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 |
|---|---|---|
| Applications of enzymatic amplification staining in immunophenotyping hematopoietic cells. | 2002-04-01 |
|
| Transport of amino acid-related compounds mediated by L-type amino acid transporter 1 (LAT1): insights into the mechanisms of substrate recognition. | 2002-04 |
|
| Cytotoxic, antifouling bromotyramines: a synthetic study on simple marine natural products and Their analogues. | 2002-03-11 |
|
| A high-affinity octopamine transporter cloned from the central nervous system of cabbage looper Trichoplusia ni. | 2002-03-01 |
|
| Linezolid: its role in the treatment of gram-positive, drug-resistant bacterial infections. | 2002-02-15 |
|
| Modification of capillary electrophoresis capillaries by poly(hydroxyethyl methacrylate), poly(diethylene glycol monomethacrylate) and poly(triethylene glycol monomethacrylate). | 2002-02 |
|
| Lignanamides and nonalkaloidal components of Hyoscyamus niger seeds. | 2002-02 |
|
| 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. | 2002-02 |
|
| Prior exposure to lipopolysaccharide potentiates expression of plant defenses in response to bacteria. | 2002-02 |
|
| Effect of noradrenaline on retinal blood flow in healthy subjects. | 2002-02 |
|
| Iron (III) attenuates hydroxyl radical generation accompanying non-enzymatic oxidation of noradrenaline in the rat heart. | 2002-02 |
|
| Enzymatic decarboxylation of tyrosine and phenylalanine to enhance volatility for high-precision isotopic analysis. | 2002-01-15 |
|
| Tumor necrosis factor expressed by primary hippocampal neurons and SH-SY5Y cells is regulated by alpha(2)-adrenergic receptor activation. | 2002-01-15 |
|
| Distribution and development of dopamine- and octopamine-synthesizing neurons in the medicinal leech. | 2002-01-07 |
|
| On-line synthesis utilizing immobilized enzyme reactors based upon immobilized dopamine beta-hydroxylase. | 2002-01-05 |
|
| 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. | 2002-01 |
|
| 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. | 2001-12-07 |
|
| Biochemical and kinetic analysis of the RNase active sites of the integrase/tyrosine family site-specific DNA recombinases. | 2001-12-07 |
|
| Functional expression of a locust tyramine receptor in murine erythroleukaemia cells. | 2001-12 |
|
| Amphetamine, 3,4-methylenedioxymethamphetamine, lysergic acid diethylamide, and metabolites of the catecholamine neurotransmitters are agonists of a rat trace amine receptor. | 2001-12 |
|
| Oxidation of phenethylamine derivatives by cytochrome P450 2D6: the issue of substrate protonation in binding and catalysis. | 2001-11-27 |
|
| Quantitative determination of liriodenine and moupinamide in five species of Mollinedia by high performance liquid chromatography. | 2001-11-16 |
|
| A comparison of anti-biotin and biotinylated anti-avidin double-bridge and biotinylated tyramide immunohistochemical amplification. | 2001-11-15 |
|
| Application of gradient-enhanced nuclear Overhauser effect spectroscopy GOESY) in the structure elucidation of plant secondary metabolites. | 2001-11-14 |
|
| [New development of hair examination! The searching of hair for the terminal residual substance of pleasant sensation]. | 2001-11 |
|
| Apical dominance in Pssu-ipt-transformed tobacco. | 2001-11 |
|
| Analysis of bacterial vaginosis-related amines in vaginal fluid by gas chromatography and mass spectrometry. | 2001-11 |
|
| [Comparative study of catalytic properties of the liver monoamine oxidase from the squid Todarodes pacificus and the Wistar rat]. | 2001-10-19 |
|
| YUA001, a novel aldose reductase inhibitor isolated from alkalophilic Corynebacterium sp. YUA25. II. Chemical modification and biological activity. | 2001-10 |
|
| Dual action of octopamine on glucose transport into adipocytes: inhibition via beta3-adrenoceptor activation and stimulation via oxidation by amine oxidases. | 2001-10 |
|
| Evidence for proteolytic activity and biogenic amines production in Lactobacillus curvatus and L. homohiochii. | 2001-09-01 |
|
| Effect of tail suspension on haemodynamics in intact and sympathectomized rats. | 2001-09 |
|
| Molecular and pharmacological properties of insect biogenic amine receptors: lessons from Drosophila melanogaster and Apis mellifera. | 2001-09 |
|
| [The content of biogenic amines in canned fish from the Turkish market]. | 2001-08-17 |
|
| Following the trace of elusive amines. | 2001-08-14 |
|
| Cloning, sequence analysis, and characterization of the astA gene encoding an arylsulfate sulfotransferase from Citrobacter freundii. | 2001-08 |
|
| Cloning, sequencing and mutagenesis of the genes for aromatic amine dehydrogenase from Alcaligenes faecalis and evolution of amine dehydrogenases. | 2001-08 |
|
| Trace amines: identification of a family of mammalian G protein-coupled receptors. | 2001-07-31 |
|
| Detection of protein oxidation in endothelial cells by fluorescently labelled tyramine. | 2001-07-04 |
|
| Nitric oxide induces hydroxyl radical generation in rat hearts via depolarization-induced nitric oxide synthase activation. | 2001-07 |
|
| Formation of biogenic amines in bulk-stored chilled hake (Merluccius merluccius L.) packed under atmospheres. | 2001-07 |
|
| Reappearance of cardiac presynaptic sympathetic nerve terminals in the transplanted heart: correlation between PET using (11)C-hydroxyephedrine and invasively measured norepinephrine release. | 2001-07 |
|
| Effect of P-glycoprotein modulators on the human extraneuronal monoamine transporter. | 2001-06-22 |
|
| Immunocytochemical distribution of nitric oxide synthase in the human corpus cavernosum: an electron microscopical study using the tyramide signal amplification technique. | 2001-06 |
|
| Familial orthostatic tachycardia due to norepinephrine transporter deficiency. | 2001-06 |
|
| Vascular and nociceptive effects of localized prolonged sympathetic blockade in human skin. | 2001-04-12 |
|
| Immunocytochemical localization of acyl-CoA oxidase in the rat central nervous system. | 2001-01 |
|
| 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 |
|
| Quantification of tumour vascularity in squamous cell carcinoma of the tongue using CARD amplification, a systematic sampling technique, and true colour image analysis. | 2001 |
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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| Record Version |
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m11286
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DBSALT002213
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Z5KDH3H147
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SUB15651MIG
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