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Details

Stereochemistry ACHIRAL
Molecular Formula C8H11NO.ClH
Molecular Weight 173.64
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TYRAMINE HYDROCHLORIDE

SMILES

Cl.NCCC1=CC=C(O)C=C1

InChI

InChIKey=RNISDHSYKZAWOK-UHFFFAOYSA-N
InChI=1S/C8H11NO.ClH/c9-6-5-7-1-3-8(10)4-2-7;/h1-4,10H,5-6,9H2;1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Tyramine is a naturally occurring monoamine compound and trace amine derived from the amino acid tyrosine. Tyramine occurs widely in plants and animals, and is metabolized by the enzyme monoamine oxidase. Tyramine is an alpha-adrenergic agonist. Hypertension can occur, from ingestion of tyramine-rich foods in conjunction with monoamine oxidase inhibitors. The possibility that tyramine acts directly as a neurotransmitter was revealed by the discovery of a G protein-coupled receptor with high affinity for tyramine, called TAAR. It exhibits sympathomimetic effects by causing the release of endogenic norepinephrine. It has been used in mydriatic eyedrops. This has been said to reduce the intraocular pressure in rabbits and in some patients with open-angle glaucoma.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.2 µM [EC50]
Target ID: Q9P1P5
Gene ID: 9287.0
Gene Symbol: TAAR2
Target Organism: Homo sapiens (Human)
0.52 nM [EC50]
Target ID: P31513
Gene ID: 2328.0
Gene Symbol: FMO3
Target Organism: Homo sapiens (Human)
Conditions
PubMed

PubMed

TitleDatePubMed
Association between monoamine oxidase A activity in human male skin fibroblasts and genotype of the MAOA promoter-associated variable number tandem repeat.
1999 Dec
Modulation of gastrin processing by vesicular monoamine transporter type 1 (VMAT1) in rat gastrin cells.
1999 Jun 1
Why do some dietary migraine patients claim they get headaches from placebos?
2000 May
Quantification of tumour vascularity in squamous cell carcinoma of the tongue using CARD amplification, a systematic sampling technique, and true colour image analysis.
2001
Mechanisms of inverse agonism of antipsychotic drugs at the D(2) dopamine receptor: use of a mutant D(2) dopamine receptor that adopts the activated conformation.
2001 Apr
Effect of the interaction between a low tyramine-producing Lactobacillus and proteolytic staphylococci on biogenic amine production during ripening and storage of dry sausages.
2001 Apr 11
Functional expression of a locust tyramine receptor in murine erythroleukaemia cells.
2001 Dec
DNA recombination and RNA cleavage activities of the Flp protein: roles of two histidine residues in the orientation and activation of the nucleophile for strand cleavage.
2001 Dec 7
Octopamine influences division of labor in honey bee colonies.
2001 Feb
Immunocytochemical localization of acyl-CoA oxidase in the rat central nervous system.
2001 Jan
Dopamine induces ERK activation in renal epithelial cells through H2O2 produced by monoamine oxidase.
2001 Jan
Formation of biogenic amines in bulk-stored chilled hake (Merluccius merluccius L.) packed under atmospheres.
2001 Jul
[The content of biogenic amines in canned fish from the Turkish market].
2001 Jul-Aug
Evolution of microbial populations and biogenic amine production in dry sausages produced in Southern Italy.
2001 Jun
Macrophage and type II cell catabolism of SP-A and saturated phosphatidylcholine in mouse lungs.
2001 Jun
Amino acid-decarboxylase activity of bacteria isolated from fermented pork sausages.
2001 Jun 15
Amine oxidase substrates mimic several of the insulin effects on adipocyte differentiation in 3T3 F442A cells.
2001 Jun 15
Enzymatic characterization and interspecies difference of phenol sulfotransferases, ST1A forms.
2001 Mar
The role of alpha(1)-adrenoceptors and 5-HT(1A) receptors in the control of the micturition reflex in male anaesthetized rats.
2001 May
Assessment of the serotonin and norepinephrine reuptake blocking properties of duloxetine in healthy subjects.
2001 May
[New development of hair examination! The searching of hair for the terminal residual substance of pleasant sensation].
2001 Nov
Apical dominance in Pssu-ipt-transformed tobacco.
2001 Nov
Applications of enzymatic amplification staining in immunophenotyping hematopoietic cells.
2002 Apr 1
Iron (III) attenuates hydroxyl radical generation accompanying non-enzymatic oxidation of noradrenaline in the rat heart.
2002 Feb
Linezolid: its role in the treatment of gram-positive, drug-resistant bacterial infections.
2002 Feb 15
Enzymatic decarboxylation of tyrosine and phenylalanine to enhance volatility for high-precision isotopic analysis.
2002 Jan 15
On-line synthesis utilizing immobilized enzyme reactors based upon immobilized dopamine beta-hydroxylase.
2002 Jan 5
A high-affinity octopamine transporter cloned from the central nervous system of cabbage looper Trichoplusia ni.
2002 Mar 1
Patents

Sample Use Guides

1.25 ug, 4.75 ug, 12.5 ug, 47.5 ug, 125 ug, and 475 ug twice weekly with a minimum of 48 h between doses. The six doses were given in ascending order.
Route of Administration: Topical
In rat cardiomyocytes, 0.3 mM tyramine activated 2-deoxyglucose uptake to around 40% of the maximal insulin effect and benzylamine had no effect. Concentration-dependent studies showed that the EC50 of tyramine in activating hexose uptake was 10 uM in cardiomyocytes, whereas in the presence of vanadate, the EC50 of tyramine was 117 uM in adipocytes.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:03:36 GMT 2023
Edited
by admin
on Fri Dec 15 15:03:36 GMT 2023
Record UNII
Z5KDH3H147
Record Status Validated (UNII)
Record Version
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Name Type Language
TYRAMINE HYDROCHLORIDE
MART.   MI   WHO-DD  
Systematic Name English
TYRAMINE HCL
INCI  
Official Name English
Tyramine hydrochloride [WHO-DD]
Common Name English
NSC-27430
Code English
TYRAMINE HYDROCHLORIDE [MI]
Common Name English
TYRAMINE HYDROCHLORIDE [MART.]
Common Name English
4-(2-AMINOETHYL)PHENOL HYDROCHLORIDE
Systematic Name English
MYDRIAL
Brand Name English
4-HYDROXYPHENETHYLAMINE HYDROCHLORIDE
Systematic Name English
Code System Code Type Description
MERCK INDEX
m11286
Created by admin on Fri Dec 15 15:03:36 GMT 2023 , Edited by admin on Fri Dec 15 15:03:36 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
200-462-5
Created by admin on Fri Dec 15 15:03:36 GMT 2023 , Edited by admin on Fri Dec 15 15:03:36 GMT 2023
PRIMARY
DRUG BANK
DBSALT002213
Created by admin on Fri Dec 15 15:03:36 GMT 2023 , Edited by admin on Fri Dec 15 15:03:36 GMT 2023
PRIMARY
EPA CompTox
DTXSID8034087
Created by admin on Fri Dec 15 15:03:36 GMT 2023 , Edited by admin on Fri Dec 15 15:03:36 GMT 2023
PRIMARY
RXCUI
236897
Created by admin on Fri Dec 15 15:03:36 GMT 2023 , Edited by admin on Fri Dec 15 15:03:36 GMT 2023
PRIMARY RxNorm
PUBCHEM
66449
Created by admin on Fri Dec 15 15:03:36 GMT 2023 , Edited by admin on Fri Dec 15 15:03:36 GMT 2023
PRIMARY
NSC
27430
Created by admin on Fri Dec 15 15:03:36 GMT 2023 , Edited by admin on Fri Dec 15 15:03:36 GMT 2023
PRIMARY
CAS
60-19-5
Created by admin on Fri Dec 15 15:03:36 GMT 2023 , Edited by admin on Fri Dec 15 15:03:36 GMT 2023
PRIMARY
FDA UNII
Z5KDH3H147
Created by admin on Fri Dec 15 15:03:36 GMT 2023 , Edited by admin on Fri Dec 15 15:03:36 GMT 2023
PRIMARY
SMS_ID
100000077292
Created by admin on Fri Dec 15 15:03:36 GMT 2023 , Edited by admin on Fri Dec 15 15:03:36 GMT 2023
PRIMARY
EVMPD
SUB15651MIG
Created by admin on Fri Dec 15 15:03:36 GMT 2023 , Edited by admin on Fri Dec 15 15:03:36 GMT 2023
PRIMARY
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ACTIVE MOIETY