CHEBI:55490 - cefmenoxime

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ChEBI Name cefmenoxime
ChEBI ID CHEBI:55490
Definition A third-generation cephalosporin antibiotic, bearing a 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino group at the 7β-position and a [(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl group at the 3-position.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H17N9O5S3
Net Charge 0
Average Mass 511.55800
Monoisotopic Mass 511.051
InChI InChI=1S/C16H17N9O5S3/c1-24-16(20-22-23-24)33-4-6-3-31-13-9(12(27)25(13)10(6)14(28)29)19-11(26)8(21-30-2)7-5-32-15(17)18-7/h5,9,13H,3-4H2,1-2H3,(H2,17,18)(H,19,26)(H,28,29)/b21-8-/t9-,13-/m1/s1
InChIKey HJJDBAOLQAWBMH-YCRCPZNHSA-N
SMILES [H][C@]12SCC(CSc3nnnn3C)=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 )
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 )
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ChEBI Ontology
Outgoing cefmenoxime (CHEBI:55490) has role antibacterial drug (CHEBI:36047)
cefmenoxime (CHEBI:55490) is a cephalosporin (CHEBI:23066)
cefmenoxime (CHEBI:55490) is conjugate acid of cefmenoxime(1−) (CHEBI:55509)
Incoming cefmenoxime hydrochloride (CHEBI:31370) has part cefmenoxime (CHEBI:55490)
cefmenoxime(1−) (CHEBI:55509) is conjugate base of cefmenoxime (CHEBI:55490)
IUPAC Names
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
7β-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylic acid
INNs Sources
cefmenoxima ChemIDplus
cefmenoxime ChemIDplus
cefmenoximum ChemIDplus
Synonyms Sources
(6R,7R)-7-((Z)-2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetamido)-3-((1-methyl-1H-5-tetraazolylthio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carbonsaeure ChemIDplus
(6R,7R)-7-[[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (IUPAC) DrugBank
CMX ChEBI
Manual Xrefs Databases
538 DrugCentral
Cefmenoxime Wikipedia
CN101816660 Patent
D01739 KEGG DRUG
DB00267 DrugBank
DE2713272 Patent
US4476122 Patent
View more database links
Registry Numbers Types Sources
5787828 Beilstein Registry Number Beilstein
5787828 Reaxys Registry Number Reaxys
65085-01-0 CAS Registry Number DrugBank
65085-01-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
02 March 2018