Cefotiam (BioDeep_00000014100)

 

Secondary id: BioDeep_00000597095

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(6R,7R)-7-[2-(2-amino-1,3-thiazol-4-yl)acetamido]-3-[({1-[2-(dimethylamino)ethyl]-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: C18H23N9O4S3 (525.1035078)
中文名称: 头孢替安
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN(C)CCN1C(=NN=N1)SCC2=C(N3C(C(C3=O)NC(=O)CC4=CSC(=N4)N)SC2)C(=O)O
InChI: InChI=1S/C18H23N9O4S3/c1-25(2)3-4-26-18(22-23-24-26)34-7-9-6-32-15-12(14(29)27(15)13(9)16(30)31)21-11(28)5-10-8-33-17(19)20-10/h8,12,15H,3-7H2,1-2H3,(H2,19,20)(H,21,28)(H,30,31)/t12-,15-/m1/s1

描述信息

Cefotiam is only found in individuals that have used or taken this drug. It is one of the cephalosporins that has a broad spectrum of activity against both gram-positive and gram-negative microorganisms. [PubChem]The bactericidal activity of cefotiam results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs).
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 > D007769 - Lactams
C254 - Anti-Infective Agent > C258 - Antibiotic > C260 - Beta-Lactam Antibiotic

同义名列表

22 个代谢物同义名

(6R,7R)-7-[2-(2-amino-1,3-thiazol-4-yl)acetamido]-3-[({1-[2-(dimethylamino)ethyl]-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,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-3-[1-(2-dimethylamino-ethyl)-1H-tetrazol-5-ylsulphanylmethyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-3-[1-(2-dimethylamino-ethyl)-1H-tetrazol-5-ylsulfanylmethyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-3-[1-(2-dimethylamino-ethyl)-1H-tetrazol-5-ylsulphanylmethyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate; (6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-3-[1-(2-dimethylamino-ethyl)-1H-tetrazol-5-ylsulfanylmethyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate; Hydrochloride, cefotiam; Cefotiam hydrochloride; SCHEMBL16473046; Abbott 48999; Abbott-48999; CGP 14221 e; CGP-14221-e; Abbott48999; Cefotiamum; Ceradolan; Haloapor; Halospor; Cefotiam; SCE-963; SCE 963; Aspil; CTM



数据库引用编号

15 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

  • Serdar Durdagi, Muge Didem Orhan, Busecan Aksoydan, Seyma Calis, Berna Dogan, Kader Sahin, Aida Shahraki, Necla Birgül Iyison, Timucin Avsar. Screening of Clinically Approved and Investigation Drugs as Potential Inhibitors of SARS-CoV-2: A Combined in silico and in vitro Study. Molecular informatics. 2022 02; 41(2):e2100062. doi: 10.1002/minf.202100062. [PMID: 34529322]
  • Toshiki Etani, Minami Asaoka, Shuhei Kondo, Chiharu Wachino, Kaoru Hori, Nobuhiko Shimizu, Yusuke Noda, Takashi Nagai, Satoshi Nozaki, Keitaro Iida, Taku Naiki, Ryosuke Ando, Noriyasu Kawai, Takeshi Yanagita, Atsushi Nakamura, Takahiro Yasui. Efficacy of fosfomycin in the prevention of postoperative infection following transurethral resection of bladder tumor during periods of limited cefazolin, cefotiam, and cefmetazole supply. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy. 2021 Apr; 27(4):625-631. doi: 10.1016/j.jiac.2020.11.025. [PMID: 33309628]
  • Min Kan, Ling Wu, Xin-Wei Zhou, Yong-Fang Jiang, Yue-E Wu, Hai-Yan Shi, Guo-Xiang Hao, Yi Zheng, Le-Qun Su, Xin Huang, Wei Zhao. Cefotiam Treatment in Children: Evidence of Subtherapeutic Levels. Therapeutic drug monitoring. 2020 10; 42(5):733-736. doi: 10.1097/ftd.0000000000000759. [PMID: 32251152]
  • S Takahagi, A Tanaka, K Iwamoto, K Ishii, M Hide. Contact urticaria syndrome with IgE antibody against a cefotiam-unique structure, evoked by nonapparent exposure to cefotiam. Clinical and experimental dermatology. 2017 Jul; 42(5):527-531. doi: 10.1111/ced.13126. [PMID: 28543395]
  • Yinghui Fang, Yulong Guan, Caihong Wan, Zhida Fu, Juanjuan Jiang, Chunfu Wu, Ju Zhao, Peng Sun, Cun Long. The dynamic observation of plasma concentration of antimicrobial agents during balanced ultrafiltration in vitro. Artificial organs. 2014 Jan; 38(1):48-55. doi: 10.1111/aor.12113. [PMID: 23865445]
  • Kei Kuzumoto, Noriko Kubota, Yoshinobu Saito, Fumio Fujioka, Kayoko Yumoto, Eiko Hidaka, Kawakami Yoshiyuki. [A case of osteomyelitis due to Kingella kingae]. Kansenshogaku zasshi. The Journal of the Japanese Association for Infectious Diseases. 2013 Mar; 87(2):207-10. doi: 10.11150/kansenshogakuzasshi.87.207. [PMID: 23713331]
  • Jeong-Eun Kim, Seung-Hyun Kim, Hyun-Jung Jin, Eui-Kyung Hwang, Joo-Hee Kim, Young-Min Ye, Hae-Sim Park. IgE Sensitization to Cephalosporins in Health Care Workers. Allergy, asthma & immunology research. 2012 Mar; 4(2):85-91. doi: 10.4168/aair.2012.4.2.85. [PMID: 22379603]
  • 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]
  • Safoura Derakhshan, Morteza Sattari, Mohsen Bigdeli. Effect of cumin (Cuminum cyminum) seed essential oil on biofilm formation and plasmid Integrity of Klebsiella pneumoniae. Pharmacognosy magazine. 2010 Jan; 6(21):57-61. doi: 10.4103/0973-1296.59967. [PMID: 20548937]
  • Kunishige Matake, Tsuyoshi Tajima, Kengo Yoshimitsu, Hiroyuki Irie, Hitoshi Aibe, Atsushi Sugitani, Hiroshi Honda. Rhabdomyolysis developing after transcatheter arterial chemoembolization for hepatocellular carcinoma. Cardiovascular and interventional radiology. 2009 Nov; 32(6):1284-7. doi: 10.1007/s00270-009-9670-z. [PMID: 19680719]
  • Kinga Bágyi, Angela Haczku, Ildikó Márton, Judit Szabó, Attila Gáspár, Melinda Andrási, Imre Varga, Judit Tóth, Almos Klekner. Role of pathogenic oral flora in postoperative pneumonia following brain surgery. BMC infectious diseases. 2009 Jun; 9(?):104. doi: 10.1186/1471-2334-9-104. [PMID: 19563632]
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  • Toshiro Kinouchi, Tatsuya Kinoshita, Kouji Hatano, Masao Kobayashi, Hitoshi Inoue, Tsuyoshi Takada, Tsuneo Hara. [Two cases of emphysematous pyelonephritis successfully treated by transurethral catheterization]. Hinyokika kiyo. Acta urologica Japonica. 2009 May; 55(5):259-61. doi: NULL. [PMID: 19507543]
  • Jiarong Chen, Tomohiro Terada, Ken Ogasawara, Toshiya Katsura, Ken-ichi Inui. Adaptive responses of renal organic anion transporter 3 (OAT3) during cholestasis. American journal of physiology. Renal physiology. 2008 Jul; 295(1):F247-52. doi: 10.1152/ajprenal.00139.2008. [PMID: 18480179]
  • Yukio Kato, Seiko Takahara, Sayaka Kato, Yoshiyuki Kubo, Yoshimichi Sai, Ikumi Tamai, Hikaru Yabuuchi, Akira Tsuji. Involvement of multidrug resistance-associated protein 2 (Abcc2) in molecular weight-dependent biliary excretion of beta-lactam antibiotics. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jun; 36(6):1088-96. doi: 10.1124/dmd.107.019125. [PMID: 18339814]
  • K Ikawa, N Morikawa, K Fukuhara, S Hayato, K Ikeda, Y Soga, H Ohge, T Sueda. Penetration and exposure of cefotiam into the peritoneal fluid of abdominal surgery patients after intravenous administration. Journal of chemotherapy (Florence, Italy). 2008 Jun; 20(3):319-23. doi: 10.1179/joc.2008.20.3.319. [PMID: 18606586]
  • Motoki Osawa, Fumiko Satoh, Hidekazu Horiuchi, Wei Tian, Nobuko Kugota, Iwao Hasegawa. Postmortem diagnosis of fatal anaphylaxis during intravenous administration of therapeutic and diagnostic agents: evaluation of clinical laboratory parameters and immunohistochemistry in three cases. Legal medicine (Tokyo, Japan). 2008 May; 10(3):143-7. doi: 10.1016/j.legalmed.2007.10.002. [PMID: 18035583]
  • Kazuro Ikawa, Norifumi Morikawa, Kayo Ikeda, Hiroki Ohge, Taijiro Sueda. Development of breakpoints of cephems for intraabdominal infections based on pharmacokinetics and pharmacodynamics in the peritoneal fluid of patients. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy. 2008 Apr; 14(2):141-6. doi: 10.1007/s10156-008-0598-z. [PMID: 18622678]
  • Akimitsu Kobayashi, Yasunori Utsunomiya, Midori Kono, Yoriko Ito, Izumi Yamamoto, Naoyuki Osaka, Toshio Hasegawa, Sadayori Hoshina, Yutaka Yamaguchi, Yoshindo Kawaguchi, Tatsuo Hosoya. Malakoplakia of the kidney. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2008 Feb; 51(2):326-30. doi: 10.1053/j.ajkd.2007.08.029. [PMID: 18215711]
  • C Cojocel, K-L Tolle, H El-Hajj, K Baumann. Protection against cephalosporin-induced lipid peroxidation and nephrotoxicity by (+)-cyanidanol-3 and vitamin E. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas. 2007 Jun; 40(6):867-75. doi: 10.1590/s0100-879x2007000600017. [PMID: 17581687]
  • Shinya Kusachi, Yoshinobu Sumiyama, Yoichi Arima, Yuichi Yoshida, Hidenori Tanaka, Yoichi Nakamura, Jiro Nagao, Yoshihisa Saida, Manabu Watanabe, Ryohei Watanabe, Junko Sato. Success of countermeasures against respiratory infection after digestive surgery by strict blood and fluid resuscitation. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy. 2007 Jun; 13(3):172-6. doi: 10.1007/s10156-007-0514-y. [PMID: 17593504]
  • Claudius Diez, Daniel Koch, Oliver Kuss, Rolf-Edgar Silber, Ivar Friedrich, Jochen Boergermann. Risk factors for mediastinitis after cardiac surgery - a retrospective analysis of 1700 patients. Journal of cardiothoracic surgery. 2007 May; 2(?):23. doi: 10.1186/1749-8090-2-23. [PMID: 17511885]
  • M Knoop, M Schütze, J Piek, B Drewelow, R Mundkowski. Antibiotic prophylaxis in cerebrospinal fluid shunting: reassessment of Cefotiam penetration into human CSF. Zentralblatt fur Neurochirurgie. 2007 Feb; 68(1):14-8. doi: 10.1055/s-2007-968168. [PMID: 17487803]
  • Takaharu Ikeda, Shoko Kanehara, Toshio Ohtani, Fukumi Furukawa. Endotoxin shock due to Vibrio vulnificus infection. European journal of dermatology : EJD. 2006 Jul; 16(4):423-7. doi: NULL. [PMID: 16935803]
  • G M Pacifici. Placental transfer of antibiotics administered to the mother: a review. International journal of clinical pharmacology and therapeutics. 2006 Feb; 44(2):57-63. doi: 10.5414/cpp44057. [PMID: 16502764]
  • Ruth Heying, Wim van Oeveren, Stefanie Wilhelm, Katharina Schumacher, Ralph G Grabitz, Bruno J Messmer, Marie-Christine Seghaye. Children undergoing cardiac surgery for complex cardiac defects show imbalance between pro- and anti-thrombotic activity. Critical care (London, England). 2006; 10(6):R165. doi: 10.1186/cc5108. [PMID: 17125503]
  • Masamichi Fukuda, Nobuo Takahashi, Hiroko Nakaizumi, Yoko Yamashiro, Ai Yamaguchi. [Intraocular penetration of cefotiam hydrochloride, a kind of cephalosporin after filtration surgery in rabbit eyes]. Nippon Ganka Gakkai zasshi. 2005 Sep; 109(9):559-62. doi: NULL. [PMID: 16218433]
  • Rainer Schindler, Tanja Fielenbach, Gerhard Rave. Flupenthixol and cefotiam: effects on vitamin A metabolism in rats. The British journal of nutrition. 2004 Oct; 92(4):597-605. doi: 10.1079/bjn20041236. [PMID: 15522128]
  • Waheedullah Karzai, Xizhong Cui, Bjoern Mehlhorn, Eberhard Straube, Thomas Hartung, Eric Gerstenberger, Steven M Banks, Charles Natanson, Konrad Reinhart, Peter Q Eichacker. Protection with antibody to tumor necrosis factor differs with similarly lethal Escherichia coli versus Staphylococcus aureus pneumonia in rats. Anesthesiology. 2003 Jul; 99(1):81-9. doi: 10.1097/00000542-200307000-00016. [PMID: 12826846]
  • R G Holzheimer. Oral antibiotic prophylaxis can influence the inflammatory response in aortic aneurysm repair: results of a randomized clinical study. Journal of chemotherapy (Florence, Italy). 2003 Apr; 15(2):157-64. doi: 10.1179/joc.2003.15.2.157. [PMID: 12797394]
  • Nagao Shinagawa, Noboru Yamanaka, Kenji Suzuki, Hideyuki Kawauchi, Makoto Oda, Koji Yajin, Yoichi Ishizuka, Yuichi Kurono, Shigetomi Iwai, Takasi Yokoyama, Hiromitsu Takeyama. [A questionnaire survey on the theory of postoperative infection prophylaxis in otorhinolaryngology]. The Japanese journal of antibiotics. 2003 Feb; 56(1):15-26. doi: NULL. [PMID: 12723395]
  • Rainer Müller, Christina Böttger, Georg Wichmann. Suitability of cefotiam and cefuroxime axetil for the perioperative short-term prophylaxis in tonsillectomy patients. Arzneimittel-Forschung. 2003; 53(2):126-32. doi: 10.1055/s-0031-1297083. [PMID: 12642969]
  • Nagao Shinagawa, Tetsuro Matsumoto, Sadao Kamidono, Soichi Arakawa, Shigetomi Iwai, Taiji Tsukamoto, Takashi Yokoyama, Yutaro Hayashi, Hiromi Kumon, Hiromitsu Takeyama. [A questionnaire survey on the theory of postoperative infection prophylaxis in urology]. The Japanese journal of antibiotics. 2002 Oct; 55(5):500-13. doi: NULL. [PMID: 12532634]
  • Yuichi Uwai, Hideyuki Saito, Ken-Ichi Inui. Rat renal organic anion transporter rOAT1 mediates transport of urinary-excreted cephalosporins, but not of biliary-excreted cefoperazone. Drug metabolism and pharmacokinetics. 2002; 17(2):125-9. doi: 10.2133/dmpk.17.125. [PMID: 15618660]
  • Hideyuki Higuchi, Yushi Adachi. Renal function in surgical patients after administration of low-flow sevoflurane and amikacin. Journal of anesthesia. 2002; 16(1):17-22. doi: 10.1007/s540-002-8089-9. [PMID: 14566491]
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  • N Shinagawa, K Mashita, M Noguchi, T Tamaya, J Yasuda, S Iwai, T Yokoyama, H Takeyama, M Fujii. [A questionnaire survey on the theory of postoperative infection prophylaxis in gynecology]. Kansenshogaku zasshi. The Journal of the Japanese Association for Infectious Diseases. 2001 May; 75(5):390-7. doi: 10.11150/kansenshogakuzasshi1970.75.390. [PMID: 11424488]
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  • K Tadokoro, N Niimi, T Ohtoshi, K Nakajima, S Takafuji, K Onodera, S Suzuki, M Muranaka. Cefotiam-induced IgE-mediated occupational contact anaphylaxis of nurses; case reports, RAST analysis, and a review of the literature. Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology. 1994 Feb; 24(2):127-33. doi: 10.1111/j.1365-2222.1994.tb00208.x. [PMID: 7514490]
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  • K Yamashita, M Motohashi, T Yashiki. Automated high-performance liquid chromatographic method for the simultaneous determination of cefotiam and delta 3-cefotiam in human plasma using column switching. Journal of chromatography. 1992 May; 577(1):174-9. doi: 10.1016/0378-4347(92)80616-x. [PMID: 1400738]
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  • V Querol-Ferrer, R Zini, J P Tillement. The blood binding of cefotiam and cyclohexanol, metabolites of the prodrug cefotiam hexetil, in-vitro. The Journal of pharmacy and pharmacology. 1991 Dec; 43(12):863-6. doi: 10.1111/j.2042-7158.1991.tb03196.x. [PMID: 1725995]
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