Difference between revisions of "Nomenclature of steroids"
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| [[gonane]] | | [[gonane]] | ||
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| [[estrane]] | | [[estrane]] | ||
− | | | + | | [[File:Estrane.png|179px]] |
| "estrane" is the IUPAC preferred spelling; older British texts may spell it as "oestrane" | | "estrane" is the IUPAC preferred spelling; older British texts may spell it as "oestrane" | ||
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| [[androstane]] | | [[androstane]] | ||
− | | | + | | [[File:Androstane.png|179px]] |
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| [[pregnane]] | | [[pregnane]] | ||
− | | | + | | [[File:Pregnane.png|207px]] |
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| [[cholane]] | | [[cholane]] | ||
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| [[cholestane]] | | [[cholestane]] | ||
− | | | + | | [[File:Cholestane.png|292px]] |
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| [[ergostane]] | | [[ergostane]] | ||
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| [[campestane]] | | [[campestane]] | ||
− | | | + | | [[File:Campestane.png|292px]] |
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| [[poriferastane]] | | [[poriferastane]] | ||
− | | | + | | [[File:Poriferastane.png|292px]] |
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| [[stigmastane]] | | [[stigmastane]] | ||
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Revision as of 06:10, 9 March 2010
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 |
---|---|---|
gonane | ||
estrane | "estrane" is the IUPAC preferred spelling; older British texts may spell it as "oestrane" | |
androstane | ||
pregnane | ||
cholane | ||
cholestane | ||
ergostane | ||
campestane | ||
poriferastane | ||
stigmastane | ||
gorgostane | numbering of the side chain is non-systematic in CAS nomenclature | |
cardanolide | ||
bufanolide | ||
furostan | ||
spirostan | configuration at C-25 must be specified for each derivative |
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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