Structure via PubChem · Public domain (PubChem)
m-tyramine
Sign in to saveAlso known as 3-(2-Aminoethyl)phenol, Meta-tyramine, 3-Hydroxyphenethylamine, 3-Tyramine, 3-Hydroxyphenylethylamine, Metatyramine, 2-(3-Hydroxyphenyl)ethylamine, M-Hydroxyphenethylamine
'''meta-Tyramine, also known as m-tyramine and 3-tyramine, as well as 3-hydroxyphenethylamine', is an endogenous trace amine neuromodulator and a structural analog of phenethylamine. It is a positional isomer of para''-tyramine, and similarly to it, has effects on the adrenergic and dopaminergic systems.
Chemical data
- Formula
- C8H11NO
- Molecular weight
- 137.18 g/mol
- IUPAC name
- 3-(2-aminoethyl)phenol
- SMILES
- C1=CC(=CC(=C1)O)CCN
- InChIKey
- GHFGJTVYMNRGBY-UHFFFAOYSA-N
- XLogP
- 0.9
- Polar surface area
- 46.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 137.084
Show 3 more facts
- canonical SMILES
- C1=CC(=CC(=C1)O)CCN
- Commons category
- Meta-Tyramine
- chemical formula
- C₈H₁₁NO
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
'''meta-Tyramine, also known as m-tyramine and 3-tyramine, as well as 3-hydroxyphenethylamine', is an endogenous trace amine neuromodulator and a structural analog of phenethylamine. It is a positional isomer of para-tyramine, and similarly to it, has effects on the adrenergic and dopaminergic systems.
meta-Tyramine is produced in humans via aromatic amino acid decarboxylase-mediated metabolism of meta-tyrosine. meta-Tyramine can be metabolized into dopamine via peripheral or brain CYP2D6 enzymes in humans.
Excerpted from Wikipedia’s “m-tyramine” article, available under the CC BY-SA 4.0 licence.