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CHEBI:209807 - cefoxitin

ChEBI IDCHEBI:209807
ChEBI Namecefoxitin
Stars
DefinitionA semisynthetic cephamycin antibiotic which, in addition to the methoxy group at the 7α position, has 2-thienylacetamido and carbamoyloxymethyl side-groups. It is resistant to β-lactamase.
Secondary ChEBI IDsCHEBI:3500, CHEBI:41436, CHEBI:471714, CHEBI:658070
Last Modified4 March 2019
DownloadsMolfile
FormulaC16H17N3O7S2
Net Charge0
Average Mass427.460
Monoisotopic Mass427.05079
SMILES[H][C@]12SCC(COC(N)=O)=C(C(=O)O)N1C(=O)[C@]2(NC(=O)Cc1cccs1)OC
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
Wikipedia
Roles Classification
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
allergen  A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Applications:
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
cefoxitin (CHEBI:209807) has role antibacterial drug (CHEBI:36047)
cefoxitin (CHEBI:209807) is a cephalosporin (CHEBI:23066)
cefoxitin (CHEBI:209807) is a cephamycin (CHEBI:55429)
cefoxitin (CHEBI:209807) is a semisynthetic derivative (CHEBI:72588)
cefoxitin (CHEBI:209807) is a β-lactam antibiotic allergen (CHEBI:88225)
cefoxitin (CHEBI:209807) is conjugate acid of cefoxitin(1−) (CHEBI:53655)
Incoming Relation(s)
cefoxitin(1−) (CHEBI:53655) is conjugate base of cefoxitin (CHEBI:209807)
IUPAC Names 
3-[(carbamoyloxy)methyl]-7α-methoxy-7β-[(thiophen-2-yl)acetamido]-3,4-didehydrocepham-4-carboxylic acid
(6R,7S)-4-[(carbamoyloxy)methyl]-7-methoxy-8-oxo-7-[(thiophen-2-enyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
INNs  Source
cefoxitinKEGG DRUG
cefoxitinaChemIDplus
cefoxitineChemIDplus
cefoxitinumChemIDplus
ceftoxitinChemIDplus
Synonyms  Source
CFXKEGG DRUG
(6R,7S)-3-[(carbamoyloxy)methyl]-7-methoxy-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidIUPAC
CefoxitinChemIDplus
CephoxitinChemIDplus
RephoxitinChemIDplus
Manual XrefsDatabases
C06887KEGG COMPOUND
CFXPDBeChem
DB01331DrugBank
D02345KEGG DRUG
DE2129675Patent
DE2203653Patent
US4297488Patent
CefoxitinWikipedia
HMDB0015426HMDB
LSM-5786LINCS
550DrugCentral
Registry NumbersSources
Beilstein:4216947Beilstein
Reaxys:4216947Reaxys
CAS:35607-66-0KEGG COMPOUND
CAS:35607-66-0ChemIDplus
Citations