CHEBI:43968 - meropenem

ChEBI IDCHEBI:43968
ChEBI Namemeropenem
Stars
DefinitionA carbapenemcarboxylic acid in which the azetidine and pyrroline rings carry 1-hydroxymethyl and in which the azetidine and pyrroline rings carry 1-hydroxymethyl and 5-(dimethylcarbamoyl)pyrrolidin-3-ylthio substituents respectively.
Last Modified13 March 2018
DownloadsMolfile
FormulaC17H25N3O5S
Net Charge0
Average Mass383.470
Monoisotopic Mass383.15149
SMILES[H][C@]12[C@@H](C)C(S[C@@H]3CN[C@H](C(=O)N(C)C)C3)=C(C(=O)O)N1C(=O)[C@]2([H])[C@@H](C)O
InChIInChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1
InChIKeyDMJNNHOOLUXYBV-PQTSNVLCSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
drug allergen  Any drug which causes the onset of an allergic reaction.
antibacterial drug  A drug used to treat or prevent bacterial infections.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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.
Applications:
drug allergen  Any drug which causes the onset of an allergic reaction.
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
meropenem (CHEBI:43968) has role antibacterial agent (CHEBI:33282)
meropenem (CHEBI:43968) has role antibacterial drug (CHEBI:36047)
meropenem (CHEBI:43968) has role drug allergen (CHEBI:88188)
meropenem (CHEBI:43968) is a carbapenemcarboxylic acid (CHEBI:46634)
meropenem (CHEBI:43968) is a organic sulfide (CHEBI:16385)
meropenem (CHEBI:43968) is a pyrrolidinecarboxamide (CHEBI:46770)
meropenem (CHEBI:43968) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
Incoming Relation(s)
meropenem trihydrate (CHEBI:6770) has part meropenem (CHEBI:43968)
IUPAC Name 
(6S)-2-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-1β-methyl-2,3-didehydro-1-carbapenam-3-carboxylic acid
INNs  Source
meropenemChEBI
meropenemumDrugBank
Synonyms  Source
(1R,5S,6S)-2-[(3S,5S)-5-DIMETHYLAMINOCARBONYLPYRROLIDIN-3-YLTHIO]-6-[(R)-1-HYDROXYETHYL]-1-METHYLCARBAPEN-2-EM-3-CARBOXYLIC ACIDPDBeChem
(4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acidIUPAC
Antibiotic SM 7338DrugBank
MEPMChEBI
MeropenemChemIDplus
meropenem anhydrousChemIDplus
Manual XrefsDatabases
1709DrugCentral
DB00760DrugBank
EP126587Patent
LSM-5208LINCS
MERPDBeChem
MeropenemWikipedia
US4943569Patent
Registry NumbersSources
Beilstein:6826115Beilstein
CAS:96036-03-2ChemIDplus
Citations