Structure via PubChem · Public domain (PubChem)
Hawkinsin
Sign in to saveHawkinsin (also known as 2-cystenyl-1,4-dihydroxycyclohexenylacetate) 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).
Chemical data
- Formula
- C11H17NO6S
- Molecular weight
- 291.32 g/mol
- IUPAC name
- 2-amino-3-[2-(carboxymethyl)-2,5-dihydroxycyclohex-3-en-1-yl]sulfanylpropanoic acid
- SMILES
- C1C(C=CC(C1SCC(C(=O)O)N)(CC(=O)O)O)O
- InChIKey
- SPXVLTDISXZSFM-UHFFFAOYSA-N
- XLogP
- -3.5
- Polar surface area
- 166 Ų
- H-bond donors
- 5
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 291.077658
Show 2 more facts
- canonical SMILES
- C1C(C=CC(C1SCC(C(=O)O)N)(CC(=O)O)O)O
- chemical formula
- C₁₁H₁₇NO₆S
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Hawkinsin (also known as 2-cystenyl-1,4-dihydroxycyclohexenylacetate) 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.
Excerpted from Wikipedia’s “Hawkinsin” article, available under the CC BY-SA 4.0 licence.