Details
Stereochemistry | ACHIRAL |
Molecular Formula | C3H9N |
Molecular Weight | 59.1103 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(C)C
InChI
InChIKey=GETQZCLCWQTVFV-UHFFFAOYSA-N
InChI=1S/C3H9N/c1-4(2)3/h1-3H3
Molecular Formula | C3H9N |
Molecular Weight | 59.1103 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Trimethylamine (or TMA) a tertiary amine, is synthesized by the action of microbial enzymes in humans. The decrease of TMA metabolism and excessive TMA excretion cause the disease trimethylaminuria and some other diseases associated with the abnormal level of TMA, e.g., obesity, diabetes, cardiovascular diseases. It was shown, that TMS is a full agonist of human trace amine-associated receptor 5, TAAR5. In addition, TMA is a precursor of N-oxide form, an emergent biomarker of human health that can lead to renal diseases, neurological disorders, and cancer.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: O14804 Gene ID: 9038.0 Gene Symbol: TAAR5 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/23393561 |
PubMed
Title | Date | PubMed |
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Characterization of sodiated glycerol phosphatidylcholine phospholipids by mass spectrometry. | 2001 |
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Research of quality indices for cold-smoked salmon using a stepwise multiple regression of microbiological counts and physico-chemical parameters. | 2001 Apr |
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Syntheses of the first amine-dicarboxyboranes and their bis(methylester) and bis(N-ethylamide) derivatives. | 2001 Apr 9 |
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Effect of acute exposure to ammonia on glutamate transport in glial cells isolated from the salamander retina. | 2001 Aug |
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Coupled electron/proton transfer in complex flavoproteins: solvent kinetic isotope effect studies of electron transfer in xanthine oxidase and trimethylamine dehydrogenase. | 2001 Aug 17 |
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Exploring the recognized bio-mimicry materials for gas sensing. | 2001 Dec |
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Freud's struggle with misogyny: homosexuality and guilt in the dream of Irma's injection. | 2001 Fall |
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Capillary zone electrophoretic chiral discrimination using a cationic cyclodextrin derivative: determination of velocity and association constants of each enantiomer of the amino acid derivative with 6-trimethylammonio-deoxy-beta-cyclodextrin. | 2001 Feb |
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Synthesis and chain length-anti-HIV activity relationship of fully N- and O-sulfated homooligomers of tyrosine. | 2001 Feb |
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The effects of intracellular pH changes on resting cytosolic calcium in voltage-clamped snail neurones. | 2001 Feb 1 |
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Export of active green fluorescent protein to the periplasm by the twin-arginine translocase (Tat) pathway in Escherichia coli. | 2001 Jan |
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Formation of biogenic amines in bulk-stored chilled hake (Merluccius merluccius L.) packed under atmospheres. | 2001 Jul |
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Reversible carnitine palmitoyltransferase inhibitors with broad chemical diversity as potential antidiabetic agents. | 2001 Jul 19 |
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The palmitoyl groups of lung surfactant protein C reduce unfolding into a fibrillogenic intermediate. | 2001 Jul 20 |
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Inactivation of C30A trimethylamine dehydrogenase by N-cyclopropyl-alpha-methylbenzylamine, 1-phenylcyclopropylamine, and phenylhydrazine. | 2001 Jul 24 |
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Deuterium isotope effects during carbon-hydrogen bond cleavage by trimethylamine dehydrogenase. Implications for mechanism and vibrationally assisted hydrogen tunneling in wild-type and mutant enzymes. | 2001 Jul 6 |
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pH regulation and buffering power in gastric smooth muscle. | 2001 Jun |
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Investigation of Escherichia coli dimethyl sulfoxide reductase assembly and processing in strains defective for the sec-independent protein translocation system membrane targeting and translocation. | 2001 Jun 8 |
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alpha Arg-237 in Methylophilus methylotrophus (sp. W3A1) electron-transferring flavoprotein affords approximately 200-millivolt stabilization of the FAD anionic semiquinone and a kinetic block on full reduction to the dihydroquinone. | 2001 Jun 8 |
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Novel aluminum hydride derivatives from the reaction of H(3)Al.NMe(3) with the cyclosilazanes. | 2001 Mar 12 |
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Growth and metabolic activity of Shewanella putrefaciens maintained under different CO2 and O2 concentrations. | 2001 Mar 20 |
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On-line sample concentration in micellar electrokinetic chromatography using cationic surfactants. | 2001 May 4 |
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Olfactory response to mushroom composting emissions as a function of chemical concentration. | 2001 May-Jun |
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Methanosarcina lacustris sp. nov., a new psychrotolerant methanogenic archaeon from anoxic lake sediments. | 2001 Nov |
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Involvement of coenzyme A esters and two new enzymes, an enoyl-CoA hydratase and a CoA-transferase, in the hydration of crotonobetaine to L-carnitine by Escherichia coli. | 2001 Sep 18 |
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The amber codon in the gene encoding the monomethylamine methyltransferase isolated from Methanosarcina barkeri is translated as a sense codon. | 2001 Sep 7 |
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Protein dynamics enhance electronic coupling in electron transfer complexes. | 2001 Sep 7 |
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Axonal gap junctions between principal neurons: a novel source of network oscillations, and perhaps epileptogenesis. | 2002 |
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Trimethylamine oxide accumulation in marine animals: relationship to acylglycerol storage. | 2002 Feb |
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High-performance liquid chromatographic determination of alpha-amino acids in pharmaceutical dosage forms using aqueous mobile phase containing copper (II) ions. | 2002 Jan-Feb |
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Amino acid decarboxylase activity and other chemical characteristics as related to freshness loss in iced cod (Gadus morhua). | 2002 Jul |
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A new conceptual framework for enzyme catalysis. Hydrogen tunnelling coupled to enzyme dynamics in flavoprotein and quinoprotein enzymes. | 2002 Jul |
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1H and (13)C NMR spectroscopic analysis of human saliva. | 2002 Jun |
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Analysis of spontaneous mRNA cytokine production in peripheral blood. | 2002 Mar 1 |
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Essential cytoplasmic domains in the Escherichia coli TatC protein. | 2002 Mar 22 |
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Electron transfer and conformational change in complexes of trimethylamine dehydrogenase and electron transferring flavoprotein. | 2002 Mar 8 |
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Human flavin-containing monooxygenase (form 3): polymorphisms and variations in chemical metabolism. | 2002 May |
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The effect of intensity and duration on the light-induced sodium and potassium currents in the Hermissenda type B photoreceptor. | 2002 May 15 |
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Human trace amine-associated receptor TAAR5 can be activated by trimethylamine. | 2013 |
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The complex metabolism of trimethylamine in humans: endogenous and exogenous sources. | 2016 Apr 29 |
|
Soluble Dietary Fiber Reduces Trimethylamine Metabolism via Gut Microbiota and Co-Regulates Host AMPK Pathways. | 2017 Dec |
|
Screening gut microbial trimethylamine production by fast and cost-effective capillary electrophoresis. | 2019 May |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Thu Jul 06 00:47:53 UTC 2023
by
admin
on
Thu Jul 06 00:47:53 UTC 2023
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Record UNII |
LHH7G8O305
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Record Status |
Validated (UNII)
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Record Version |
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LOINC |
3056-9
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JECFA EVALUATION |
TRIMETHYLAMINE
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EPA PESTICIDE CODE |
221801
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LOINC |
17748-5
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1146
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LHH7G8O305
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58389
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C023336
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808
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1999994
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DTXSID2026238
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18139
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M11150
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200-875-0
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75-50-3
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Trimethylamine
Created by
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
Amine from Acorus calamus rhizome.
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PARENT -> IMPURITY |
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EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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Related Record | Type | Details | ||
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ACTIVE MOIETY |