CHEBI:474053 - cefazolin

ChEBI IDCHEBI:474053
ChEBI Namecefazolin
Stars
DefinitionA first-generation cephalosporin compound having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and (1H-tetrazol-1-ylacetyl)amino side-groups at positions 3 and 7 respectively.
Secondary ChEBI IDCHEBI:3482
Last Modified8 March 2019
DownloadsMolfile
FormulaC14H14N8O4S3
Net Charge0
Average Mass454.519
Monoisotopic Mass454.03001
SMILES[H][C@]12SCC(CSc3nnc(C)s3)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)Cn1cnnn1
InChIInChI=1S/C14H14N8O4S3/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26)/t9-,12-/m1/s1
InChIKeyMLYYVTUWGNIJIB-BXKDBHETSA-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)
cefazolin (CHEBI:474053) has role antibacterial drug (CHEBI:36047)
cefazolin (CHEBI:474053) is a cephalosporin (CHEBI:23066)
cefazolin (CHEBI:474053) is a tetrazoles (CHEBI:35689)
cefazolin (CHEBI:474053) is a thiadiazoles (CHEBI:38099)
cefazolin (CHEBI:474053) is a β-lactam antibiotic allergen (CHEBI:88225)
cefazolin (CHEBI:474053) is conjugate acid of cefazolin(1−) (CHEBI:53657)
Incoming Relation(s)
cefazolin(1−) (CHEBI:53657) is conjugate base of cefazolin (CHEBI:474053)
IUPAC Name 
3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-7β-[(1H-tetrazol-1-ylacetyl)amino]-3,4-didehydrocepham-4-carboxylic acid
INNs  Source
cefazolinChemIDplus
cefazolinaChemIDplus
cefazolineChemIDplus
cefazolinumChemIDplus
Synonyms  Source
CefamezinChemIDplus
CephamezineChemIDplus
CephazolidinChemIDplus
CephazolinChemIDplus
CephazolineChemIDplus
(6R,7R)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidIUPAC
Manual XrefsDatabases
C06880KEGG COMPOUND
D02299KEGG DRUG
DB01327DrugBank
US3516997Patent
CefazolinWikipedia
HMDB0015422HMDB
LSM-34744LINCS
530DrugCentral
1910VSDB
Registry NumbersSources
Reaxys:4169371Reaxys
CAS:25953-19-9KEGG COMPOUND
CAS:25953-19-9KEGG DRUG
CAS:25953-19-9DrugBank
CAS:25953-19-9ChemIDplus
Citations