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词条 Pregnane
释义

  1. Pregnanes

  2. Pregnenes

  3. Pregnadienes

  4. See also

  5. References

  6. External links

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| ImageFile=Pregnane.svg
| ImageSize=
| ImageAlt=Skeletal formula of pregnane
| ImageFile1=Pregnane 3D ball.png
| ImageAlt1=Ball-and-stick model of the pregnane molecule
| IUPACName=(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
| OtherNames=
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 5256760
| 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
| InChIKey = JWMFYGXQPXQEEM-WZBAXQLOBZ
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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
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| CASNo=24909-91-9
| PubChem=6857422
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 8386
| SMILES = C41CCCC[C@@]1([C@@H]3[C@H]([C@@H]2CC[C@@H]([C@@]2(C)CC3)CC)CC4)C
}}
|Section2={{Chembox Properties
| Formula=C21H36
| MolarMass=288.511 g/mol
| Appearance=
| Density=0.926 g/ml
| MeltingPt=
| BoilingPt=
| Solubility=
|Section3={{Chembox Hazards
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| AutoignitionPt =
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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.

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

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|Pregnene}}

Pregnenes have a double bond. Examples include:

  • Cortisone
  • Hydrocortisone
  • Progesterone

Pregnadienes

{{main|Pregnadiene}}

Pregnadienes have two double bonds. Examples include:

  • Cyproterone acetate
  • Danazol
  • Fluocinonide

See also

  • 5β-Pregnane
  • Pregnanedione
  • Pregnanediol
  • 19-Norpregnane
  • Androstane
  • Estrane

References

External links

  • {{MeshName|Pregnanes}}
  • [https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=439513 PubChem]
  • Diagram at qmul.ac.uk
  • Definition of Pregnane
  • Progesterone Chemistry
  • Progesterone record in European Bioinformatics database
{{Steroid classification}}{{Nuclear receptor ligands}}{{steroid-stub}}

2 : Endocrinology|Pregnanes

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