Thu . 19 Mar 2019

Epipregnanolone


Epipregnanolone, also known as 3β-hydroxy-5β-pregnan-20-one, 3β,5β-tetrahydroprogesterone, or 3β,5β-THP, is an endogenous neurosteroid It acts as a negative allosteric modulator of the GABAA receptor and reverses the effects of potentiators like allopregnanolone Epipregnanolone is biosynthesized from progesterone by the actions of 5β-reductase and 3β-hydroxysteroid dehydrogenase, with 5β-dihydroprogesterone as the intermediate in this two-step transformation

Epipregnanolone is not a progestogen itself, but via metabolization into other steroids, behaves indirectly as one

The sulfate of epipreganolone, epipregnanolone sulfate, is a negative allosteric modulator of the NMDA and GABAA receptors and also acts as a TRPM3 channel activator

Chemistry

See also: List of neurosteroids

See also

  • Isopregnanolone
  • 3β-Dihydroprogesterone
  • Pregnanolone
  • 5α-Dihydroprogesterone
  • 3β-Androstanediol

References

  1. ^ Neurosteroids and Brain Function Academic Press 12 December 2001 pp 18– ISBN 978-0-08-054423-6 
  2. ^ a b Abraham Weizman 1 February 2008 Neuroactive Steroids in Brain Function, Behavior and Neuropsychiatric Disorders: Novel Strategies for Research and Treatment Springer Science & Business Media pp 6– ISBN 978-1-4020-6854-6 
  3. ^ Jan Egebjerg; Arne Schousboe; Povl Krogsgaard-Larsen 4 October 2001 Glutamate and GABA Receptors and Transporters: Structure, Function and Pharmacology CRC Press pp 248– ISBN 978-0-7484-0881-8 
  4. ^ Beyer, C; González-Flores, O; Ramı́rez-Orduña, JM; González-Mariscal, G 1999 "Indomethacin Inhibits Lordosis Induced by Ring A-Reduced Progestins: Possible Role of 3α-Oxoreduction in Progestin-Facilitated Lordosis" Hormones and Behavior 35 1: 1–8 doi:101006/hbeh19981457 ISSN 0018-506X 
  5. ^ Norman G Bowery 19 June 2006 Allosteric Receptor Modulation in Drug Targeting CRC Press pp 112– ISBN 978-1-4200-1618-5 
  6. ^ Park-Chung M, Malayev A, Purdy RH, Gibbs TT, Farb DH 1999 "Sulfated and unsulfated steroids modulate gamma-aminobutyric acidA receptor function through distinct sites" Brain Res 830 1: 72–87 doi:101016/s0006-89939901381-5 PMID 10350561 
  7. ^ Issues in Pharmacology, Pharmacy, Drug Research, and Drug Innovation: 2011 Edition ScholarlyEditions 9 January 2012 pp 3260– ISBN 978-1-4649-6342-1 
  8. ^ Advances in Glutamic Acid Research and Application: 2013 Edition: ScholarlyBrief ScholarlyEditions 21 June 2013 pp 104– ISBN 978-1-4816-7049-4 


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Epipregnanolone


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