Skip to main content
SpringerLink
Log in

Crystal Structure of 9α,11-Epoxy-7α-(methoxycarbonyl)-3-oxo-17α-pregn-4-ene-21,17-carbolactone

  • Original Paper
  • Published:
Journal of Chemical Crystallography Aims and scope Submit manuscript

Abstract

The title compound (common name eplerenone), C24H30O6, is an aldosterone receptor antagonist. From the isopropyl acetate solution the compound crystallizes in monoclinic space group P 21 with a = 8.811(1) Å, b = 11.250(1) Å, c = 11.079(1) Å, β = 93.822(12)°, Z = 2. The molecule contains three six membered rings, two five membered rings and one three membered ring. Both five membered rings display envelope conformation, whereas three six membered rings show different conformation: chair, half-chair and envelope. In the crystal the eplerenone molecules link to one another via intermolecular weak C–H···O hydrogen bonding to form the smaller cavity of 12.0(1) Å3 between eplerenone molecules, no solvent molecule filled in this cavity.

Index Abstract

In the title molecule three six-membered rings show different conformation. Weak C–H···O hydrogen bonding links adjacent molecules to form the small cavity 12.0(1) Å3, no solvent molecule filled in the cavity.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2

Similar content being viewed by others

References

  1. Grob J, Boillaz M, Schmidlin J, Wehrli H, Wieland P, Fuhrer H, Rihs G, Joss U, de Gasparo M, Haenni H, Ramjoue HP, Whitebread SE, Kalvoda J (1997) Helv Chim Acta 80:566

    Article  CAS  Google Scholar 

  2. Yang Q, Ye W-D, Yuan J-Y, Nie J-J (2007) Acta Cryst E63:o2068

    CAS  Google Scholar 

  3. Rigaku (1998) PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan

  4. Rigaku/MSC (2002) CrystalStructure (Version 3.00), Rigaku/MSC, The Woodlands, TX, USA 77381

  5. Altomare A, Cascarano G, Giacovazzo C, Guagliardi A (1993) J Appl Cryst 26:343

    Article  Google Scholar 

  6. Sheldrick GM (1997) SHELXL-97. University of Göttingen, Germany

    Google Scholar 

  7. Spek AL (2003) J Appl Cryst 36:7

    Article  CAS  Google Scholar 

  8. Farrugia LJ (1997) J Appl Cryst 30:565

    Article  CAS  Google Scholar 

  9. Tanaka K, Mizutani H, Miyahara I, Hirotsu K, Toda F (1999) CrystEngComm 1:8

    Article  Google Scholar 

  10. Yoshizawa K, Toyota S, Toda F, Chatziefthimiou S, Giastas P, Mavridis IM, Kato M (2005) Angew Chem Int Ed 44:5097

    Article  CAS  Google Scholar 

  11. Cremer D, Pople JA (1975) J Am Chem Soc 97:1354

    Article  CAS  Google Scholar 

  12. Schweizer S, Song ZZ, Meyer FE, Parsons PJ, Meijere A (1999) Angew Chem Int Ed 38:1452

    Article  CAS  Google Scholar 

  13. Devaux JF, Hanna I, Lallemand JY (1997) J Org Chem 62:5062

    Article  CAS  Google Scholar 

Download references

Acknowledgement

The work was supported by the Natural Science Foundation of China (grant No. 20443003) and the ZiJin Project of Zhejiang University.

Author information

Authors and Affiliations

  1. Department of Chemistry, Zhejiang University, Hangzhou, 310027, P.R. China

    Qian Yang, Bing-Yu Zhang, Duan-Jun Xu & Jing-Jing Nie

  2. Xinchang Pharmaceutical Factory, Xinchang, 312500, P.R. China

    Wei-Dong Ye & Jian-Yong Yuan

Authors
  1. Qian Yang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Bing-Yu Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Wei-Dong Ye
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Jian-Yong Yuan
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Duan-Jun Xu
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Jing-Jing Nie
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Jing-Jing Nie.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yang, Q., Zhang, BY., Ye, WD. et al. Crystal Structure of 9α,11-Epoxy-7α-(methoxycarbonyl)-3-oxo-17α-pregn-4-ene-21,17-carbolactone. J Chem Crystallogr 38, 659–661 (2008). https://doi.org/10.1007/s10870-008-9376-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10870-008-9376-0

Keywords

Search

Navigation