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
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
| 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.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL5857 |
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
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Modulation of gastrin processing by vesicular monoamine transporter type 1 (VMAT1) in rat gastrin cells. | 1999 Jun 1 |
|
| Mapping of the distribution of significant proteins and proteoglycans in small intestinal submucosa by fluorescence microscopy. | 2001 |
|
| Hydrogen peroxide supports hepatocyte P450 catalysed xenobiotic/drug metabolic activation to form cytotoxic reactive intermediates. | 2001 |
|
| Effect of fluvastatin, an inhibitor of 3-hydroxy-3-methylglutaryl coenzyme A reductase, on nitric oxide-induced hydroxyl radical generation in the rat heart. | 2001 Apr 30 |
|
| Cloning, sequence analysis, and characterization of the astA gene encoding an arylsulfate sulfotransferase from Citrobacter freundii. | 2001 Aug |
|
| Functional expression of a locust tyramine receptor in murine erythroleukaemia cells. | 2001 Dec |
|
| Amphetamine, 3,4-methylenedioxymethamphetamine, lysergic acid diethylamide, and metabolites of the catecholamine neurotransmitters are agonists of a rat trace amine receptor. | 2001 Dec |
|
| Familial orthostatic tachycardia due to norepinephrine transporter deficiency. | 2001 Jun |
|
| Evolution of microbial populations and biogenic amine production in dry sausages produced in Southern Italy. | 2001 Jun |
|
| Induction of hydroxycinnamoyl-tyramine conjugates in pepper by Xanthomonas campestris, a plant defense response activated by hrp gene-dependent and hrp gene-independent mechanisms. | 2001 Jun |
|
| L-Tyrosine beta-naphthylamide is a potent competitive inhibitor of tyramine N-(hydroxycinnamoyl)transferase in vitro. | 2001 Mar |
|
| Enzymatic characterization and interspecies difference of phenol sulfotransferases, ST1A forms. | 2001 Mar |
|
| Cloning and characterization of a hydroxycinnamoyl-CoA:tyramine N-(hydroxycinnamoyl)transferase induced in response to UV-C and wounding from Capsicum annuum. | 2001 May |
|
| Cloning and sequencing of the astA gene encoding arylsulfate sulfotransferase from Salmonella typhimurium. | 2001 May |
|
| Structure-activity studies leading to (-)1-(benzofuran-2-yl)-2-propylaminopentane, ((-)BPAP), a highly potent, selective enhancer of the impulse propagation mediated release of catecholamines and serotonin in the brain. | 2001 May |
|
| Applications of enzymatic amplification staining in immunophenotyping hematopoietic cells. | 2002 Apr 1 |
|
| Growth of Carnobacterium divergens V41 and production of biogenic amines and divercin V41 in sterile cold-smoked salmon extract at varying temperatures, NaCl levels, and glucose concentrations. | 2002 Feb |
|
| Tyrosine residues near the FAD binding site are critical for FAD binding and for the maintenance of the stable and active conformation of rat monoamine oxidase A. | 2002 Jan |
|
| A high-affinity octopamine transporter cloned from the central nervous system of cabbage looper Trichoplusia ni. | 2002 Mar 1 |
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
Edited
Mon Mar 31 17:37:09 GMT 2025
by
admin
on
Mon Mar 31 17:37:09 GMT 2025
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| Record UNII |
Z5KDH3H147
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| Record Status |
Validated (UNII)
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m11286
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200-462-5
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100000077292
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SUB15651MIG
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