Epimestrol

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

MedKoo CAT#: 464294

CAS#: 7004-98-0

Description: Epimestrol is a steroidal estrogen and an estrogen ether and prodrug of 17-epiestriol. It has been used as a component of ovulation induction in combination with gonadotropin-releasing hormone.

Chemical Structure

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Epimestrol
CAS# 7004-98-0
Instruction

Theoretical Analysis

MedKoo Cat#: 464294
Name: Epimestrol
CAS#: 7004-98-0
Chemical Formula: C19H26O3
Exact Mass: 302.19
Molecular Weight: 302.414
Elemental Analysis: C, 75.46; H, 8.67; O, 15.87

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Epimestrol; Epimestrolo; Epimestrolum; NSC 55975; NSC55975; NSC-55975; Org 817; Org-817; Stimovul;

IUPAC/Chemical Name: (8R,9S,13S,14S,16R,17S)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-16,17-diol

InChi Key: UHQGCIIQUZBJAE-RRQVMCLOSA-N

InChi Code: InChI=1S/C19H26O3/c1-19-8-7-14-13-6-4-12(22-2)9-11(13)3-5-15(14)16(19)10-17(20)18(19)21/h4,6,9,14-18,20-21H,3,5,7-8,10H2,1-2H3/t14-,15-,16+,17-,18-,19+/m1/s1

SMILES Code: COc1cc2c([C@H]3CC[C@@]4([C@@H]([C@@H](C[C@H]4[C@@H]3CC2)O)O)C)cc1

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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 302.41 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Genazzani AR, Petraglia F, Mercuri N, Brilli G, Genazzani AD, Bergamaschi M, DeRamundo BM, Volpe A. Effect of steroid hormones and antihormones on hypothalamic beta-endorphin concentrations in intact and castrated female rats. J Endocrinol Invest. 1990 Feb;13(2):91-6. doi: 10.1007/BF03349515. PMID: 2139451.

2: Vera JA, Crisosto C, Leal G, Rutllant J, Schwarze E. Estudio clínico- ecográfico de la fase ovulatoria, ciclos espontáneos e inducidos, concepcionales y no concepcionales [Clinico-echographic study of the ovulatory phase, spontaneous and induced, conceptional and non conceptional cycles]. Rev Chil Obstet Ginecol. 1989;54(3):115-23. Spanish. PMID: 2490913.

3: Carreras A, Mendoza C, Osorio C. Efectos de diferentes métodos de estimulación ovárica en ratas adultas [Effects of different methods of ovarian stimulation in adult rats]. Rev Esp Fisiol. 1988 Mar;44(1):17-20. Spanish. PMID: 3140313.

4: Grcić R, Stavrić V. Efikasnost Stimovul-a u indukovanoj ovulaciji kod infertilnih zena [Efficacy of Stimovul for ovulation induction in infertile women]. Srp Arh Celok Lek. 1987 Aug-Sep;115(8-9):869-77. Serbian. PMID: 3270199.

5: Bohl M, Schubert G, Koch M, Reck G, Strecke J, Wunderwald M, Prousa R, Ponsold K. Quantitative structure-activity relationships of estrogenic steroids substituted at C14, C15. J Steroid Biochem. 1987 May;26(5):589-97. doi: 10.1016/0022-4731(87)90012-4. PMID: 3586676.

6: Luisi M, Franchi F, Bianchi S, Gravina G, Podesta A. Radio-immunoassay of salivary progesterone for monitoring ovarian function in female infertility. Ann Biol Clin (Paris). 1987;45(4):449-52. PMID: 3674548.

7: Painvain E, Barlese MG, Mastrojanni F, Bolzano G, Gaglione R, Dragone L, Ferrarotti M, Taramanni C. Ultrasound evaluation of the ovarian hyperstimulation syndrome. Acta Eur Fertil. 1987 Jan-Feb;18(1):39-43. PMID: 3115025.

8: Graf M, Specht A, Distler W. Zur Behandlung der hypothalamisch bedingten primären Amenorrhö mit Epimestrol [Treatment of hypothalamically-induced primary amenorrhea with epimestrol]. Geburtshilfe Frauenheilkd. 1986 Jul;46(7):444-9. German. doi: 10.1055/s-2008-1026661. PMID: 2944790.

9: Lomeo AM, Giambersio AM. Infertilità da insufficiente fase luteinica. II. Terapia e prognosi [Infertility due to insufficient luteal phase. II. Therapy and prognosis]. Minerva Ginecol. 1986 May;38(5):401-6. Italian. PMID: 3736998.

10: Bubenheim W, Braendle W, Bettendorf G. Schwangerschaftsrate bei Sterilitätsbehandlung in Spontan- und Therapiezyklen [Rate of pregnancy in the treatment of sterility during spontaneous and therapy cycles]. Geburtshilfe Frauenheilkd. 1985 Jul;45(7):459-61. German. doi: 10.1055/s-2008-1036352. PMID: 4029586.

11: Klimek R. Epimestrol (Stimovul) w ginekologii [Epimestrol (Stimovul) in gynecology]. Ginekol Pol. 1985 May-Jun;56(5-6):387-8. Polish. PMID: 3902585.

12: Buvat J, Buvat-Herbaut M. L'induction de l'ovulation en 1985 [Induction of ovulation in 1985]. J Gynecol Obstet Biol Reprod (Paris). 1985;14(7):899-913. French. PMID: 3937850.

13: Tolino A, Romano L, Montemagno U. Resistant ovary syndrome and fertility. Acta Eur Fertil. 1984 May-Jun;15(3):175-7. PMID: 6485708.

14: Giarola A. Indirizzi di terapia ormonale della sterilità secretoria femminile [Indications for hormone therapy of female secretory sterility]. Minerva Med. 1983 May 7;74(19):1097-126. Italian. PMID: 6341886.

15: Peris C, Lanza MG, Belforte L, Lotano MR, Prelato L. Trattamiento ciclico con MAP delle amenorree "funzionali" [Cyclic treatment of "functional" amenorrheas with MAP]. Minerva Ginecol. 1983 Apr;35(4):239-46. Italian. PMID: 6888798.

16: Zrubek H, Semczuk M, Oleszczuk J, Waroński W, Szustak J, Al-Masri MM, Kumor J. Próba oceny skuteczności Epimestrolu (Stimovul-Organon) w leczeniu braku owulacji u kobiet niepłodnych II grupy wg WHO [Evaluation of the effectiveness of Epimestrol (Stimovul-Organon) in the treatment of anovulation in group II female sterility according to the WHO classification]. Ginekol Pol. 1983 Apr;54(4):281-4. Polish. PMID: 6414892.

17: Seki K, Seki M, Kato K. Outcome of pregnancy and follow-up of children conceived by ovulation induction. Asia Oceania J Obstet Gynaecol. 1983 Mar;9(1):59-69. doi: 10.1111/j.1447-0756.1983.tb00605.x. PMID: 6860239.

18: Kicovic PM, Luisi M, Cortés-Prieto J, Franchi F. A comparative study of clomiphene and epimestrol on plasma progesterone, CBG, TBG and SHBG, and salivary progesterone levels. Reproduccion. 1982 Apr-Jun;6(2):133-40. PMID: 6890485.

19: Paoletti AM, Melis GB, De Marco F, Genazzani AR, Gargiulo T, Lanatà F, Fioretti P. Trattamento della sterilità endocrina femminile con epimestrolo [Treatment of female endocrine sterility with epimestrol]. Minerva Ginecol. 1981 Jun;33(6):520-7. Italian. PMID: 7279271.

20: Kincses L, Veres I, Farkasinszky T, Wagner A, Somogyi I, Szilárd J, Sas M. Nachuntersuchung von Kindern aus induzierten Schwangerschaften [Follow-up checks of children born from induced pregnancy (author's transl)]. Zentralbl Gynakol. 1981;103(9):502-14. German. PMID: 7257660.