Carbadox (BioDeep_00000017920)

   

human metabolite Endogenous Chemicals and Drugs


代谢物信息卡片


N-[(1E)-(1,4-dioxo-1λ⁵,4λ⁵-quinoxalin-2-yl)methylidene]methoxycarbohydrazide

化学式: C11H10N4O4 (262.070202)
中文名称: 卡巴多
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC(=O)NN=CC1=[N+](C2=CC=CC=C2[N+](=C1)[O-])[O-]
InChI: InChI=1S/C11H10N4O4/c1-19-11(16)13-12-6-8-7-14(17)9-4-2-3-5-10(9)15(8)18/h2-7H,1H3,(H,13,16)/b12-6+

描述信息

Carbadox is found in animal foods. Animal growth promoter especially for pigs. Banned in the EU. Carbadox is a permitted in USA subject to a 45-day withdrawal period (2001) Carbadox is a drug that combats parasite infection. In early 2004 it was banned by the Canadian government as a livestock feed additive and for human consumption. The European Union also forbids the use of Carbadox at any level. It is approved in the United States for use in swine for up to 42 days before slaughter
Animal growth promoter especies for pigs. Banned in the EU. Permitted in USA subject to a 45-day withdrawal period (2001) [DFC]
D009676 - Noxae > D002273 - Carcinogens
D009676 - Noxae > D009153 - Mutagens
D000890 - Anti-Infective Agents

同义名列表

10 个代谢物同义名

N-[(1E)-(1,4-dioxo-1λ⁵,4λ⁵-quinoxalin-2-yl)methylidene]methoxycarbohydrazide; Methyl (2-quinoxalinylmethylene)hydrazinecarboxylate N,n-dioxide, 9ci; Methyl 3-(2-quinoxalinylmethylene)carbazate N1,N4-dioxide, 8ci; UNII-M2X04R2E2Y; Fortigro; Carbadox; Fortrigo; Getroxel; GS 6244; Mecadox



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

  • Yijie He, Kwangwook Kim, Lauren Kovanda, Cynthia Jinno, Minho Song, Jennifer Chase, Xunde Li, Bie Tan, Yanhong Liu. Bacillus subtilis: a potential growth promoter in weaned pigs in comparison to carbadox. Journal of animal science. 2020 Sep; 98(9):. doi: 10.1093/jas/skaa290. [PMID: 32877510]
  • Timothy A Johnson, Torey Looft, Andrew J Severin, Darrell O Bayles, Daniel J Nasko, K Eric Wommack, Adina Howe, Heather K Allen. The In-Feed Antibiotic Carbadox Induces Phage Gene Transcription in the Swine Gut Microbiome. mBio. 2017 08; 8(4):. doi: 10.1128/mbio.00709-17. [PMID: 28790203]
  • W T Oliver, J E Wells. Lysozyme as an alternative to antibiotics improves growth performance and small intestinal morphology in nursery pigs. Journal of animal science. 2013 Jul; 91(7):3129-36. doi: 10.2527/jas.2012-5782. [PMID: 23572262]
  • Wan-Ru Chen, Cun Liu, Stephen A Boyd, Brian J Teppen, Hui Li. Reduction of carbadox mediated by reaction of Mn(III) with oxalic acid. Environmental science & technology. 2013 Feb; 47(3):1357-64. doi: 10.1021/es303895w. [PMID: 23320784]
  • Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
  • M C Walsh, M H Rostagno, G E Gardiner, A L Sutton, B T Richert, J S Radcliffe. Controlling Salmonella infection in weanling pigs through water delivery of direct-fed microbials or organic acids. Part I: effects on growth performance, microbial populations, and immune status. Journal of animal science. 2012 Jan; 90(1):261-71. doi: 10.2527/jas.2010-3598. [PMID: 21841080]
  • V G Pérez, A M Waguespack, T D Bidner, L L Southern, T M Fakler, T L Ward, M Steidinger, J E Pettigrew. Additivity of effects from dietary copper and zinc on growth performance and fecal microbiota of pigs after weaning. Journal of animal science. 2011 Feb; 89(2):414-25. doi: 10.2527/jas.2010-2839. [PMID: 20935138]
  • J E Wells, W T Oliver, J T Yen. The effects of dietary additives on faecal levels of Lactobacillus spp., coliforms, and Escherichia coli, and faecal prevalence of Salmonella spp. and Campylobacter spp. in US production nursery swine. Journal of applied microbiology. 2010 Jan; 108(1):306-14. doi: 10.1111/j.1365-2672.2009.04423.x. [PMID: 19614855]
  • H D Wilt, M S Carlson. Effect of supplementing zinc oxide and biotin with or without carbadox on nursery pig performance. Journal of animal science. 2009 Oct; 87(10):3253-8. doi: 10.2527/jas.2007-0643. [PMID: 19574566]
  • A Piva, E Grilli, L Fabbri, V Pizzamiglio, P P Gatta, F Galvano, M Bognanno, L Fiorentini, J Woliński, R Zabielski, J A Patterson. Intestinal metabolism of weaned piglets fed a typical United States or European diet with or without supplementation of tributyrin and lactitol. Journal of animal science. 2008 Nov; 86(11):2952-61. doi: 10.2527/jas.2007-0402. [PMID: 18502885]
  • T E Weber, B J Kerr. Effect of sodium butyrate on growth performance and response to lipopolysaccharide in weanling pigs. Journal of animal science. 2008 Feb; 86(2):442-50. doi: 10.2527/jas.2007-0499. [PMID: 17998428]
  • Abdolvahab Farzan, Robert M Friendship, Cornelis Poppe, Laura Martin, Catherine E Dewey, Julie Funk. Molecular epidemiology and antimicrobial resistance of Salmonella typhimurium DTI04 on Ontario swine farms. Canadian journal of veterinary research = Revue canadienne de recherche veterinaire. 2008; 72(2):188-94. doi: . [PMID: 18505209]
  • Holy T Akwar, Cornelis Poppe, Jeff Wilson, Richard J Reid-Smith, Monica Dyck, Josh Waddington, Dayue Shang, Scott A McEwen. Associations of antimicrobial uses with antimicrobial resistance of fecal Escherichia coli from pigs on 47 farrow-to-finish farms in Ontario and British Columbia. Canadian journal of veterinary research = Revue canadienne de recherche veterinaire. 2008; 72(2):202-10. doi: NULL. [PMID: 18505211]
  • M C Walsh, D M Sholly, R B Hinson, K L Saddoris, A L Sutton, J S Radcliffe, R Odgaard, J Murphy, B T Richert. Effects of water and diet acidification with and without antibiotics on weanling pig growth and microbial shedding. Journal of animal science. 2007 Jul; 85(7):1799-808. doi: 10.2527/jas.2006-049. [PMID: 17296768]
  • A Baumgartner, M Küffer, D Suter, T Jemmi, P Rohner. Antimicrobial resistance of Yersinia enterocolitica strains from human patients, pigs and retail pork in Switzerland. International journal of food microbiology. 2007 Apr; 115(1):110-4. doi: 10.1016/j.ijfoodmicro.2006.10.008. [PMID: 17196695]
  • M C Walsh, D M Sholly, R B Hinson, S A Trapp, A L Sutton, J S Radcliffe, J W Smith, B T Richert. Effects of Acid LAC and Kem-Gest acid blends on growth performance and microbial shedding in weanling pigs. Journal of animal science. 2007 Feb; 85(2):459-67. doi: 10.2527/jas.2005-630. [PMID: 17235031]
  • Wenlu Song, Min Huang, Wilson Rumbeiha, Hui Li. Determination of amprolium, carbadox, monensin, and tylosin in surface water by liquid chromatography/tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2007; 21(12):1944-50. doi: 10.1002/rcm.3042. [PMID: 17510929]
  • Lingli Huang, Aiguo Xiao, Shengxian Fan, Juyi Yin, Pin Chen, Dengcai Liu, Yinsheng Qiu, Yulian Wang, Zonghui Yuan. Development of liquid chromatographic methods for determination of quinocetone and its main metabolites in edible tissues of swine and chicken. Journal of AOAC International. 2005 Mar; 88(2):472-8. doi: 10.1093/jaoac/88.2.472. [PMID: 15859074]
  • L M Kim, Jeffery T Gray, Barry G Harmon, Richard D Jones, Paula J Fedorka-Cray. Susceptibility of Escherichia coli from growing piglets receiving antimicrobial feed additives. Foodborne pathogens and disease. 2005; 2(4):304-16. doi: 10.1089/fpd.2005.2.304. [PMID: 16366853]
  • T E Burkey, S S Dritz, J C Nietfeld, B J Johnson, J E Minton. Effect of dietary mannanoligosaccharide and sodium chlorate on the growth performance, acute-phase response, and bacterial shedding of weaned pigs challenged with Salmonella enterica serotype Typhimurium. Journal of animal science. 2004 Feb; 82(2):397-404. doi: 10.2527/2004.822397x. [PMID: 14974536]
  • J R Hermann, M S Honeyman, J J Zimmerman, B J Thacker, P J Holden, C C Chang. Effect of dietary Echinacea purpurea on viremia and performance in porcine reproductive and respiratory syndrome virus-infected nursery pigs. Journal of animal science. 2003 Sep; 81(9):2139-44. doi: 10.2527/2003.8192139x. [PMID: 12968687]
  • A Owusu-Asiedu, C M Nyachoti, R R Marquardt. Response of early-weaned pigs to an enterotoxigenic Escherichia coli (K88) challenge when fed diets containing spray-dried porcine plasma or pea protein isolate plus egg yolk antibody, zinc oxide, fumaric acid, or antibiotic. Journal of animal science. 2003 Jul; 81(7):1790-8. doi: 10.2527/2003.8171790x. [PMID: 12854816]
  • G Savoini, V Bontempo, F Cheli, A Baldi, V Sala, G Mancin, A Agazzi, V Dell'Orto. Alternative antimicrobials in the nutrition of postweaning piglets. The Veterinary record. 2002 Nov; 151(19):577-80. doi: 10.1136/vr.151.19.577. [PMID: 12452359]
  • L A White, M C Newman, G L Cromwell, M D Lindemann. Brewers dried yeast as a source of mannan oligosaccharides for weanling pigs. Journal of animal science. 2002 Oct; 80(10):2619-28. doi: 10.2527/2002.80102619x. [PMID: 12413084]
  • T S Edrington, R B Harvey, L A Farrington, D J Nisbet. Evaluation of subtherapeutic use of the antibiotics apramycin and carbadox on the prevalence of antimicrobial-resistant Salmonella infection in swine. Journal of food protection. 2001 Dec; 64(12):2067-70. doi: 10.4315/0362-028x-64.12.2067. [PMID: 11770640]
  • T E Weber, A P Schinckel, K L Houseknecht, B T Richert. Evaluation of conjugated linoleic acid and dietary antibiotics as growth promotants in weanling pigs. Journal of animal science. 2001 Oct; 79(10):2542-9. doi: 10.2527/2001.79102542x. [PMID: 11721832]
  • G M Hill, D C Mahan, S D Carter, G L Cromwell, R C Ewan, R L Harrold, A J Lewis, P S Miller, G C Shurson, T L Veum. Effect of pharmacological concentrations of zinc oxide with or without the inclusion of an antibacterial agent on nursery pig performance. Journal of animal science. 2001 Apr; 79(4):934-41. doi: 10.2527/2001.794934x. [PMID: 11325200]
  • W T Johnston, C E Dewey, R M Friendship, N Smart, B J McEwen, M Stalker, C F de Lange. An investigation of the etiology of a mild diarrhea observed in a group of grower/finisher pigs. The Canadian veterinary journal = La revue veterinaire canadienne. 2001 Jan; 42(1):33-7. doi: 10.4141/cjas62-005. [PMID: 11195519]
  • A G Mathew, W G Upchurch, S E Chattin. Incidence of antibiotic resistance in fecal Escherichia coli isolated from commercial swine farms. Journal of animal science. 1998 Feb; 76(2):429-34. doi: 10.2527/1998.762429x. [PMID: 9498348]
  • M D Rose, J Bygrave, J A Tarbin. Determination of quinoxaline carboxylic acid (metabolite of carbadox) in animal tissue by HPLC. Food additives and contaminants. 1995 Mar; 12(2):177-83. doi: 10.1080/02652039509374292. [PMID: 7781814]
  • J T Yen, W G Pond. Effects of carbadox, copper, or Yucca shidigera extract on growth performance and visceral weight of young pigs. Journal of animal science. 1993 Aug; 71(8):2140-6. doi: 10.2527/1993.7182140x. [PMID: 8376238]
  • G M Binnendijk, M M Aerts, H J Keukens, U A Brinkman. Optimization and ruggedness testing of the determination of residues of carbadox and metabolites in products of animal origin. Stability studies in animal tissues. Journal of chromatography. 1991 Mar; 541(1-2):401-10. doi: 10.1016/s0021-9673(01)96012-1. [PMID: 2037656]
  • J T Yen, W G Pond. Effect of carbadox on net absorption of ammonia and glucose into hepatic portal vein of growing pigs. Journal of animal science. 1990 Dec; 68(12):4236-42. doi: 10.2527/1990.68124236x. [PMID: 2286564]
  • M R Hathaway, D H Kretchmar, C E Allen, S G Cornelius, W R Dayton. In vitro muscle cell proliferation and protein turnover as affected by serum from pigs fed antimicrobials. Journal of animal science. 1990 Oct; 68(10):3190-7. doi: 10.2527/1990.68103190x. [PMID: 2254195]
  • H de Vries, J Bojarski, A A Donker, A Bakri, G M Beyersbergen van Henegouwen. Photochemical reactions of quindoxin, olaquindox, carbadox and cyadox with protein, indicating photoallergic properties. Toxicology. 1990 Jul; 63(1):85-95. doi: 10.1016/0300-483x(90)90071-n. [PMID: 2382272]
  • M J Nabuurs, E J van der Molen, G J de Graaf, L P Jager. Clinical signs and performance of pigs treated with different doses of carbadox, cyadox and olaquindox. Zentralblatt fur Veterinarmedizin. Reihe A. 1990 Feb; 37(1):68-76. doi: 10.1111/j.1439-0442.1990.tb00877.x. [PMID: 2110404]
  • E J van der Molen, A J Baars, G J de Graaf, L P Jager. Comparative study of the effect of the effect of carbadox, olaquindox and cyadox on aldosterone, sodium and potassium plasma levels in weaned pigs. Research in veterinary science. 1989 Jul; 47(1):11-6. doi: 10.1016/s0034-5288(18)31224-4. [PMID: 2772398]
  • E J van der Molen, J H van Lieshout, M J Nabuurs, F H Derkx, A P Lamers, A M Michelakis. Changes in plasma renin activity and renal immunohistochemically demonstrated renin in carbadox treated pigs. Research in veterinary science. 1989 May; 46(3):401-5. doi: 10.1016/s0034-5288(18)31188-3. [PMID: 2662289]
  • S B Power, W J Donnelly, J G McLaughlin, M C Walsh, M F Dromey. Accidental carbadox overdosage in pigs in an Irish weaner-producing herd. The Veterinary record. 1989 Apr; 124(14):367-70. doi: 10.1136/vr.124.14.367. [PMID: 2718336]
  • E J van der Molen, G J de Graaf, A J Baars. Persistence of carbadox-induced adrenal lesions in pigs following drug withdrawal and recovery of aldosterone plasma concentrations. Journal of comparative pathology. 1989 Apr; 100(3):295-304. doi: 10.1016/0021-9975(89)90107-2. [PMID: 2723159]
  • M J Nabuurs, E J van der Molen. Clinical signs and performance of pigs during the administration of different levels of carbadox and after withdrawal. Zentralblatt fur Veterinarmedizin. Reihe A. 1989 Mar; 36(3):209-17. doi: 10.1111/j.1439-0442.1989.tb00721.x. [PMID: 2499998]
  • M M Aerts, W M Beek, H J Keukens, U A Brinkman. Determination of residues of carbadox and some of its metabolites in swine tissues by high-performance liquid chromatography using on-line pre-column enrichment and post-column derivatization with UV-VIS detection. Journal of chromatography. 1988 Dec; 456(1):105-19. doi: 10.1016/0021-9673(86)80010-3. [PMID: 3243862]
  • M G Lauridsen, C Lund, M Jacobsen. Determination and depletion of residues of carbadox, tylosin, and virginiamycin in kidney, liver, and muscle of pigs in feeding experiments. Journal - Association of Official Analytical Chemists. 1988 Sep; 71(5):921-5. doi: . [PMID: 3148611]
  • T Hayashi, I Suenaga, N Narukawa, T Yamazaki. In vitro and in vivo activities of sedecamycin against Treponema hyodysenteriae. Antimicrobial agents and chemotherapy. 1988 Apr; 32(4):458-61. doi: 10.1128/aac.32.4.458. [PMID: 3377458]
  • J D Tracy, A H Jensen. Effects of a dietary antimicrobial (carbadox) on liver cholesterol 7 alpha-hydroxylase activity and bile acid patterns in the young pig. Journal of animal science. 1987 Oct; 65(4):1013-8. doi: 10.2527/jas1987.6541013x. [PMID: 3667447]
  • E J van der Molen, G J de Graaf, T J Spierenburg, M J Nabuurs, A J Baars, L P Jager. Hypoaldosteronism in piglets induced by carbadox. Experientia. 1986 Dec; 42(11-12):1247-9. doi: 10.1007/bf01946407. [PMID: 3780949]
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  • A I MacIntosh, G Lauriault, G A Neville. Liquid chromatographic monitoring of the depletion of carbadox and its metabolite desoxycarbadox in swine tissues. Journal - Association of Official Analytical Chemists. 1985 Jul; 68(4):665-71. doi: NULL. [PMID: 4030637]
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