CHEBI:6919 - mezlocillin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name mezlocillin
ChEBI ID CHEBI:6919
Definition A penicillin in which the substituent at position 6 of the penam ring is a (2R)-2-[3-(methanesulfonyl)-2-oxoimidazolidine-1-carboxamido]-2-phenylacetamido group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C21H25N5O8S2
Net Charge 0
Average Mass 539.58200
Monoisotopic Mass 539.11446
InChI InChI=1S/C21H25N5O8S2/c1-21(2)14(18(29)30)26-16(28)13(17(26)35-21)22-15(27)12(11-7-5-4-6-8-11)23-19(31)24-9-10-25(20(24)32)36(3,33)34/h4-8,12-14,17H,9-10H2,1-3H3,(H,22,27)(H,23,31)(H,29,30)/t12-,13-,14+,17-/m1/s1
InChIKey YPBATNHYBCGSSN-VWPFQQQWSA-N
SMILES [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(C1=O)S(C)(=O)=O)c1ccccc1)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
allergen
A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
(via penicillin )
(via penicillin allergen )
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing mezlocillin (CHEBI:6919) has role antibacterial drug (CHEBI:36047)
mezlocillin (CHEBI:6919) is a penicillin (CHEBI:17334)
mezlocillin (CHEBI:6919) is a penicillin allergen (CHEBI:88187)
mezlocillin (CHEBI:6919) is conjugate acid of mezlocillin(1−) (CHEBI:52066)
Incoming mezlocillin(1−) (CHEBI:52066) is conjugate base of mezlocillin (CHEBI:6919)
IUPAC Name
6β-{(2R)-2-[3-(methanesulfonyl)-2-oxoimidazolidine-1-carboxamido]-2-phenylacetamido}-2,2-dimethylpenam-3α-carboxylic acid
INNs Sources
mezlocilina ChemIDplus
mezlocillin KEGG DRUG
mezlocilline ChemIDplus
mezlocillinum ChemIDplus
Synonyms Sources
(2S,5R,6R)-3,3-dimethyl-6-{[(2R)-2-({[3-(methylsulfonyl)-2-oxoimidazolidin-1-yl]carbonyl}amino)-2-phenylacetyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC
6β-{(2R)-2-[3-(methanesulfonyl)-2-oxoimidazolidine-1-carboxamido]-2-phenylacetamido}penicillanic acid ChEBI
Mezlin KEGG COMPOUND
Mezlocillin KEGG COMPOUND
Manual Xrefs Databases
1795 DrugCentral
C07221 KEGG COMPOUND
CN101328187 Patent
CN101585845 Patent
CN1485035 Patent
D05021 KEGG DRUG
DB00948 DrugBank
DE2152967 Patent
Mezlocillin Wikipedia
US3974142 Patent
View more database links
Registry Numbers Types Sources
51481-65-3 CAS Registry Number ChemIDplus
6081499 Beilstein Registry Number Beilstein
6081499 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1701026 PubMed citation Europe PMC
29017833 PubMed citation Europe PMC
6460964 PubMed citation Europe PMC
9403281 PubMed citation Europe PMC
Last Modified
12 March 2019