Structure via PubChem · Public domain (PubChem)
dopachrome
Sign in to saveAlso known as 2,3,5,6-tetrahydro-5,6-dioxo-1H-indole-2-carboxylic acid, (D/L)-dopachrome
Dopachrome is a cyclization product of L-DOPA and is an intermediate in the biosynthesis of melanin. It may tautomerise to form DHICA.
Chemical data
- Formula
- C9H7NO4
- Molecular weight
- 193.16 g/mol
- IUPAC name
- 5,6-dioxo-2,3-dihydro-1H-indole-2-carboxylic acid
- SMILES
- C1C(NC2=CC(=O)C(=O)C=C21)C(=O)O
- InChIKey
- VJNCICVKUHKIIV-UHFFFAOYSA-N
- XLogP
- -0.7
- Polar surface area
- 83.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- alkaloid
- Mass
- 193.037508
Show 6 more facts
- chemical formula
- C₉H₇NO₄
- canonical SMILES
- C1C(NC2=CC(=O)C(=O)C=C21)C(=O)O
- found in taxon
- Homo sapiens
- tautomer of
- 5,6-dihydroxyindole-2-carboxylic acid
- Commons category
- Dopachrome
- subject has role
- primary metabolite
via Wikidata · CC0
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Encyclopedic overview
2 sectionsContents
- See also
- References
Dopachrome is a cyclization product of L-DOPA and is an intermediate in the biosynthesis of melanin. It may tautomerise to form DHICA.
== See also == Dopachrome tautomerase, a human gene
Excerpted from Wikipedia’s “dopachrome” article, available under the CC BY-SA 4.0 licence.