Record Information
Version1.0
Creation date2011-09-21 00:15:09 UTC
Update date2020-09-17 15:41:16 UTC
Primary IDFDB022513
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameBetaine aldehyde
DescriptionBetaine aldehyde, also known as BTL, belongs to the class of organic compounds known as tetraalkylammonium salts. These are organonitrogen compounds containing a quaternary ammonium substituted with four alkyl chains. Betaine aldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Betaine aldehyde exists in all living organisms, ranging from bacteria to humans. In humans, betaine aldehyde is involved in betaine metabolism. Outside of the human body, Betaine aldehyde has been detected, but not quantified in, several different foods, such as sourdoughs, summer savories, loganberries, burbots, and celery stalks. This could make betaine aldehyde a potential biomarker for the consumption of these foods. Betaine aldehyde is an intermediate in the metabolism of glycine, serine and threonine. The human aldehyde dehydrogenase (EC1.2.1.3) facilitates the conversion of betaine aldehyde to glycine betaine. Betaine aldehyde is a substrate for Choline dehydrogenase (mitochondrial).
CAS Number7418-61-3
Structure
Thumb
Synonyms
SynonymSource
Glycine betaine aldehydeChEBI
(Formylmethyl)trimethyl-ammoniumHMDB
(Formylmethyl)trimethylammoniumHMDB
BTLHMDB
N,N,N-Trimethyl-2-oxo ethanaminiumHMDB
N,N,N-Trimethyl-2-oxo-ethanaminiumHMDB
Trimethyl(formylmethyl)ammoniumHMDB
Betaine aldehydeHMDB
N,N,N-Trimethyl-2-oxoethanaminiumHMDB
(formylmethyl)trimethyl-Ammoniumhmdb
N,N,N-trimethyl-2-oxo Ethanaminiumhmdb
N,N,N-trimethyl-2-oxo-Ethanaminiumhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.93 g/LALOGPS
logP-2.7ALOGPS
logP-4.7ChemAxon
logS-2.2ALOGPS
pKa (Strongest Basic)-8.2ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity41.06 m³·mol⁻¹ChemAxon
Polarizability11.64 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H12NO
IUPAC nametrimethyl(2-oxoethyl)azanium
InChI IdentifierInChI=1S/C5H12NO/c1-6(2,3)4-5-7/h5H,4H2,1-3H3/q+1
InChI KeySXKNCCSPZDCRFD-UHFFFAOYSA-N
Isomeric SMILESC[N+](C)(C)CC=O
Average Molecular Weight102.1549
Monoisotopic Molecular Weight102.091889011
Classification
Description Belongs to the class of organic compounds known as tetraalkylammonium salts. These are organonitrogen compounds containing a quaternary ammonium substituted with four alkyl chains.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassQuaternary ammonium salts
Direct ParentTetraalkylammonium salts
Alternative Parents
Substituents
  • Tetraalkylammonium salt
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic salt
  • Organooxygen compound
  • Carbonyl group
  • Amine
  • Aldehyde
  • Organic cation
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSBetaine aldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0pb9-9200000000-421de623448d638559baSpectrum
Predicted GC-MSBetaine aldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0pb9-9400000000-f6a6158eae2887c8c1b6Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0a4i-9000000000-a88ccc4efc693cee968eSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0udi-1900000000-c0d04b882f6ce11b3cd0Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0udi-3900000000-4f77db778fd255f71dd2Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0a4i-9100000000-5c1b81d01b1990f7dca0Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0a4i-9000000000-692d4006b060a156af58Spectrum
MS/MSLC-MS/MS Spectrum - n/a 7V, positivesplash10-0a4i-9000000000-a0f8f51b132a9c6b49feSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 4V, positivesplash10-0f6x-9400000000-22287f9ceaea3897977aSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 5V, positivesplash10-0udl-9700000000-d1b3630f59ab06687becSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 7V, positivesplash10-0udl-9700000000-5daee890b99e88ca3863Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 10V, positivesplash10-0zfu-9500000000-ad58eac6d9e695625dfdSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 15V, positivesplash10-0a4l-9200000000-cd66506aaa5b99e64441Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 17V, positivesplash10-0a4l-9100000000-9d37cb03fd6c5fcec3e6Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 20V, positivesplash10-0a4i-9000000000-7a7c6e00e7abea9f0814Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 23V, positivesplash10-0a4i-9000000000-651a97bfe861cc4973f7Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 25V, positivesplash10-0a4i-9000000000-59d7cad20ff065ba2f6fSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 27V, positivesplash10-0a4i-9000000000-485481563cd89be3d736Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 30V, positivesplash10-0a4i-9000000000-c2ada75b19fab2af1a11Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 33V, positivesplash10-0a4i-9000000000-9235a6f53edfdaa4de3eSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 35V, positivesplash10-0a4i-9000000000-e42443a076dcb59982c9Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 40V, positivesplash10-0a4i-9000000000-7d7369273ce75b201fbeSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 45V, positivesplash10-0a4l-9000000000-2a95a181dc0fc993aaa3Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 3V, positivesplash10-0006-9000000000-29eb26f999b659f357a5Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 4V, positivesplash10-0006-9000000000-52ebd665ccf8234f11f8Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 4V, positivesplash10-00di-0900000000-7cb087ea266a0dad6d39Spectrum
NMRNot Available
ChemSpider ID244
ChEMBL IDCHEMBL1231491
KEGG Compound IDC00576
Pubchem Compound ID249
Pubchem Substance IDNot Available
ChEBI ID15710
Phenol-Explorer IDNot Available
DrugBank IDDB04401
HMDB IDHMDB01252
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID35400
KNApSAcK IDNot Available
HET IDBTL
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDBTL
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
Pathways
NameSMPDB LinkKEGG Link
Betaine MetabolismSMP00123 map00260
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference