Hawkinsin

Hawkinsin

Names
IUPAC name 2-Amino-3-[[2-(carboxymethyl)-2,5-dihydroxy-1-cyclohex-3-enyl]sulfanyl]propanoic acid
Other names (2-L-Cystein-S-yl-1,4-dihydroxycyclohex-5-en-1-yl)acetic acid
Identifiers
CAS Number	63224-90-8  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:149584
ChemSpider	151775
PubChem CID	173909
CompTox Dashboard (EPA)	DTXSID10866992
InChI InChI=1S/C11H17NO6S/c12-7(10(16)17)5-19-8-3-6(13)1-2-11(8,18)4-9(14)15/h1-2,6-8,13,18H,3-5,12H2,(H,14,15)(H,16,17) Key: SPXVLTDISXZSFM-UHFFFAOYSA-N
SMILES C1C(C=CC(C1SCC(C(=O)O)N)(CC(=O)O)O)O
Properties
Chemical formula	C11H17NO6S
Molar mass	291.32 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y  verify  (what is  YN ?) Infobox references

Hawkinsin (also known as 2-cystenyl-1,4-dihydroxycyclohexenylacetate ^[1] ) is an amino acid, which is formed after detoxification of a reactive tyrosine metabolite (quinol acetate) by glutathione. Hawkinsin is ninhydrin positive (a common test to detect amino acids and proteins with a free -NH₂ group).

It is found in elevated concentrations in the urine in hawkinsinuria, which is probably related to the depletion of glutathione and resulting high excretion of 5-oxoproline. ^[2]

References

1. Physician's guide to the diagnosis, treatment, and follow-up of inherited metabolic diseases. Blau, N. (Nenad), 1946-, Duran, Martinus,, Gibson, K. Michael,, Dionisi-Vici, Carlo. Berlin. 2014-07-08. ISBN   9783642403378. OCLC   874142358.
2. Physician's guide to the diagnosis, treatment, and follow-up of inherited metabolic diseases. Blau, N. (Nenad), 1946-, Duran, Martinus,, Gibson, K. Michael,, Dionisi-Vici, Carlo. Berlin. 2014-07-08. ISBN   9783642403378. OCLC   874142358.