Common 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). 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 savouries, 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 (EC 1.2.1.3) facilitates the conversion of betaine aldehyde into glycine betaine. Betaine aldehyde is a substrate for choline dehydrogenase (PMID: 12467448 , 7646513 ).
Structure
Molecular FormulaC5H12NO
Average Mass102.15490
Monoisotopic Mass102.09189
IUPAC Nametrimethyl(2-oxoethyl)azanium
Traditional NameBetaine aldehyde
CAS Registry Number7418-61-3
SMILESC[N+](C)(C)CC=O
InChI IdentifierInChI=1S/C5H12NO/c1-6(2,3)4-5-7/h5H,4H2,1-3H3/q+1
InChI KeySXKNCCSPZDCRFD-UHFFFAOYSA-N
CHEBI IDCHEBI:15710
HMDB IDHMDB0001252
Pathways
NameSMPDB/PathBank
Glycine, serine and threonine metabolism
Sarcosine Oncometabolite Pathway
StateNot Available
Water Solubility9.32e-01 g/l
logP-2.69
logS-2.17
pKa (Strongest Acidic)Not Available
pKa (Strongest Basic)-8.18
Hydrogen Acceptor Count1
Hydrogen Donor Count0
Polar Surface Area17.07 Ų
Rotatable Bond Count2
Physiological Charge1
Formal Charge1
Refractivity41.06 m³·mol⁻¹
Polarizability11.64

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