Term: penams https://doi.org/10.1351/goldbook.P04470 Definition: Natural and synthetic antibiotics containing the 4-thia-1-azabicyclo[3.2.0]heptan-7-one structure, generally assumed to have the 5R configuration unless otherwise specified. The numbering of the penam skeleton differs from that of the von Baeyer named bicyclic system. Where they differ the von Baeyer numbering is shown in parentheses in the example. P04470.png Related Terms: 1) penems (http://doi.org/10.1351/goldbook.P04473). Image: Not defined (https://goldbook.iupac.org/img/inline/P04470.png) Source: PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1356 (https://doi.org/10.1351/pac199567081307) Citation: 'penams' in IUPAC Compendium of Chemical Terminology, 5th ed. International Union of Pure and Applied Chemistry; 2025. Online version 5.0.0, 2025. https://doi.org/10.1351/goldbook.P04470 License: The IUPAC Gold Book is licensed under Creative Commons Attribution-ShareAlike CC BY-SA 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/) for individual terms. Disclaimer: The International Union of Pure and Applied Chemistry (IUPAC) is continuously reviewing and, where needed, updating terms in the Compendium of Chemical Terminology (the IUPAC Gold Book). Users of these terms are encouraged to include the version of a term with its use and to check regularly for updates to term definitions that you are using.