Showing metabocard for Chloroacetaldehyde (MMDBc0052941)
Record Information
Version
1.0
Status
Detected and Quantified
Creation Date
2022-05-16 21:09:41 UTC
Update Date
2022-09-01 02:19:34 UTC
MiMeDB ID
MMDBc0052941
Metabolite Identification
Common Name
Chloroacetaldehyde
Description
Chloroacetaldehyde, also known as 2-chloroethanal or CH2CLCHO, belongs to the class of organic compounds known as organochlorides. Organochlorides are compounds containing a chemical bond between a carbon atom and a chlorine atom. This reaction was once important as a precursor to sulfathiazole, one of the first sulfa drugs. Being bifunctional, chloroacetaldehyde is a versatile precursor to many heterocyclic compounds. Chloroacetaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Chloroacetaldehyde exists in all living organisms, ranging from bacteria to humans. Another use is to facilitate bark removal from tree trunks. chloroacetaldehyde, 3-dechloroethylifosfamide, and 2-dechloroethylifosfamide can be biosynthesized from ifosfamide; which is mediated by the enzymes cytochrome P450 3A4, cytochrome P450 3A5, and cytochrome P450 2B6. In humans, chloroacetaldehyde is involved in ifosfamide metabolism pathway. The compound is not normally encountered in the anhydrous form, but rather as the hydrate (acetal), ClCH2CH(OH)2. Chloroacetaldehyde is a potentially toxic compound. Chloroacetaldehyde is the organic compound with the formula ClCH2CHO.
Belongs to the class of organic compounds known as organochlorides. Organochlorides are compounds containing a chemical bond between a carbon atom and a chlorine atom.
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]
