Cefprozil (BioDeep_00000006370)

human metabolite blood metabolite Chemicals and Drugs Volatile Flavor Compounds

代谢物信息卡片

(6R,7R)-7-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-8-oxo-3-(prop-1-en-1-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

化学式: C18H19N3O5S (389.10453640000003)
中文名称: 头孢曲唑
谱图信息: 最多检出来源 Homo sapiens(blood) 72.73%

分子结构信息

SMILES: CC=CC1=C(C(=O)O)N2C(=O)C(NC(=O)C(N)c3ccc(O)cc3)C2SC1
InChI: InChI=1S/C18H19N3O5S/c1-2-3-10-8-27-17-13(16(24)21(17)14(10)18(25)26)20-15(23)12(19)9-4-6-11(22)7-5-9/h2-7,12-13,17,22H,8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1

描述信息

Cefprozil is only found in individuals that have used or taken this drug. It is a cephalosporin antibiotic. It can be used to treat bronchitis, ear infections, skin infections, and other bacterial infections.Cefprozil, like the penicillins, is a beta-lactam antibiotic. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that cefprozil interferes with an autolysin inhibitor.
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

15 个代谢物同义名

(6R,7R)-7-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-8-oxo-3-(prop-1-en-1-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 7-(2-Amino-2-(p-hydroxyphenyl)acetamido)-8-oxo-3-(1-propenyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid; 7-(2-Amino-2-(4-hydroxyphenyl)acetamido)-3-(propenyl)-3-cephem-4-carboxylic acid monohydrate; Cefprozil monohydrate; Cefprozil (Z)-Isomer; Cefprozil anhydrous; (Z)-Cefprozil; Cefprozilum; Cefprozilo; Cefprozil; Brisoral; Arzimol; Cefzil; Procef; Cefprozil

数据库引用编号

18 个数据库交叉引用编号

ChEBI: CHEBI:3506
KEGG: C06888
KEGGdrug: D07651
PubChem: 5281006
PubChem: 2646
HMDB: HMDB0015281
Metlin: METLIN1618
DrugBank: DB01150
ChEMBL: CHEMBL276568
Wikipedia: Cefprozil
chemspider: 56685
CAS: 92665-29-7
CAS: 92676-86-3
PMhub: MS000019398
PubChem: 9105
NIKKAJI: J363.502C
RefMet: Cefprozil
KNApSAcK: 3506

分类词条

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

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

Lili Yang, Guanglin Zhou, Jinghua Liu, Jinshuang Song, Zongyu Zhang, Qi Huang, Fengxiang Wei. Tanshinone I and Tanshinone IIA/B attenuate LPS-induced mastitis via regulating the NF-κB. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2021 May; 137(?):111353. doi: 10.1016/j.biopha.2021.111353. [PMID: 33578236]
Ping-Ping Lin, Chen-Jing Wang, Yan-Ping Liu, Ting Li, Xiao-Meng Gao, Ya-Ping Ma, Ping Shi, Xin Li, Le-Xin Wang, Yu Cao. Pharmacokinetics and Bioequivalence of Cefprozil for Suspension and Granule Formulation in Healthy Chinese Volunteers: Two Single-Dose Crossover Studies. Advances in therapy. 2021 02; 38(2):1130-1142. doi: 10.1007/s12325-020-01593-7. [PMID: 33340343]
Alan K Jarmusch, Alison Vrbanac, Jeremiah D Momper, Joseph D Ma, Maher Alhaja, Marlon Liyanage, Rob Knight, Pieter C Dorrestein, Shirley M Tsunoda. Enhanced Characterization of Drug Metabolism and the Influence of the Intestinal Microbiome: A Pharmacokinetic, Microbiome, and Untargeted Metabolomics Study. Clinical and translational science. 2020 09; 13(5):972-984. doi: 10.1111/cts.12785. [PMID: 32216086]
Fei-Fei Jia, Zhi-Rong Tan, Howard L McLeod, Yao Chen, Dong-Sheng Ou-Yang, Hong-Hao Zhou. Effects of quercetin on pharmacokinetics of cefprozil in Chinese-Han male volunteers. Xenobiotica; the fate of foreign compounds in biological systems. 2016 Oct; 46(10):896-900. doi: 10.3109/00498254.2015.1132792. [PMID: 26928207]
Min Liu, Jing-Yi Ma, Yanan Zhang, Xiaolin Wang, Hongna Zhao, Aihua Du, Man Yang, Lingjie Meng, Ming Deng, Huichen Liu. An LC-MS/MS method for simultaneous determination of cefprozil diastereomers in human plasma and its application for the bioequivalence study of two cefprozil tablets in healthy Chinese volunteers. Biomedical chromatography : BMC. 2016 Mar; 30(3):288-93. doi: 10.1002/bmc.3547. [PMID: 26129932]
Frédéric Raymond, Amin A Ouameur, Maxime Déraspe, Naeem Iqbal, Hélène Gingras, Bédis Dridi, Philippe Leprohon, Pier-Luc Plante, Richard Giroux, Ève Bérubé, Johanne Frenette, Dominique K Boudreau, Jean-Luc Simard, Isabelle Chabot, Marc-Christian Domingo, Sylvie Trottier, Maurice Boissinot, Ann Huletsky, Paul H Roy, Marc Ouellette, Michel G Bergeron, Jacques Corbeil. The initial state of the human gut microbiome determines its reshaping by antibiotics. The ISME journal. 2016 Mar; 10(3):707-20. doi: 10.1038/ismej.2015.148. [PMID: 26359913]
David P Nicolau, Christina A Sutherland, Adriano Arguedas, Ron Dagan, Micheal E Pichichero. Pharmacokinetics of cefprozil in plasma and middle ear fluid: in children undergoing treatment for acute otitis media. Paediatric drugs. 2007; 9(2):119-23. doi: 10.2165/00148581-200709020-00005. [PMID: 17407367]
Philip Toltzis, Michael Dul, Mary Ann O'Riordan, Hasida Toltzis, Jeffrey L Blumer. Comparative effects of single-dose ceftriaxone versus three oral antibiotic regimens on stool colonization by resistant bacilli in children. The Pediatric infectious disease journal. 2007 Jan; 26(1):25-30. doi: 10.1097/01.inf.0000247130.11902.64. [PMID: 17195701]
Tae-Hwan Park, Jin-Ki Kim, Jun-Pil Jee, Jeong-Sook Park, Chong-Kook Kim. HPLC method for simultaneous determination of cefprozil diastereomers in human plasma. Journal of pharmaceutical and biomedical analysis. 2004 Sep; 36(1):243-8. doi: 10.1016/j.jpba.2004.06.001. [PMID: 15351073]
Chul Ho Jang, See Young Park. Penetration of cefprozil to middle ear effusion in children with chronic otitis media with effusion. International journal of pediatric otorhinolaryngology. 2003 Sep; 67(9):965-8. doi: 10.1016/s0165-5876(03)00163-0. [PMID: 12907051]
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R Wise. Comparative microbiological activity and pharmacokinetics of cefprozil. European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology. 1994 Oct; 13(10):839-45. doi: 10.1007/bf02111350. [PMID: 7889957]
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H Wakiguchi, N Ohishi, S Kido, T Takechi, K Takeda, K Yoshimura, I Nomura, M Fujieda, K Araki, T Kurashige. [Therapeutic effects of cefprozil in the treatment of various infectious diseases in children]. The Japanese journal of antibiotics. 1992 Dec; 45(12):1676-83. doi: . [PMID: 1289587]
K Nagano, H Maeda, T Yanagi, Y Tsuji, H Imamura, N Nakayama, M Yanagishima, S Fukuda. [Pharmacokinetic and clinical studies of cefprozil fine granules in children]. The Japanese journal of antibiotics. 1992 Dec; 45(12):1736-44. doi: . [PMID: 1289590]
T Motohiro, M Aramaki, K Oda, A Kawakami, T Koga, S Tomita, Y Sakata, F Yamashita, N Takajo, S Okabayashi. [Pharmacokinetic and clinical studies on cefprozil granules in the pediatric field]. The Japanese journal of antibiotics. 1992 Dec; 45(12):1700-35. doi: . [PMID: 1289589]
Y Kainou, S Matsumoto, K Kida, H Matsuda. [Basic and clinical studies on cefprozil in pediatrics]. The Japanese journal of antibiotics. 1992 Dec; 45(12):1667-75. doi: . [PMID: 1289586]
S Nakazawa, H Sato, A Narita, S Nakazawa, H Suzuki, K Matsumoto, K Niinou. [Clinical studies on cefprozil granules in pediatrics]. The Japanese journal of antibiotics. 1992 Nov; 45(11):1514-25. doi: . [PMID: 1494234]
H Akita, Y Sato, S Iwata, K Sunakawa. [Laboratory and clinical studies on cefprozil granules in pediatrics]. The Japanese journal of antibiotics. 1992 Nov; 45(11):1526-36. doi: . [PMID: 1494235]
F Hayakawa, K Kuno, A Ogawa, Y Nakao, Y Ando, H Ando. [Laboratory and clinical studies on cefprozil in the field of pediatrics]. The Japanese journal of antibiotics. 1992 Nov; 45(11):1558-70. doi: . [PMID: 1494237]
T Nishimura, K Tabuki, S Aoki, M Takagi. [Laboratory and clinical studies of cefprozil in pediatric field]. The Japanese journal of antibiotics. 1992 Nov; 45(11):1582-91. doi: . [PMID: 1494239]
R Fujii, H Meguro, T Tajima, H Shiraishi, T Abe, S Nakazawa, H Sato, K Niinou, K Matsumoto, K Sunakawa. [Overall clinical evaluation of cefprozil against infections in pediatric fields. Pediatric Study Group for Cefprozil]. The Japanese journal of antibiotics. 1992 Nov; 45(11):1592-608. doi: NULL. [PMID: 1494240]
S Arai, R Sono, M Ito, M Sakurai, T Ihara, H Kamiya, S Shimizu, H Nishi, M Inoue, M Kojima. [Pharmacokinetic, bacteriological and clinical studies on cefprozil in pediatric patients]. The Japanese journal of antibiotics. 1992 Nov; 45(11):1571-81. doi: . [PMID: 1494238]
S Iwata, M Ikeda, K Yamada, E Isohata, Y Kin, Y Kusumoto, Y Sato, H Akita, S Nanri, T Oikawa. [The influence of cefprozil on intestinal bacterial flora]. The Japanese journal of antibiotics. 1992 Nov; 45(11):1474-88. doi: NULL. [PMID: 1494231]
H Nakamura, N Iwai. [Pharmacokinetic study on oral antibiotics in pediatrics. III. A pharmacokinetic study on cefprozil in pediatrics]. The Japanese journal of antibiotics. 1992 Nov; 45(11):1489-504. doi: NULL. [PMID: 1494232]
W C Shyu, V R Shah, D A Campbell, R B Wilber, K A Pittman, R H Barbhaiya. Oral absolute bioavailability and intravenous dose-proportionality of cefprozil in humans. Journal of clinical pharmacology. 1992 Sep; 32(9):798-803. doi: 10.1002/j.1552-4604.1992.tb03885.x. [PMID: 1430299]
U A Shukla, K A Pittman, R H Barbhaiya. Pharmacokinetic interactions of cefprozil with food, propantheline, metoclopramide, and probenecid in healthy volunteers. Journal of clinical pharmacology. 1992 Aug; 32(8):725-31. doi: 10.1002/j.1552-4604.1992.tb03876.x. [PMID: 1487562]
S L Barriere. Pharmacology and pharmacokinetics of cefprozil. Clinical infectious diseases : an official publication of the Infectious Diseases Society of America. 1992 Jun; 14 Suppl 2(?):S184-8; discussion S195. doi: 10.1093/clinids/14.supplement_2.s184. [PMID: 1617036]
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R H Barbhaiya, L Wang, W C Shyu, K A Pittman. Absolute bioavailability of cefprozil after oral administration in beagles. Antimicrobial agents and chemotherapy. 1992 Mar; 36(3):687-9. doi: 10.1128/aac.36.3.687. [PMID: 1622187]
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A G Arguedas, A C Arrieta, H R Stutman, J C Akaniro, M I Marks. In-vitro activity of cefprozil (BMY 28100) and loracarbef (LY 163892) against pathogens obtained from middle ear fluid. The Journal of antimicrobial chemotherapy. 1991 Mar; 27(3):311-8. doi: 10.1093/jac/27.3.311. [PMID: 1903788]
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