betaine aldehyde (CHEBI:15710)

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ChEBI Name	betaine aldehyde

ChEBI ID	CHEBI:15710

Definition	A quaternary ammonium ion that is nitrogen substituted by three methyl groups and a 2-oxoethyl group. It is an intermediate in the metabolism of amino acids like glycine, serine and threonine.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:3074, CHEBI:41256, CHEBI:22859, CHEBI:13896

Supplier Information	ChemicalBook:CB2149336, eMolecules:518373

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Wikipedia	License
Homocysteine (; symbol Hcy) is a non-proteinogenic α-amino acid. It is a homologue of the amino acid cysteine, differing by an additional methylene bridge (−CH2−). It is biosynthesized from methionine by the removal of its terminal Cε methyl group. In the body, homocysteine can be recycled into methionine or converted into cysteine with the aid of vitamin B6, B9, and B12. High levels of homocysteine in the blood (hyperhomocysteinemia) is regarded as a marker of cardiovascular disease, likely working through atherogenesis, which can result in ischemic injury. Therefore, hyperhomocysteinemia is a possible risk factor for coronary artery disease. Coronary artery disease occurs when an atherosclerotic plaque blocks blood flow to the coronary arteries, which supply the heart with oxygenated blood. Hyperhomocysteinemia has been correlated with the occurrence of blood clots, heart attacks, and strokes, although it is unclear whether hyperhomocysteinemia is an independent risk factor for these conditions. Hyperhomocysteinemia has also been associated with early-term spontaneous abortions and with neural tube defects .
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Formula

C5H12NO

Net Charge

Average Mass

102.15490

Monoisotopic Mass

102.09134

InChI

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

InChIKey

SXKNCCSPZDCRFD-UHFFFAOYSA-N

SMILES

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

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed
Aspergillus fumigatus (NCBI:txid746128)	See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI

Roles Classification
Biological Role(s):	mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. Aspergillus metabolite Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus . human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).

ChEBI Ontology
Outgoing	betaine aldehyde (CHEBI:15710) has role Aspergillus metabolite (CHEBI:76956) betaine aldehyde (CHEBI:15710) has role Escherichia coli metabolite (CHEBI:76971) betaine aldehyde (CHEBI:15710) has role human metabolite (CHEBI:77746) betaine aldehyde (CHEBI:15710) has role mouse metabolite (CHEBI:75771) betaine aldehyde (CHEBI:15710) has role plant metabolite (CHEBI:76924) betaine aldehyde (CHEBI:15710) is a quaternary ammonium ion (CHEBI:35267)

IUPAC Name

N,N,N-trimethyl-2-oxoethanaminium

Last Modified

27 January 2016