CHEBI:53657 - cefazolin(1−)

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name cefazolin(1−)
ChEBI ID CHEBI:53657
ChEBI ASCII Name cefazolin(1-)
Definition A cephalosporin carboxylic acid anion having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and (1H-tetrazol-1-ylacetyl)amino side-groups, formed by proton loss from the carboxy group of cefazolin.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C14H13N8O4S3
Net Charge -1
Average Mass 453.49900
Monoisotopic Mass 453.02274
InChI InChI=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)/p-1/t9-,12-/m1/s1
InChIKey MLYYVTUWGNIJIB-BXKDBHETSA-M
SMILES [H][C@]12SCC(CSc3nnc(C)s3)=C(N1C(=O)[C@H]2NC(=O)Cn1cnnn1)C([O-])=O
ChEBI Ontology
Outgoing cefazolin(1−) (CHEBI:53657) is a cephalosporin carboxylic acid anion (CHEBI:52440)
cefazolin(1−) (CHEBI:53657) is conjugate base of cefazolin (CHEBI:474053)
Incoming cefazolin sodium (CHEBI:3483) has part cefazolin(1−) (CHEBI:53657)
cefazolin (CHEBI:474053) is conjugate acid of cefazolin(1−) (CHEBI:53657)
IUPAC Name
3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-7β-[(1H-tetrazol-1-ylacetyl)amino]-3,4-didehydrocepham-4-carboxylate
Synonym Source
(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-carboxylate IUPAC
Registry Number Type Source
4241223 Beilstein Registry Number Beilstein
Last Modified
27 May 2014