3-Hydroxykynurenine

3-Hydroxykynurenine

Names
IUPAC name 2-Amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid
Identifiers
CAS Number	484-78-6  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:1547  Y
ChEMBL	ChEMBL442576  Y
ChemSpider	87  Y
KEGG	C02794  Y
MeSH	3-hydroxykynurenine
PubChem CID	89
UNII	27723548JL  Y
CompTox Dashboard (EPA)	DTXSID00862009
InChI InChI=1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16) Y Key: VCKPUUFAIGNJHC-UHFFFAOYSA-N Y InChI=1/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16) Key: VCKPUUFAIGNJHC-UHFFFAOYAF
SMILES O=C(O)C(N)CC(=O)c1cccc(O)c1N
Properties
Chemical formula	C10H12N2O4
Molar mass	224.21 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N  verify  (what is  YN ?) Infobox references

3-Hydroxykynurenine is a metabolite of tryptophan, which filters UV light in the human lens. ^[1] It is one of two pigments identified as responsible for the goldenrod crab spider's (Misumena vatia) yellow coloration.

The Kynurenine pathway, which connects quinolinic acid to tryptophan. The pathway is named for the first intermediate, kynurenine, which is a precursor to kynurenic acid and 3-hydroxykynurenine.

References

1. Malina, HZ; Martin, XD (1995). "Deamination of 3-hydroxykynurenine in bovine lenses: a possible mechanism of cataract formation in general". Graefes Arch Clin Exp Ophthalmol. 233 (1): 38–44. doi:10.1007/bf00177784. PMID   7721122. S2CID   25414197.
2. Schwarcz, Robert; John P. Bruno; Paul J. Muchowski; Hui-Qiu Wu (July 2012). "Kynurenines in the Mammalian Brain: When Physiology Meets Pathology". Nature Reviews Neuroscience. 13 (7): 465–477. doi:10.1038/nrn3257. PMC   3681811 . PMID   22678511.

See also

• Kynurenine
• Ommochrome