Showing Compound Betaine aldehyde (FDB022513)

Record Information

Version

1.0

Creation date

2011-09-21 00:15:09 UTC

Update date

2020-09-17 15:41:16 UTC

Primary ID

FDB022513

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Betaine aldehyde

Description

Betaine 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 Number

7418-61-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Glycine betaine aldehyde	ChEBI
(Formylmethyl)trimethyl-ammonium	HMDB
(Formylmethyl)trimethylammonium	HMDB
BTL	HMDB
N,N,N-Trimethyl-2-oxo ethanaminium	HMDB
N,N,N-Trimethyl-2-oxo-ethanaminium	HMDB
Trimethyl(formylmethyl)ammonium	HMDB
Betaine aldehyde	HMDB
N,N,N-Trimethyl-2-oxoethanaminium	HMDB
(formylmethyl)trimethyl-Ammonium	hmdb
N,N,N-trimethyl-2-oxo Ethanaminium	hmdb
N,N,N-trimethyl-2-oxo-Ethanaminium	hmdb

Predicted Properties

Property	Value	Source
Water Solubility	0.93 g/L	ALOGPS
logP	-2.7	ALOGPS
logP	-4.7	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	-8.2	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	41.06 m³·mol⁻¹	ChemAxon
Polarizability	11.64 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C5H12NO

IUPAC name

trimethyl(2-oxoethyl)azanium

InChI Identifier

InChI=1S/C5H12NO/c1-6(2,3)4-5-7/h5H,4H2,1-3H3/q+1

InChI Key

SXKNCCSPZDCRFD-UHFFFAOYSA-N

Isomeric SMILES

C[N+](C)(C)CC=O

Average Molecular Weight

102.1549

Monoisotopic Molecular Weight

102.091889011

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.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Quaternary ammonium salts

Direct Parent

Tetraalkylammonium 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 Framework

Aliphatic acyclic compounds

External Descriptors

quaternary ammonium ion (CHEBI:15710 )
a small molecule (BETAINE_ALDEHYDE )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Plant:

Biological location:

Tissue and substructures:

Epidermis

Organ and components:

Kidney

Cell and elements:

Cell:

Nerve cell

Subcellular:

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Biological role:

Osmolyte

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Betaine aldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0pb9-9200000000-421de623448d638559ba	Spectrum
Predicted GC-MS	Betaine aldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0pb9-9400000000-f6a6158eae2887c8c1b6	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-9000000000-a88ccc4efc693cee968e	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udi-1900000000-c0d04b882f6ce11b3cd0	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udi-3900000000-4f77db778fd255f71dd2	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-9100000000-5c1b81d01b1990f7dca0	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-9000000000-692d4006b060a156af58	Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 7V, positive	splash10-0a4i-9000000000-a0f8f51b132a9c6b49fe	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 4V, positive	splash10-0f6x-9400000000-22287f9ceaea3897977a	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 5V, positive	splash10-0udl-9700000000-d1b3630f59ab06687bec	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 7V, positive	splash10-0udl-9700000000-5daee890b99e88ca3863	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 10V, positive	splash10-0zfu-9500000000-ad58eac6d9e695625dfd	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 15V, positive	splash10-0a4l-9200000000-cd66506aaa5b99e64441	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 17V, positive	splash10-0a4l-9100000000-9d37cb03fd6c5fcec3e6	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 20V, positive	splash10-0a4i-9000000000-7a7c6e00e7abea9f0814	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 23V, positive	splash10-0a4i-9000000000-651a97bfe861cc4973f7	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 25V, positive	splash10-0a4i-9000000000-59d7cad20ff065ba2f6f	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 27V, positive	splash10-0a4i-9000000000-485481563cd89be3d736	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 30V, positive	splash10-0a4i-9000000000-c2ada75b19fab2af1a11	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 33V, positive	splash10-0a4i-9000000000-9235a6f53edfdaa4de3e	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 35V, positive	splash10-0a4i-9000000000-e42443a076dcb59982c9	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 40V, positive	splash10-0a4i-9000000000-7d7369273ce75b201fbe	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 45V, positive	splash10-0a4l-9000000000-2a95a181dc0fc993aaa3	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 3V, positive	splash10-0006-9000000000-29eb26f999b659f357a5	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 4V, positive	splash10-0006-9000000000-52ebd665ccf8234f11f8	Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 4V, positive	splash10-00di-0900000000-7cb087ea266a0dad6d39	Spectrum