CHEBI:16946 - L-kynurenine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name L-kynurenine
ChEBI ID CHEBI:16946
ChEBI ASCII Name L-kynurenine
Definition A kynurenine that has L configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:13129, CHEBI:43628, CHEBI:6258, CHEBI:21346
Supplier Information ChemicalBook:CB1684326, eMolecules:531097, Selleckchem:pregnenolone, ZINC000003861150
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Pregnenolone (P5), or pregn-5-en-3β-ol-20-one, is an endogenous steroid and precursor/metabolic intermediate in the biosynthesis of most of the steroid hormones, including the progestogens, androgens, estrogens, glucocorticoids, and mineralocorticoids. In addition, pregnenolone is biologically active in its own right, acting as a neurosteroid. In addition to its role as a natural hormone, pregnenolone has been used as a medication and supplement; for information on pregnenolone as a medication or supplement, see the pregnenolone (medication) article.
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Formula C10H12N2O3
Net Charge 0
Average Mass 208.21390
Monoisotopic Mass 208.08479
InChI InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)/t8-/m0/s1
InChIKey YGPSJZOEDVAXAB-QMMMGPOBSA-N
SMILES N[C@@H](CC(=O)c1ccccc1N)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via kynurenine )
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-kynurenine (CHEBI:16946) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
L-kynurenine (CHEBI:16946) has role human metabolite (CHEBI:77746)
L-kynurenine (CHEBI:16946) has role mouse metabolite (CHEBI:75771)
L-kynurenine (CHEBI:16946) is a kynurenine (CHEBI:28683)
L-kynurenine (CHEBI:16946) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-kynurenine (CHEBI:16946) is conjugate acid of L-kynureninate (CHEBI:67010)
L-kynurenine (CHEBI:16946) is enantiomer of D-kynurenine (CHEBI:86262)
L-kynurenine (CHEBI:16946) is tautomer of L-kynurenine zwitterion (CHEBI:57959)
Incoming N-formyl-L-kynurenine (CHEBI:30249) has functional parent L-kynurenine (CHEBI:16946)
L-kynureninate (CHEBI:67010) is conjugate base of L-kynurenine (CHEBI:16946)
D-kynurenine (CHEBI:86262) is enantiomer of L-kynurenine (CHEBI:16946)
L-kynurenine zwitterion (CHEBI:57959) is tautomer of L-kynurenine (CHEBI:16946)
IUPAC Name
3-(2-aminobenzoyl)-L-alanine
Synonyms Sources
(2S)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid IUPAC
3-Anthraniloyl-L-alanine KEGG COMPOUND
KYNURENINE PDBeChem
L-Kynurenine KEGG COMPOUND
Manual Xrefs Databases
C00007604 KNApSAcK
C00328 KEGG COMPOUND
CPD-14736 MetaCyc
DB02070 DrugBank
HMDB0000684 HMDB
KYN PDBeChem
Kynurenine Wikipedia
View more database links
Registry Numbers Types Sources
2922-83-0 CAS Registry Number KEGG COMPOUND
2922-83-0 CAS Registry Number ChemIDplus
2942333 Reaxys Registry Number Reaxys
Citation Type Source
22770225 PubMed citation Europe PMC
Last Modified
27 January 2016