Pregnane

Pregnane, also known as 17β-ethylandrostane or as 10β,13β-dimethyl-17β-ethylgonane, is a C21 steroid and, indirectly, a parent of progesterone. It is a parent hydrocarbon for two series of steroids stemming from 5α-pregnane (originally allopregnane) and 5β-pregnane (17β-ethyletiocholane). It has a gonane core.

Pregnane
Names
IUPAC name
(8S,9S,10S,13R,14S,17S)-17-ethyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
Properties
C21H36
Molar mass 288.511 g/mol
Density 0.926 g/ml
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

5β-Pregnane is the parent of pregnanediones, pregnanolones, and pregnanediols, and is found largely in urine as a metabolic product of 5β-pregnane compounds.

Pregnanes
Steroid nomenclature: Pregnanes have carbons 1 through 21.

Pregnanes are steroid derivatives with carbons present at positions 1 through 21.

Most biologically significant pregnane derivatives fall into one of two groups: pregnenes and pregnadienes. Another class is pregnatrienes.

Pregnenes
Main article: Pregnene
Cortisone

Pregnenes have a double bond. Examples include:

Pregnadienes
Main article: Pregnadiene
Cyproterone acetate

Pregnadienes have two double bonds. Examples include:

gollark: ⒧⒴⒭⒤⒞⒧⒴ ⒤⒮ ⒮⒯⒰⒫⒤⒟; ⒠⒮⒪⒧⒜⒩⒢⒮ ⒜⒭⒠ ⒞⒪⒪⒧.
gollark: ʟyʀɪᴄʟy ɪꜱ ꜱᴛᴜᴩɪᴅ; ᴇꜱᴏʟᴀɴɢꜱ ᴀʀᴇ ᴄᴏᴏʟ.
gollark: 🄻🅈🅁🄸🄲🄻🅈 🄸🅂 🅂🅃🅄🄿🄸🄳; 🄴🅂🄾🄻🄰🄽🄶🅂 🄰🅁🄴 🄲🄾🄾🄻⊡
gollark: 𝕃𝕪𝕣𝕚𝕔𝕃𝕪 𝕚𝕤 𝕤𝕥𝕦𝕡𝕚𝕕; 𝔼𝕤𝕠𝕝𝕒𝕟𝕘𝕤 𝕒𝕣𝕖 𝕔𝕠𝕠𝕝.𝙻𝚢𝚛𝚒𝚌𝙻𝚢 𝚒𝚜 𝚜𝚝𝚞𝚙𝚒𝚍; 𝙴𝚜𝚘𝚕𝚊𝚗𝚐𝚜 𝚊𝚛𝚎 𝚌𝚘𝚘𝚕.
gollark: 𝓛𝔂𝓻𝓲𝓬𝓛𝔂 𝓲𝓼 𝓼𝓽𝓾𝓹𝓲𝓭; 𝓔𝓼𝓸𝓵𝓪𝓷𝓰𝓼 𝓪𝓻𝓮 𝓬𝓸𝓸𝓵.

See also

References



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