Cephapirin (BioDeep_00001867740)

Main id: BioDeep_00000002204

 


代谢物信息卡片


Cephapirin

化学式: C17H17N3O6S2 (423.0558742)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)NC(=O)CSc1ccncc1
InChI: InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25)/t13-,16-/m1/s1

描述信息

A cephalosporin with acetoxymethyl and 2(pyridin-4-ylsulfanyl)acetamido substituents at positions 3 and 7, respectively, of the cephem skeleton. It is used (as its sodium salt) as an antibiotic, being effective against gram-negative and gram-positive organisms.
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01D - Other beta-lactam antibacterials > J01DB - First-generation cephalosporins
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D002511 - Cephalosporins
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D047090 - beta-Lactams
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams
C254 - Anti-Infective Agent > C258 - Antibiotic > C260 - Beta-Lactam Antibiotic

同义名列表

1 个代谢物同义名

Cephapirin



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)

2 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

  • Valérie Menoud, Mirjam Holinger, Sandra Graf-Schiller, Philipp Mayer, Luc Gerber, Michael Walkenhorst, Gaby Hirsbrunner. Comparison between intrauterine application of an antibiotic and an herbal product to treat clinical endometritis in dairy cattle - A randomized multicentre field study. Research in veterinary science. 2024 Jun; 172(?):105250. doi: 10.1016/j.rvsc.2024.105250. [PMID: 38599065]
  • Meng M Li, Partha Ray, Christy Teets, Amy Pruden, Kang Xia, Katharine F Knowlton. Short communication: Increasing temperature and pH can facilitate reductions of cephapirin and antibiotic resistance genes in dairy manure slurries. Journal of dairy science. 2020 Mar; 103(3):2877-2882. doi: 10.3168/jds.2019-17453. [PMID: 31954579]
  • Ravi Kanth Bhamidipati, Ramesh Mullangi, Nuggehally R Srinivas. Interspecies scaling of urinary excretory amounts of nine drugs belonging to different therapeutic areas with diverse chemical structures - accurate prediction of the human urinary excretory amounts. Xenobiotica; the fate of foreign compounds in biological systems. 2017 Feb; 47(2):112-118. doi: 10.3109/00498254.2016.1166290. [PMID: 27093131]
  • Partha Ray, Katharine F Knowlton, Chao Shang, Kang Xia. Development and validation of a UPLC-MS/MS method to monitor cephapirin excretion in dairy cows following intramammary infusion. PloS one. 2014; 9(11):e112343. doi: 10.1371/journal.pone.0112343. [PMID: 25375097]
  • K Hausler, S M Godden, M J Schneider, A R Lightfield, M Bulthaus, D Haines. Hot topic: investigating the risk of violative meat residues in bob veal calves fed colostrum from cows treated at dry-off with cephapirin benzathine. Journal of dairy science. 2013 Apr; 96(4):2349-2355. doi: 10.3168/jds.2012-5891. [PMID: 23415519]
  • Shuyu Xie, Fenghua Wang, Yan Wang, Luyan Zhu, Zhao Dong, Xiaofang Wang, Xihe Li, Wenzhong Zhou. Acute toxicity study of tilmicosin-loaded hydrogenated castor oil-solid lipid nanoparticles. Particle and fibre toxicology. 2011 Nov; 8(?):33. doi: 10.1186/1743-8977-8-33. [PMID: 22098626]
  • Min Kyung Kim, Tae Ho Lee, Joon Hyuk Suh, Han Young Eom, Jung Won Min, Hyesun Yeom, Unyong Kim, Hyung Joon Jung, Kyung Hoi Cha, Yong Seok Choi, Jeong-Rok Youm, Sang Beom Han. Development and validation of a liquid chromatography-tandem mass spectrometry method for the determination of goserelin in rabbit plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Aug; 878(24):2235-42. doi: 10.1016/j.jchromb.2010.06.031. [PMID: 20655813]
  • Bjorn J A Berendsen, Martien L Essers, Patrick P J Mulder, Gerard D van Bruchem, Arjen Lommen, Wendy M van Overbeek, Linda A A M Stolker. Newly identified degradation products of ceftiofur and cephapirin impact the analytical approach for quantitative analysis of kidney. Journal of chromatography. A. 2009 Nov; 1216(46):8177-86. doi: 10.1016/j.chroma.2009.04.003. [PMID: 19406407]
  • Mahmoud A Omar, Osama H Abdelmageed, Tamer Z Attia. Kinetic spectrofluorimetric determination of certain cephalosporins in human plasma. Talanta. 2009 Feb; 77(4):1394-404. doi: 10.1016/j.talanta.2008.09.040. [PMID: 19084655]
  • R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jul; 36(7):1385-405. doi: 10.1124/dmd.108.020479. [PMID: 18426954]
  • A Kotsiou, E Diamanti, A Potamianou, H Parara, J Vovou, C Perisanidis, C Tes, C Tesseromatis. Anticoagulant-induced changes on antibiotic concentrations in the serum and bones. European journal of drug metabolism and pharmacokinetics. 2008 Jul; 33(3):173-9. doi: 10.1007/bf03191115. [PMID: 19007043]
  • Asa Ekman, Daniel M Hayden, Katayoon Dehesh, Leif Bülow, Sten Stymne. Carbon partitioning between oil and carbohydrates in developing oat (Avena sativa L.) seeds. Journal of experimental botany. 2008; 59(15):4247-57. doi: 10.1093/jxb/ern266. [PMID: 19036843]
  • Gaby Hirsbrunner, Heinz W Burkhardt, Adrian Steiner. Effects of a single administration of prostaglandin F2alpha, or a combination of prostaglandin F2alpha and prostaglandin E2, or placebo on fertility variables in dairy cows 3-5 weeks post partum, a randomized, double-blind clinical trial. Reproductive biology and endocrinology : RB&E. 2006 Dec; 4(?):65. doi: 10.1186/1477-7827-4-65. [PMID: 17184541]
  • A Kotsiou, M Anagnostou, C Mourouzis, G Rallis, Ch Chantzi, C Tesseromatis. Impact of experimental trauma and niflumic acid administration on antimicrobials' concentration in serum and mandible of rats. Journal of musculoskeletal & neuronal interactions. 2006 Jul; 6(3):242-6. doi: . [PMID: 17142944]
  • J M Cha, S Yang, K H Carlson. Trace determination of beta-lactam antibiotics in surface water and urban wastewater using liquid chromatography combined with electrospray tandem mass spectrometry. Journal of chromatography. A. 2006 May; 1115(1-2):46-57. doi: 10.1016/j.chroma.2006.02.086. [PMID: 16595135]
  • Elena Benito-Peña, María C Moreno-Bondi, Guillermo Orellana, Angel Maquieira, Aart van Amerongen. Development of a novel and automated fluorescent immunoassay for the analysis of beta-lactam antibiotics. Journal of agricultural and food chemistry. 2005 Aug; 53(17):6635-42. doi: 10.1021/jf0511502. [PMID: 16104778]
  • Clifton K Fagerquist, Alan R Lightfield, Steven J Lehotay. Confirmatory and quantitative analysis of beta-lactam antibiotics in bovine kidney tissue by dispersive solid-phase extraction and liquid chromatography-tandem mass spectrometry. Analytical chemistry. 2005 Mar; 77(5):1473-82. doi: 10.1021/ac040138q. [PMID: 15732933]
  • N Abo El-Maali, A H Osman, A A M Aly, G A A Al-Hazmi. Voltammetric analysis of Cu (II), Cd (II) and Zn (II) complexes and their cyclic voltammetry with several cephalosporin antibiotics. Bioelectrochemistry (Amsterdam, Netherlands). 2005 Feb; 65(2):95-104. doi: 10.1016/j.bioelechem.2004.09.002. [PMID: 15713559]
  • Petra Luckner, Matthias Brandsch. Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2005 Jan; 59(1):17-24. doi: 10.1016/j.ejpb.2004.07.008. [PMID: 15567297]
  • Eric Brouillette, Gilles Grondin, Céline Lefebvre, Brian G Talbot, François Malouin. Mouse mastitis model of infection for antimicrobial compound efficacy studies against intracellular and extracellular forms of Staphylococcus aureus. Veterinary microbiology. 2004 Aug; 101(4):253-62. doi: 10.1016/j.vetmic.2004.04.008. [PMID: 15261998]
  • Shun-Lin Li, Hua Tan, Yue-Mao Shen, Kazuyoshi Kawazoe, Xiao-Jiang Hao. A pair of new C-21 steroidal glycoside epimers from the roots of Cynanchum paniculatum. Journal of natural products. 2004 Jan; 67(1):82-4. doi: 10.1021/np034013c. [PMID: 14738392]
  • Famei Li, Dawei Zhou, Xingjie Guo. Study on the protein binding of ketoprofen using capillary electrophoresis frontal analysis compared with liquid chromatography frontal analysis. Journal of chromatographic science. 2003 Mar; 41(3):137-41. doi: 10.1093/chromsci/41.3.137. [PMID: 12725696]
  • Lieve Okerman, Katia De Wasch, Jan Van Hoof, Walter Smedts. Simultaneous determination of different antibiotic residues in bovine and in porcine kidneys by solid-phase fluorescence immunoassay. Journal of AOAC International. 2003 Mar; 86(2):236-40. doi: . [PMID: 12723911]
  • Clifton K Fagerquist, Alan R Lightfield. Confirmatory analysis of beta-lactam antibiotics in kidney tissue by liquid chromatography/electrospray ionization selective reaction monitoring ion trap tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2003; 17(7):660-71. doi: 10.1002/rcm.964. [PMID: 12661018]
  • James W Furbee, Omar Francone, John S Parks. In vivo contribution of LCAT to apolipoprotein B lipoprotein cholesteryl esters in LDL receptor and apolipoprotein E knockout mice. Journal of lipid research. 2002 Mar; 43(3):428-37. doi: . [PMID: 11893779]
  • E Brunner, D Stallone, M Juneja, S Bingham, M Marmot. Dietary assessment in Whitehall II: comparison of 7 d diet diary and food-frequency questionnaire and validity against biomarkers. The British journal of nutrition. 2001 Sep; 86(3):405-14. doi: 10.1079/bjn2001414. [PMID: 11570993]
  • J M Musser, K L Anderson, W A Moats. Screening method for identification of beta-lactams in bovine urine by use of liquid chromatography and a microbial inhibition test. American journal of veterinary research. 2001 Mar; 62(3):326-30. doi: 10.2460/ajvr.2001.62.326. [PMID: 11277195]
  • W A Moats, K L Anderson, J E Rushing, S Buckley. Conversion of cephapirin to deacetylcephapirin in milk and tissues of treated animals. Journal of agricultural and food chemistry. 2000 Feb; 48(2):498-502. doi: 10.1021/jf990638y. [PMID: 10691664]
  • N H Pham, B A Baldo. beta-Lactam drug allergens: fine structural recognition patterns of cephalosporin-reactive IgE antibodies. Journal of molecular recognition : JMR. 1996 Jul; 9(4):287-96. doi: 10.1002/(sici)1099-1352(199607)9:4\%3c287::aid-jmr340\%3e3.0.co;2-l. [PMID: 9131470]
  • A A el-Komy. Disposition kinetics and bioavailability of piperacillin and cephapirin in mares. DTW. Deutsche tierarztliche Wochenschrift. 1995 Jun; 102(6):244-8. doi: NULL. [PMID: 8582260]
  • M P Brown, R R Gronwall, N Pattio, P W Poulos, A E Houston. Pharmacokinetics and synovial fluid concentrations of cephapirin in calves with suppurative arthritis. American journal of veterinary research. 1991 Sep; 52(9):1438-40. doi: NULL. [PMID: 1952329]
  • K L Tyczkowska, R D Voyksner, A L Aronson. Development of an analytical method for cephapirin and its metabolite in bovine milk and serum by liquid chromatography with UV-VIS detection and confirmation by thermospray mass spectometry. Journal of veterinary pharmacology and therapeutics. 1991 Mar; 14(1):51-60. doi: 10.1111/j.1365-2885.1991.tb00804.x. [PMID: 2038095]
  • J S Juzwiak, M P Brown, R Gronwall, A E Houston. Effect of probenecid administration on cephapirin pharmacokinetics and concentrations in mares. American journal of veterinary research. 1989 Oct; 50(10):1742-7. doi: NULL. [PMID: 2802305]
  • M Prades, M P Brown, R Gronwall, N S Miles. Pharmacokinetics of sodium cephapirin in lactating dairy cows. American journal of veterinary research. 1988 Nov; 49(11):1888-90. doi: NULL. [PMID: 3247911]
  • C Tesseromati, E Triandafilidi, E Tsivou. [Serum and mandible alterations of antibiotics levels under increased serum FFA]. Hellenika stomatologika chronika. Hellenic stomatological annals. 1988 Apr; 32(2):103-9. doi: . [PMID: 3153685]
  • C Teseromati, J Papadopoulos, E Storaiti, H Tralil. [Antibiotic levels in blood serum and mandibular bone in rats with and without phenylbutazone administration]. Hellenika stomatologika chronika. Hellenic stomatological annals. 1988 Jan; 32(1):29-31. doi: NULL. [PMID: 3153680]
  • C R Short, R E Beadle, T Aranas, J Pawlusiow, C R Clarke. Distribution of cephapirin into a tissue chamber implanted subcutaneously in horses. Journal of veterinary pharmacology and therapeutics. 1987 Sep; 10(3):241-7. doi: 10.1111/j.1365-2885.1987.tb00535.x. [PMID: 3656511]
  • M P Brown, R Gronwall, T B Gossman, A E Houston. Pharmacokinetics and serum concentrations of cephapirin in neonatal foals. American journal of veterinary research. 1987 May; 48(5):805-6. doi: NULL. [PMID: 3592380]
  • M P Brown, R R Gronwall, A E Houston. Pharmacokinetics and body fluid and endometrial concentrations of cephapirin in mares. American journal of veterinary research. 1986 Apr; 47(4):784-8. doi: NULL. [PMID: 3963579]
  • J D Haas, M A Raebel. Cephapirin interference with urine-glucose testing systems. American journal of hospital pharmacy. 1984 Jun; 41(6):1186-7. doi: 10.1093/ajhp/41.6.1186. [PMID: 6741966]
  • T Imoto. [Pharmacokinetics of cephapirin sodium during intravenous infusion]. The Japanese journal of antibiotics. 1983 Aug; 36(8):2120-8. doi: NULL. [PMID: 6655830]
  • K H Burch, E L Quinn, L D Saravolatz, T Madhavan, J F Jovanovich, D Pohlod. Cephapirin therapy in infective endocarditis. Southern medical journal. 1983 Apr; 76(4):448-52. doi: 10.1097/00007611-198304000-00008. [PMID: 6836358]
  • A Arvidsson, G Alván, O Borgå, R Eklöf. Effect of cephapirin on tubular reabsorption of amino acids, uric acid and beta 2-microglobulin in man. British journal of clinical pharmacology. 1983 Mar; 15(3):339-46. doi: 10.1111/j.1365-2125.1983.tb01508.x. [PMID: 6189503]
  • A B Vilim, L Larocque. Determination of penicillin G, ampicillin, and cephapirin residues in tissues. Journal - Association of Official Analytical Chemists. 1983 Jan; 66(1):176-9. doi: . [PMID: 6826504]
  • C E Fasching, L R Peterson. Anion-exchange extraction of cephapirin, cefotaxime, and cefoxitin from serum for liquid chromatography. Antimicrobial agents and chemotherapy. 1982 Apr; 21(4):628-33. doi: 10.1128/aac.21.4.628. [PMID: 6282213]
  • R S Muther, W M Bennett. Cyst fluid antibiotic concentrations in polycystic kidney disease: differences between proximal and distal cysts. Kidney international. 1981 Oct; 20(4):519-22. doi: 10.1038/ki.1981.170. [PMID: 7311311]
  • E R Green, S Subramanian, H Faden, R Quintiliani, C H Nightingale. A comparison of the penetration characteristics of cephapirin and cephalothin into right atrial appendage, muscle, fat, and pericardial fluid of pediatric patients undergoing open-heart operation. The Annals of thoracic surgery. 1981 Feb; 31(2):155-60. doi: 10.1016/s0003-4975(10)61535-4. [PMID: 7458486]
  • T Bergan, O Orjavik, E K Brodwall. Pharmacokinetics of cefapirin in patients with normal and impaired renal functions. Arzneimittel-Forschung. 1981; 31(10):1773-6. doi: . [PMID: 7198453]
  • E K Brodwall, O Orjavik, T Bergan. Kidney transport of cefapirin in normal and impaired renal function. Arzneimittel-Forschung. 1981; 31(12):2157-9. doi: . [PMID: 7199318]
  • A J Weinstein. The cephalosporins: activity and clinical use. Drugs. 1980 Aug; 20(2):137-54. doi: 10.2165/00003495-198020020-00007. [PMID: 6995096]
  • W Fry, J Ximenes, S B Siskin. Concentrations of cephapirin sodium in plasma and gynecologic tissue after a single preoperative dose. International journal of clinical pharmacology, therapy, and toxicology. 1980; 18(2):92-6. doi: NULL. [PMID: 7372381]
  • G Creatsas, M Pavlatos, D Lolis, D Kaskarelis. A study of the kinetics of cephapirin and cephalexin in pregnancy. Current medical research and opinion. 1980; 7(1):43-6. doi: 10.1185/03007998009116514. [PMID: 7428412]
  • I J Belizon, S Chou, J G Porush, G Gomez-Leon, W B Shapiro. Recovery without a diuresis after protracted acute tubular necrosis. Archives of internal medicine. 1980 Jan; 140(1):133-4. doi: NULL. [PMID: 7352791]
  • A Arvidsson, O Borgå, G Alván. Renal excretion of cephapirin and cephaloridine: evidence for saturable tubular reabsorption. Clinical pharmacology and therapeutics. 1979 Jun; 25(6):870-6. doi: 10.1002/cpt1979256870. [PMID: 445952]
  • J S Tan, S J Salstrom. Bacampicillin, Ampicillin, Cephalothin, and Cephapirin levels in human blood and interstitial fluid. Antimicrobial agents and chemotherapy. 1979 Apr; 15(4):510-2. doi: 10.1128/aac.15.4.510. [PMID: 464583]
  • H Nakayama, T Iwabuchi. [The clinical studies about side effects of sodium cefapirin in the stomatic infective diseases (author's transl)]. The Japanese journal of antibiotics. 1979 Mar; 32(3):352-8. doi: NULL. [PMID: 439407]
  • R Quintiliani, J Klimek, C H Nightingale. Penetration of cephapirin and cephalothin into the right atrial appendage and pericardial fluid of patients undergoing open-heart surgery. The Journal of infectious diseases. 1979 Mar; 139(3):348-52. doi: 10.1093/infdis/139.3.348. [PMID: 312890]
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  • M Barza, S Melethil, S Berger, E C Ernst. Comparative pharmacokinetics of cefamandole, cephapirin, and cephalothin in healthy subjects and effect of repeated dosing. Antimicrobial agents and chemotherapy. 1976 Sep; 10(3):421-5. doi: 10.1128/aac.10.3.421. [PMID: 984783]
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  • H G Robson, M I Bowmer. Treatment of pneumonia and other serious bacterial infections with cephapirin. Antimicrobial agents and chemotherapy. 1974 Sep; 6(3):274-81. doi: 10.1128/aac.6.3.274. [PMID: 15830473]
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