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CHEBI:53658 - ceftriaxone(1−)

Default Structure
ChEBI IDCHEBI:53658
ChEBI Nameceftriaxone(1−)
Stars
ASCII Nameceftriaxone(1-)
DefinitionA cephalosporin carboxylis acid anion having 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetylamino and [(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl side-groups, formed by proton loss from the carboxy group of ceftriaxone.
Last Modified27 May 2014
SubmitterSteve
DownloadsMolfile
FormulaC18H17N8O7S3
Net Charge-1
Average Mass553.584
Monoisotopic Mass553.03878
SMILES[H][C@]12SCC(CSc3nc(=O)c(=O)nn3C)=C(C(=O)[O-])N1C(=O)[C@H]2NC(=O)/C(=N\OC)c1csc(N)n1
InChIInChI=1S/C18H18N8O7S3/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32)/p-1/b24-8-/t9-,15-/m1/s1
InChIKeyVAAUVRVFOQPIGI-SPQHTLEESA-M
ChEBI Ontology
Outgoing Relation(s)
ceftriaxone(1−) (CHEBI:53658) is a cephalosporin carboxylic acid anion (CHEBI:52440)
ceftriaxone(1−) (CHEBI:53658) is conjugate base of ceftriaxone (CHEBI:29007)
Incoming Relation(s)
ceftriaxone (CHEBI:29007) is conjugate acid of ceftriaxone(1−) (CHEBI:53658)
IUPAC Names 
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
7β-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylate
Manual XrefsDatabases
CPD-12294MetaCyc
Registry NumbersSources
Reaxys:7066100Reaxys