Chemical Component Summary

NameCEFOXITIN
Identifiers(6R,7S)-3-(aminocarbonyloxymethyl)-7-methoxy-8-oxo-7-(2-thiophen-2-ylethanoylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
FormulaC16 H17 N3 O7 S2
Molecular Weight427.452
TypeNON-POLYMER
Isomeric SMILESCO[C@@]1([C@@H]2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)O)NC(=O)Cc3cccs3
InChIInChI=1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22)/t14-,16+/m1/s1
InChIKeyWZOZEZRFJCJXNZ-ZBFHGGJFSA-N

Chemical Details

Formal Charge0
Atom Count45
Chiral Atom Count2
Bond Count47
Aromatic Bond Count5

Drug Info: DrugBank

DrugBank IDDB01331 
NameCefoxitin
Groups approved
DescriptionCefoxitin is a semi-synthetic, broad-spectrum cepha antibiotic for intravenous administration. It is derived from cephamycin C, which is produced by <i>Streptomyces lactamdurans</i>.
Synonyms
  • Ceftoxitin
  • Cephoxitin
  • Cefoxitinum
  • Cefoxitin
  • CFX
Brand Names
  • Mefoxin Pws Inj 10gm/vial
  • Cefoxitin
  • Cefoxitin for Injection USP
  • Mefoxin
  • Mefoxin Inj 1gm/vial Add-vantag
IndicationFor the treatment of serious infections caused by susceptible strains microorganisms.
Categories
  • Amides
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterials for Systemic Use
  • Antiinfectives for Systemic Use
ATC-CodeJ01DC01
CAS number35607-66-0

Drug Targets

NameTarget SequencePharmacological ActionActions
D-alanyl-D-alanine carboxypeptidase DacCMTQYSSLLRGLAAGSAFLFLFAPTAFAAEQTVEAPSVDARAWILMDYASG...unknowninhibitor
D-alanyl-D-alanine carboxypeptidase DacAMNTIFSARIMKRLALTTALCTAFISAAHADDLNIKTMIPGVPQIDAESYI...unknowninhibitor
D-alanyl-D-alanine endopeptidaseMPKFRVSLFSLALMLAVPFAPQAVAKTAAATTASQPEIASGSAMIVDLNT...unknowninhibitor
D-alanyl-D-alanine carboxypeptidase DacBMRFSRFIIGLTSCIAFSVQAANVDEYITQLPAGANLALMVQKVGASAPAI...unknowninhibitor
Penicillin-binding protein 1AMKFVKYFLILAVCCILLGAGSIYGLYRYIEPQLPDVATLKDVRLQIPMQI...unknowninhibitor
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 441199
ChEMBL CHEMBL996
ChEBI CHEBI:209807