Showing metabocard for N,N-Dimethylaniline (BMDB0001020)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 22:39:59 UTC
Update Date2020-05-11 20:09:34 UTC
BMDB IDBMDB0001020
Secondary Accession Numbers
  • BMDB01020
Metabolite Identification
Common NameN,N-Dimethylaniline
DescriptionN,N-Dimethylaniline, also known as dimethylaminobenzene or dimethylphenylamine, belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group. N,N-Dimethylaniline is a very strong basic compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DimethylaminobenzeneChEBI
DimethylanilineChEBI
DimethylphenylamineChEBI
N,N-Dimethyl-N-phenylamineChEBI
N,N-DimethylbenzenamineChEBI
N,N-DimethylbenzeneamineChEBI
N,N-DimethylphenylamineChEBI
N,N-(Dimethylamino)benzeneHMDB
N,N-Dimethyl-benzenamineHMDB
N,N-Dimethylaniline sulfate (1:1)HMDB
N,N-Dimethylaniline hydrochlorideHMDB
N,N-Dimethylaniline hydroiodideHMDB
Chemical FormulaC8H11N
Average Molecular Weight121.1796
Monoisotopic Molecular Weight121.089149357
IUPAC NameN,N-dimethylaniline
Traditional Namedimethylaniline
CAS Registry Number121-69-7
SMILES
CN(C)C1=CC=CC=C1
InChI Identifier
InChI=1S/C8H11N/c1-9(2)8-6-4-3-5-7-8/h3-7H,1-2H3
InChI KeyJLTDJTHDQAWBAV-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentDialkylarylamines
Alternative Parents
Substituents
  • Aniline or substituted anilines
  • Dialkylarylamine
  • Benzenoid
  • Monocyclic benzene moiety
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Membrane
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point2.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1.45 mg/mLNot Available
LogP2.31HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
logP2.05ALOGPS
logP2.08ChemAxon
logS-0.92ALOGPS
pKa (Strongest Basic)5.02ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area3.24 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.49 m³·mol⁻¹ChemAxon
Polarizability14.31 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cell membrane
  • Membrane
Biospecimen Locations
  • Intestine
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
IntestineExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0001020
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB005128
KNApSAcK IDNot Available
Chemspider ID924
KEGG Compound IDC02846
BioCyc IDNN-DIMETHYLANILINE
BiGG IDNot Available
Wikipedia LinkDimethylaniline
METLIN ID5949
PubChem Compound949
PDB IDNot Available
ChEBI ID16269
References
Synthesis ReferenceLi, Guo-tao; Guan, Nai-jia; Zhang, Huai-bin; Liu, Shu-quan. Synthesis of N, N-dimethylaniline by aniline and methanol over b zeolite catalyst. Shiyou Huagong (2002), 31(2), 81-83.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Dimethylaniline monooxygenase [N-oxide-forming] 3
General function:
Inorganic ion transport and metabolism
Specific function:
Essential hepatic enzyme that catalyzes the oxygenation of a wide variety of nitrogen- and sulfur-containing compounds including drugs as well as dietary compounds. Plays an important role in the metabolism of trimethylamine (TMA), via the production of trimethylamine N-oxide (TMAO) metabolite. TMA is generated by the action of gut microbiota using dietary precursors such as choline, choline containing compounds, betaine or L-carnitine. By regulating TMAO concentration, FMO3 directly impacts both platelet responsiveness and rate of thrombus formation.
Gene Name:
FMO3
Uniprot ID:
Q8HYJ9
Molecular weight:
60093.0