Chemicals and Drugs

Tyramine

An indirect sympathomimetic that occurs naturally in cheese and other foods. Tyramine does not directly activate adrenergic receptors, but it can serve as a substrate for adrenergic uptake systems and MONOAMINE OXIDASE to prolong the actions of adrenergic transmitters. It also provokes transmitter release from adrenergic terminals and may be a neurotransmitter in some invertebrate nervous systems.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An indirect sympathomimetic that occurs naturally in cheese and other foods. Tyramine does not directly activate adrenergic receptors, but it can serve as a substrate for adrenergic uptake systems and MONOAMINE OXIDASE to prolong the actions of adrenergic transmitters. It also provokes transmitter release from adrenergic terminals and may be a neurotransmitter in some invertebrate nervous systems.

Chemical Identity

Chemical Information

Molecular Formula
C8H11NO
Molecular Weight
137.18 g/mol
CAS Registry No.
51-67-2
IUPAC Name
4-(2-aminoethyl)phenol
InChIKey
DZGWFCGJZKJUFP-UHFFFAOYSA-N
SMILES
C1=CC(=CC=C1CCN)O
MeSH Unique ID
D014439
Source
PubChem CID 5610

MeSH Record

Classification

Broader headings

Narrower headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

5 entry terms
  • 4-(2-Aminoethyl)phenol
  • 4-Hydroxyphenethylamine
  • 4 Hydroxyphenethylamine
  • p-Tyramine
  • para-Tyramine

MeSH Record

Aspects Covered

27 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, physiology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Hierarchy

Tree Number

  1. D02w.092w.211w.215.811w

AMA Style

References

  1. National Library of Medicine. Tyramine. Medical Subject Headings (MeSH). 2026. Unique ID D014439. http://id.nlm.nih.gov/mesh/2026/D014439
  2. Tyramine. In: Wikipedia. https://en.wikipedia.org/wiki/Tyramine
  3. Tyramine. In: Wikidata. https://www.wikidata.org/wiki/Q165930
  4. Tyramine. In: PubChem Compound. CID 5610. https://pubchem.ncbi.nlm.nih.gov/compound/5610