N-Formyl-l-kynurenine
Basic information
- CAS
3978-11-8- Standard SMILES
N[C@@H](CC(=O)c1ccccc1NC=O)C(=O)O- InChIKey
BYHJHXPTQMMKCA-QMMMGPOBSA-N- Molecular formula
- C11H12N2O4
- Average molar mass
- 236.22 g/mol
- Monoisotopic mass
- 236.07970687
Overview
N-formyl-L-kynurenine is a N-formylkynurenine, a non-proteinogenic amino acid derivative and a non-proteinogenic L-alpha-amino acid. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite and a human metabolite. It is functionally related to a L-kynurenine. It is a tautomer of a N-formyl-L-kynurenine zwitterion.
Names & identifiers
- Preferred name
- N-Formyl-l-kynurenine
- IUPAC
- (2S)-2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid
- English name
- N'-formyl-L-Kynurenine
- Molecular formula
- C11H12N2O4
- Molecular weight
- 236.22
Names & synonyms
N-Formyl-L-kynurenineL-Formylkynurenine(2S)-2-amino-4-(2-formamidophenyl)-4-oxobutanoic acidCHEBI:30249RefChem:10918093978-11-8(S)-2-Amino-4-(2-formamidophenyl)-4-oxobutanoic acidN'-formyl-L-KynurenineFormylkynurenineFormyl-L-KynurenineMFCD23135611Formylkynurenine, (S)-
Show more names
N-formyl-L-uridine￥759,287.00N'-formyl-L-UracilN-FormylkynurenineN-Acetyltryptophan EP Impurity ETryptophan Impurity 8（Tryptophan EP Impurity E）(2S)-2-amino-4-(2-formamidophenyl)-4-oxobutanoicaci
Kynurenine, N'-formyl-3-(2-formamidobenzoyl)-L-alaninePS20W0733S(S)-2-Amino-4-(2-formamidophenyl)-4-oxobutanoicacidTryptophan EP Impurity E(2S)-2-amino-4-[2-(formylamino)phenyl]-4-oxobutanoic acid(2S)-2-AMINO-4-(2-(FORMYLAMINO)PHENYL)-4-OXOBUTANOIC ACIDFor-L-Kynurenine
Database identifiers
- CAS
3978-11-8- PubChem CID
- 439788
- ChEMBL
CHEMBL3577708- ChEBI
CHEBI:30249- UNII
- PS20W0733S
- Nikkaji
- J363.015C
Properties
Computed structural properties
- XLogP
- -2.3
- Topological polar surface area
- 109 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 306
Physicochemical properties
- Melting point
- 162 °C · 162 °C (decomp)
- Boiling point
- 563.4 · 563.4±50.0 °C(Predicted)
- Density
- 1.394 · 1.394±0.06 g/cm3(Predicted)
- pka
- 2.17 · 2.17±0.23(Predicted)
- form
- solid
- Major Application
- pharmaceutical small molecule
- InChI
- InChI=1/C11H12N2O4/c12-8(11(16)17)5-10(15)7-3-1-2-4-9(7)13-6-14/h1-4,6,8H,5,12H2,(H,13,14)(H,16,17)/t8-/s3
- InChIKey
- BYHJHXPTQMMKCA-SBYBRXNCNA-N
- SMILES
- C(O)(=O)[C@@H](N)CC(C1=CC=CC=C1NC=O)=O |&1:3,r|
- FDA UNII
- 20 W0733S · PS20W0733S
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- WGK Germany
- 3 · WGK 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesFormylkynurenine is the impurity of Tryptophan (T947210), which is an essential amino acid.
Additional notes
DefinitionChEBI: N-formyl-L-kynurenine is a N-formylkynurenine, a non-proteinogenic L-alpha-amino acid and a non-proteinogenic amino acid derivative. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite and a mouse metabolite. It is functionally related to a L-kynurenine. It is a tautomer of a N-formyl-L-kynurenine zwitterion.
Related reactions
1 records
Compound notes
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