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MedKoo Cat#: 414339 | Name: Segesterone Free Base

Description:

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

Segesterone Free Base is a Hormone Replacement Therapy used for Contraception in Women.

Chemical Structure

Segesterone Free Base
CAS#7690-08-6 (free base)

Theoretical Analysis

MedKoo Cat#: 414339

Name: Segesterone Free Base

CAS#: 7690-08-6 (free base)

Chemical Formula: C21H28O3

Exact Mass: 328.2038

Molecular Weight: 328.45

Elemental Analysis: C, 76.79; H, 8.59; O, 14.61

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
7690-08-6 (free base) 7759-35-5 (acetate)
Synonym
Segesterone Free Base; Nestorone alcohol
IUPAC/Chemical Name
17-Hydroxy-16-methylene-19-norpregn-4-ene-3,20-dione
InChi Key
SFLXYFZGKSGFKA-XUDSTZEESA-N
InChi Code
InChI=1S/C21H28O3/c1-12-10-19-18-6-4-14-11-15(23)5-7-16(14)17(18)8-9-20(19,3)21(12,24)13(2)22/h11,16-19,24H,1,4-10H2,2-3H3/t16-,17+,18+,19-,20-,21-/m0/s1
SMILES Code
CC([C@@]1(O)C(C[C@@]2([H])[C@]3([H])CCC4=CC(CC[C@]4([H])[C@@]3([H])CC[C@]12C)=O)=C)=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
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

Preparing Stock Solutions

The following data is based on the product molecular weight 328.45 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: Drugs and Lactation Database (LactMed) [Internet]. Bethesda (MD): National Library of Medicine (US); 2006–. Segesterone. 2020 Jul 20. PMID: 30371999. 2: Lee AL. Segesterone Acetate and Ethinyl Estradiol Vaginal Ring (Annovera) for Contraception. Am Fam Physician. 2020 May 15;101(10):618-620. PMID: 32412221. 3: Nelson AL. Comprehensive overview of the recently FDA-approved contraceptive vaginal ring releasing segesterone acetate and ethinylestradiol: A new year- long, patient controlled, reversible birth control method. Expert Rev Clin Pharmacol. 2019 Oct;12(10):953-963. doi: 10.1080/17512433.2019.1669448. Epub 2019 Oct 1. PMID: 31526281. 4: Micks EA, Jensen JT. A technology evaluation of Annovera: a segesterone acetate and ethinyl estradiol vaginal ring used to prevent pregnancy for up to one year. Expert Opin Drug Deliv. 2020 Jun;17(6):743-752. doi: 10.1080/17425247.2020.1764529. Epub 2020 May 15. PMID: 32410464. 5: Gemzell-Danielsson K, Sitruk-Ware R, Creinin MD, Thomas M, Barnhart KT, Creasy G, Sussman H, Alami M, Burke AE, Weisberg E, Fraser I, Miranda MJ, Gilliam M, Liu J, Carr BR, Plagianos M, Roberts K, Blithe D. Segesterone acetate/ethinyl estradiol 12-month contraceptive vaginal system safety evaluation. Contraception. 2019 Jun;99(6):323-328. doi: 10.1016/j.contraception.2019.02.001. Epub 2019 Mar 1. PMID: 30831102; PMCID: PMC7357828. 6: Paton DM. Contraceptive vaginal ring containing segesterone acetate and ethinyl estradiol: long-acting, patient-controlled, procedure-free, reversible prescription birth control. Drugs Today (Barc). 2019 Jul;55(7):449-457. doi: 10.1358/dot.2019.55.7.2965363. PMID: 31347613. 7: Erikson DW, Blue SW, Fecteau KM, Edelman AB, Jensen JT, Blithe DL. Simultaneous assay of segesterone acetate (Nestorone®), estradiol, progesterone, and estrone in human serum by LC-MS/MS. Contraception. 2020 Nov;102(5):361-367. doi: 10.1016/j.contraception.2020.08.006. Epub 2020 Aug 21. PMID: 32828731; PMCID: PMC7606573. 8: Chen S, Kumar N, Mao Z, Sitruk-Ware R, Brinton RD. Therapeutic progestin segesterone acetate promotes neurogenesis: implications for sustaining regeneration in female brain. Menopause. 2018 Oct;25(10):1138-1151. doi: 10.1097/GME.0000000000001135. PMID: 29846284; PMCID: PMC7731586. 9: Vieira CS, Fraser IS, Plagianos MG, Burke AE, Westhoff CL, Jensen J, Brache V, Bahamondes L, Merkatz R, Sitruk-Ware R, Blithe DL. Bleeding profile associated with 1-year use of the segesterone acetate/ethinyl estradiol contraceptive vaginal system: pooled analysis from Phase 3 trials. Contraception. 2019 Dec;100(6):438-444. doi: 10.1016/j.contraception.2019.07.145. Epub 2019 Aug 6. PMID: 31398307; PMCID: PMC6893119. 10: Chen MJ, Creinin MD, Turok DK, Archer DF, Barnhart KT, Westhoff CL, Thomas MA, Jensen JT, Variano B, Sitruk-Ware R, Shanker A, Long J, Blithe DL. Dose- finding study of a 90-day contraceptive vaginal ring releasing estradiol and segesterone acetate. Contraception. 2020 Sep;102(3):168-173. doi: 10.1016/j.contraception.2020.05.004. Epub 2020 May 19. Erratum in: Contraception. 2020 Dec;102(6):433. PMID: 32416145; PMCID: PMC7483386.

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