Chloroethylene oxide is the organic compound with the formula ClC2H3O. It is the epoxide of vinyl chloride. The compound is rarely observed, but it is widely proposed as a metabolite of vinyl chloride, formed by the action of cytochrome-P450. It is significant because it causes DNA alkylation. It isomerizes to chloroacetaldehyde, which modifies adenosine residues by conversion to 1,N6-ethenodeoxyadenosine (εdA).[1][2]
^Pandya, Gagan A.; Moriya, Masaaki (1996). "1,N6-Ethenodeoxyadenosine, a DNA Adduct Highly Mutagenic in Mammalian Cells". Biochemistry. 35 (35): 11487–11492. doi:10.1021/bi960170h. PMID 8784204.
^Clewell, Harvey J.; Gentry, P.Robinan; Gearhart, Jeffrey M.; Allen, Bruce C.; Andersen, Melvin E. (2001). "Comparison of cancer risk estimates for vinyl chloride using animal and human data with a PBPK model". Science of the Total Environment. 274 (1–3): 37–66. doi:10.1016/s0048-9697(01)00730-6. PMID 11453305. S2CID 43793528.
December 15, 2023
chloroethylene, oxide, organic, compound, with, formula, clc2h3o, epoxide, vinyl, chloride, compound, rarely, observed, widely, proposed, metabolite, vinyl, chloride, formed, action, cytochrome, p450, significant, because, causes, alkylation, isomerizes, chlor. Chloroethylene oxide is the organic compound with the formula ClC2H3O It is the epoxide of vinyl chloride The compound is rarely observed but it is widely proposed as a metabolite of vinyl chloride formed by the action of cytochrome P450 It is significant because it causes DNA alkylation It isomerizes to chloroacetaldehyde which modifies adenosine residues by conversion to 1 N6 ethenodeoxyadenosine edA 1 2 Chloroethylene oxide NamesOther names 2 chlorooxirane CEOIdentifiersCAS Number 7763 77 1 Y3D model JSmol Interactive imageChEBI CHEBI 29129ChemSpider 22880KEGG C20303PubChem CID 24472CompTox Dashboard EPA DTXSID10998848InChI InChI 1S C2H3ClO c3 2 1 4 2 h2H 1H2Key WBNCHVFLFSFIGK UHFFFAOYSA NSMILES C1C O1 ClPropertiesChemical formula C 2H 3Cl OMolar mass 78 50 g mol 1Appearance colorless liquidBoiling point 40 55 C 104 131 F 313 328 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesReferences edit Pandya Gagan A Moriya Masaaki 1996 1 N6 Ethenodeoxyadenosine a DNA Adduct Highly Mutagenic in Mammalian Cells Biochemistry 35 35 11487 11492 doi 10 1021 bi960170h PMID 8784204 Clewell Harvey J Gentry P Robinan Gearhart Jeffrey M Allen Bruce C Andersen Melvin E 2001 Comparison of cancer risk estimates for vinyl chloride using animal and human data with a PBPK model Science of the Total Environment 274 1 3 37 66 doi 10 1016 s0048 9697 01 00730 6 PMID 11453305 S2CID 43793528 Retrieved from https en wikipedia org w index php title Chloroethylene oxide amp oldid 1150821904, wikipedia, wiki, book, books, library,