topological Polar Surface Area68.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count16
Formal Charge0
Complexity270
SMILES
CN1C=C(C2=CC=CC=C21)CC(C(=O)O)N
InChI
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)
InChIKey
ZADWXFSZEAPBJS-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 1-Methyltryptophan
CAS: 26988-72-7
CID: 98112
Formula: C12H14N2O2
MW: 218.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight218.25
XLogP3-1.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass218.105527694
Monoisotopic Mass218.105527694
Topological Polar Surface Area68.3 Ų
Heavy Atom Count16
Formal Charge0
Complexity270
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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