CHEBI:52060 - metampicillin

ChEBI IDCHEBI:52060
ChEBI Namemetampicillin
Stars
DefinitionA penicillin compound having a 6β-(2R)-2-(methylideneamino)-2-phenylacetamido side-group.
Last Modified11 March 2019
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC17H19N3O4S
Net Charge0
Average Mass361.423
Monoisotopic Mass361.10963
SMILES[H][C@]12SC(C)(C)[C@H](C(=O)O)N1C(=O)[C@H]2NC(=O)[C@H](N=C)c1ccccc1
InChIInChI=1S/C17H19N3O4S/c1-17(2)12(16(23)24)20-14(22)11(15(20)25-17)19-13(21)10(18-3)9-7-5-4-6-8-9/h4-8,10-12,15H,3H2,1-2H3,(H,19,21)(H,23,24)/t10-,11-,12+,15-/m1/s1
InChIKeyFZECHKJQHUVANE-MCYUEQNJSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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.
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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
metampicillin (CHEBI:52060) is a penicillin (CHEBI:17334)
metampicillin (CHEBI:52060) is a penicillin allergen (CHEBI:88187)
metampicillin (CHEBI:52060) is conjugate acid of metampicillin(1−) (CHEBI:52062)
Incoming Relation(s)
metampicillin(1−) (CHEBI:52062) is conjugate base of metampicillin (CHEBI:52060)
IUPAC Name 
6β-[(2R)-2-(methylideneamino)-2-phenylacetamido]-2,2-dimethylpenam-3α-carboxylic acid
INN  Source
metampicillinKEGG DRUG
Synonyms  Source
(2S,5R,6R)-3,3-dimethyl-6-{[(2R)-2-(methylideneamino)-2-phenylacetyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidIUPAC
6β-[(2R)-2-(methylideneamino)-2-phenylacetamido]penicillanic acidChEBI
Manual XrefsDatabases
D07234KEGG DRUG
BE661232Patent
GB1081093Patent
MetampicillinWikipedia
LSM-15186LINCS
1718DrugCentral
Registry NumbersSources
CAS:6489-97-0KEGG DRUG
Citations