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Pregnane

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Pregnane
Names
IUPAC names
(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)
  • CCC1CCC2C1(CCC3C2CCC4C3(CCCC4)C)C
Properties
C21H36
Molar mass 288.511 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Pregnane is, 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).

5β-Pregnane is the parent of the progesterones, pregnane alcohols, ketones, and several adrenocortical hormones 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

Cortisone

Pregnenes have a double bond. Examples include:

Pregnadienes

Cyproterone acetate

Pregnadienes have two double bonds. Examples include:

External links