1-Methyltryptophan

1-Methyltryptophan

IUPAC name 2-Amino-3-(1-methyl-1H-indol-3-yl)propanoic acid
Other names 1-Methyl-DL-tryptophan; DL-1-Methyltryptophan; ARBRIN
Identifiers
CAS number	26988-72-7 (D/L)^N, 21339-55-9 (L)^Y
PubChem	98112
ChemSpider	88584^Y
ChEMBL	CHEMBL504816^N, CHEMBL514172
Jmol-3D images	Image 1
SMILES O=C(O)C(N)Cc2c1ccccc1n(c2)C
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)^Y Key: ZADWXFSZEAPBJS-UHFFFAOYSA-N^Y 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) Key: ZADWXFSZEAPBJS-UHFFFAOYSA-N
Properties
Molecular formula	C₁₂H₁₄N₂O₂
Molar mass	218.25 g mol⁻¹
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

1-Methyltryptophan is a competitive inhibitor of indoleamine 2,3-dioxygenase (IDO or INDO EC 1.13.11.52).^[1]

References

^ Cady, SG; Sono, M (1991). "1-Methyl-DL-tryptophan, beta-(3-benzofuranyl)-DL-alanine (the oxygen analog of tryptophan), and beta-3-benzo(b)thienyl-DL-alanine (the sulfur analog of tryptophan) are competitive inhibitors for indoleamine 2,3-dioxygenase". Archives of biochemistry and biophysics 291 (2): 326–33. doi:10.1016/0003-9861(91)90142-6. PMID 1952947.