Structure via PubChem · Public domain (PubChem)
norsalsolinol
Sign in to saveAlso known as 1,2,3,4-tetrahydroisoquinoline-6,7-diol
Norsalsolinol is a tetrahydroisoquinoline that is produced naturally in the body through the metabolism of dopamine. It has been shown to be a selective dopaminergic neurotoxin, and has been suggested as a possible cause of neurodegenerative conditions such as Parkinson's disease and the brain damage associated with alcoholism, although evidence for a causal relationship is unclear.
Chemical data
- Formula
- C9H11NO2
- Molecular weight
- 165.19 g/mol
- IUPAC name
- 1,2,3,4-tetrahydroisoquinoline-6,7-diol
- SMILES
- C1CNCC2=CC(=C(C=C21)O)O
- InChIKey
- MBFUSGLXKQWVDW-UHFFFAOYSA-N
- XLogP
- 0.6
- Polar surface area
- 52.5 Ų
- H-bond donors
- 3
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- isoquinoline alkaloid
- Mass
- 165.079
Show 3 more facts
- canonical SMILES
- C1CNCC2=CC(=C(C=C21)O)O
- chemical formula
- C₉H₁₁NO₂
- Commons category
- Norsalsolinol
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Norsalsolinol is a tetrahydroisoquinoline that is produced naturally in the body through the metabolism of dopamine. It has been shown to be a selective dopaminergic neurotoxin, and has been suggested as a possible cause of neurodegenerative conditions such as Parkinson's disease and the brain damage associated with alcoholism, although evidence for a causal relationship is unclear.
The related compound (R)-salsolinol, which has been shown to be a product of ethanol metabolism, stereospecifically induces behavioral sensitization and leads to excessive alcohol intake in rats.
Excerpted from Wikipedia’s “norsalsolinol” article, available under the CC BY-SA 4.0 licence.