General Information of Drug (ID: DMEB837)

Drug Name
Cefotaxime Drug Info
Synonyms
Cefotaxima; Cefotaxima [INN-Spanish]; Cefotaxime [INN:BAN]; Cefotaxime acid; Cefotaximum; Cefotaximum [INN-Latin]; Cephotaxime; E-cefotaxime; Omnatax; RU 24662; RU 24756; cefotaxime; 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-((acetyloxy)methyl)-7-(((2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxo-, (6R,7R)-; 60846-21-1; 63527-52-6; C16H17N5O7S2; CHEBI:204928; EINECS 264-299-1; HR 756; N2GI8B1GK7; Taxim; UNII-N2GI8B1GK7
Indication
Disease Entry ICD 11 Status REF
Bacteremia 1A73 Approved [1]
Bacterial arthritis Approved [1]
Bacterial infection 1A00-1C4Z Approved [2]
Escherichia coli meningitis Approved [1]
Meningococcal meningitis Approved [1]
Neonatal sepsis Approved [1]
Peritonitis Approved [1]
Staphylococcal pneumonia Approved [1]
Cross-matching ID
PubChem CID
5742673
ChEBI ID
CHEBI:204928
CAS Number
CAS 60846-21-1
TTD Drug ID
DMEB837
INTEDE Drug ID
DR2226

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DME
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Investigative Drug(s)
Discontinued Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cefalotin DMVYSLE Bacteremia 1A73 Approved [18]
B-Lactams DMR8YD6 Bacterial infection 1A00-1C4Z Approved [19]
Cephalosporin DM79XDW Bacterial infection 1A00-1C4Z Approved [20]
TD-1792 DMGKBZH Skin infection 1F28-1G0Z Phase 3 [21]
Phenyl Boronic acid DMFZH49 Discovery agent N.A. Investigative [22]
Cephalosporin C DMYW3ZG Discovery agent N.A. Investigative [23]
Formaldehyde DM7Q6M0 Discovery agent N.A. Investigative [24]
D-Alanine DMVIDQL Discovery agent N.A. Investigative [24]
3-boronobenzoic acid DMRCJW0 Discovery agent N.A. Investigative [22]
NITROCEFIN DM7M5VY Discovery agent N.A. Investigative [25]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Metabolized By Beta-lactamase (blaB)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Amoxicillin DMUYNEI Acute otitis media AB00 Approved [10]
Amoxicillin DMUYNEI Acute otitis media AB00 Approved [11]
Cefazolin DMPDYFR Bacteremia 1A73 Approved [4]
Aztreonam DMDNJHG Bacterial infection 1A00-1C4Z Approved [4]
Levofloxacin DMS60RB Acute maxillary sinusitis Approved [4]
Cefoxitin DMY8NC4 Acute gonococcal cervicitis Approved [4]
Cotrimoxazole DMSW5QP N. A. N. A. Phase 4 [4]
Ceftriaxone DMCEW64 Acute gonococcal cervicitis Approved [5]
Aztreonam DMDNJHG Bacterial infection 1A00-1C4Z Approved [5]
Cefoxitin DMY8NC4 Acute gonococcal cervicitis Approved [5] , [6]
Cefpirome DMJKWPZ N. A. N. A. Phase 4 [6]
Amoxicillin DMUYNEI Acute otitis media AB00 Approved [26]
Imipenem DMI9FBP Bacteremia 1A73 Approved [27]
Cefazolin DMPDYFR Bacteremia 1A73 Approved [8]
Avibactam DM1AEH4 N. A. N. A. Approved [9] , [28]
Cefoxitin DMY8NC4 Acute gonococcal cervicitis Approved [8]
Amoxicillin DMUYNEI Acute otitis media AB00 Approved [29]
Cefoxitin DMY8NC4 Acute gonococcal cervicitis Approved [12]
Amoxicillin DMUYNEI Acute otitis media AB00 Approved [12]
Cefoxitin DMY8NC4 Acute gonococcal cervicitis Approved [12]
Cefoxitin DMY8NC4 Acute gonococcal cervicitis Approved [12]
Amoxicillin DMUYNEI Acute otitis media AB00 Approved [29]
Cefoxitin DMY8NC4 Acute gonococcal cervicitis Approved [12]
Amoxicillin DMUYNEI Acute otitis media AB00 Approved [29]
Cefoxitin DMY8NC4 Acute gonococcal cervicitis Approved [12]
Amoxicillin DMUYNEI Acute otitis media AB00 Approved [29]
Cefoxitin DMY8NC4 Acute gonococcal cervicitis Approved [12]
Ertapenem DM4S3O8 Bacterial infection 1A00-1C4Z Approved [30]
Cefoxitin DMY8NC4 Acute gonococcal cervicitis Approved [6]
Cefpirome DMJKWPZ N. A. N. A. Phase 4 [6]
Imipenem DMI9FBP Bacteremia 1A73 Approved [27]
Ceftriaxone DMCEW64 Acute gonococcal cervicitis Approved [14]
Piperacillin DMTBKF3 Acute gonococcal cervicitis Approved [14]
Tazobactam DM3XNUI Appendicitis DB10 Approved [14]
Cefoxitin DMY8NC4 Acute gonococcal cervicitis Approved [31]
Cephaloridine DM4Y95F Gram-positive bacterial infection 1B74-1G40 Withdrawn from market [16]
⏷ Show the Full List of 36 Drug(s)
Drug(s) Metabolized By PenA beta-lactamase (penA1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Carbenicillin DMLEDNK Infection of the upper and lower urinary tract GC08 Approved [16]
Oxacillin DMTAFY4 Bacterial infection 1A00-1C4Z Approved [16]

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Bacterial DD-carboxypeptidase (Bact vanYB) TTLP6GN VANY_ENTFA Inhibitor [3]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Beta-lactamase (blaB) DEP0IWS A0A378EHS6_KLEPR Substrate [4]
Beta-lactamase (blaB) DEEAL81 BLA2_KLEPO Substrate [5] , [6]
Beta-lactamase (blaB) DEKGVS4 PENA_BURM1 Substrate [7]
Beta-lactamase (blaB) DE7IH52 AMPC_CITFR Substrate [8] , [9]
Beta-lactamase (blaB) DEAYSTX C0W968_9FIRM Substrate [10]
Beta-lactamase (blaB) DEITMS0 Q9XBM2_ACIFE Substrate [11]
Beta-lactamase (blaB) DE5HV8P A0A4Q5I6I2_9BACE Substrate [12]
Beta-lactamase (blaB) DE47ARF B5WXV2_9BACT Substrate [12]
Beta-lactamase (blaB) DEG2PK9 B5WXV3_BACOV Substrate [12]
Beta-lactamase (blaB) DEWHJ7A B5WXV7_BACT4 Substrate [12] , [13]
Beta-lactamase (blaB) DEU1RXB BLAC_BACVU Substrate [12]
Beta-lactamase (blaB) DEMIUB2 BLAT_ECOLX Substrate [6]
Beta-lactamase (blaB) DEYIEO5 AMPC_SERMA Substrate [14]
Beta-lactamase (blaB) DEZLFV5 B8R6A5_9BURK Substrate [15]
Ampc beta-lactamase (ampC) DE0TCN3 B4EPS2_BURCJ Substrate [15]
PenA beta-lactamase (penA1) DE2ARDZ O08350_BURCE Substrate [16]
Beta-lactamase (blaB) DEVHXAU BLC2_SALTM Substrate [13]
Beta-lactamase (blaB) DEHJVX4 A0A414C8Y0_9BACT Substrate [12]
Beta-lactamase (blaB) DE5AHG6 BLAC_CITKO Substrate [17]

References

1 Cefotaxime FDA Label
2 FDA Approved Drug Products from FDA Official Website. 2009. Application Number: (ANDA) 064200.
3 Extended-spectrum cephalosporinases: structure, detection and epidemiology. Future Microbiol. 2007 Jun;2:297-307.
4 Analysis of the drug-resistant characteristics of Klebsiella pneumoniae isolated from the respiratory tract and CTX-M ESBL genes. Genet Mol Res. 2015 Oct 5;14(4):12043-8.
5 Antibiotic resistance and production of extended-spectrum beta-lactamases amongst Klebsiella spp. from intensive care units in Europe. J Antimicrob Chemother. 1996 Sep;38(3):409-24.
6 Oral streptococcal strains isolated from odontogenic infections and their susceptibility to antibiotics. Rev Med Chir Soc Med Nat Iasi. 2006 Oct-Dec;110(4):1012-5.
7 Overcoming an extremely drug resistant (XDR) pathogen: avibactam restores susceptibility to ceftazidime for Burkholderia cepacia complex isolates from cystic fibrosis patients. ACS Infect Dis. 2017 Jul 14;3(7):502-511.
8 Citrobacter freundii bacteremia: Risk factors of mortality and prevalence of resistance genes. J Microbiol Immunol Infect. 2018 Aug;51(4):565-572.
9 Analyses of a ceftazidime-avibactam-resistant Citrobacter freundii isolate carrying blaKPC-2 reveals a heterogenous population and reversible genotype. mSphere. 2018 Sep 26;3(5). pii: e00408-18.
10 ACI-1 beta-lactamase is widespread across human gut microbiomes in Negativicutes due to transposons harboured by tailed prophages. Environ Microbiol. 2018 Jun;20(6):2288-2300.
11 ACI-1 from Acidaminococcus fermentans: characterization of the first beta-lactamase in Anaerobic cocci. Antimicrob Agents Chemother. 2000 Nov;44(11):3144-9.
12 Presence of the cfxA gene in Bacteroides distasonis. Res Microbiol. 2003 Jun;154(5):369-74.
13 Cephalosporinases associated with outer membrane vesicles released by Bacteroides spp. protect gut pathogens and commensals against beta-lactam antibiotics. J Antimicrob Chemother. 2015 Mar;70(3):701-9.
14 Determination of the antibiotic resistance rates of Serratia marcescens isolates obtained from various clinical specimens. Niger J Clin Pract. 2019 Jan;22(1):125-130.
15 Cell wall recycling-linked coregulation of AmpC and PenB beta-lactamases through ampD mutations in Burkholderia cenocepacia. Antimicrob Agents Chemother. 2015 Dec;59(12):7602-10.
16 Characterization of the penA and penR genes of Burkholderia cepacia 249 which encode the chromosomal class A penicillinase and its LysR-type transcriptional regulator. Antimicrob Agents Chemother. 1997 Nov;41(11):2399-405.
17 Novel TEM-type extended-spectrum beta-lactamase, TEM-134, in a Citrobacter koseri clinical isolate. Antimicrob Agents Chemother. 2005 Apr;49(4):1564-6.
18 Binding of cephalothin and cefotaxime to D-ala-D-ala-peptidase reveals a functional basis of a natural mutation in a low-affinity penicillin-binding protein and in extended-spectrum beta-lactamases. Biochemistry. 1995 Jul 25;34(29):9532-40.
19 Has nature already identified all useful antibacterial targets Curr Opin Microbiol. 2008 Oct;11(5):387-92.
20 A 1.2-A snapshot of the final step of bacterial cell wall biosynthesis. Proc Natl Acad Sci U S A. 2001 Feb 13;98(4):1427-31.
21 How many modes of action should an antibiotic have Curr Opin Pharmacol. 2008 Oct;8(5):564-73.
22 Synthesis and evaluation of 3-(dihydroxyboryl)benzoic acids as D,D-carboxypeptidase R39 inhibitors. J Med Chem. 2009 Oct 8;52(19):6097-106.
23 DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Nucleic Acids Res. 2011 Jan;39(Database issue):D1035-41.
24 How many drug targets are there Nat Rev Drug Discov. 2006 Dec;5(12):993-6.
25 The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42.
26 Detection and characterization of beta-lactamase genes in subgingival bacteria from patients with refractory periodontitis. FEMS Microbiol Lett. 2005 Jan 15;242(2):319-24.
27 Antibiotic therapy for inducible AmpC beta-lactamase-producing Gram-negative bacilli: what are the alternatives to carbapenems, quinolones and aminoglycosides? Int J Antimicrob Agents. 2012 Oct;40(4):297-305.
28 Identification and functional characterization of arylamine N-acetyltransferases in eubacteria: evidence for highly selective acetylation of 5-aminosalicylic acid. J Bacteriol. 2001 Jun;183(11):3417-27.
29 Prevalence of antimicrobial resistance genes in Bacteroides spp. and Prevotella spp. Dutch clinical isolates. Clin Microbiol Infect. 2019 Sep;25(9):1156.e9-1156.e13.
30 War wound treatment complications due to transfer of an IncN plasmid harboring bla(OXA-181) from Morganella morganii to CTX-M-27-producing sequence type 131 Escherichia coli. Antimicrob Agents Chemother. 2015;59(6):3556-62.
31 Citrobacter koseri and Citrobacter amalonaticus isolates carry highly divergent beta-lactamase genes despite having high levels of biochemical similarity and 16S rRNA sequence homology. J Antimicrob Chemother. 2004 Jun;53(6):1076-80.