Nomenclature of steroids
The nomenclature of steroids is a subset of the nomenclature of natural products.[1]
Definitions
A steroid is a compound (either naturally occurring or artificial) based on the cyclopenta[a]phenanthrene carbon skeleton, partially or completely hydrogenated.[2][3] Steroids usually have methyl groups at C-10 and C-13, and often an alkyl group at C-17 (termed a "side chain"). By extension, one or more bond scissions, ring expansions and/or ring contractions of the skeleton may have occurred.[2][3] Sterols are steroids with a hydroxyl group at C-3.[3]
Parent hydride names
Parent hydride | Structure | Notes |
---|---|---|
androstane | ||
bufanolide | ||
campestane | ||
cardanolide | configuration at C-5 must be specified for each derivative | |
cholane | ||
cholestane | ||
ergostane | ||
estrane | "estrane" is the IUPAC preferred spelling; older British texts may spell it as "oestrane" | |
furostan | ||
gonane | ||
gorgostane | ||
poriferastane | ||
pregnane | ||
spirostan | configuration at C-5 and C-25 must be specified for each derivative | |
stigmastane |
References
- ↑ Revised Section F: Natural Products and Related Compounds (IUPAC Recommendations 1999). Pure Appl. Chem., 71 (4), 587–643. DOI: 10.1351/pac199971040587.
- ↑ 2.0 2.1 steroids, <http://goldbook.iupac.org/S06005.html> (accessed 8 March 2010), Compendium of Chemical Terminology Internet edition; International Union of Pure and Applied Chemistry (IUPAC).
- ↑ 3.0 3.1 3.2 Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995). Pure Appl. Chem. 1995, 67 (8-9), 1307–75 at 1367. DOI: 10.1351/pac199567081307.
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