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Hydroxyprogesterone heptanoate

Not to be confused with 17α-Hydroxyprogesterone, Hydroxyprogesterone acetate, or Hydroxyprogesterone caproate.
Hydroxyprogesterone heptanoate
Clinical data
Trade namesH.O.P, Hydroxyprogesterone, Lutogil A.P., Lutogyl A.P., others
Other namesOHPH; Hydroxyprogesterone enanthate; OHPE; 17α-Hydroxyprogesterone heptanoate; 17α-Hydroxyprogesterone heptylate; 17α-Hydroxypregn-4-ene-3,20-dione 17α-heptanoate; 17α-Heptyloylpregn-4-ene-3,20-dione
Routes of
administration		Intramuscular injection
Drug classProgestogen; Progestin; Progestogen ester
ATC code
Identifiers
  • [(8R,9S,10R,13S,14S,17R)-17-Acetyl-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] heptanoate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.022.724 Edit this at Wikidata
Chemical and physical data
FormulaC28H42O4
Molar mass442.640 g·mol−1
3D model (JSmol)
  • CCCCCCC(=O)OC1(CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)C(=O)C
  • InChI=1S/C28H42O4/c1-5-6-7-8-9-25(31)32-28(19(2)29)17-14-24-22-11-10-20-18-21(30)12-15-26(20,3)23(22)13-16-27(24,28)4/h18,22-24H,5-17H2,1-4H3/t22-,23+,24+,26+,27+,28+/m1/s1
  • Key:NKJYZYWCGKSMSV-BDPSOKNUSA-N

Hydroxyprogesterone heptanoate (OHPH), also known as hydroxyprogesterone enanthate (OHPE) and sold under the brand names H.O.P., Lutogil A.P., and Lutogyl A.P. among others, is a progestin medication used for progestogenic indications.[1][2][3][4] It has been formulated both alone and in together with estrogens, androgens/anabolic steroids, and other progestogens in several combination preparations (brand names Tocogestan, Trioestrine Retard, and Triormon Depositum).[4][5][6][7][8][9][10] OHPH is given by injection into muscle at regular intervals.[11][9]

OHPH is a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone.[12][13][14] It appears to have similar pharmacology to that of the closely related medication hydroxyprogesterone caproate (OHPC).[15][16][17]

OHPH was first described by 1954[16] and was introduced for medical use by 1957.[6] It has been used clinically in France and Monaco in the past but is no longer marketed.[2][3][4]

  1. ^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 665–. ISBN 978-1-4757-2085-3.
  2. ^ a b Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 532–. ISBN 978-3-88763-075-1.
  3. ^ a b Muller NF, Dessing RP (19 June 1998). European Drug Index: European Drug Registrations (Fourth ed.). CRC Press. pp. 612–. ISBN 978-3-7692-2114-5.
  4. ^ a b c Kleemann A, Engel J (2001). Pharmaceutical Substances: Syntheses, Patents, Applications. Thieme. p. 1033. ISBN 978-3-13-558404-1.
  5. ^ Cite error: The named reference SascoGendre1998 was invoked but never defined (see the help page).
  6. ^ a b Cite error: The named reference ErmigliaValli1957 was invoked but never defined (see the help page).
  7. ^ Cite error: The named reference Bordier1963 was invoked but never defined (see the help page).
  8. ^ Cite error: The named reference ExcerptaMedica1981 was invoked but never defined (see the help page).
  9. ^ a b Cite error: The named reference ScholarlyEditions2013 was invoked but never defined (see the help page).
  10. ^ Cite error: The named reference Frigerio1981 was invoked but never defined (see the help page).
  11. ^ Cite error: The named reference Krówczyński1987 was invoked but never defined (see the help page).
  12. ^ Cite error: The named reference Schindler2014 was invoked but never defined (see the help page).
  13. ^ Cite error: The named reference BińkowskaWoroń2015 was invoked but never defined (see the help page).
  14. ^ Cite error: The named reference PosaciSmitz2000 was invoked but never defined (see the help page).
  15. ^ Cite error: The named reference NeumannElger1969 was invoked but never defined (see the help page).
  16. ^ a b Cite error: The named reference Junkmann1954 was invoked but never defined (see the help page).
  17. ^ Cite error: The named reference Junkmann1959 was invoked but never defined (see the help page).
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