m-Tyramine

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H11NO
Molecular Weight	137.179
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NCCC1=CC=CC(O)=C1

InChI

InChIKey=GHFGJTVYMNRGBY-UHFFFAOYSA-N

InChI=1S/C8H11NO/c9-5-4-7-2-1-3-8(10)6-7/h1-3,6,10H,4-5,9H2

HIDE SMILES / InChI

Molecular Formula	C8H11NO
Molecular Weight	137.179
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6531442 | https://www.ncbi.nlm.nih.gov/pubmed/24374199

meta-Tyramine (or m-Tyramine) is an endogenous trace amine neuromodulator, can be metabolized into dopamine via peripheral or brain CYP2D6 enzymes in humans. Meta-tyramine appears to inhibit the synthesis of dopamine.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
dopamine biosynthetic process 2 Target ID: GO:0042416 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6531442	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Calcium-promoted Pictet-Spengler reactions of ketones and aldehydes.	2010-12-17	21090691
Human and mouse trace amine-associated receptor 1 have distinct pharmacology towards endogenous monoamines and imidazoline receptor ligands.	2009-10-23	19725810
Solid-phase synthesis of 1-substituted tetrahydroisoquinoline derivatives employing BOC-protected tetrahydroisoquinoline carboxylic acids.	2004-07-13	15244409
Covalent and noncovalent chemical modifications of arginine residues decrease dopamine transporter activity.	2004-06-15	15103693
Oxidation of phenethylamine derivatives by cytochrome P450 2D6: the issue of substrate protonation in binding and catalysis.	2001-11-27	11714275
The determination of hydroxydopamines and other trace amines in the urine of parkinsonian patients and normal controls.	1993-11	8255370
Determination of regional distributions of phenylethylamine and meta- and para-tyramine in rat brain regions and presence in human and dog plasma by an ultra-sensitive negative chemical ion gas chromatography-mass spectrometric (NCI-GC-MS) method.	1993-09	8232728

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:54:57 GMT 2025` Edited by `admin` on `Mon Mar 31 19:54:57 GMT 2025`
Record UNII	K1OA38R0EZ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

m-Tyramine

Common Name

English

Metatyramine

Preferred Name

English

Tyramine, m-

Common Name

English

2-(3-Hydroxyphenyl)ethylamine

Systematic Name

English

3-(2-Aminoethyl)phenol

Systematic Name

English

Phenol, 3-(2-aminoethyl)-

Systematic Name

English

Phenol, m-(2-aminoethyl)-

Systematic Name

English

Code System Code Type Description

FDA UNII

K1OA38R0EZ