Pregnane

Pregnane: Pregnane

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

CAS number 24909-91-9

PubChem 6857422

ChemSpider 5256760^Y

ChEBI CHEBI:8386^Y

Jmol-3D images Image 1

SMILES

C41CCCC[C@@]1([C@@H]3[C@H]([C@@H]2CC[C@@H]([C@@]2(C)CC3)CC)CC4)C

InChI

InChI=1S/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3/t15-,16?,17-,18-,19-,20-,21+/m0/s1^Y
Key: JWMFYGXQPXQEEM-WZBAXQLOSA-N^Y
InChI=1/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3/t15-,16?,17-,18-,19-,20-,21+/m0/s1
Key: JWMFYGXQPXQEEM-WZBAXQLOBZ

Properties

Molecular formula C₂₁H₃₆

Molar mass 288.511 g/mol

Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

Pregnane is, indirectly, a parent^{[clarification needed]} 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.

Contents

1 Pregnanes

2 Pregnenes

3 Pregnadienes

4 External links

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:

Cortisone

Hydrocortisone

Progesterone

Pregnadienes

Main article: Pregnadiene

Cyproterone acetate

Pregnadienes have two double bonds. Examples include:

Cyproterone

Danazol

Fluocinonide

External links

MeSH Pregnanes

PubChem

Diagram at qmul.ac.uk

Definition of Pregnane

Progesterone Chemistry

Progesterone record in European Bioinformatics database

v · Steroid classification

C₁₇
Gonane

C₁₈
Estrane

C₁₉
Androstane

C₂₁
Pregnane

C₂₃
Cardanolide

C₂₄
Cholane · Bile acid

C₂₇
Cholestane

Functional group
17-Ketosteroid · Hydroxysteroid · Halogenated steroid

Elements removed
Norsteroid · Secosteroid

Categories:
Steroids
Endocrinology
Progestagens
Neurosteroids
Biochemistry stubs

Pregnane

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
CAS number	24909-91-9
PubChem	6857422
ChemSpider	5256760^Y
ChEBI	CHEBI:8386^Y
Jmol-3D images	Image 1
SMILES C41CCCC[C@@]1([C@@H]3[C@H]([C@@H]2CC[C@@H]([C@@]2(C)CC3)CC)CC4)C
InChI InChI=1S/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3/t15-,16?,17-,18-,19-,20-,21+/m0/s1^Y Key: JWMFYGXQPXQEEM-WZBAXQLOSA-N^Y InChI=1/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3/t15-,16?,17-,18-,19-,20-,21+/m0/s1 Key: JWMFYGXQPXQEEM-WZBAXQLOBZ
Properties
Molecular formula	C₂₁H₃₆
Molar mass	288.511 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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Prégnane — Général Nom IUPAC (8S,9S,10S,13R,14S,17S) 17 éthyl 10,13 diméthyl 2,3,4,5,6,7,8,9,11,12,14,15,16,17 tétradecahydro 1H cyclopenta[a]phenanthrène … Wikipédia en Français
Pregnane — Prégnane Le prégnane est le dérivé d un noyau sterane. Il possède 21 carbones, et sera le précurseur de la progestérone. Portail de la biochimie Ce document provient de « Pr%C3%A9gnane ». Catégorie : Endocrinologie … Wikipédia en Français
pregnane — Parent hydrocarbon of two series of steroids stemming from 5α p. (originally allopregnane) and 5β p. (17β ethyletiocholane). 5β P. is the parent of the progesterones, p. alcohols, ketones, and several adrenocortical hormones and is found largely… … Medical dictionary
Pregnane X receptor — PXR redirects here. For information on the file format .pxr, see Pixar Image Computer. Nuclear receptor subfamily 1, group I, member 2 PDB rendering based on 1ilg … Wikipedia
Pregnane X receptor — Le Pregnane X receptor (ou PXR) est une protéine de la superfamille des récepteurs nucléaires, famille des récepteurs orphelins. Son rôle est associé à l expression des gènes impliqués dans les phénomènes de détoxification cellulaire, dont… … Wikipédia en Français
pregnane — noun The parent hydrocarbon for a range of steroids including the progesterones … Wiktionary
pregnane — preg·nane … English syllables
pregnane — ˈpregˌnān noun ( s) Etymology: International Scientific Vocabulary pregnant + ane; from the occurrence of its derivatives in pregnancy urine : a crystalline saturated steroid hydrocarbon C21H36 that is related to cholane and is the parent… … Useful english dictionary
PXR — Pregnane X receptor Le Pregnane X receptor (ou PXR) est une protéine de la superfamille des récepteurs nucléaires, famille des récepteurs orphelins. Son rôle est associé à l expression des gènes impliqués dans les phénomènes de détoxification… … Wikipédia en Français
PXR — Pregnane X Receptor (Medical » Human Genome) ** Paxar Corporation (Business » NYSE Symbols) * Pixar image (Computing » File Extensions) * Bitmap graphics (Pixar image) (Photoshop) (Computing » File Extensions) … Abbreviations dictionary

Academic Dictionaries and Encyclopedias

Pregnane

Contents

Pregnanes

Pregnenes

Pregnadienes

External links

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Academic Dictionaries and Encyclopedias

Wikipedia

Pregnane

Contents

Pregnanes

Pregnenes

Pregnadienes

External links

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