Imipenem (BioCAD00000012376)

blood urine microbial natural products

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]

Entity Information

DBLinks

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

Metabolic Network
ID EC Number Name
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Mass Spectrum
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View All Mass Spectrum
Organism Source

Taxonomy Source

  1. Asparagopsis taxiformis [ncbi taxid: 260499]
  2. Chryseobacterium indologenes 597 [ncbi taxid: ]
  3. Nostoc sp. [ncbi taxid: 1180]
  4. 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)
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