imipenem (CHEBI:471744)

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ChEBI Name	imipenem

ChEBI ID	CHEBI:471744

Definition	A broad-spectrum, intravenous β-lactam antibiotic of the carbapenem subgroup.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:5879

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Formula

C12H17N3O4S

Net Charge

Average Mass

299.34720

Monoisotopic Mass

299.09398

InChI

InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1

InChIKey

ZSKVGTPCRGIANV-ZXFLCMHBSA-N

SMILES

[H]C(=N)NCCSC1=C(N2C(=O)[C@]([H])([C@@H](C)O)[C@@]2([H])C1)C(O)=O

Roles Classification
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 beta-lactam antibiotic allergen ) antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. (via heterocyclic antibiotic ) antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. (via carbapenems )

Application(s):	antibacterial drug A drug used to treat or prevent bacterial infections.

ChEBI Ontology
Outgoing	imipenem (CHEBI:471744) has role antibacterial drug (CHEBI:36047) imipenem (CHEBI:471744) is a β-lactam antibiotic allergen (CHEBI:88225) imipenem (CHEBI:471744) is a carbapenems (CHEBI:46633) imipenem (CHEBI:471744) is tautomer of imipenem zwitterion (CHEBI:190509)

Incoming	imipenem hydrate (CHEBI:51799) has part imipenem (CHEBI:471744) imipenem zwitterion (CHEBI:190509) is tautomer of imipenem (CHEBI:471744)

IUPAC Name

(5R,6S)-6-[(1R)-1-hydroxyethyl]-3-({2-[(iminomethyl)amino]ethyl}sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Synonyms	Sources
(5R,6S)-3-((2-(Formimidoylamino)ethyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid	ChemIDplus
(5R,6S)-3-(2-Formimidoylamino-ethylsulfanyl)-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid	ChEMBL
(5R,6S)-6-((R)-1-Hydroxyethyl)-3-(2-(iminomethylamino)ethylthio)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carbonsaeure	ChemIDplus
Imipenem	KEGG COMPOUND
Imipenem anhydrous	KEGG COMPOUND
imipenemum	ChemIDplus
N-formimidoyl thienamycin	Patent
N-formimidoylthienamycin	ChemIDplus

Last Modified

08 March 2019