Kynurenine

Construct a 3D molecular structure model of Kynurenine using Authentic Molymod Atoms & Bonds by Indigo

Kynurenine is an aromatic α-amino acid derivative as defined by its carboxyl (-COOH) and amino (-NH2) groups and indole-like ring system. It does have the bicyclic structure of its metabolic precursor, the essential amino acid tryptophan.

Kynurenine is a metabolic intermediate in the tryptophan degradation pathway which leads to the production of nicotinamide adenine dinucleotide (NAD), an essential coenzyme in cellular energy metabolism. Tryptophan is converted to N-formylkynurenine by the enzyme indoleamine 2,3-dioxygenase (IDO). N-formylkynurenine then loses its formyl group to yield free kynurenine. Kynurenine branches into several pathways but arguably the most important are the final steps that lead to  NAD. synthesis: 3-Hydroxykynurenine → 3-Hydroxyanthranilic Acid → Quinolinic Acid → NAD, which is critical for cellular respiration, energy metabolism, and DNA repair.

Some sources claim that tryptophan in banana peels can be extracted simply by boiling them & that the "tea" made from the brew can be of help in alleviating issues related to sleep deprivation.

A molecular model of Kynurenine in the Molymod Hybrid Dome style uses the atoms & bonds in the parts list below. Our free 3D Molecular Model Builder shows other styles & allows for image rotation as an assembly guide.

Chemical data
Molecular Weight Chemical Formula
208.2164 C10H12N2O3

Kynurenine molecular model built with Molymod Atoms & Bonds

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Parts
Synonyms
  • IUPAC Name: 2-amino-4-(2-aminophenyl)-4-oxobutanoic acid
  • 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)
  • InChIKey: YGPSJZOEDVAXAB-UHFFFAOYSA-N
  • SMILES: C1=CC=C(C(=C1)C(=O)CC(C(=O)O)N)N
  • C10H12N2O3
  • CAS: 343-65-7
  • 2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid
  • 2-amino-4-(2-aminophenyl)-4-oxo-butanoic acid
  • 2-amino-4-(2-aminophenyl)-4-keto-butyric acid
  • 343-65-7
  • 3039-10-9
  • Kynurenin
  • Spectrum4_001916
  • 3-(2-aminobenzoyl)-alanine
  • CHEBI:28683
  • SDCCGMLS-0066734.P001
  • 61250_FLUKA
  • EINECS 206-445-9
  • SBB005347
  • KBio1_001370
  • L-KYNURENINE
  • kynurenine
  • NCGC00095648-02
  • NCGC00095648-01
  • SPECTRUM1500879
  • SPBio_001340
  • KBio3_001702
  • (+-)-Kynurenine
  • Benzenebutanoic acid, alpha,2-diamino-gamma-oxo-
  • DivK1c_006426
  • alpha-2-Diamino-gamma-oxobenzenebutyric acid
  • Spectrum3_000781
  • Spectrum2_001380
  • Alanine, 3-anthraniloyl-
  • Benzenebutanoic acid, .alpha.,2-diamino-.gamma.-oxo-
  • KBioGR_002539
  • 2-Amino-3-(2-aminobenzoyl)propionic acid
  • KBioSS_001642
  • Alanine, 3-anthraniloyl-, DL-
  • Spectrum_001162
  • C01718
  • 3-Anthraniloylalanine
  • Benzenebutanoic acid, .alpha.,2-diamino-.gamma.-oxo-, (S)-
  • BSPBio_002482
  • Spectrum5_000632
  • SpecPlus_000330
  • Benzenebutanoic acid, alpha,2-diamino-gamma-oxo- (9CI)
  • (+/-)-Kynurenine
  • .alpha.-2-diamino-.gamma.-oxobenzenebutyric acid
  • KBio2_001642
  • 2-Amino-4-(2-aminophenyl)-4-oxobutyric acid
  • KBio2_004210
  • Alanine, 3-anthraniloyl- (8CI)
  • KBio2_006778
  • DL-kynurenine