MedKoo Cat#: 314221 | Name: Estradiol valerate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Estradiol valerate is a synthetic ester, specifically the 17-pentanoyl ester, of the natural estrogen, 17β-estradiol. 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. (Source: http://en.wikipedia.org/wiki/Estradiol_valerate).

Chemical Structure

Estradiol valerate
Estradiol valerate
CAS#979-32-8 (valerate)

Theoretical Analysis

MedKoo Cat#: 314221

Name: Estradiol valerate

CAS#: 979-32-8 (valerate)

Chemical Formula: C23H32O3

Exact Mass: 356.2351

Molecular Weight: 356.50

Elemental Analysis: C, 77.49; H, 9.05; O, 13.46

Price and Availability

Size Price Availability Quantity
100mg USD 250.00 2 weeks
250mg USD 450.00 2 weeks
500mg USD 750.00 2 weeks
1g USD 1,150.00 2 weeks
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Synonym
Altadiol; Deladiol; Delestrogen; Estraval; Progynova; Valergen; oestradiol valerate; 17Estradiol17valerate pentanoate destra135(10)trine3ol17yle
IUPAC/Chemical Name
(17β)-3-hydroxyestra-1,3,5(10)-trien-17-yl valerate
InChi Key
RSEPBGGWRJCQGY-RBRWEJTLSA-N
InChi Code
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
SMILES Code
CCCCC(O[C@H]1CC[C@@]2([H])[C@]3([H])CCC4=C(C=CC(O)=C4)[C@@]3([H])CC[C@]12C)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO.
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 356.50 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
 1: Wellington K, Perry CM. Estradiol valerate/dienogest. Drugs. 2002;62(3):491-504; discussion 505-6. doi: 10.2165/00003495-200262030-00006. PMID: 11827562. 2: Whalen KL, Rose R. Estradiol valerate/dienogest: a novel oral contraceptive. Ann Pharmacother. 2011 Oct;45(10):1256-61. doi: 10.1345/aph.1Q216. Epub 2011 Sep 13. PMID: 21917554. 3: Hoy SM, Scott LJ. Estradiol valerate/dienogest: in oral contraception. Drugs. 2009 Aug 20;69(12):1635-46. doi: 10.2165/11202820-000000000-00000. PMID: 19678714. 4: Borgelt LM, Martell CW. Estradiol valerate/dienogest: a novel combined oral contraceptive. Clin Ther. 2012 Jan;34(1):37-55. doi: 10.1016/j.clinthera.2011.11.006. Epub 2011 Dec 14. PMID: 22169052. 5: Haupt C, Henke M, Kutschmar A, Hauser B, Baldinger S, Saenz SR, Schreiber G. Antiandrogen or estradiol treatment or both during hormone therapy in transitioning transgender women. Cochrane Database Syst Rev. 2020 Nov 28;11(11):CD013138. doi: 10.1002/14651858.CD013138.pub2. PMID: 33251587; PMCID: PMC8078580. 6: Teichmann A. Pharmacology of estradiol valerate/dienogest. Climacteric. 2003 Aug;6 Suppl 2:17-23. PMID: 14669840. 7: Graziottin A. Contraception containing estradiol valerate and dienogest-- advantages, adherence and user satisfaction. Minerva Ginecol. 2014 Oct;66(5):479-95. PMID: 25245997. 8: Jensen JT. Evaluation of a new estradiol oral contraceptive: estradiol valerate and dienogest. Expert Opin Pharmacother. 2010 May;11(7):1147-57. doi: 10.1517/14656561003724713. PMID: 20367275. 9: Haverinen A, Luiro K, Kangasniemi MH, Piltonen TT, Hustad S, Heikinheimo O, Tapanainen JS. Estradiol Valerate vs Ethinylestradiol in Combined Oral Contraceptives: Effects on the Pituitary-Ovarian Axis. J Clin Endocrinol Metab. 2022 Jun 16;107(7):e3008-e3017. doi: 10.1210/clinem/dgac150. PMID: 35279718. 10: Fruzzetti F, Trémollieres F, Bitzer J. An overview of the development of combined oral contraceptives containing estradiol: focus on estradiol valerate/dienogest. Gynecol Endocrinol. 2012 May;28(5):400-8. doi: 10.3109/09513590.2012.662547. Epub 2012 Apr 2. PMID: 22468839; PMCID: PMC3399636. 11: ESTRADIOL valerate. J Am Med Assoc. 1958 Mar 22;166(12):1482. PMID: 13513388. 12: Micks EA, Jensen JT. Treatment of heavy menstrual bleeding with the estradiol valerate and dienogest oral contraceptive pill. Adv Ther. 2013 Jan;30(1):1-13. doi: 10.1007/s12325-012-0071-3. Epub 2012 Dec 12. PMID: 23239397. 13: Haverinen A, Kangasniemi M, Luiro K, Piltonen T, Heikinheimo O, Tapanainen JS. Ethinyl estradiol vs estradiol valerate in combined oral contraceptives - Effect on glucose tolerance: A randomized, controlled clinical trial. Contraception. 2021 Jan;103(1):53-59. doi: 10.1016/j.contraception.2020.10.014. Epub 2020 Oct 21. PMID: 33098852. 14: Blockeel C. Estradiol valerate pretreatment in GnRH-antagonist cycles. Reprod Biomed Online. 2012 Aug;25(2):223-4. doi: 10.1016/j.rbmo.2012.03.015. Epub 2012 Apr 5. PMID: 22695312. 15: Qian X, Wang J, Cai M, Sun H, Xu H, Wen H, Zhu H. Estradiol Valerate Enhances Cardiac Function via the Nrf2 Signaling Pathway to Protect Against Oxidative Stress by the Nrf2 Signaling Pathway in an Ovariectomized Rat Model. Curr Pharm Des. 2021;27(46):4716-4725. doi: 10.2174/1381612827666210927162612. PMID: 34579626. 16: Vatrasresth J, Suwan A, Panyakhamlerd K. Effects of early estradiol valerate administration on bone turnover markers in surgically induced menopausal women. BMC Womens Health. 2021 Oct 13;21(1):363. doi: 10.1186/s12905-021-01508-w. PMID: 34645447; PMCID: PMC8515676. 17: Wang W, Cui G, Jin B, Wang K, Chen X, Sun Y, Qin L, Bai W. Estradiol Valerate and Remifemin ameliorate ovariectomy-induced decrease in a serotonin dorsal raphe-preoptic hypothalamus pathway in rats. Ann Anat. 2016 Nov;208:31-39. doi: 10.1016/j.aanat.2016.08.001. Epub 2016 Aug 22. PMID: 27562857. 18: Egarter C, Geurts P, Boschitsch E, Speiser P, Huber J. The effects of estradiol valerate plus medroxyprogesterone acetate and conjugated estrogens plus medrogestone on climacteric symptoms and metabolic variables in perimenopausal women. Acta Obstet Gynecol Scand. 1996 Apr;75(4):386-93. doi: 10.3109/00016349609033337. PMID: 8638462. 19: Quirarte GL, Reid LD, de la Teja IS, Reid ML, Sánchez MA, Díaz-Trujillo A, Aguilar-Vazquez A, Prado-Alcalá RA. Estradiol valerate and alcohol intake: dose- response assessments. BMC Pharmacol. 2007 Mar 4;7:3. doi: 10.1186/1471-2210-7-3. PMID: 17335585; PMCID: PMC1821017. 20: Romano-Torres M, Fernández-Guasti A. Estradiol valerate elicits antidepressant-like effects in middle-aged female rats under chronic mild stress. Behav Pharmacol. 2010 Mar;21(2):104-11. doi: 10.1097/FBP.0b013e328337bdfc. PMID: 20168212.