API reference
Imipenem
- CAS number
- 64221-86-9
- Molecular formula
- C12H17N3O4S
- Molecular weight
- 299.35 g/mol
About this molecule
Imipenem is a broad-spectrum, semi-synthetic beta-lactam carbapenem derived from thienamycin, produced by Streptomyces cattleya. Imipenem binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes that are involved in the last stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. This inactivation results in the weakening of the bacterial cell wall and eventually causes cell lysis. Imipenem has the greatest affinity for PBP 1A, 1B, and 2, and its lethal effect is related to binding to PBP 2 and 1B. This antibiotic is active against a wide range of gram-positive and gram-negative organisms and is stable in the presence of beta-lactamases. (NCI05)
Source: NCI Thesaurus (NCIt), via PubChem.
Identifiers
- IUPAC name
- (5R,6S)-3-[2-(aminomethylideneamino)ethylsulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
- InChIKey
- ZSKVGTPCRGIANV-ZXFLCMHBSA-N
- SMILES
- C[C@H]([C@@H]1[C@H]2CC(=C(N2C1=O)C(=O)O)SCCN=CN)O
- PubChem CID
- 104838
Also known as
imipenem · Imipemide · Imipenem anhydrous · N-Formimidoylthienamycin · Imipenemum · N-formimidoyl thienamycin · Anhydrous Imipenem · Imipenem, Anhydrous
Chemical data on this page is drawn from PubChem (National Library of Medicine) and is provided for identification only. Hanpars does not hold stock of every substance listed; availability, grade, documentation and regulatory status are confirmed per enquiry.
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