R/S configuration

Stereocenter spatial arrangement

R/S configuration is a system for describing the three-dimensional arrangement of atoms around a chiral center in organic chemistry.

R (from Latin *rectus*, right) and S (*sinister*, left) indicate whether substituents spiral clockwise or counterclockwise when ranked by atomic number.

The designation appears in chemical names: (R)-ibuprofen, (S)-alanine.

Two molecules with opposite R/S configurations are mirror images—enantiomers—which may have dramatically different biological effects.

Related

priority · handedness · mirror · asymmetric · carbon · tetrahedral · optical · isomer · spatial · three-dimensional · absolute · assignment · rotation · molecule · nomenclature · wedge · dash · Fischer

Opposites
chirality designation systems

R/S configurationFischer projection

2D chirality representation

Haworth projection · ball-and-stick model

molecular symmetry

R/S configurationmeso compound

Achiral molecule with stereocenters

achiral · symmetry · plane of symmetry · racemic mixture

Family

configuration, configure, configured, configuring, configurable, reconfigure, reconfiguration

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