Imipenem (BioCAD00000012376)
Metabolite Card
Chinese Name:
Formula: C12H17N3O4S (299.094)
SMILES:
[H][C@]12CC(SCC\N=C\N)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O
Synonyms [en]
imipenem; N-Formimidoylthienamycin; Imipenem anhydrous; (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; N-formimidoyl thienamycin; (5R,6S)-3-((2-(Formimidoylamino)ethyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid
Note
Semisynthetic thienamycin that has a wide spectrum of antibacterial activity against gram-negative and gram-positive aerobic and anaerobic bacteria, including many multiresistant strains. It is stable to beta-lactamases. Clinical studies have demonstrated high efficacy in the treatment of infections of various body systems. Its effectiveness is enhanced when it is administered in combination with cilastatin, a renal dipeptidase inhibitor. [PubChem]
DBLinks
- CAS Registry Number: 64221-86-9
- PubChem CID: 104838
- ChEBI: 471744
- HMDB: HMDB0015536
- LipidMaps:
- KEGG: C06665
- BioCyc: CPD-9231
- NCBI MeSH: Imipenem
- Wikipedia: Imipenem
Other DBLinks
- CAS Registry Number: 64221-86-9
- CAS Registry Number: 74431-23-5
- PubChem: 104838
- PubChem: 3695
- ChEBI: ChEBI:471744
- HMDB: HMDB0015536
- KEGG: C06665
- BioCyc: CPD-9231
- NCBI MeSH: Imipenem
- Wikipedia: Imipenem
- DrugBank: DB01598
- Metlin: METLIN_783
- Coconut NaturalProduct: CNP0417827.2
- PMHub: MS000021269
Class / Ontology
- WishartLab ClassyFire: [Beta lactams] Beta lactams
- ChEBI: [CHEBI:471744] imipenem
- Coconut NaturalProduct: [Carbapenems] Carbapenems
Taxonomy Source
- Asparagopsis taxiformis [ncbi taxid: 260499]
- Chryseobacterium indologenes 597 [ncbi taxid: ]
- Nostoc sp. [ncbi taxid: 1180]
- Streptomyces canus [ncbi taxid: 58343]
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:META_PWY-6470 | peptidoglycan biosynthesis V (β-lactam resistance) |
| BioCyc:META_PWY0-1586 | peptidoglycan maturation (meso-diaminopimelate containing) |
| BioCyc:ECO_PWY0-1586 | peptidoglycan maturation (meso-diaminopimelate containing) |