Cefmetazole (BioDeep_00000006661)

human metabolite blood metabolite Chemicals and Drugs

代谢物信息卡片

(6R,7S)-7-{2-[(cyanomethyl)sulfanyl]acetamido}-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: C15H17N7O5S3 (471.04532720000003)
中文名称: 头孢美唑
谱图信息: 最多检出来源 Homo sapiens(blood) 2.78%

分子结构信息

SMILES: CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)(NC(=O)CSCC#N)OC)SC2)C(=O)O
InChI: InChI=1S/C15H17N7O5S3/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25)/t13-,15+/m1/s1

描述信息

Cefmetazole is only found in individuals that have used or taken this drug. It is a semisynthetic cephamycin antibiotic with a broad spectrum of activity against both gram-positive and gram-negative microorganisms. It has a high rate of efficacy in many types of infection and to date no severe side effects have been noted. [PubChem]The bactericidal activity of cefmetazole 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 > 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

18 个代谢物同义名

(6R,7S)-7-{2-[(cyanomethyl)sulfanyl]acetamido}-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-({[(cyanomethyl)sulphanyl]acetyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulphanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7S)-7-({[(cyanomethyl)sulfanyl]acetyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7S)-7-({[(cyanomethyl)sulphanyl]acetyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulphanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; (6R,7S)-7-({[(cyanomethyl)sulfanyl]acetyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; Pharmacia brand OF cefmetazole sodium; Salt, cefmetazole monosodium; Monosodium salt, cefmetazole; Cefmetazole monosodium salt; Sodium, cefmetazole; Cefmetazole Sodium; Cefmetazolum; Cefmetazolo; Cefmetazole; Cefmetazon; Zefazone; CMZ; Cefmetazole

数据库引用编号

17 个数据库交叉引用编号

ChEBI: CHEBI:3489
KEGG: C08103
KEGGdrug: D00910
PubChem: 42008
HMDB: HMDB0014419
Metlin: METLIN3950
DrugBank: DB00274
ChEMBL: CHEMBL1201195
Wikipedia: Cefmetazole
MeSH: Cefmetazole
chemspider: 38311
CAS: 56796-20-4
PMhub: MS000019737
PubChem: 10303
PDB-CCD: 4KO
NIKKAJI: J14.542D
KNApSAcK: 3489

分类词条

N-acyl-alpha amino acids and derivatives

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

7461 - Apis cerana: 10.1371/JOURNAL.PONE.0175573
9606 - Homo sapiens: -

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

Toshiaki Komatsu, Hinako Morita, Yoko Takayama, Yui Natsume, Yoshinori Tomoda, Hirohisa Miura, Takeo Sato, Takatoshi Nakamura, Masaya Toda, Hirotsugu Okamoto, Hideaki Hanaki, Koichiro Atsuda. Timing of re-dosing based on population pharmacokinetic-pharmacodynamics target attainment analysis of cefmetazole in subjects undergoing lower gastrointestinal surgery. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy. 2022 Aug; 28(8):1105-1111. doi: 10.1016/j.jiac.2022.03.024. [PMID: 35400549]
Yoko Takayama, Toshiaki Komatsu, Takatoshi Nakamura, Yoshinori Tomoda, Masaya Toda, Hirohisa Miura, Takeo Sato, Koichiro Atsuda, Hirotsugu Okamoto, Hideaki Hanaki. Association of serum and fat tissue antibiotic concentrations with surgical site infections in lower gastrointestinal surgery. Surgery. 2022 04; 171(4):1000-1005. doi: 10.1016/j.surg.2021.10.013. [PMID: 34772516]
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]
Shin-Ichi Akanuma, Kahori Hashimoto, Yukiko Yoshida, Yoshiyuki Kubo, Ken-Ichi Hosoya. Inflammation-Induced Attenuation of Prostaglandin D2 Elimination across Rat Blood-Brain Barrier: Involvement of the Downregulation of Organic Anion Transporter 3 and Multidrug Resistance-Associated Protein 4. Biological & pharmaceutical bulletin. 2020; 43(11):1669-1677. doi: 10.1248/bpb.b20-00388. [PMID: 33132311]
Akiyoshi Horie, Akiyoshi Nariai, Fumihide Katou, Yasuhiro Abe, Yuya Saito, Daisuke Koike, Tomohiro Hirade, Tomoko Ito, Miho Wakuri, Aiko Fukuma. Increased community-acquired upper urinary tract infections caused by extended-spectrum beta-lactamase-producing Escherichia coli in children and the efficacy of flomoxef and cefmetazole. Clinical and experimental nephrology. 2019 Nov; 23(11):1306-1314. doi: 10.1007/s10157-019-01775-w. [PMID: 31428892]
Natsuki Shioji, Minoru Mizutani, Mariko Okayama, Haruna Katayama, Eiko Ooya, Takao Sekine, Masahiro Masuya. [Drug-induced immune hemolytic anemia caused by cefmetazole]. [Rinsho ketsueki] The Japanese journal of clinical hematology. 2018 ; 59(7):884-888. doi: 10.11406/rinketsu.59.884. [PMID: 30078798]
Toshitaka Sugawara, Junichi Shindoh, Yujiro Nishioka, Masaji Hashimoto. Total bilirubin amount in drainage fluid can be an early predictor for severe biliary fistula after hepatobiliary surgery. Bioscience trends. 2017 Nov; 11(5):588-594. doi: 10.5582/bst.2017.01208. [PMID: 29070759]
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]
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Asako Doi, Toshihiko Shimada, Sohei Harada, Kentaro Iwata, Toru Kamiya. The efficacy of cefmetazole against pyelonephritis caused by extended-spectrum beta-lactamase-producing Enterobacteriaceae. International journal of infectious diseases : IJID : official publication of the International Society for Infectious Diseases. 2013 Mar; 17(3):e159-63. doi: 10.1016/j.ijid.2012.09.010. [PMID: 23140947]
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Masanori Nakakariya, Midori Ono, Nobuyuki Amano, Toshiya Moriwaki, Kazuya Maeda, Yuichi Sugiyama. In vivo biliary clearance should be predicted by intrinsic biliary clearance in sandwich-cultured hepatocytes. Drug metabolism and disposition: the biological fate of chemicals. 2012 Mar; 40(3):602-9. doi: 10.1124/dmd.111.042101. [PMID: 22190695]
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Kai-Chun Cheng, Tzu-Chieh Lin-, Yu-Tse Tsan, Sung-Yuan Hu, Lee-Min Wang. Pneumomediastinum as first manifestation of emphysematous pyelonephritis in a patient who is non-diabetic. BMJ case reports. 2009; 2009(?):. doi: 10.1136/bcr.05.2009.1873. [PMID: 21754958]
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Hajime Fukuda, Rikiya Ohashi, Minoru Tsuda-Tsukimoto, Ikumi Tamai. Effect of plasma protein binding on in vitro-in vivo correlation of biliary excretion of drugs evaluated by sandwich-cultured rat hepatocytes. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jul; 36(7):1275-82. doi: 10.1124/dmd.107.019026. [PMID: 18388177]
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Hirotoshi Okumura, Miki Katoh, Keiichi Minami, Miki Nakajima, Tsuyoshi Yokoi. Change of drug excretory pathway by CCl4-induced liver dysfunction in rat. Biochemical pharmacology. 2007 Aug; 74(3):488-95. doi: 10.1016/j.bcp.2007.04.025. [PMID: 17544377]
Lei Ci, Hiroyuki Kusuhara, Masashi Adachi, John D Schuetz, Kenji Takeuchi, Yuichi Sugiyama. Involvement of MRP4 (ABCC4) in the luminal efflux of ceftizoxime and cefazolin in the kidney. Molecular pharmacology. 2007 Jun; 71(6):1591-7. doi: 10.1124/mol.106.031823. [PMID: 17344354]
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Masato Tomita, Satoru Motokawa. Effects of air tourniquet on the antibiotics concentration, in bone marrow, injected just before the start of operation. Modern rheumatology. 2007; 17(5):409-12. doi: 10.1007/s10165-007-0609-4. [PMID: 17929134]
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