CHEBI:599928 - moxalactam

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name moxalactam
ChEBI ID CHEBI:599928
Definition A broad-spectrum oxacephem antibiotic in which the oxazine ring is substituted with a tetrazolylthiomethyl group and the azetidinone ring carries methoxy and 2-carboxy-2-(4-hydroxyphenyl)acetamido substituents.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44113, CHEBI:7006, CHEBI:214506
Supplier Information
Download Molfile XML SDF
more structures >>
Formulae C20H20N6O9S
C20H20N6O9S
Net Charge 0
Average Mass 520.47300
Monoisotopic Mass 520.101
InChI InChI=1S/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/t12?,18-,20+/m1/s1
InChIKey JWCSIUVGFCSJCK-CAVRMKNVSA-N
SMILES CO[C@]1(NC(=O)C(C(O)=O)c2ccc(O)cc2)[C@H]2OCC(CSc3nnnn3C)=C(N2C1=O)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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing moxalactam (CHEBI:599928) has role antibacterial drug (CHEBI:36047)
moxalactam (CHEBI:599928) is a cephalosporin (CHEBI:23066)
moxalactam (CHEBI:599928) is a oxacephem (CHEBI:55506)
IUPAC Name
(6R,7R)-7-{[carboxy(4-hydroxyphenyl)acetyl]amino}-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
INNs Sources
latamoxef ChemIDplus
latamoxefum ChemIDplus
Synonyms Sources
festamoxin ChEBI
Lamoxactam ChemIDplus
Latamoxef KEGG COMPOUND
LMOX KEGG DRUG
Moxalactam KEGG COMPOUND
Oxa-cephem ChemIDplus
Manual Xrefs Databases
1851 DrugCentral
C07231 KEGG COMPOUND
D08109 KEGG DRUG
DB04570 DrugBank
DE2713370 Patent
HMDB0015574 HMDB
MXL PDBeChem
US413486 Patent
View more database links
Registry Numbers Types Sources
4222777 Reaxys Registry Number Reaxys
4222777 Beilstein Registry Number Beilstein
64952-97-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
24956910 PubMed citation Europe PMC
29017833 PubMed citation Europe PMC
3296254 PubMed citation Europe PMC
3477883 PubMed citation Europe PMC
3778044 PubMed citation Europe PMC
4222777 PubMed citation Europe PMC
6129432 PubMed citation Europe PMC
6217353 PubMed citation Europe PMC
9131470 PubMed citation Europe PMC
Last Modified
13 February 2018