2,2-Dichloroacetaldehyde (PAMDB000902)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB000902
Identification
Name: 2,2-Dichloroacetaldehyde
Description:2,2-dichloroacetaldehyde is a member of the chemical class known as Organochlorides. These are organic compounds containing a chlorine atom. N2,3-Ethenoguanine (epsilon G) is a product of vinyl chloride reaction with DNA in vivo and of its ultimate metabolite, chloroacetaldehyde, in vitro. (PMID 2013138). It is a bifunctional compound, making it a useful building block chemical.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 2, 2-Dichloroacetaldehyde
  • 2,2-Dichloro-Acetaldehyde
  • 2-Chloroacetaldehyde
  • 2-Chloroethanal
  • a,a-Dichloroacetaldehyde
  • a-Chloroacetyl chloride
  • Alpha,alpha-Dichloroacetaldehyde
  • Alpha-Chloroacetyl chloride
  • CH2ClCOCl
  • CHCl2CHO
  • Chloracetyl chloride
  • Chloraldehyde
  • Chlorid kyseliny chloroctove
  • Chlorid kyseliny chloroctove [czech]
  • Chloro-Acetyl chloride
  • Chloroacetate chloride
  • Chloroacetic acid chloride
  • Chloroacetic chloride
  • Chloroacetyl chloride [UN1752] [Poison]
  • Chloroaldehyde
  • Chloroethanal
  • Chloroethanoyl chloride
  • Chlorure de chloracetyle
  • Chlorure de chloracetyle [french]
  • Dichloro-Acetaldehyde
  • Dichloroacetaldehyde
  • InChI=1/C2H2Cl2O/c3-1-2(4)5/h1H
  • Monochloroacetaldehyde
  • Monochloroacetyl chloride
  • α,α-Dichloroacetaldehyde
  • α-Chloroacetyl chloride
Chemical Formula: C2H3Cl3
Average Molecular Weight: 133.404
Monoisotopic Molecular Weight: 131.930033217
InChI Key: UBOXGVDOUJQMTN-UHFFFAOYSA-N
InChI:InChI=1S/C2H3Cl3/c3-1-2(4)5/h2H,1H2
CAS number: 79-02-7
IUPAC Name:1,1,2-trichloroethane
Traditional IUPAC Name: 1,1, 2-trichloroethane
SMILES:ClCC(Cl)Cl
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as organochlorides. These are compounds containing a chemical bond between a carbon atom and a chlorine atom.
Kingdom Organic compounds
Super ClassOrganohalogen compounds
Class Organochlorides
Sub ClassNot Available
Direct Parent Organochlorides
Alternative Parents
Substituents
  • Hydrocarbon derivative
  • Organochloride
  • Alkyl halide
  • Alkyl chloride
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
Physical Properties
State: Liquid
Charge:0
Melting point: -37.5 °C
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility2.93 mg/mLALOGPS
logP2.02ALOGPS
logP2.17ChemAxon
logS-1.7ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity25.71 m3·mol-1ChemAxon
Polarizability10.43 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
2,2-Dichloroacetaldehyde + Glutathione <> S-(2,2-Dichloro-1-hydroxy)ethyl glutathione
2,2-Dichloroacetaldehyde + Glutathione <> S-(2-Chloroacetyl)glutathione + Hydrochloric acid
Glutathione + 2,2-Dichloroacetaldehyde > S-(Formylmethyl)glutathione
Pathways: Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-1900000000-3f6b6c4778619860fc19View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-1900000000-de14959b0cb16e8cd707View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ot-9000000000-eece4c8a26c8a21d5fb7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-1900000000-cc11fb3585800aaf8723View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9400000000-bcf58e3a5f886b9be8cfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-9058e4afd6f1129806b2View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0002-9000000000-316c9aca46098f901713View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
References
References:
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
  • Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
  • Singer, B., Kusmierek, J. T., Folkman, W., Chavez, F., Dosanjh, M. K. (1991). "Evidence for the mutagenic potential of the vinyl chloride induced adduct, N2, 3-etheno-deoxyguanosine, using a site-directed kinetic assay." Carcinogenesis 12:745-747. Pubmed: 2013138
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID36018
HMDB IDNot Available
Pubchem Compound ID6576
Kegg IDC14858
ChemSpider ID6326
Wikipedia ID1,1,2-Trichloroethane
BioCyc IDCHLOROACETALDEHYDE
EcoCyc IDCHLOROACETALDEHYDE

Enzymes

Protein Details
• GSH-dependent disulfide bond oxidoreductase
General function:
Not Available
Specific function:
Not Available
Gene Name:
yfcG
Locus Tag:
PA1033
Molecular weight:
24.5 kDa