Sitafloxacin (BioDeep_00000750927)

   

Volatile Flavor Compounds


代谢物信息卡片


7-[(7r)-7-Amino-5-azaspiro[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1s,2r)-2-fluorocyclopropyl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

化学式: C19H18ClF2N3O3 (409.1004692)
中文名称: 7-[(7R)-7-氨基-5-氮杂螺[2.4]庚烷-5-基]-8-氯-6-氟-1-[(1S,2R)-2-氟环丙基]-1,4-二氢-4-氧代-3-喹啉甲酸, 西他沙星
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1CC12CN(CC2N)C3=C(C=C4C(=C3Cl)N(C=C(C4=O)C(=O)O)C5CC5F)F
InChI: InChI=1S/C19H18ClF2N3O3/c20-14-15-8(17(26)9(18(27)28)5-25(15)12-4-10(12)21)3-11(22)16(14)24-6-13(23)19(7-24)1-2-19/h3,5,10,12-13H,1-2,4,6-7,23H2,(H,27,28)

描述信息

J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01M - Quinolone antibacterials > J01MA - Fluoroquinolones
D000970 - Antineoplastic Agents > D059003 - Topoisomerase Inhibitors > D059005 - Topoisomerase II Inhibitors
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D024841 - Fluoroquinolones
C254 - Anti-Infective Agent > C258 - Antibiotic > C795 - Quinolone Antibiotic
D004791 - Enzyme Inhibitors

同义名列表

4 个代谢物同义名

7-[(7r)-7-Amino-5-azaspiro[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1s,2r)-2-fluorocyclopropyl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid; SITAFLOXACINISOMER?(RSR); Sitafloxacin; DU-6859



数据库引用编号

16 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)

0 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

  • Lu-Ning Sun, Guo-Xian Sun, Yu-Qing Yang, Ye Shen, Feng-Ru Huang, Li-Jun Xie, Juan Cheng, Hong-Wen Zhang, Xue-Hui Zhang, Yun Liu, Yong-Qing Wang. Effects of ABCB1, UGT1A1, and UGT1A9 Genetic Polymorphisms on the Pharmacokinetics of Sitafloxacin Granules in Healthy Subjects. Clinical pharmacology in drug development. 2021 01; 10(1):57-67. doi: 10.1002/cpdd.848. [PMID: 32687695]
  • Yoshiki Hiyama, Toyotaka Sato, Satoshi Takahashi, Soh Yamamoto, Yukari Fukushima, Chie Nakajima, Yasuhiko Suzuki, Shin-Ichi Yokota, Naoya Masumori. Sitafloxacin has a potent activity for eradication of extended spectrum β-lactamase-producing fluoroquinolone-resistant Escherichia coli forming intracellular bacterial communities in uroepithelial cells. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy. 2020 Dec; 26(12):1272-1277. doi: 10.1016/j.jiac.2020.07.009. [PMID: 32768340]
  • Waki Imoto, Koichi Yamada, Yuriko Hajika, Kousuke Okamoto, Yuka Myodo, Makoto Niki, Gaku Kuwabara, Kazushi Yamairi, Wataru Shibata, Naoko Yoshii, Kiyotaka Nakaie, Kazutaka Yoshizawa, Hiroki Namikawa, Tetsuya Watanabe, Kazuhisa Asai, Hiroshi Moro, Yukihiro Kaneko, Tomoya Kawaguchi, Yoshiaki Itoh, Hiroshi Kakeya. Disseminated Mycobacterium abscessus subsp. massiliense infection in a Good's syndrome patient negative for human immunodeficiency virus and anti-interferon-γ autoantibody: a case report. BMC infectious diseases. 2020 Jun; 20(1):431. doi: 10.1186/s12879-020-05136-x. [PMID: 32563248]
  • Taniya Paiboonvong, Wichit Nosoongnoen, Korbtham Sathirakul, Viratch Tangsujaritvijit, Jaipak Kaemapairoj, Pramote Tragulpiankit, Preecha Montakantikul. Pharmacokinetics and Penetration of Sitafloxacin into Alveolar Epithelial Lining Fluid in Critically Ill Thai Patients with Pneumonia. Antimicrobial agents and chemotherapy. 2019 10; 63(10):. doi: 10.1128/aac.00800-19. [PMID: 31405868]
  • Xiaohui Ding, Zili Suo, Qiaomei Sun, Ruixue Gan, Peixiao Tang, Quan Hou, Di Wu, Hui Li. Study of the interaction of broad-spectrum antimicrobial drug sitafloxacin with human serum albumin using spectroscopic methods, molecular docking, and molecular dynamics simulation. Journal of pharmaceutical and biomedical analysis. 2018 Oct; 160(?):397-403. doi: 10.1016/j.jpba.2018.07.053. [PMID: 30125733]
  • Takashi Deguchi, Kyoko Hatazaki, Shin Ito, Hiromi Kondo, Kengo Horie, Keita Nakane, Kosuke Mizutani, Tomohiro Tsuchiya, Mitsuru Yasuda, Shigeaki Yokoi, Masahiro Nakano. Macrolide and fluoroquinolone resistance is uncommon in clinical strains of Chlamydia trachomatis. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy. 2018 Aug; 24(8):610-614. doi: 10.1016/j.jiac.2018.03.007. [PMID: 29627327]
  • Shin Ito, Kyoko Hatazaki, Ken Shimuta, Hiromi Kondo, Kosuke Mizutani, Mitsuru Yasuda, Keita Nakane, Tomohiro Tsuchiya, Shigeaki Yokoi, Masahiro Nakano, Makoto Ohinishi, Takashi Deguchi. Haemophilus influenzae Isolated From Men With Acute Urethritis: Its Pathogenic Roles, Responses to Antimicrobial Chemotherapies, and Antimicrobial Susceptibilities. Sexually transmitted diseases. 2017 04; 44(4):205-210. doi: 10.1097/olq.0000000000000573. [PMID: 28282645]
  • Woraphot Tantisiriwat, Patcharasarn Linasmita. In vitro Activity of Sitafloxacin and Other Antibiotics against Bacterial Isolates from HRH Princess Maha Chakri Sirindhorn Medical Center, Srinakharinwirot University and Samitivej Sukhumvit Hospital. Journal of the Medical Association of Thailand = Chotmaihet thangphaet. 2017 Apr; 100(4):469-78. doi: . [PMID: 29912484]
  • Takuya Sadahira, Koichiro Wada, Kazuro Ikawa, Norifumi Morikawa, Hiroaki Kurahashi, Takashi Yoshioka, Yuichi Ariyoshi, Yasuyuki Kobayashi, Motoo Araki, Ayano Ishii, Masami Watanabe, Shinya Uehara, Toyohiko Watanabe, Yasutomo Nasu. Clinical pharmacokinetics of oral levofloxacin and sitafloxacin in epididymal tissue. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy. 2017 Apr; 23(4):214-217. doi: 10.1016/j.jiac.2016.12.010. [PMID: 28089362]
  • Kentaro Nagaoka, Katsunori Yanagihara, Yoshitomo Morinaga, Yuichi Kurosaka, Kazuki Hoshino, Shigeru Kohno. In vivo antianaerobe activity of DS-8587, a new fluoroquinolone, against Fusobacterium necrophorum in a mouse model. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy. 2017 Mar; 23(3):131-135. doi: 10.1016/j.jiac.2016.09.007. [PMID: 28109739]
  • Guolan Wu, Lihua Wu, Xingjiang Hu, Huili Zhou, Jian Liu, Meixiang Zhu, Yunliang Zheng, You Zhai, Jianzhong Shentu. Pharmacokinetics and safety of sitafloxacin after single oral doses in healthy volunteers. International journal of clinical pharmacology and therapeutics. 2014 Dec; 52(12):1037-44. doi: 10.5414/cp202147. [PMID: 25250613]
  • Yuanyuan Wang, Yang Liu, Hongwen Zhang, Yongqing Wang, Yun Liu, Libin Wang, Ning Ou. A simple LC-MS/MS method for determination of sitafloxacin in human urine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 Sep; 967(?):219-24. doi: 10.1016/j.jchromb.2014.07.015. [PMID: 25128880]
  • Kai Huang, Jie Yang, Jing Zhang, Ying Ding, Lan Chen, Wen-Yan Xu, Xue-Jiao Xu, Ru Duan, Qing He. Determination of sitafloxacin in human plasma by liquid chromatography-tandem mass spectrometry method: application to a pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 Apr; 957(?):36-40. doi: 10.1016/j.jchromb.2014.03.004. [PMID: 24657409]
  • Visanu Thamlikitkul, Surapee Tiengrim. In vitro susceptibility test of sitafloxacin against resistant gram-negative bacilli isolated from Thai patients by disk diffusion method. Journal of the Medical Association of Thailand = Chotmaihet thangphaet. 2014 Mar; 97 Suppl 3(?):S7-12. doi: NULL. [PMID: 24772575]
  • Eiko Namba, Ryo Okumura, Megumi Chiba, Kazuki Hoshino, Kazuhiro Tateda. [Antimicrobial and rapid bactericidal activities of sitafloxacin and other agents against Streptococcus pyogenes]. The Japanese journal of antibiotics. 2013 Oct; 66(5):293-304. doi: NULL. [PMID: 24527519]
  • Shuichi Tsuruoka, Noritsugu Yokota, Tokie Hayasaka, Tetsuo Saito, Kunihiro Yamagata. Dialyzability and pharmacokinetics of sitafloxacin following multiple oral dosing in infected hemodialysis patients. Therapeutic apheresis and dialysis : official peer-reviewed journal of the International Society for Apheresis, the Japanese Society for Apheresis, the Japanese Society for Dialysis Therapy. 2013 Jun; 17(3):319-24. doi: 10.1111/j.1744-9987.2012.01150.x. [PMID: 23735148]
  • Hiroko Kanda, Kazue Inoue, Ryo Okumura, Kazuki Hoshino. Rapid bactericidal activity of sitafloxacin against Streptococcus pneumoniae. The Japanese journal of antibiotics. 2013 Feb; 66(1):9-23. doi: . [PMID: 23777013]
  • Shin Ito, Mitsuru Yasuda, Kensaku Seike, Takashi Sugawara, Tomohiro Tsuchiya, Shigeaki Yokoi, Masahiro Nakano, Takashi Deguchi. Clinical and microbiological outcomes in treatment of men with non-gonococcal urethritis with a 100-mg twice-daily dose regimen of sitafloxacin. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy. 2012 Jun; 18(3):414-8. doi: 10.1007/s10156-012-0392-9. [PMID: 22370921]
  • Tatsuo Yamamoto, Tomomi Takano, Wataru Higuchi, Akihito Nishiyama, Ikue Taneike, Kumi Yoshida, Hiroko Kanda, Yuichiro Imamura. Helicobacter pylori eradication by sitafloxacin-lansoprazole combination and sitafloxacin pharmacokinetics in Mongolian gerbils and its in vitro activity and resistance development. Antimicrobial agents and chemotherapy. 2011 Sep; 55(9):4261-6. doi: 10.1128/aac.01105-10. [PMID: 21730117]
  • Dorothee Heemskerk, Jeremy Day, Tran Thi Hong Chau, Nguyen Huy Dung, Nguyen Thi Bich Yen, Nguyen Duc Bang, Laura Merson, Piero Olliaro, Thomas Pouplin, Maxine Caws, Marcel Wolbers, Jeremy Farrar. Intensified treatment with high dose rifampicin and levofloxacin compared to standard treatment for adult patients with tuberculous meningitis (TBM-IT): protocol for a randomized controlled trial. Trials. 2011 Feb; 12(?):25. doi: 10.1186/1745-6215-12-25. [PMID: 21288325]
  • Mirva Lehtopolku, Ulla-Maija Nakari, Pirkko Kotilainen, Pentti Huovinen, Anja Siitonen, Antti J Hakanen. Antimicrobial susceptibilities of multidrug-resistant Campylobacter jejuni and C. coli strains: in vitro activities of 20 antimicrobial agents. Antimicrobial agents and chemotherapy. 2010 Mar; 54(3):1232-6. doi: 10.1128/aac.00898-09. [PMID: 20038624]
  • C P Lee, G S Payne, A Oregioni, R Ruddle, S Tan, F I Raynaud, D Eaton, M J Campbell, K Cross, G Halbert, M Tracy, J McNamara, B Seddon, M O Leach, P Workman, I Judson. A phase I study of the nitroimidazole hypoxia marker SR4554 using 19F magnetic resonance spectroscopy. British journal of cancer. 2009 Dec; 101(11):1860-8. doi: 10.1038/sj.bjc.6605425. [PMID: 19935799]
  • Manthena V S Varma, Bo Feng, R Scott Obach, Matthew D Troutman, Jonathan Chupka, Howard R Miller, Ayman El-Kattan. Physicochemical determinants of human renal clearance. Journal of medicinal chemistry. 2009 Aug; 52(15):4844-52. doi: 10.1021/jm900403j. [PMID: 19445515]
  • 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]
  • Mirva Lehtopolku, Antti J Hakanen, Anja Siitonen, Pentti Huovinen, Pirkko Kotilainen. In vitro activities of 11 fluoroquinolones against 226 Campylobacter jejuni strains isolated from Finnish patients, with special reference to ciprofloxacin resistance. The Journal of antimicrobial chemotherapy. 2005 Dec; 56(6):1134-8. doi: 10.1093/jac/dki380. [PMID: 16223936]
  • Geoffrey S Payne, David J Collins, Peter Loynds, Graham Mould, Philip S Murphy, Andrzej S K Dzik-Jurasz, Preminda Kessar, Nazneen Haque, Masayuki Yamaguchi, Shogo Atarashi, Martin O Leach. Quantitative assessment of the hepatic pharmacokinetics of the antimicrobial sitafloxacin in humans using in vivoF magnetic resonance spectroscopy. British journal of clinical pharmacology. 2005 Feb; 59(2):244-8. doi: 10.1111/j.1365-2125.2004.02246.x. [PMID: 15676049]
  • Masaya Tachibana, Makoto Tanaka, Koichi Mitsugi, Yoshitaka Jin, Matsuo Takaichi, Osamu Okazaki. Pharmacokinetics, tissue distribution, and excretion of sitafloxacin, a new fluoroquinolone antibiotic, in rats, dogs, and monkeys. Arzneimittel-Forschung. 2004; 54(12):898-905. doi: 10.1055/s-0031-1297046. [PMID: 15646375]
  • R S Dawe, S H Ibbotson, J B Sanderson, E M Thomson, J Ferguson. A randomized controlled trial (volunteer study) of sitafloxacin, enoxacin, levofloxacin and sparfloxacin phototoxicity. The British journal of dermatology. 2003 Dec; 149(6):1232-41. doi: 10.1111/j.1365-2133.2003.05582.x. [PMID: 14674902]
  • Kiyoshi Nakayama, Yohei Ishida, Masami Ohtsuka, Haruko Kawato, Ken-ichi Yoshida, Yoshihiro Yokomizo, Toshiharu Ohta, Kazuki Hoshino, Tsuyoshi Otani, Yuichi Kurosaka, Kumi Yoshida, Hiroko Ishida, Ving J Lee, Thomas E Renau, William J Watkins. MexAB-OprM specific efflux pump inhibitors in Pseudomonas aeruginosa. Part 2: achieving activity in vivo through the use of alternative scaffolds. Bioorganic & medicinal chemistry letters. 2003 Dec; 13(23):4205-8. doi: 10.1016/j.bmcl.2003.07.027. [PMID: 14623002]
  • A Dalhoff, F-J Schmitz. In vitro antibacterial activity and pharmacodynamics of new quinolones. European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology. 2003 Apr; 22(4):203-21. doi: 10.1007/s10096-003-0907-5. [PMID: 12687416]
  • George G Zhanel, Kelly Ennis, Lavern Vercaigne, Andrew Walkty, Alfred S Gin, John Embil, Heather Smith, Daryl J Hoban. A critical review of the fluoroquinolones: focus on respiratory infections. Drugs. 2002; 62(1):13-59. doi: 10.2165/00003495-200262010-00002. [PMID: 11790155]
  • J O'Grady, A Briggs, S Atarashi, H Kobayashi, R L Smith, J Ward, C Ward, D Milatovic. Pharmacokinetics and absolute bioavailability of sitafloxacin, a new fluoroquinolone antibiotic, in healthy male and female Caucasian subjects. Xenobiotica; the fate of foreign compounds in biological systems. 2001 Nov; 31(11):811-22. doi: 10.1080/0049825011. [PMID: 11765143]
  • C Feldman, H White, J O'Grady, A Flitcroft, A Briggs, G Richards. An open, randomised, multi-centre study comparing the safety and efficacy of sitafloxacin and imipenem/cilastatin in the intravenous treatment of hospitalised patients with pneumonia. International journal of antimicrobial agents. 2001 Mar; 17(3):177-88. doi: 10.1016/s0924-8579(00)00344-7. [PMID: 11282262]
  • A Aminimanizani, P Beringer, R Jelliffe. Comparative pharmacokinetics and pharmacodynamics of the newer fluoroquinolone antibacterials. Clinical pharmacokinetics. 2001; 40(3):169-87. doi: 10.2165/00003088-200140030-00003. [PMID: 11327197]
  • K Shimoda, T Ikeda, S Okawara, M Kato. Possible relationship between phototoxicity and photodegradation of sitafloxacin, a quinolone antibacterial agent, in the auricular skin of albino mice. Toxicological sciences : an official journal of the Society of Toxicology. 2000 Aug; 56(2):290-6. doi: 10.1093/toxsci/56.2.290. [PMID: 10910986]
  • E J Giamarellou-Bourboulis, H Sambatakou, P Grecka, Z Chryssouli, H Giamarellou. Sitafloxacin (DU-6859a) and trovafloxacin: postantibiotic effect and in vitro interactions with rifampin on methicillin-resistant Staphylococcus aureus. Diagnostic microbiology and infectious disease. 1999 Aug; 34(4):301-7. doi: 10.1016/s0732-8893(99)00044-9. [PMID: 10459481]
  • Y Niki, K Itokawa, O Okazaki. Effects of DU-6859a, a new quinolone antimicrobial, on theophylline metabolism in in vitro and in vivo studies. Antimicrobial agents and chemotherapy. 1998 Jul; 42(7):1751-5. doi: 10.1128/aac.42.7.1751. [PMID: 9661016]
  • M Tanaka, Y Oshima, H Tsuruta. Novel quartz flow-cell as a post-column photochemical reactor for high-performance liquid chromatography. Journal of chromatography. A. 1998 Mar; 800(2):377-81. doi: 10.1016/s0021-9673(97)01126-6. [PMID: 9561770]
  • T Ito, I Yano, K Tanaka, K I Inui. Transport of quinolone antibacterial drugs by human P-glycoprotein expressed in a kidney epithelial cell line, LLC-PK1. The Journal of pharmacology and experimental therapeutics. 1997 Aug; 282(2):955-60. doi: . [PMID: 9262363]
  • M Tanaka, K Hoshino, M Hohmura, H Ishida, A Kitamura, K Sato, I Hayakawa, T Nishino. Effect of growth conditions on antimicrobial activity of DU-6859a and its bactericidal activity determined by the killing curve method. The Journal of antimicrobial chemotherapy. 1996 Jun; 37(6):1091-102. doi: 10.1093/jac/37.6.1091. [PMID: 8836812]
  • Y Inagaki, N Yamamoto, T Chida, N Okamura, M Tanaka. The effect of DU-6859a, a new potent fluoroquinolone, on fecal microflora in human volunteers. The Japanese journal of antibiotics. 1995 Mar; 48(3):368-79. doi: NULL. [PMID: 7752450]
  • M Nakashima, T Uematsu, K Kosuge, K Umemura, H Hakusui, M Tanaka. Pharmacokinetics and tolerance of DU-6859a, a new fluoroquinolone, after single and multiple oral doses in healthy volunteers. Antimicrobial agents and chemotherapy. 1995 Jan; 39(1):170-4. doi: 10.1128/aac.39.1.170. [PMID: 7695301]
  • H Aoki, Y Ohshima, M Tanaka, O Okazaki, H Hakusui. High-performance liquid chromatographic determination of the new quinolone antibacterial agent DU-6859a in human serum and urine using solid-phase extraction with photolysis-fluorescence detection. Journal of chromatography. B, Biomedical applications. 1994 Oct; 660(2):365-74. doi: 10.1016/0378-4347(94)00319-x. [PMID: 7866527]
  • K Sato, K Hoshino, M Tanaka, I Hayakawa, Y Osada. Antimicrobial activity of DU-6859, a new potent fluoroquinolone, against clinical isolates. Antimicrobial agents and chemotherapy. 1992 Jul; 36(7):1491-8. doi: 10.1128/aac.36.7.1491. [PMID: 1324647]