CHEBI:53658 - ceftriaxone(1−)

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ChEBI Name ceftriaxone(1−)
ChEBI ID CHEBI:53658
ChEBI ASCII Name ceftriaxone(1-)
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Download Molfile XML SDF
Formula C18H17N8O7S3
Net Charge -1
Average Mass 553.57200
Monoisotopic Mass 553.03878
InChI InChI=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
InChIKey VAAUVRVFOQPIGI-SPQHTLEESA-M
SMILES [H][C@]12SCC(CSc3nc(=O)c(=O)[nH]n3C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1csc(N)n1)C([O-])=O
ChEBI Ontology
Outgoing ceftriaxone(1−) (CHEBI:53658) is a cephalosporin carboxylic acid anion (CHEBI:52440)
ceftriaxone(1−) (CHEBI:53658) is conjugate base of ceftriaxone (CHEBI:29007)
Incoming 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 Xref Database
CPD-12294 MetaCyc
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Registry Number Type Source
7066100 Reaxys Registry Number Reaxys
Last Modified
27 May 2014