Basic information
- CAS
343-65-7- Standard SMILES
Nc1ccccc1C(=O)CC(N)C(=O)O- InChIKey
YGPSJZOEDVAXAB-UHFFFAOYSA-N- Molecular formula
- C10H12N2O3
- Average molar mass
- 208.21 g/mol
- Monoisotopic mass
- 208.08479224
Overview
Kynurenine is a ketone that is alanine in which one of the methyl hydrogens is substituted by a 2-aminobenzoyl group. It has a role as a human metabolite. It is a substituted aniline, an aromatic ketone and a non-proteinogenic alpha-amino acid. It is a conjugate acid of a kynureninate.
Names & identifiers
- Preferred name
- Alanine, 3-anthraniloyl-, DL-
- IUPAC
- 2-amino-4-(2-aminophenyl)-4-oxobutanoic acid
- English name
- DL-KYNURENINE
- Molecular formula
- C10H12N2O3
- Molecular weight
- 208.22
Names & synonyms
Alanine, 3-anthraniloyl-, DL-3039-10-9RefChem:1076289dl-Kynureninerac KynurenineQuinurenineAlanine, 3-anthraniloyl-(+/-)-KynurenineMFCD00025194Kynureninalpha-2-Diamino-gamma-oxobenzenebutyric acid3-Anthraniloyl-DL-alanine
Show more names
KynurenineDL-Kynurenine-d795.0% (NT)racKynurenineα,2-DiaMino-γ-oxoTIMTEC-BB SBB0053473-Anthraniloylalanine
Benzenebutanoic acid, .alpha.,2-diamino-.gamma.-oxo-DL-Kynurenine, free base(+-)-Kynureninerac-KynurenineUNII-298M20B2AUa,2-Diamino-?-oxobenzenebutanoic Acid; 3-Anthraniloylalanine; DL-Kynurenine; Kynurenin; dl-Kynurenine;EINECS 206-445-9Spectrum_001162
Database identifiers
- CAS
343-65-7- PubChem CID
- 846
- DTXSID
DTXSID90861884- ChEMBL
CHEMBL330466- ChEBI
Properties
Computed structural properties
- XLogP
- -2.2
- Topological polar surface area
- 106 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 4
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 255
Experimental & physicochemical properties
Collision Cross Section
146 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
153.1 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
151.07 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]
139.24 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
152.7 Ų [M+Na]+
Physicochemical properties
- Melting point
- 235 °C · ~235 °C (dec.)
- Boiling point
- 347.41 °C · 347.41°C (rough estimate)
- Density
- 1.343 · 1.343±0.06 g/cm3 (20 ºC 760 Torr)
- refractive index
- 1.483 · 1.4830 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- Aqueous Acid (Slightly), Water (Slightly, Heated, Sonicated)
- form
- Solid
- pka
- 2.21 · 2.21±0.23(Predicted)
- color
- Pale Yellow to Light Yellow
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
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
Usesvasodilator, immunomodulator
UsesA tryptophan metabolite, is a precursor of kynurenic acid, which is an antagonist of N-methyl-aspartate receptor. An amino acid produced in the body from tryptophan.
Upstream & downstream products
Downstream products
Suppliers83 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
韶远科技(上海)有限公司4000665055 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
盐城通铭生物科技有限公司15195160625 · [email protected]
上海金试生化科技有限公司18601717983 18601717983 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
南京望知星医药科技有限公司
Related reactions
3 records
Compound notes
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