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Record Information
Version2.0
Creation Date2014-09-11 05:18:47 UTC
Update Date2014-12-24 20:26:58 UTC
Accession NumberT3D4841
Identification
Common NameDimethylethanolamine
ClassSmall Molecule
DescriptionDimethylethanolamine is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]"). Dimethylethanolamine belongs to the family of Alkylamines. These are organic compounds containing an alkylamine group.
Compound Type
  • Amine
  • Food Additive
  • Food Toxin
  • Household Toxin
  • Metabolite
  • Organic Compound
  • Synthetic Compound
Chemical Structure
Thumb
Synonyms
Synonym
(2-Hydroxyethyl)dimethylamine
(CH3)2NCH2CH2OH
(dimethylamino)ethanol
2-(Dimethylamino) ethanol
2-(Dimethylamino)-1-ethanol
2-(Dimethylamino)-Ethanol
2-(Dimethylamino)ethanol
2-(N,N-Dimethylamino)ethanol
2-Dimethylamino
2-Dimethylamino-Ethanol
2-DIMETHYLAMINOETHANOL
2-Dimethylaminoethanol
2-Dwumetyloaminoetanolu
Amietol M 21
beta -(dimethylamino)ethanol
beta -(dimethylamino)ethyl alcohol
beta -dimethylaminoethyl alcohol
beta -hydroxyethyldimethylamine
beta-Dimethylaminoethyl alcohol
beta-Hydroxyethyldimethylamine
Bimanol
Dabco dmea
Deanol
Demanol
Demanyl
Dimethyl(2-hydroxyethyl)amine
Dimethyl(hydroxyethyl)amine
Dimethylaethanolamin
Dimethylaminoaethanol
Dimethylaminoethanol
Dimethylethanoiamine
Dimethylmonoethanolamine
DMAE
DMEA
Kalpur p
Liparon
N, N-Dimethyl(2-hydroxyethyl)amine
N, N-Dimethyl-N-(2-hydroxyethyl)amine
N, N-Dimethyl-N-(beta -hydroxyethyl)amine
N,N'-Dimethylethanolamine
N,N-Dimethyl(2-hydroxyethyl)amine
N,N-Dimethyl-2-aminoethanol
N,N-Dimethyl-2-hydroxyethylamine
N,N-Dimethyl-beta -hydroxyethylamine
N,N-Dimethyl-N-(2-hydroxyethyl)amine
N,N-Dimethyl-N-(beta -hydroxyethyl)amine
N,N-Dimethyl-N-(beta-hydroxyethyl)amine
N,N-Dimethyl-N-ethanolamine
N,N-Dimethylaminoethanol
N,N-Dimethylaminoethanol (dmae)
N,N-Dimethylethanolamine
N-(2-Hydroxyethyl)dimethylamine
N-(Dimethylamino)ethanol
N-Benzyloxycarbonyl-L-tyrosine
N-CBZ-L-tyrosine
N-Dimethylaminoethanol
Norcholine
Phosphatidyl-N-dimethylethanolamine
Propamine a
Tegoamin dmea
Texacat dme
Tonibral
Toyocat -dma
Varesal
Chemical FormulaC4H11NO
Average Molecular Mass89.136 g/mol
Monoisotopic Mass89.084 g/mol
CAS Registry Number108-01-0
IUPAC Name2-(dimethylamino)ethan-1-ol
Traditional Namedimethylaminoethanol
SMILESCN(C)CCO
InChI IdentifierInChI=1S/C4H11NO/c1-5(2)3-4-6/h6H,3-4H2,1-2H3
InChI KeyInChIKey=UEEJHVSXFDXPFK-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct Parent1,2-aminoalcohols
Alternative Parents
Substituents
  • Tertiary aliphatic amine
  • Tertiary amine
  • 1,2-aminoalcohol
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateLiquid
AppearanceNot Available
Experimental Properties
PropertyValue
Melting Point-59 °C
Boiling PointNot Available
Solubility1000 mg/mL
LogPNot Available
Predicted Properties
PropertyValueSource
Water Solubility1400 g/LALOGPS
logP-0.46ALOGPS
logP-0.5ChemAxon
logS1.2ALOGPS
pKa (Strongest Acidic)15.59ChemAxon
pKa (Strongest Basic)9.03ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area23.47 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity26.28 m³·mol⁻¹ChemAxon
Polarizability10.5 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9000000000-5592e4a7e549a923226dJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0006-9000000000-e3c643ae324aae74c4daJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9000000000-2732583805565c099282JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9000000000-3e9a264650444af400c5JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9000000000-5592e4a7e549a923226dJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0006-9000000000-e3c643ae324aae74c4daJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9000000000-2732583805565c099282JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9000000000-3e9a264650444af400c5JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9000000000-130bd570c14409d6e264JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0a4i-9100000000-7e3751ce5da091343c18JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9000000000-7869c8d8628610e5b56bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dl-9000000000-36e6ea5d94dc5dee8e9aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-9000000000-bf4edbb76b100480dfc4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-c34f99de18e22765dca8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9000000000-2b3e58a037c39956223bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-198ecf458b2bd0ac56d0JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dl-9000000000-b1dc54e1eeb2f8609cb8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-c286143495e50fa10a8dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-9000000000-446a7821af02582da1ecJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-5497bbbd3763043445edJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00dr-9000000000-e714180acbb7d1c77dceJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-61c8f1f79345316d7421JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-0a4i-9000000000-7dbd6cd421741814dc20JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB32231
PubChem Compound ID7902
ChEMBL IDCHEMBL1135
ChemSpider ID13854944
KEGG IDC04308
UniProt IDNot Available
OMIM ID
ChEBI ID271436
BioCyc IDNot Available
CTD IDNot Available
Stitch IDNot Available
PDB IDNot Available
ACToR IDNot Available
Wikipedia LinkNot Available
References
Synthesis ReferenceNot Available
MSDST3D4841.pdf
General References
  1. Su X, Cunningham MF, Jessop PG: Switchable viscosity triggered by CO2 using smart worm-like micelles. Chem Commun (Camb). 2013 Apr 4;49(26):2655-7. doi: 10.1039/c3cc37816k. [23435477 ]
  2. EAFUS: Everything Added to Food in the United States.
Gene Regulation
Up-Regulated GenesNot Available
Down-Regulated GenesNot Available

Targets

General Function:
Ubiquitin protein ligase binding
Specific Function:
Functions as a master transcriptional regulator of the adaptive response to hypoxia. Under hypoxic conditions, activates the transcription of over 40 genes, including erythropoietin, glucose transporters, glycolytic enzymes, vascular endothelial growth factor, HILPDA, and other genes whose protein products increase oxygen delivery or facilitate metabolic adaptation to hypoxia. Plays an essential role in embryonic vascularization, tumor angiogenesis and pathophysiology of ischemic disease. Binds to core DNA sequence 5'-[AG]CGTG-3' within the hypoxia response element (HRE) of target gene promoters. Activation requires recruitment of transcriptional coactivators such as CREBPB and EP300. Activity is enhanced by interaction with both, NCOA1 or NCOA2. Interaction with redox regulatory protein APEX seems to activate CTAD and potentiates activation by NCOA1 and CREBBP. Involved in the axonal distribution and transport of mitochondria in neurons during hypoxia.
Gene Name:
HIF1A
Uniprot ID:
Q16665
Molecular Weight:
92669.595 Da
Binding/Activity Constants
TypeValueAssay TypeAssay Source
AC501.2 uMATG_HIF1a_CISAttagene
References
  1. Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16. [23611293 ]