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Details

Stereochemistry ACHIRAL
Molecular Formula C3H9N
Molecular Weight 59.1104
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 59.1104
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
Syntheses of the first amine-dicarboxyboranes and their bis(methylester) and bis(N-ethylamide) derivatives.
2001 Apr 9
Early detection and population monitoring of Ceratitis capitata (Diptera: Tephritidae) in a mixed-fruit orchard in northern Greece.
2001 Aug
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
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
Efficient synthesis of the cholinephosphate phospholipid headgroup.
2001 Feb
The effects of intracellular pH changes on resting cytosolic calcium in voltage-clamped snail neurones.
2001 Feb 1
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
pH regulation and buffering power in gastric smooth muscle.
2001 Jun
The relationship between the interfacial properties of surfactants and their toxicity to aquatic organisms.
2001 Mar 1
Wastewater dewatering polymer affect on biosolids odor emissions and microbial activity.
2001 May-Jun
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
Chlorination of guanosine and other nucleosides by hypochlorous acid and myeloperoxidase of activated human neutrophils. Catalysis by nicotine and trimethylamine.
2001 Nov 2
Human neutrophil membrane fluidity after exposure to structurally different lipid emulsions.
2001 Nov-Dec
Protein dynamics enhance electronic coupling in electron transfer complexes.
2001 Sep 7
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
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
Deodorizing effects of tea catechins on amines and ammonia.
2002 Feb
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
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
Measurement of microbial activity in soil by colorimetric observation of in situ dye reduction: an approach to detection of extraterrestrial life.
2002 Jul 31
Monovalent cation permeability and Ca(2+) block of the store-operated Ca(2+) current I(CRAC )in rat basophilic leukemia cells.
2002 Mar
Analysis of spontaneous mRNA cytokine production in peripheral blood.
2002 Mar 1
Electron transfer and conformational change in complexes of trimethylamine dehydrogenase and electron transferring flavoprotein.
2002 Mar 8
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 12:52:43 UTC 2021
Edited
by admin
on Sat Jun 26 12:52:43 UTC 2021
Record UNII
LHH7G8O305
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRIMETHYLAMINE
FCC   FHFI   HSDB   MI  
Systematic Name English
MELDONIUM DIHYDRATE IMPURITY A [EP]
Common Name English
TRIMETHYLAMINE [FCC]
Common Name English
TRIMETHYLAMINUM
HPUS  
Common Name English
METHANAMINE, N,N-DIMETHYL-
Systematic Name English
ACETYLCHOLINE CHLORIDE IMPURITY C [EP]
Common Name English
FEMA NO. 3241
Code English
TRIMETHYLAMINE [FHFI]
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 Sat Jun 26 12:52:44 UTC 2021 , Edited by admin on Sat Jun 26 12:52:44 UTC 2021
JECFA EVALUATION TRIMETHYLAMINE
Created by admin on Sat Jun 26 12:52:44 UTC 2021 , Edited by admin on Sat Jun 26 12:52:44 UTC 2021
EPA PESTICIDE CODE 221801
Created by admin on Sat Jun 26 12:52:44 UTC 2021 , Edited by admin on Sat Jun 26 12:52:44 UTC 2021
LOINC 17748-5
Created by admin on Sat Jun 26 12:52:44 UTC 2021 , Edited by admin on Sat Jun 26 12:52:44 UTC 2021
Code System Code Type Description
PUBCHEM
1146
Created by admin on Sat Jun 26 12:52:44 UTC 2021 , Edited by admin on Sat Jun 26 12:52:44 UTC 2021
PRIMARY
FDA UNII
LHH7G8O305
Created by admin on Sat Jun 26 12:52:44 UTC 2021 , Edited by admin on Sat Jun 26 12:52:44 UTC 2021
PRIMARY
MESH
C023336
Created by admin on Sat Jun 26 12:52:44 UTC 2021 , Edited by admin on Sat Jun 26 12:52:44 UTC 2021
PRIMARY
HSDB
808
Created by admin on Sat Jun 26 12:52:44 UTC 2021 , Edited by admin on Sat Jun 26 12:52:44 UTC 2021
PRIMARY
RXCUI
1999994
Created by admin on Sat Jun 26 12:52:44 UTC 2021 , Edited by admin on Sat Jun 26 12:52:44 UTC 2021
PRIMARY
EPA CompTox
75-50-3
Created by admin on Sat Jun 26 12:52:44 UTC 2021 , Edited by admin on Sat Jun 26 12:52:44 UTC 2021
PRIMARY
MERCK INDEX
M11150
Created by admin on Sat Jun 26 12:52:44 UTC 2021 , Edited by admin on Sat Jun 26 12:52:44 UTC 2021
PRIMARY Merck Index
ECHA (EC/EINECS)
200-875-0
Created by admin on Sat Jun 26 12:52:44 UTC 2021 , Edited by admin on Sat Jun 26 12:52:44 UTC 2021
PRIMARY
CAS
75-50-3
Created by admin on Sat Jun 26 12:52:44 UTC 2021 , Edited by admin on Sat Jun 26 12:52:44 UTC 2021
PRIMARY
WIKIPEDIA
Trimethylamine
Created by admin on Sat Jun 26 12:52:44 UTC 2021 , Edited by admin on Sat Jun 26 12:52:44 UTC 2021
PRIMARY
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