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CHEBI:53657 - cefazolin(1−)

Default Structure
ChEBI IDCHEBI:53657
ChEBI Namecefazolin(1−)
Stars
ASCII Namecefazolin(1-)
DefinitionA 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.
Last Modified27 May 2014
SubmitterSteve
DownloadsMolfile
FormulaC14H13N8O4S3
Net Charge-1
Average Mass453.511
Monoisotopic Mass453.02274
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)/p-1/t9-,12-/m1/s1
InChIKeyMLYYVTUWGNIJIB-BXKDBHETSA-M
ChEBI Ontology
Outgoing Relation(s)
cefazolin(1−) (CHEBI:53657) is a cephalosporin carboxylic acid anion (CHEBI:52440)
cefazolin(1−) (CHEBI:53657) is conjugate base of cefazolin (CHEBI:474053)
Incoming Relation(s)
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-carboxylateIUPAC
Registry NumbersSources
Beilstein:4241223Beilstein