A
macrocycle is, as defined by
IUPAC,
"a cyclic macromolecule or a macromolecular cyclic portion of a molecule." In the chemical literature, macrocycles varyingly include molecules containing rings of 8 or more atoms, or 12 or more atoms. In general, coordination chemists define a macrocycle more narrowly as a cyclic molecule with three or more potential donor atoms that can
coordinate to a metal center. A well-known example is the group of drugs known as
macrolides. The IUPAC definition notes that a "cyclic macromolecule has no end-groups but may nevertheless be regarded as a chain," and that "
macrocycle is sometimes used [in the literature] for molecules of low relative molecular mass that are not considered
'macromolecules.