1-Methyltryptophan

HCID 98112CAS 21339-55-9
Substructure searchFind similar structures

Basic information

Standard SMILES
Cn1cc(CC(N)C(=O)O)c2ccccc21
InChIKey
ZADWXFSZEAPBJS-UHFFFAOYSA-N
Molecular formula
C12H14N2O2
Average molar mass
218.25 g/mol
Monoisotopic mass
218.10552769

Overview

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.

Names & identifiers

Preferred name
1-Methyltryptophan
IUPAC
2-amino-3-(1-methylindol-3-yl)propanoic acid
English name
1-Methyl-DL-tryptophan
Molecular formula
C12H14N2O2
Molecular weight
218.25

Names & synonyms

1-Methyltryptophan2-Amino-3-(1-methyl-1H-indol-3-yl)propanoic acidCHEBI:72821DTXSID40911500RefChem:907713DTXCID7013405351-Methyl-DL-tryptophan26988-72-7(Rac)-Indoximod2-amino-3-(1-methylindol-3-yl)propanoic acidMFCD000058031-methyl-tryptophan
Show more names
Me-L-TrpDL-Trp(1-Me)-OH1-Methyl-DLDL-tryptophan
tryptophan, 1-methyl-DL-1-Methyltryptophan1-MTEINECS 248-157-6dl-1-methyl-tryptophan1-Methyltryptophan, 1ARBRIN,(L)DL-Tryptophan, 1-methyl-

Database identifiers

CAS
21339-55-9、26988-72-7
PubChem CID
98112
DTXSID
DTXSID601314131
ChEMBL
CHEMBL513172
ChEBI
CHEBI:72821
EC Number
248-157-6

Properties

Computed structural properties

XLogP
-1.3
Topological polar surface area
68.3 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
3
Heavy atoms
16

Physicochemical properties

Melting point
250 °C · 250 °C (dec.)(lit.)
Boiling point
429.3 · 429.3±35.0 °C(Predicted)
Density
1.28 · 1.28±0.1 g/cm3(Predicted)
storage temp.
2 · 2-8°C
form
Solid
pka
2.26 · 2.26±0.10(Predicted)

Safety & regulation

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
hs_code
2933998090
Signal word
Warning
Symbol(GHS)
GHS07
Storage Class
11 - Combustible Solids

Chemistry & industry

Applications

Uses1-Methyltryptophan is a reagent that is used in the rational design of a minimalist multifunctional photo-immunotherapy nanoplatform toward boosting immunotherapy capability.

Uses1-Methyl-DL-tryptophan, a competitive inhibitor of indoleamine 2,3 dioxygenase-1 (IDO1), has been used to study inflammation-induced depression in mice and syncytial virus induced bronchiolitis.

Suppliers50 total

苏州道澜生物医药科技有限公司15952404857 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Additional notes

DefinitionChEBI: A tryptophan derivative that is tryptophan carrying a single methyl substituent at position 1 on the indole.

Related reactions

1 records
New reaction record

Linked notes

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