Structure via PubChem · Public domain (PubChem)
dopaquinone
Sign in to saveAlso known as (S)-2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoate, L-dopaquinone
-Dopaquinone also known as '''o-dopaquinone''' is a metabolite of L-DOPA (L-dihydroxyphenylalanine) and a precursor of melanin.
Chemical data
- Formula
- C9H9NO4
- Molecular weight
- 195.17 g/mol
- IUPAC name
- (2S)-2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid
- SMILES
- C1=CC(=O)C(=O)C=C1C[C@@H](C(=O)O)N
- InChIKey
- AHMIDUVKSGCHAU-LURJTMIESA-N
- XLogP
- -3.4
- Polar surface area
- 97.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 195.053158
Show 5 more facts
- chemical formula
- C₉H₉NO₄
- canonical SMILES
- C1=CC(=O)C(=O)C=C1CC(C(=O)O)N
- isomeric SMILES
- C1=CC(=O)C(=O)C=C1C[C@@H](C(=O)O)N
- found in taxon
- Spinacia oleracea
- subject has role
- primary metabolite
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
-Dopaquinone also known as '''o-dopaquinone''' is a metabolite of L-DOPA (L-dihydroxyphenylalanine) and a precursor of melanin.
Biosynthesis of melanin occurs in melanocytes, where tyrosine is converted into DOPA and then dopaquinone, which goes on to be formed into pheomelanin or eumelanin.
Excerpted from Wikipedia’s “dopaquinone” article, available under the CC BY-SA 4.0 licence.