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{{chembox |
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{{chembox |
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| Name = Mutagen X |
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| Watchedfields = changed |
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| ImageFile = MX structure.png |
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| verifiedrevid = 433354158 |
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<!-- | ImageSize = 150px --> |
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| ImageName = |
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| Name = Mutagen X |
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| ImageFile = MX structure.png |
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| IUPACName = 3-Chloro-4-(dichloromethyl)-5-<br />hydroxy-5''H''-furan-2-one |
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| ImageSize = 150 |
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| OtherNames = Mutagen X<br />MX |
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| ImageAlt = Skeletal formula of mutagen X |
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| Section1 = {{Chembox Identifiers |
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| ImageFile1 = Mutagen-X-3D-spacefill.png |
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| CASNo = 77439-76-0 |
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| ImageSize1 = 150 |
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| SMILES = O=C1OC(O)C(C(Cl)Cl)=C1Cl |
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| ImageAlt1 = Space-filling model of the mutagen X molecule |
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| IUPACName = 3-Chloro-4-(dichloromethyl)-5-<wbr />hydroxy-5''H''-furan-2-one |
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| OtherNames = Mutagen X<br />MX |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo = 77439-76-0 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = SSD7YR4366 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = C19205 |
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| SMILES = O=C1OC(O)C(C(Cl)Cl)=C1Cl |
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| EINECS = 253-575-7 |
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| PubChem = 53665 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 48451 |
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| InChI = 1/C5H3Cl3O3/c6-2-1(3(7)8)4(9)11-5(2)10/h3-4,9H |
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| InChIKey = WNTRMRXAGJOLCU-UHFFFAOYAU |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C5H3Cl3O3/c6-2-1(3(7)8)4(9)11-5(2)10/h3-4,9H |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = WNTRMRXAGJOLCU-UHFFFAOYSA-N |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula = C<sub>5</sub>H<sub>3</sub>Cl<sub>3</sub>O<sub>3</sub> |
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| Formula = C<sub>5</sub>H<sub>3</sub>Cl<sub>3</sub>O<sub>3</sub> |
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| MolarMass = 217.43 g/mol |
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| MolarMass = 217.43 g/mol |
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| Density = |
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'''Mutagen X''' (MX), or 3-chloro-4-(dichloromethyl)-5-hydroxy-5''H''-furan-2-one, is a byproduct of the disinfection of water by ]. MX is produced by reaction of chlorine with natural ]s. |
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'''Mutagen X''' (MX), or 3-chloro-4-(dichloromethyl)-5-hydroxy-5''H''-furan-2-one, is a byproduct of the disinfection of water by ]. MX is produced by reaction of chlorine with natural ]s. |
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MX is found in chlorinated drinking water all over the world and is an environmental carcinogen that is known to cause several types of cancer in rats when present in large enough concentrations.<ref>{{cite journal | title = Oxidative stress and DNA damage induced by a drinking-water chlorination disinfection byproduct 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in mice | author = Yuan, Jing; Liu, Hui; Zhou, Li-Hong; Zou, Ya-Lin; Lu, Wen-Qing | journal = Mutation Research | year = 2006 | volume = 609 | issue = 2 | pages = 129–136 | pmid = 16952480 | doi = 10.1016/j.mrgentox.2006.05.011}}</ref> It is listed by the ] as a ] ] meaning it is "possibly carcinogenic to humans". Although the concentration of MX in drinking water is typically 100- to 1000-fold lower than other common byproducts of water chlorination such as ]s, MX might play a role in the increased cancer risks that have been associated with the consumption of chlorinated water because of its potency in inducing DNA damage.<ref>{{cite journal | title = Carcinogenicity of the chlorination disinfection by-product MX | author = McDonald, Thomas A.; Komulainen, Hannu | journal = Journal of Environmental Science and Health, Part C: Environmental Carcinogenesis & Ecotoxicology Reviews | year = 2005 | volume = C23 | issue = 2 | pages = 163–214 | doi = 10.1080/10590500500234988 | pmid = 16291527}}</ref> |
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MX is found in chlorinated drinking water all over the world and is an environmental carcinogen that is known to cause several types of cancer in rats when present in large enough concentrations.<ref>{{cite journal | title = Oxidative stress and DNA damage induced by a drinking-water chlorination disinfection byproduct 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in mice |author1=Yuan, Jing |author2=Liu, Hui |author3=Zhou, Li-Hong |author4=Zou, Ya-Lin |author5=Lu, Wen-Qing | journal = Mutation Research | year = 2006 | volume = 609 | issue = 2 | pages = 129–136 | pmid = 16952480 | doi = 10.1016/j.mrgentox.2006.05.011}}</ref> It is listed by the ] as a ] ] meaning it is "possibly carcinogenic to humans". Although the concentration of MX in drinking water is typically 100- to 1000-fold lower than other common byproducts of water chlorination such as ]s, MX might play a role in the increased cancer risks that have been associated with the consumption of chlorinated water because of its potency in inducing DNA damage.<ref>{{cite journal | title = Carcinogenicity of the chlorination disinfection by-product MX |author1=McDonald, Thomas A. |author2=Komulainen, Hannu | journal = Journal of Environmental Science and Health, Part C | year = 2005 | volume = C23 | issue = 2 | pages = 163–214 | doi = 10.1080/10590500500234988 | pmid = 16291527}}</ref> |
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==References== |
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