Compound Summary

General Compound Information

2-Chlorophenol

Description
2-chlorophenol is a monochlorophenol and a 2-halophenol.
Synonyms
2-CHLOROPHENOL;  o-Chlorophenol;  95-57-8;  2-Hydroxychlorobenzene;  Phenol, 2-chloro-;
FlavorDB ID
4367
PUBCHEM ID
Molecular Weight
128.55
Molecular Formula
C6H5ClO
Openeye Can Smiles
C1=CC=C(C(=C1)O)Cl
IUPAC Inchikey
ISPYQTSUDJAMAB-UHFFFAOYSA-N
Compound Classification
Compound classification information is not available!
Compound Quality
CATEGORY QUALITY THRESHOLD OCCURENCE REFERENCE
smell Phenolic, medicinal water details
smell Phenolic, medicinal 1.562e-2 µmol/L water details
Compound Toxicity and Food Additive Safety (OFAS)
Toxicity Summary
Link to the Distributed Structure-Searchable Toxicity (DSSTox) Database
2-chlorophenol works as a weak uncoupler of oxidative phosphorylation and inhibitors of cellular respiration. The ability of chlorophenols to uncouple oxidative phosphorylation increases with increasing chlorination. In fact, studies indicate a concentration-dependent triphasic effect of chlorophenols on phosphorylation and cellular respiration. At low concentrations, uncoupling produces stimulation of the resting state respiration as a result of increased adenosine triphosphatase (ATPase) activity in the absence of a phosphate acceptor.Inhibition of active respiration is also observed. At moderate concentrations, resting respiration is neither stimulated nor inhibited. Significant inhibition of respiration, associated with a breakdown of the electron transport process and decreased ATPase activity, occurs at very high concentrations. Uncoupling activity has been attributed to a protonophoric effect (a disruption of the energy gradient across the mitochondrial membrane resulting from distribution of chlorophenols in the phospholipid bilayer of the membrane), whereas inhibition of cellular respiration has been attributed to a direct action on intracellular proteins (L159).
Source: DrugBank or Hazardous Substances Data Bank (HSDB)
Receptors
Receptor information of this compound is not available!
Consensus Spectra
Spectrum Type Spectrum View Description Polarity
Experimental GCMS view GCMS positive