Cefotetan (BioDeep_00000006368)

 

Secondary id: BioDeep_00001868198

human metabolite blood metabolite Chemicals and Drugs Volatile Flavor Compounds


代谢物信息卡片


(6R,7S)-7-{4-[carbamoyl(carboxy)methylidene]-1,3-dithietane-2-amido}-7-methoxy-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

化学式: C17H17N7O8S4 (575.0021442)
中文名称: 头孢替坦
谱图信息: 最多检出来源 Rattus norvegicus(blood) 53.33%

分子结构信息

SMILES: CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)(NC(=O)C4SC(=C(C(=O)N)C(=O)O)S4)OC)SC2)C(=O)O
InChI: InChI=1S/C17H17N7O8S4/c1-23-16(20-21-22-23)34-4-5-3-33-15-17(32-2,14(31)24(15)7(5)11(29)30)19-9(26)13-35-12(36-13)6(8(18)25)10(27)28/h13,15H,3-4H2,1-2H3,(H2,18,25)(H,19,26)(H,27,28)(H,29,30)/t13?,15-,17+/m1/s1

描述信息

Cefotetan is only found in individuals that have used or taken this drug. It is a semisynthetic cephamycin antibiotic that is administered intravenously or intramuscularly. The drug is highly resistant to a broad spectrum of beta-lactamases and is active against a wide range of both aerobic and anaerobic gram-positive and gram-negative microorganisms. [PubChem]The bactericidal action of cefotetan results from inhibition of cell wall synthesis by binding and inhibiting the bacterial penicillin binding proteins which help in the cell wall biosynthesis.
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01D - Other beta-lactam antibacterials > J01DC - Second-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 > D002513 - Cephamycins
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

9 个代谢物同义名

(6R,7S)-7-{4-[carbamoyl(carboxy)methylidene]-1,3-dithietane-2-amido}-7-methoxy-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7S)-7-(4-(Carbamoylcarboxymethylene)-1,3-dithiethane-2-carboxamido)-7-methoxy-3-(((1-methyl-1H-tetrazol-5- yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2- carboxylic acid; (6R,7S)-7-(4-(Carbamoylcarboxymethylene)-1,3-dithiethane-2-carboxamido)-7-methoxy-3-(((1-methyl-1H-tetrazol-5- yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2- carboxylate; cefotetan disodium; Cefotetanum; Cefotetan; DB-055329; CTT; Cefotetan



数据库引用编号

18 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

  • Jian Liu, You Zhai, Lihua Wu, Guolan Wu, Yunliang Zheng, Xingjiang Hu, Jianzhong Shentu. Pharmacokinetics and Tolerability of Single and Multiple Intravenous Doses of Cefotetan Disodium in Healthy Chinese Volunteers. Drug design, development and therapy. 2020; 14(?):613-620. doi: 10.2147/dddt.s234619. [PMID: 32103903]
  • Ken Grime, Stuart W Paine. Species differences in biliary clearance and possible relevance of hepatic uptake and efflux transporters involvement. Drug metabolism and disposition: the biological fate of chemicals. 2013 Feb; 41(2):372-8. doi: 10.1124/dmd.112.049312. [PMID: 23139379]
  • Yani Liu, Jiangeng Huang, Jinmei Liu, Lin Ma, Yongning Lv, Shaojun Shi. A simple and sensitive liquid chromatographic technique for the determination of cefotetan disodium in human plasma and its application in a pharmacokinetic study. Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban. 2012 Oct; 32(5):779-784. doi: 10.1007/s11596-012-1034-2. [PMID: 23073813]
  • George Garratty. Immune hemolytic anemia caused by drugs. Expert opinion on drug safety. 2012 Jul; 11(4):635-42. doi: 10.1517/14740338.2012.678832. [PMID: 22502777]
  • Xiao-ling Liu, Dai-zhi Peng, Liang Xue, Wen-ting Shu, Xin Zhou, Jing Liu. [Analysis of resistance phenotype and homology of Klebsiella pneumoniae in burn patients]. Zhonghua shao shang za zhi = Zhonghua shaoshang zazhi = Chinese journal of burns. 2012 Apr; 28(2):96-100. doi: . [PMID: 22781319]
  • Izabela Korona-Glowniak, Ewelina Grywalska, Beata Chudzik, Agnieszka Bojarska-Junak, Anna Malm, Jacek Rolinski. Upper respiratory tract colonization by gram-negative rods in patients with chronic lymphocytic leukemia: analysis of risk factors. TheScientificWorldJournal. 2012; 2012(?):617218. doi: 10.1100/2012/617218. [PMID: 22606052]
  • Meng-xiang Su, Min-hong Liu, Bin Di, Li-li Huang, Yuan Jiang, Peng-cheng Ma, Tai-jun Hang. Pharmacokinetic differences between the epimers of cefotetan disodium after single intravenous injection in healthy Chinese volunteers. European journal of drug metabolism and pharmacokinetics. 2011 Dec; 36(4):223-8. doi: 10.1007/s13318-011-0064-7. [PMID: 21915733]
  • Woo Hyuk Jang, Dong Hoon Yoo, Seong Woon Park. Prevalence of and Risk Factors for Levofloxacin-Resistant E. coli Isolated from Outpatients with Urinary Tract Infection. Korean journal of urology. 2011 Aug; 52(8):554-9. doi: 10.4111/kju.2011.52.8.554. [PMID: 21927703]
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  • Ghan-Shyam Lohiya, Lilia Tan-Figueroa, Vamsi Krishna. Piperacillin-induced immune hemolysis presenting with tachycardia and cardiac arrest. Case reports in medicine. 2011; 2011(?):816497. doi: 10.1155/2011/816497. [PMID: 22235207]
  • Mohammad K Moslemi, Seyed M Moosavi Movahed, Akram Heidari, Hossein Saghafi, Mehdi Abedinzadeh. Comparative evaluation of prophylactic single-dose intravenous antibiotic with postoperative antibiotics in elective urologic surgery. Therapeutics and clinical risk management. 2010 Nov; 6(?):551-6. doi: 10.2147/tcrm.s12512. [PMID: 21151625]
  • Shaojun Shi, Yani Liu, Zhongfang Li, Heng Zheng, Yongning Lv, Hui Chen. Pharmacokinetics and tolerability of intravenous cefotetan disodium for injection in healthy Chinese volunteers: A randomized, open-label, single- and multiple-dose study. Clinical therapeutics. 2010 Sep; 32(10):1832-41. doi: 10.1016/j.clinthera.2010.09.015. [PMID: 21194607]
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  • Robertson D Davenport, W John Judd, Louann R Dake. Persistence of cefotetan on red blood cells. Transfusion. 2004 Jun; 44(6):849-52. doi: 10.1111/j.1537-2995.2004.03360.x. [PMID: 15157250]
  • A Scott Mathis, Nisha Davé, Nita K Shah, Gary S Friedman. Bleeding and thrombosis in high-risk renal transplantation candidates using heparin. The Annals of pharmacotherapy. 2004 Apr; 38(4):537-43. doi: 10.1345/aph.1d510. [PMID: 14766999]
  • Massimo Franchini, Pier Luigi Piccoli, Giorgio Gandini, Annachiara Giuffrida, Fausto Bressan, Marzia De Gironcoli, Giuseppe Aprili. Clinical and laboratory study of an episode of cefotetan-induced severe hemolytic anemia. Hematology (Amsterdam, Netherlands). 2004 Feb; 9(1):65-9. doi: 10.1080/10245330310001638956. [PMID: 14965871]
  • S Shariatmadar, J R Storry, L Sausais, M E Reid. Cefotetan-induced immune hemolytic anemia following prophylaxis for cesarean delivery. Immunohematology. 2004; 20(1):63-6. doi: 10.21307/immunohematology-2019-423. [PMID: 15373671]
  • Yutaka Shiraki, Naohiro Shibata, Yohei Doi, Yoshichika Arakawa. Escherichia coli producing CTX-M-2 beta-lactamase in cattle, Japan. Emerging infectious diseases. 2004 Jan; 10(1):69-75. doi: 10.3201/eid1001.030219. [PMID: 15078599]
  • William W Andrews, John C Hauth, Suzanne P Cliver, Karen Savage, Robert L Goldenberg. Randomized clinical trial of extended spectrum antibiotic prophylaxis with coverage for Ureaplasma urealyticum to reduce post-cesarean delivery endometritis. Obstetrics and gynecology. 2003 Jun; 101(6):1183-9. doi: 10.1016/s0029-7844(03)00016-4. [PMID: 12798523]
  • Cecilia M Rosales, Matthew D McLaughlin, Tetsutaro Sata, Harutaka Katano, Pat A Veno, Luis E de Las Casas, Roberto N Miranda. AIDS presenting with cutaneous Kaposi's sarcoma and bacillary angiomatosis in the bone marrow mimicking Kaposi's sarcoma. AIDS patient care and STDs. 2002 Dec; 16(12):573-7. doi: 10.1089/108729102761882107. [PMID: 12542930]
  • Patricia A Arndt, George Garratty. Cross-reactivity of cefotetan and ceftriaxone antibodies, associated with hemolytic anemia, with other: cephalosporins and penicillin. American journal of clinical pathology. 2002 Aug; 118(2):256-62. doi: 10.1309/jfje-vukn-221t-g6ev. [PMID: 12162687]
  • Roopa Viraraghavan, Aloka G Chakravarty, Janice Soreth. Cefotetan-induced haemolytic anaemia. A review of 85 cases. Adverse drug reactions and toxicological reviews. 2002; 21(1-2):101-7. doi: 10.1007/bf03256184. [PMID: 12140903]
  • H Thadepalli, S K Chuah, S Qazi, F Thadepalli, S V Gollapudi. Bacteroides fragilis-induced intra-abdominal abscess in an experimental model treated with telithromycin (HMR 3647). Chemotherapy. 2001 Jan; 47(1):43-9. doi: 10.1159/000048500. [PMID: 11125232]
  • G S Moes, B R MacPherson. Cefotetan-induced hemolytic anemia: a case report and review of the literature. Archives of pathology & laboratory medicine. 2000 Sep; 124(9):1344-6. doi: 10.5858/2000-124-1344-ciha. [PMID: 10975934]
  • D Stroncek, J L Procter, J Johnson. Drug-induced hemolysis: cefotetan-dependent hemolytic anemia mimicking an acute intravascular immune transfusion reaction. American journal of hematology. 2000 May; 64(1):67-70. doi: 10.1002/(sici)1096-8652(200005)64:1<67::aid-ajh12>3.0.co;2-z. [PMID: 10815791]
  • R M Leger, P A Arndt, D J Ciesielski, G Garratty. False-positive eluate reactivity due to the low-ionic wash solution used with commercial acid-elution kits. Transfusion. 1998 Jun; 38(6):565-72. doi: 10.1046/j.1537-2995.1998.38698326336.x. [PMID: 9661690]
  • F Scarpellini, L Scarpellini, M Sbracia, C Curto. Effectiveness of a cephalosporin, cefotetan, in inhibition of uterine matrix metalloproteinases by a non-antibacterial mechanism. Annals of the New York Academy of Sciences. 1994 Sep; 732(?):495-6. doi: 10.1111/j.1749-6632.1994.tb24797.x. [PMID: 7978850]
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  • F de Lalla, S Scalambrino, P G Tassi, G Alegente, R Conturso, L Doregatti, L Archetti, F Pollini, G C Zanella, E Demaria. Piperacillin versus cefotetan as single-dose prophylaxis in abdominal hysterectomy: a prospective, randomized, multicenter study. Journal of chemotherapy (Florence, Italy). 1993 Apr; 5(2):113-8. doi: 10.1080/1120009x.1993.11739218. [PMID: 8515293]
  • C E Chenoweth, W J Judd, E A Steiner, C A Kauffman. Cefotetan-induced immune hemolytic anemia. Clinical infectious diseases : an official publication of the Infectious Diseases Society of America. 1992 Nov; 15(5):863-5. doi: 10.1093/clind/15.5.863. [PMID: 1445986]
  • C Martin, C Portet, D Lambert, B Bruguerolle, B Sastre, P De Micco, F Gouin. Pharmacokinetics and tissue penetration of single-dose cefotetan used for antimicrobial prophylaxis in patients undergoing colorectal surgery. Antimicrobial agents and chemotherapy. 1992 May; 36(5):1115-8. doi: 10.1128/aac.36.5.1115. [PMID: 1510402]
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