L-Kynurenine
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L-Kynurenine
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CAS No:
2922-83-0
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Formula:
C10H12N2O3
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Chemical Name:
L-Kynurenine
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Synonyms:
Benzenebutanoic acid,α,2-diamino-γ-oxo-,(αS)-;Alanine,3-anthraniloyl-,L-;Benzenebutanoic acid,α,2-diamino-γ-oxo-,(S)-;(αS)-α,2-Diamino-γ-oxobenzenebutanoic acid;L-Kynurenine;L-3-(o-Aminobenzoyl)alanine;Kynurenine;Kynurenin;3-Anthraniloylalanine;(2S)-4-(2-Aminophenyl)-2-azaniumyl-4-oxobutanoate
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CAS No:
Description
L-Kynurenine is a metabolite of the amino acid L-tryptophan. L-Kynurenine is an aryl hydrocarbon receptor agonist.
Solid
L-kynurenine is a kynurenine that has L configuration. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite and a mouse metabolite. It is a non-proteinogenic L-alpha-amino acid and a kynurenine. It is a conjugate acid of a L-kynureninate. It is an enantiomer of a D-kynurenine. It is a tautomer of a L-kynurenine zwitterion.|Kynurenine is a ketone and an amino acid derivative that is synthesized by either tryptophan 2,3-dioxygenase (TDO)- or indoleamine 2,3-dioxygenase (IDO)-mediated oxidation of tryptophan with diverse biological functions, including vasodilatory, immunoregulatory and neuromodulatory activities. Kynurenine is a precursor for niacin. Additionally, kynurenine can be further metabolized into anthranilic acid, kynurenic acid, and 3-hydroxykynurenine; aberrant production of kynurenine is associated with neurological disease-related cognitive deficits and depressive symptoms. Overexpressed in certain cancer cell types, kynurenine could potentially be used as a biomarker to assess cancer risk.
Characteristics
106
1.09
light yellow crystalline
1.3±0.1 g/cm3
219 °C (decomp) @ Solvent: Ethanol
466.6±45.0 °C at 760 mmHg
236.0±28.7 °C
1.626
149.1 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|149.8 Ų [M+H]+
Computed Properties
Molecular Weight:208.21
XLogP3:-2.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:208.08479225
Monoisotopic Mass:208.08479225
Topological Polar Surface Area:106
Heavy Atom Count:15
Complexity:255
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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