Estradiol valerate

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Estradiol valerate
Estradiol valerate.svg
Systematic (IUPAC) name
(17β)-3-hydroxyestra-1,3,5(10)-trien-17-yl valerate
Clinical data
Legal status
  • ℞ (Prescription only)
Routes of
administration		 Oral, IM[1]
Identifiers
CAS Number 979-32-8
ATC code None
PubChem CID: 13791
ChemSpider 13194
Synonyms 17β-Estradiol-17-valerate pentanoate d'estra-1,3,5(10)-triène-3-ol-17β-yle
Chemical data
Formula C23H32O3
Molecular mass 356.498 g/mol
  • O=C(O[C@H]3CC[C@H]4[C@H]2[C@@H](c1ccc(O)cc1CC2)CC[C@]34C)CCCC
  • InChI=1S/C23H32O3/c1-3-4-5-22(25)26-21-11-10-20-19-8-6-15-14-16(24)7-9-17(15)18(19)12-13-23(20,21)2/h7,9,14,18-21,24H,3-6,8,10-13H2,1-2H3/t18-,19-,20+,21+,23+/m1/s1
  • Key:RSEPBGGWRJCQGY-RBRWEJTLSA-N

Estradiol valerate (INN, USAN; brand names Altadiol, Deladiol, Delestrogen, Estraval, Progynova, Valergen, many others), or oestradiol valerate (BAN), is a synthetic ester, specifically the 17-pentanoyl ester, of the natural estrogen, 17β-estradiol.[2][3] It was introduced in the 1950s, and along with estradiol benzoate and estradiol cypionate, has since become one of the most widely used esters of estradiol.[4]

Upon ingestion, regardless of the route of administration, estradiol valerate behaves as a prodrug, being cleaved by esterases in blood plasma and the liver into 17β-estradiol and valeric acid.[5][6] However, compared to estradiol itself, estradiol valerate is absorbed more slowly and possesses a longer duration, especially when given in an oil solution via intramuscular injection (in which it acts as a depot). As a result, it can be administered less frequently.[7][8]

A single intramuscular injection of 4 mg estradiol valerate results in maximal plasma levels of estradiol of about 390 pg/ml within three days of administration, with levels declining to 100 pg/mL by 12–13 days.[9] A study of high-dose combined administration of 40 mg estradiol valerate and 250 mg hydroxyprogesterone caproate in women once weekly for six months (described as a "pseudopregnancy" regimen) found that serum levels of estradiol increased from 27.8–34.8 pg/mL to 3028–3226 pg/mL after three months and to 2491–2552 pg/mL after six months of treatment.[10]

See also

References

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  10. ↑ Lua error in package.lua at line 80: module 'strict' not found.



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