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Details

Stereochemistry ACHIRAL
Molecular Formula C3H9N.ClH
Molecular Weight 95.5713
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIMETHYLAMINE HYDROCHLORIDE

SMILES

CN(C)C.Cl

InChI

InChIKey=SZYJELPVAFJOGJ-UHFFFAOYSA-N
InChI=1S/C3H9N.ClH/c1-4(2)3;/h1-3H3;1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.4609
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C3H9N
Molecular Weight 59.1104
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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: O14804
Gene ID: 9038.0
Gene Symbol: TAAR5
Target Organism: Homo sapiens (Human)
PubMed

PubMed

TitleDatePubMed
Sequencing, expression, and characterization of cDNA expressed flavin-containing monooxygenase 2 from mouse.
2001
A genetic screen for suppressors of Escherichia coli Tat signal peptide mutations establishes a critical role for the second arginine within the twin-arginine motif.
2001 Dec
Population distribution of human flavin-containing monooxygenase form 3: gene polymorphisms.
2001 Dec
Local anesthetics noncompetitively inhibit function of four distinct nicotinic acetylcholine receptor subtypes.
2001 Dec
Freud's struggle with misogyny: homosexuality and guilt in the dream of Irma's injection.
2001 Fall
Methanosarcina lacustris sp. nov., a new psychrotolerant methanogenic archaeon from anoxic lake sediments.
2001 Nov
Quantitative assessment of primary skin irritants in vitro in a cytotoxicity model: comparison with in vivo human irritation tests.
2001 Nov
Synthetic studies on glycosphingolipids from Protostomia phyla: synthesis of amphoteric glycolipid analogues containing a phosphocholine residue from the earthworm Pheretima hilgendorfi.
2001 Nov
Pharmacokinetics of trimethylamine in rats, including the effects of a synthetic diet.
2001 Oct
Axonal gap junctions between principal neurons: a novel source of network oscillations, and perhaps epileptogenesis.
2002
Sensory, chemical and bacteriological changes during storage of iced squid (Todaropsis eblanae).
2002
Proton transfer reactions on semiconductor surfaces.
2002 Apr 17
Stationary phase effects on the dynamic affinity of low-molecular-mass displacers.
2002 Apr 19
SecA specificity for different signal peptides.
2002 Apr 30
Validation of methyl malondialdehyde as internal standard for malondialdehyde detection by capillary electrophoresis.
2002 Aug 1
Chitosan as an edible invisible film for quality preservation of herring and atlantic cod.
2002 Aug 28
Monomeric sarcosine oxidase: evidence for an ionizable group in the E.S complex.
2002 Aug 6
Deodorizing effects of tea catechins on amines and ammonia.
2002 Feb
Trimethylamine oxide accumulation in marine animals: relationship to acylglycerol storage.
2002 Feb
Cloning, sequencing, and tissue-dependent expression of flavin-containing monooxygenase (FMO) 1 and FMO3 in the dog.
2002 Feb
Combined ab initio/empirical approach for optimization of Lennard-Jones parameters for polar-neutral compounds.
2002 Jan 30
High-performance liquid chromatographic determination of alpha-amino acids in pharmaceutical dosage forms using aqueous mobile phase containing copper (II) ions.
2002 Jan-Feb
Methanobrevibacter acididurans sp. nov., a novel methanogen from a sour anaerobic digester.
2002 Jul
Quantitation of trimethyl amine by headspace gas chromatography-mass spectrometry using a base-modified column.
2002 Jul
Amino acid decarboxylase activity and other chemical characteristics as related to freshness loss in iced cod (Gadus morhua).
2002 Jul
A new conceptual framework for enzyme catalysis. Hydrogen tunnelling coupled to enzyme dynamics in flavoprotein and quinoprotein enzymes.
2002 Jul
Volatile N-nitrosamine inhibition after intake Korean green tea and Maesil (Prunus mume SIEB. et ZACC.) extracts with an amine-rich diet in subjects ingesting nitrate.
2002 Jul
Computational studies of aliphatic amine basicity.
2002 Jul 26
Measurement of microbial activity in soil by colorimetric observation of in situ dye reduction: an approach to detection of extraterrestrial life.
2002 Jul 31
1H and (13)C NMR spectroscopic analysis of human saliva.
2002 Jun
Oxidative pyrolysis of organic ion exchange resins in the presence of metal oxide catalysts.
2002 Jun 10
Elevated levels of trimethylamine oxide in deep-sea fish: evidence for synthesis and intertissue physiological importance.
2002 Jun 15
Monovalent cation permeability and Ca(2+) block of the store-operated Ca(2+) current I(CRAC )in rat basophilic leukemia cells.
2002 Mar
Gas-phase analysis of trimethylamine, propionic and butyric acids, and sulfur compounds using solid-phase microextraction.
2002 Mar 1
Analysis of spontaneous mRNA cytokine production in peripheral blood.
2002 Mar 1
Essential cytoplasmic domains in the Escherichia coli TatC protein.
2002 Mar 22
Sensory, chemical and bacteriological changes in vacuum-packed pressurised squid mantle (Todaropsis eblanae) stored at 4 degrees C.
2002 Mar 25
Modeling of the biotransformation of crotonobetaine into L-(-)-carnitine by Escherichia coli strains.
2002 Mar 30
Electron transfer and conformational change in complexes of trimethylamine dehydrogenase and electron transferring flavoprotein.
2002 Mar 8
Low-abundance plasma and urinary [(15)N]urea enrichments analyzed by gas chromatography/combustion/isotope ratio mass spectrometry.
2002 May
Human flavin-containing monooxygenase (form 3): polymorphisms and variations in chemical metabolism.
2002 May
Synthetic studies on glycosphingolipids from protostomia phyla: synthesis of amphoteric glycolipid analogues from the porcine nematode, Ascaris suum.
2002 May
The effect of intensity and duration on the light-induced sodium and potassium currents in the Hermissenda type B photoreceptor.
2002 May 15
Reactions of AlH(3) x NMe(3) with nitriles: structural characterization and substitution reactions of hexameric aluminum imides.
2002 May 6
CaiT of Escherichia coli, a new transporter catalyzing L-carnitine/gamma -butyrobetaine exchange.
2002 Oct 18
Characterization and multiple molecular forms of TorD from Shewanella massilia, the putative chaperone of the molybdoenzyme TorA.
2002 Sep
Human trace amine-associated receptor TAAR5 can be activated by trimethylamine.
2013
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 Sat Jun 26 02:53:25 UTC 2021
Edited
by admin
on Sat Jun 26 02:53:25 UTC 2021
Record UNII
UW38SRM77K
Record Status Validated (UNII)
Record Version
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Name Type Language
TRIMETHYLAMINE HYDROCHLORIDE
MI  
Systematic Name English
HEGZADESIL
Brand Name English
TRIMETHYLAMINE MONOHYDROCHLORIDE
Systematic Name English
TRIMETHYLAMINE HYDROCHLORIDE [MI]
Common Name English
NSC-91484
Code English
TRIMETHYLAMINE, HYDROCHLORIDE
Systematic Name English
METHANAMINE, N,N-DIMETHYL-, HYDROCHLORIDE
Systematic Name English
TRIMETHYLAMINE HYDROCHLORIC ACID
Systematic Name English
TRIMETHYLAMMONIUM CHLORIDE [HSDB]
Common Name English
METHANAMINE, N,N-DIMETHYL-, HYDROCHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
FDA UNII
UW38SRM77K
Created by admin on Sat Jun 26 02:53:25 UTC 2021 , Edited by admin on Sat Jun 26 02:53:25 UTC 2021
PRIMARY
EPA CompTox
593-81-7
Created by admin on Sat Jun 26 02:53:25 UTC 2021 , Edited by admin on Sat Jun 26 02:53:25 UTC 2021
PRIMARY
RXCUI
1999993
Created by admin on Sat Jun 26 02:53:25 UTC 2021 , Edited by admin on Sat Jun 26 02:53:25 UTC 2021
PRIMARY
ECHA (EC/EINECS)
209-810-0
Created by admin on Sat Jun 26 02:53:25 UTC 2021 , Edited by admin on Sat Jun 26 02:53:25 UTC 2021
PRIMARY
MERCK INDEX
M11150
Created by admin on Sat Jun 26 02:53:25 UTC 2021 , Edited by admin on Sat Jun 26 02:53:25 UTC 2021
PRIMARY Merck Index
HSDB
5710
Created by admin on Sat Jun 26 02:53:25 UTC 2021 , Edited by admin on Sat Jun 26 02:53:25 UTC 2021
PRIMARY
PUBCHEM
11649
Created by admin on Sat Jun 26 02:53:25 UTC 2021 , Edited by admin on Sat Jun 26 02:53:25 UTC 2021
PRIMARY
CAS
593-81-7
Created by admin on Sat Jun 26 02:53:25 UTC 2021 , Edited by admin on Sat Jun 26 02:53:25 UTC 2021
PRIMARY
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