CHEBI:43968 - meropenem

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ChEBI Name meropenem
ChEBI ID CHEBI:43968
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H25N3O5S
Net Charge 0
Average Mass 383.46300
Monoisotopic Mass 383.151
InChI InChI=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
InChIKey DMJNNHOOLUXYBV-PQTSNVLCSA-N
SMILES [H][C@]12[C@@H](C)C(S[C@@H]3CN[C@@H](C3)C(=O)N(C)C)=C(N1C(=O)[C@]2([H])[C@@H](C)O)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): drug allergen
Any drug which causes the onset of an allergic reaction.
antibacterial agent
A substance that kills or slows the growth of bacteria.
(via carbapenems )
antibacterial drug
A drug used to treat or prevent bacterial infections.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
Application(s): drug allergen
Any drug which causes the onset of an allergic reaction.
antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 α,β-unsaturated monocarboxylic acid (CHEBI:79020)
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)
Incoming 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 Sources
meropenem ChEBI
meropenemum DrugBank
Synonyms Sources
(1R,5S,6S)-2-[(3S,5S)-5-DIMETHYLAMINOCARBONYLPYRROLIDIN-3-YLTHIO]-6-[(R)-1-HYDROXYETHYL]-1-METHYLCARBAPEN-2-EM-3-CARBOXYLIC ACID PDBeChem
(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 acid IUPAC
Antibiotic SM 7338 DrugBank
MEPM ChEBI
Meropenem ChemIDplus
meropenem anhydrous ChemIDplus
Manual Xrefs Databases
1709 DrugCentral
DB00760 DrugBank
EP126587 Patent
LSM-5208 LINCS
MER PDBeChem
Meropenem Wikipedia
US4943569 Patent
View more database links
Registry Numbers Types Sources
6826115 Beilstein Registry Number Beilstein
96036-03-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10776838 PubMed citation Europe PMC
11069213 PubMed citation Europe PMC
18611786 PubMed citation Europe PMC
18645546 PubMed citation Europe PMC
28343819 PubMed citation Europe PMC
28371721 PubMed citation Europe PMC
28583381 PubMed citation Europe PMC
28669829 PubMed citation Europe PMC
28677407 PubMed citation Europe PMC
7588092 PubMed citation Europe PMC
Last Modified
13 March 2018