MiMeDB: 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

Metabolite 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.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Chloro-1-ethanal	ChEBI
2-Chloroethanal	ChEBI
Chloroaldehyde	ChEBI
Monochloroacetaldehyde	ChEBI
2-Chloro-acetaldehyde	HMDB
2-Chloroacetaldehyde	HMDB
CH2ClCHO	HMDB
Chloroacetalaldehyde	HMDB
Chloroacetaldehyde monomer	HMDB
Chloroethanal	HMDB
Rcra waste number P023	HMDB
Chloroacetaldehyde hydrate	HMDB

Molecular Formula

C₂H₃ClO

Average Mass

78.498

Monoisotopic Mass

77.987242425

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C2H3ClO/c3-1-2-4/h2H,1H2

InChI Key

QSKPIOLLBIHNAC-UHFFFAOYSA-N

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Organohalogen compounds

Class

Organochlorides

Sub Class

Not Available

Direct Parent

Organochlorides

Alternative Parents

Substituents

Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Carbonyl group
Alkyl halide
Alkyl chloride
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

organochlorine compound (CHEBI:27871 )
a small molecule (CHLOROACETALDEHYDE )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Kidney
Liver

Tissue Locations

Kidney
Liver

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191965	Aldehyde dehydrogenase, mitochondrial	Unknown	P05091	Homo_sapiens
MMDBp0191966	Fatty aldehyde dehydrogenase	Unknown	P51648	Homo_sapiens
MMDBp0191967	Aldehyde dehydrogenase X, mitochondrial	Unknown	P30837	Homo_sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Kidney	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0013860

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C06754

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Chloroacetaldehyde

METLIN ID

Not Available

PubChem Compound

PDB ID

Not Available

ChEBI ID

27871

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

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 ]

Showing metabocard for Chloroacetaldehyde (MMDBc0052941)

MOL for #<Metabolite:0x0000560be231c308>

3D MOL for #<Metabolite:0x0000560be231c308>

3D SDF for #<Metabolite:0x0000560be231c308>

3D-SDF for #<Metabolite:0x0000560be231c308>

PDB for #<Metabolite:0x0000560be231c308>

3D PDB for #<Metabolite:0x0000560be231c308>

SMILES for #<Metabolite:0x0000560be231c308>

INCHI for #<Metabolite:0x0000560be231c308>

Structure for #<Metabolite:0x0000560be231c308>

3D Structure for #<Metabolite:0x0000560be231c308>