U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of TRIMETHYLAMINE

SMILES

CN(C)C

InChI

InChIKey=GETQZCLCWQTVFV-UHFFFAOYSA-N
InChI=1S/C3H9N/c1-4(2)3/h1-3H3

HIDE SMILES / InChI

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

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
Early detection and population monitoring of Ceratitis capitata (Diptera: Tephritidae) in a mixed-fruit orchard in northern Greece.
2001 Aug
Formation of aerosol particles from reactions of secondary and tertiary alkylamines: characterization by aerosol time-of-flight mass spectrometry.
2001 Aug 1
Influence of acetate and CO2 on the TMAO-reduction reaction by Shewanella baltica.
2001 Aug 15
Coupled electron/proton transfer in complex flavoproteins: solvent kinetic isotope effect studies of electron transfer in xanthine oxidase and trimethylamine dehydrogenase.
2001 Aug 17
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
Freud's struggle with misogyny: homosexuality and guilt in the dream of Irma's injection.
2001 Fall
Reversible carnitine palmitoyltransferase inhibitors with broad chemical diversity as potential antidiabetic agents.
2001 Jul 19
The palmitoyl groups of lung surfactant protein C reduce unfolding into a fibrillogenic intermediate.
2001 Jul 20
Inactivation of C30A trimethylamine dehydrogenase by N-cyclopropyl-alpha-methylbenzylamine, 1-phenylcyclopropylamine, and phenylhydrazine.
2001 Jul 24
Characterization of Methanococcus voltaei strain P2F9701a: a new methanogen isolated from estuarine environment.
2001 Jun
Altering intracellular pH disrupts development and cellular organization in preimplantation hamster embryos.
2001 Jun
A P450 BM-3 mutant hydroxylates alkanes, cycloalkanes, arenes and heteroarenes.
2001 Jun 15
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
Significance of volatile compounds produced by spoilage bacteria in vacuum-packed cold-smoked salmon (Salmo salar) analyzed by GC-MS and multivariate regression.
2001 May
On-line sample concentration in micellar electrokinetic chromatography using cationic surfactants.
2001 May 4
Olfactory response to mushroom composting emissions as a function of chemical concentration.
2001 May-Jun
Methanosarcina lacustris sp. nov., a new psychrotolerant methanogenic archaeon from anoxic lake sediments.
2001 Nov
Optimizing the Michaelis complex of trimethylamine dehydrogenase: identification of interactions that perturb the ionization of substrate and facilitate catalysis with trimethylamine base.
2001 Nov 16
alpha,beta-poly(asparthylhydrazide)-glycidyltrimethylammonium chloride copolymers (PAHy-GTA): novel polymers with potential for DNA delivery.
2001 Nov 9
Human neutrophil membrane fluidity after exposure to structurally different lipid emulsions.
2001 Nov-Dec
Pharmacokinetics of trimethylamine in rats, including the effects of a synthetic diet.
2001 Oct
A novel denitrifying bacterial isolate that degrades trimethylamine both aerobically and anaerobically via two different pathways.
2001 Oct
Methanofollis aquaemaris sp. nov., a methanogen isolated from an aquaculture fish pond.
2001 Sep
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
The amber codon in the gene encoding the monomethylamine methyltransferase isolated from Methanosarcina barkeri is translated as a sense codon.
2001 Sep 7
Stationary phase effects on the dynamic affinity of low-molecular-mass displacers.
2002 Apr 19
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
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
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
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
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
Characterization and multiple molecular forms of TorD from Shewanella massilia, the putative chaperone of the molybdoenzyme TorA.
2002 Sep
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:28:13 GMT 2023
Edited
by admin
on Fri Dec 15 17:28:13 GMT 2023
Record UNII
LHH7G8O305
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRIMETHYLAMINE
FCC   FHFI   HSDB   MI  
Systematic Name English
ACETYLCHOLINE CHLORIDE IMPURITY C [EP IMPURITY]
Common Name English
TRIMETHYLAMINE [FCC]
Common Name English
TRIMETHYLAMINUM
HPUS  
Common Name English
METHANAMINE, N,N-DIMETHYL-
Systematic Name English
FEMA NO. 3241
Code English
TRIMETHYLAMINE [FHFI]
Common Name English
MELDONIUM DIHYDRATE IMPURITY A [EP IMPURITY]
Common Name English
TRIMETHYLAMINE [HSDB]
Common Name English
TRIMETHYLAMINE [MI]
Common Name English
TRIMETHYLAMINUM [HPUS]
Common Name English
N,N-DIMETHYLMETHANAMINE
Systematic Name English
Classification Tree Code System Code
LOINC 3056-9
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
JECFA EVALUATION TRIMETHYLAMINE
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
EPA PESTICIDE CODE 221801
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
LOINC 17748-5
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
Code System Code Type Description
PUBCHEM
1146
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
PRIMARY
FDA UNII
LHH7G8O305
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
PRIMARY
JECFA MONOGRAPH
1599
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
PRIMARY
CHEBI
58389
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
PRIMARY
MESH
C023336
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
PRIMARY
HSDB
808
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
PRIMARY
RXCUI
1999994
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
PRIMARY
EPA CompTox
DTXSID2026238
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
PRIMARY
CHEBI
18139
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
PRIMARY
MERCK INDEX
m11150
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
200-875-0
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
PRIMARY
CAS
75-50-3
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
PRIMARY
WIKIPEDIA
Trimethylamine
Created by admin on Fri Dec 15 17:28:14 GMT 2023 , Edited by admin on Fri Dec 15 17:28:14 GMT 2023
PRIMARY
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