3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (BioDeep_00000012684)

 

Secondary id: BioDeep_00001868317

human metabolite blood metabolite Volatile Flavor Compounds


代谢物信息卡片


3-chloro-4-(dichloromethyl)-5-hydroxy-2,5-dihydrofuran-2-one

化学式: C5H3Cl3O3 (215.91477780000002)
中文名称: 3-氯-4-(二氯甲基)-5-羟基-2(5H)-呋喃酮, 3-氯-4-（二氯甲基）-5-羟基-2（5H）-呋喃酮
谱图信息: 最多检出来源 Homo sapiens(blood) 0.36%

分子结构信息

SMILES: C1(C(=C(C(=O)O1)Cl)C(Cl)Cl)O
InChI: InChI=1S/C5H3Cl3O3/c6-2-1(3(7)8)4(9)11-5(2)10/h3-4,9H

描述信息

D009676 - Noxae > D002273 - Carcinogens
D009676 - Noxae > D009153 - Mutagens

同义名列表

7 个代谢物同义名

3-chloro-4-(dichloromethyl)-5-hydroxy-2,5-dihydrofuran-2-one; 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone; MX Mutagen; Mutagen X; 3-DCHFO; 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone; 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone



数据库引用编号

12 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Elizabeth Rincón-Bedoya, Nelly Velásquez, Jairo Quijano, Claudio Bravo-Linares. Mutagenicity and genotoxicity of water treated for human consumption induced by chlorination by-products. Journal of environmental health. 2013 Jan; 75(6):28-36. doi: ". [PMID: 23397647]
  • Gretchen D Onstad, Howard S Weinberg, Stuart W Krasner. Occurrence of halogenated furanones in U.S. drinking waters. Environmental science & technology. 2008 May; 42(9):3341-8. doi: 10.1021/es071374w. [PMID: 18522116]
  • Lihong Zhou, Yaling Zou, Ruiping Lai, Guanyu Fan. [Oxidative stress of human derived fetal hepatocytes induced by product of chlorinated drinking water (MX)]. Wei sheng yan jiu = Journal of hygiene research. 2007 Mar; 36(2):149-51. doi: ". [PMID: 17555087]
  • Sadahiko Itoh, Atsushi Nakano, Toshiaki Araki. Reevaluation of the toxicity of chlorinated water and the usefulness of MX as an index. Journal of water and health. 2006 Dec; 4(4):523-31. doi: 10.2166/wh.2006.0035. [PMID: 17176822]
  • Jing Yuan, Hui Liu, Li-Hong Zhou, Ya-Lin Zou, Wen-Qing Lu. 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. Mutation research. 2006 Oct; 609(2):129-36. doi: 10.1016/j.mrgentox.2006.05.011. [PMID: 16952480]
  • Kevin S McDorman, Brian F Pachkowski, Jun Nakamura, Douglas C Wolf, James A Swenberg. Oxidative DNA damage from potassium bromate exposure in Long-Evans rats is not enhanced by a mixture of drinking water disinfection by-products. Chemico-biological interactions. 2005 Apr; 152(2-3):107-17. doi: 10.1016/j.cbi.2005.02.003. [PMID: 15840384]
  • Andrey I Egorov, Andrei A Tereschenko, Larisa M Altshul, Terttu Vartiainen, Dmitri Samsonov, Brian LaBrecque, Jorma Mäki-Paakkanen, Nina L Drizhd, Timothy E Ford. Exposures to drinking water chlorination by-products in a Russian city. International journal of hygiene and environmental health. 2003 Oct; 206(6):539-51. doi: 10.1078/1438-4639-00244. [PMID: 14626901]
  • Kevin S McDorman, Michelle J Hooth, Thomas B Starr, Douglas C Wolf. Analysis of preneoplastic and neoplastic renal lesions in Tsc2 mutant Long-Evans (Eker) rats following exposure to a mixture of drinking water disinfection by-products. Toxicology. 2003 May; 187(1):1-12. doi: 10.1016/s0300-483x(03)00004-0. [PMID: 12679048]
  • Hannele Huuskonen, Raili Venäläinen, Hannu Komulainen. Developmental toxicity evaluation of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in Wistar rats. Birth defects research. Part B, Developmental and reproductive toxicology. 2003 Apr; 68(2):172-9. doi: 10.1002/bdrb.10017. [PMID: 12866708]
  • Edward H Lebetkin, Ling-Jen Chen, Leo T Burka. Disposition of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5h)-furanone (mx) in b6c3f1 mice and f344 rats. Journal of toxicology and environmental health. Part A. 2002 Dec; 65(24):2101-18. doi: 10.1080/00984100290071522. [PMID: 12515589]
  • Michelle J Hooth, Kevin S McDorman, Susan D Hester, Michael H George, Lance R Brooks, Adam E Swank, Douglas C Wolf. The carcinogenic response of Tsc2 mutant Long-Evans (Eker) rats to a mixture of drinking water disinfection by-products was less than additive. Toxicological sciences : an official journal of the Society of Toxicology. 2002 Oct; 69(2):322-31. doi: 10.1093/toxsci/69.2.322. [PMID: 12377981]
  • H Y Son, A Nishikawa, T Ikeda, H Nakamura, M Miyauchi, T Imazawa, F Furukawa, M Hirose. Lack of modifying effects of environmental estrogenic compounds on the development of thyroid proliferative lesions in male rats pretreated with N-bis(2-hydroxypropyl)nitrosamine (DHPN). Japanese journal of cancer research : Gann. 2000 Sep; 91(9):899-905. doi: 10.1111/j.1349-7006.2000.tb01032.x. [PMID: 11011117]
  • J A Holme, U Haddeland, K Haug, G Brunborg. DNA damage induced by the drinking water mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2[5H]-furanone (MX) in mammalian cells in vitro and in mice. Mutation research. 1999 Apr; 441(1):145-53. doi: 10.1016/s1383-5718(99)00039-x. [PMID: 10224331]
  • L Kronberg, T Munter, J Mäki, F Le Curieux, D Pluskota, R Sjöholm. Adducts of chlorohydroxyfuranones and of aldehyde conjugates. IARC scientific publications. 1999; ?(150):115-21. doi: ". [PMID: 10626213]
  • Y F Sasaki, E Nishidate, F Izumiyama, M Watanabe-Akanuma, N Kinae, N Matsusaka, S Tsuda. Detection of in vivo genotoxicity of 3-chloro-4-(dichloromethyl)-5-hydroxy-2[5H]-furanone (MX) by the alkaline single cell gel electrophoresis (Comet) assay in multiple mouse organs. Mutation research. 1997 Sep; 393(1-2):47-53. doi: 10.1016/s1383-5718(97)00085-5. [PMID: 9357561]
  • U Marsteinstredet, R Wiger, G Brunborg, J K Hongslo, J A Holme. Apoptosis in HL-60 cells induced by 3-chloro-4-(dichloromethyl)-5-hydroxy-2[5H]-furanone (MX). Chemico-biological interactions. 1997 Sep; 106(2):89-107. doi: 10.1016/s0009-2797(97)00053-7. [PMID: 9366896]
  • J R Meier, S Monarca, K S Patterson, M Villarini, F B Daniel, M Moretti, R Pasquini. Urine mutagenicity and biochemical effects of the drinking water mutagen, 3-chloro-4-(dichloromethyl)-5-hydroxy-2[5H]-furanone (MX), following repeated oral administration to mice and rats. Toxicology. 1996 Jun; 110(1-3):59-70. doi: 10.1016/0300-483x(96)03336-7. [PMID: 8658560]
  • S L Vaittinen, H Komulainen, V M Kosma, A Julkunen, J Mäki-Paakkanen, K Jansson, T Vartiainen, J Tuomisto. Subchronic toxicity of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in Wistar rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1995 Dec; 33(12):1027-37. doi: 10.1016/0278-6915(95)00079-8. [PMID: 8846998]
  • K Heiskanen, P Linström-Seppä, L Haataja, S L Vaittinen, T Vartiainen, H Komulainen. Altered enzyme activities of xenobiotic biotransformation in kidneys after subchronic administration of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) to rats. Toxicology. 1995 Jun; 100(1-3):121-8. doi: 10.1016/0300-483x(95)03075-q. [PMID: 7624869]
  • J Mäki-Paakkanen, K Jansson. Cytogenetic effects in the peripheral lymphocytes and kidney cells of rats exposed to 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) orally on three consecutive days. Mutation research. 1995 Jun; 343(2-3):151-6. doi: 10.1016/0165-1218(95)90081-0. [PMID: 7791809]
  • D M DeMarini, A Abu-Shakra, C F Felton, K S Patterson, M L Shelton. Mutation spectra in salmonella of chlorinated, chloraminated, or ozonated drinking water extracts: comparison to MX. Environmental and molecular mutagenesis. 1995; 26(4):270-85. doi: 10.1002/em.2850260403. [PMID: 8575416]
  • A Nishikawa, N Kinae, F Furukawa, M Mitsui, T Enami, T Hasegawa, M Takahashi. Enhancing effects of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) on cell proliferation and lipid peroxidation in the rat gastric mucosa. Cancer letters. 1994 Oct; 85(2):151-7. doi: 10.1016/0304-3835(94)90268-2. [PMID: 7954330]
  • J Mäki-Paakkanen, K Jansson, T Vartiainen. Induction of mutation, sister-chromatid exchanges, and chromosome aberrations by 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone in Chinese hamster ovary cells. Mutation research. 1994 Oct; 310(1):117-23. doi: 10.1016/0027-5107(94)90015-9. [PMID: 7523875]
  • H Matsumura, M Watanabe, K Matsumoto, T Ohta. 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) induces gene mutations and inhibits metabolic cooperation in cultured Chinese hamster cells. Journal of toxicology and environmental health. 1994 Sep; 43(1):65-72. doi: 10.1080/15287399409531904. [PMID: 8078093]
  • K Fekadu, W Parzefall, L Kronberg, R Franzen, R Schulte-Hermann, S Knasmüller. Induction of genotoxic effects by chlorohydroxyfuranones, byproducts of water disinfection, in E. coli K-12 cells recovered from various organs of mice. Environmental and molecular mutagenesis. 1994; 24(4):317-24. doi: 10.1002/em.2850240409. [PMID: 7851344]
  • H Komulainen, H Huuskonen, V M Kosma, S Lötjönen, T Vartiainen. Toxic effects and excretion in urine of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in the after a single oral dose. Archives of toxicology. 1994; 68(6):398-400. doi: 10.1007/s002040050088. [PMID: 8092931]
  • L Risto, T Vartiainen, H Komulainen. Formation of methemoglobin by 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone, MX, in rat erythrocytes in vitro. Toxicology letters. 1993 Jun; 68(3):325-32. doi: 10.1016/0378-4274(93)90024-r. [PMID: 8516786]
  • H Komulainen, S L Vaittinen, T Vartiainen, S Lötjönen, P Paronen, J Tuomisto. Pharmacokinetics in rat of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX), a drinking water mutagen, after a single dose. Pharmacology & toxicology. 1992 Jun; 70(6 Pt 1):424-8. doi: 10.1111/j.1600-0773.1992.tb00501.x. [PMID: 1438020]
  • L Haataja, T Vartiainen, S Lampelo, S Lötjönen, J Tuomisto. Binding of the strong bacterial mutagen, 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) to bovine serum albumin. Toxicology letters. 1991 Dec; 59(1-3):187-95. doi: 10.1016/0378-4274(91)90071-d. [PMID: 1755025]
  • G Brunborg, J A Holme, E J Søderlund, J K Hongslo, T Vartiainen, S Lötjönen, G Becher. Genotoxic effects of the drinking water mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2[5H]-furanone (MX) in mammalian cells in vitro and in rats in vivo. Mutation research. 1991 May; 260(1):55-64. doi: 10.1016/0165-1218(91)90080-6. [PMID: 1902909]
  • G Brunborg, J A Holme, E J Søderlund, E Dybing. Organ-specific genotoxic effects of chemicals: the use of alkaline elution to detect DNA damage in various organs of in vivo-exposed animals. Progress in clinical and biological research. 1990; 340D(?):43-52. doi: NULL. [PMID: 2115178]