CHEBI:29007 - ceftriaxone

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ChEBI Name ceftriaxone
ChEBI ID CHEBI:29007
Definition A cephalosporin compound 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:446214, CHEBI:3513, CHEBI:23059
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Formula C18H18N8O7S3
Net Charge 0
Average Mass 554.58000
Monoisotopic Mass 554.046
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)/b24-8-/t9-,15-/m1/s1
InChIKey VAAUVRVFOQPIGI-SPQHTLEESA-N
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
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
EC 3.5.2.6 (beta-lactamase) inhibitor
An EC 3.5.2.* (non-peptide cyclic amide C-N hydrolase) inhibitor that interferes with the action of beta-lactamase (EC 3.5.2.6).
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ceftriaxone (CHEBI:29007) has role antibacterial drug (CHEBI:36047)
ceftriaxone (CHEBI:29007) has role drug allergen (CHEBI:88188)
ceftriaxone (CHEBI:29007) has role EC 3.5.2.6 (β-lactamase) inhibitor (CHEBI:35625)
ceftriaxone (CHEBI:29007) is a 1,2,4-triazines (CHEBI:39410)
ceftriaxone (CHEBI:29007) is a 1,3-thiazole (CHEBI:38418)
ceftriaxone (CHEBI:29007) is a cephalosporin (CHEBI:23066)
ceftriaxone (CHEBI:29007) is a oxime O-ether (CHEBI:36816)
ceftriaxone (CHEBI:29007) is conjugate acid of ceftriaxone(1−) (CHEBI:53658)
Incoming ceftriaxone(1−) (CHEBI:53658) is conjugate base of ceftriaxone (CHEBI:29007)
IUPAC Name
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-carboxylic acid
INNs Sources
ceftriaxona ChemIDplus
ceftriaxone KEGG DRUG
ceftriaxonum ChemIDplus
Synonyms Sources
(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-carboxylic acid IUPAC
rocephin ChEBI
Database Links Databases
564 DrugCentral
C06683 KEGG COMPOUND
Ceftriaxone Wikipedia
CPD-12294 MetaCyc
D07659 KEGG DRUG
DB01212 DrugBank
GB2022090 Patent
HMDB0015343 HMDB
US4327210 Patent
View more database links
Registry Numbers Types Sources
6495519 Reaxys Registry Number Reaxys
6495519 Beilstein Registry Number Beilstein
73384-59-5 CAS Registry Number ChemIDplus
73384-59-5 CAS Registry Number KEGG DRUG
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Last Modified
22 February 2017