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Details

Stereochemistry ACHIRAL
Molecular Formula C3H9NO
Molecular Weight 75.1097
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIMETHYLAMINE OXIDE

SMILES

C[N+](C)(C)[O-]

InChI

InChIKey=UYPYRKYUKCHHIB-UHFFFAOYSA-N
InChI=1S/C3H9NO/c1-4(2,3)5/h1-3H3

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
The reduced nicotinamide-adenine dinucleotide phosphate- and oxygen-dependent N-oxygenation of trimethylamine by Pseudomonas aminovorans.
1972 Jul
Potentiation of ferrous sulphate and ascorbate on the microbial transformation of endogenous trimethylamine N-oxide to trimethylamine and dimethylamine in squid extracts.
1989 Sep
Effect of inoculum size on the phenotypic characterization of Campylobacter species.
1991 May
600 MHz 1H-NMR spectroscopy of human cerebrospinal fluid: effects of sample manipulation and assignment of resonances.
1993 Aug
750 MHz 1H and 1H-13C NMR spectroscopy of human blood plasma.
1995 Mar 1
A pharmacogenetic study of trimethylaminuria in Orientals.
1997 Dec
1H-NMR analysis of trimethylamine in urine for the diagnosis of fish-odour syndrome.
1997 Jul 25
Proton nuclear magnetic resonance spectral profiles of urine in type II diabetic patients.
1998 Jul
Identification of a twin-arginine leader-binding protein.
2001 Apr
Effects of the osmolyte trimethylamine-N-oxide on conformation, self-association, and two-dimensional crystallization of myelin basic protein.
2002 Jul
1H and (13)C NMR spectroscopic analysis of human saliva.
2002 Jun
The passage of trimethylamine across rat and human skin.
2004 Oct
Protein synthesis inhibitors and the chemical chaperone TMAO reverse endoplasmic reticulum perturbation induced by overexpression of the iodide transporter pendrin.
2005 Apr 15
Muscle metabolites, detected in urine by proton spectroscopy, correlate with disease damage in juvenile idiopathic inflammatory myopathies.
2005 Aug 15
Diagnosis of suspected trimethylaminuria by NMR spectroscopy.
2005 Jan
Induced alpha-helix structure in the aryl hydrocarbon receptor transactivation domain modulates protein-protein interactions.
2005 Jan 18
Trimethylamine and trimethylamine oxide levels in normal women and women with bacterial vaginosis reflect a local metabolism in vaginal secretion as compared to urine.
2005 Jul-Aug
Novel use of an osmolyte to dissect multiple thermodynamic linkages in a chemokine ligand-receptor system.
2005 Oct 4
Rapid screening assay of trimethylaminuria in urine with matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
2007
Trimethylamine oxide suppresses stress-induced alteration of organic anion transport in choroid plexus.
2007 Feb
Natural disordered sequences in the amino terminal domain of nuclear receptors: lessons from the androgen and glucocorticoid receptors.
2007 Mar 9
The role of androgen receptor mutations in prostate cancer progression.
2009 Mar
Characterization of organic anion-transporting polypeptide (Oatp) 1a1 and 1a4 null mice reveals altered transport function and urinary metabolomic profiles.
2011 Aug
Activation of the UPR protects against cigarette smoke-induced RPE apoptosis through up-regulation of Nrf2.
2015 Feb 27
Patents
Name Type Language
TRIMETHYLAMINE OXIDE
FHFI   INCI  
INCI  
Official Name English
FEMA NO. 4245
Code English
N,N-DIMETHYLMETHANAMINE N-OXIDE
Systematic Name English
TMAO
Common Name English
TRIMETHYLAMINE N-OXIDE [MI]
Common Name English
TRIMETHYLAMINE OXIDE [FHFI]
Common Name English
NSC-408426
Code English
TRIMETHYLAMINE OXIDE [INCI]
Common Name English
TRIMETHYLAMINE N-OXIDE
MI  
Systematic Name English
Classification Tree Code System Code
JECFA EVALUATION TRIMETHYLAMINE OXIDE
Created by admin on Fri Dec 15 17:12:26 UTC 2023 , Edited by admin on Fri Dec 15 17:12:26 UTC 2023
LOINC 90360-9
Created by admin on Fri Dec 15 17:12:26 UTC 2023 , Edited by admin on Fri Dec 15 17:12:26 UTC 2023
Code System Code Type Description
MESH
C005855
Created by admin on Fri Dec 15 17:12:26 UTC 2023 , Edited by admin on Fri Dec 15 17:12:26 UTC 2023
PRIMARY
ECHA (EC/EINECS)
214-675-6
Created by admin on Fri Dec 15 17:12:26 UTC 2023 , Edited by admin on Fri Dec 15 17:12:26 UTC 2023
PRIMARY
WIKIPEDIA
TRIMETHYLAMINE N-OXIDE
Created by admin on Fri Dec 15 17:12:26 UTC 2023 , Edited by admin on Fri Dec 15 17:12:26 UTC 2023
PRIMARY
CAS
1184-78-7
Created by admin on Fri Dec 15 17:12:26 UTC 2023 , Edited by admin on Fri Dec 15 17:12:26 UTC 2023
PRIMARY
CHEBI
15724
Created by admin on Fri Dec 15 17:12:26 UTC 2023 , Edited by admin on Fri Dec 15 17:12:26 UTC 2023
PRIMARY
EPA CompTox
DTXSID8049678
Created by admin on Fri Dec 15 17:12:26 UTC 2023 , Edited by admin on Fri Dec 15 17:12:26 UTC 2023
PRIMARY
NSC
408426
Created by admin on Fri Dec 15 17:12:26 UTC 2023 , Edited by admin on Fri Dec 15 17:12:26 UTC 2023
PRIMARY
JECFA MONOGRAPH
1603
Created by admin on Fri Dec 15 17:12:26 UTC 2023 , Edited by admin on Fri Dec 15 17:12:26 UTC 2023
PRIMARY
MERCK INDEX
m11151
Created by admin on Fri Dec 15 17:12:26 UTC 2023 , Edited by admin on Fri Dec 15 17:12:26 UTC 2023
PRIMARY Merck Index
PUBCHEM
1145
Created by admin on Fri Dec 15 17:12:26 UTC 2023 , Edited by admin on Fri Dec 15 17:12:26 UTC 2023
PRIMARY
FDA UNII
FLD0K1SJ1A
Created by admin on Fri Dec 15 17:12:26 UTC 2023 , Edited by admin on Fri Dec 15 17:12:26 UTC 2023
PRIMARY