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.

Chemical data

Formula: C21H36
Molecular weight: 288.5 g/mol
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
SMILES: CC[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4[C@@]3(CCCC4)C)C
InChIKey: JWMFYGXQPXQEEM-WZBAXQLOSA-N
XLogP: 8.4
Polar surface area: 0 Å²
H-bond donors: 0
H-bond acceptors: 0
Formal charge: 0

via PubChem

Wikidata facts

Mass: 288.281701

Show 3 more facts

chemical formula: C₂₁H₃₆
isomeric SMILES: CC[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4[C@@]3(CCCC4)C)C
canonical SMILES: CCC1CCC2C1(CCC3C2CCC4C3(CCCC4)C)C

Sources (5)

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Encyclopedic overview

6 sections

Contents

Pregnanes
Pregnenes
Pregnadienes
See also
References
External links

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

Excerpted from Wikipedia’s “pregnane” article, available under the CC BY-SA 4.0 licence.