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Carbapenam

Structure via PubChem · Public domain (PubChem)

EntityQ5037836· pop 6· linked from 6 articles

Carbapenam

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A carbapenam is the parent member of the β-lactams compounds. The parent is of only of theoretical interest, but substituted derivatives are important carbapenem antibiotics, originally inspired by the structure of penicillin. In penicillin, the five-membered ring contains sulfur, whereas carbapenams have a CH2 in place of S. A related class of antibiotics are unsaturated carbapenems. Carbapenam-based antibiotics are widely used, but resistant strains of some pathogens have emerged.

In the Vinony graph

Within Vinony's link graph, Carbapenam is referenced by 6 other articles, and connects out to carbapenem antibiotic, penicillin and digital object identifier.

Vinony files it under Carbapenem antibiotics, Chembox image size set and Chemical articles with multiple CAS registry numbers.

Its subject is documented across 6 Wikipedia language editions.

Chemical data

Formula
C6H9NO
Molecular weight
111.14 g/mol
IUPAC name
1-azabicyclo[3.2.0]heptan-7-one
SMILES
C1CC2CC(=O)N2C1
InChIKey
INAHHIFQCVEWPW-UHFFFAOYSA-N
XLogP
0
Polar surface area
20.3 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Mass
111.068414
Show 2 more facts
chemical formula
C₆H₉NO
canonical SMILES
C1CC2CC(=O)N2C1
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

1 sections
Contents
  • References

A carbapenam is the parent member of the β-lactams compounds. The parent is of only of theoretical interest, but substituted derivatives are important carbapenem antibiotics, originally inspired by the structure of penicillin. In penicillin, the five-membered ring contains sulfur, whereas carbapenams have a CH2 in place of S. A related class of antibiotics are unsaturated carbapenems. Carbapenam-based antibiotics are widely used, but resistant strains of some pathogens have emerged.

thumb|left|150px|Structure of (3S,5R)-carbapenam-3-carboxylic acid

Excerpted from Wikipedia’s “Carbapenam” article, available under the CC BY-SA 4.0 licence.

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