SML0550
Nestorone
≥97% (HPLC)
Synonym(s):
17-(Acetyloxy)-16-methylene-19-norpregn-4-ene-3,20-dione, 17-Hydroxy-16-methylene-19-norpregn-4-ene-3,20-dione acetate, Elcometrine, Nestoron, ST-1435, ST1435
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About This Item
Empirical Formula (Hill Notation):
C23H30O4
CAS Number:
Molecular Weight:
370.48
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
MDL number:
Quality Level
assay
≥97% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 5 mg/mL, clear
storage temp.
2-8°C
SMILES string
CC(=O)O[C@]1(C(C)=O)C(=C)C[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@]12C
InChI
1S/C23H30O4/c1-13-11-21-20-7-5-16-12-17(26)6-8-18(16)19(20)9-10-22(21,4)23(13,14(2)24)27-15(3)25/h12,18-21H,1,5-11H2,2-4H3/t18-,19+,20+,21-,22-,23-/m0/s1
InChI key
CKFBRGLGTWAVLG-GOMYTPFNSA-N
Gene Information
human ... PGR(5241)
Biochem/physiol Actions
Nestorone is a potent progesterone receptor agonist with no androgenic, estrogenic, or glucocorticoid-like activities.
Nestorone is a potent progesterone receptor agonist with no androgenic, estrogenic, or glucocorticoid-like activities. Nestorone has been used as a female contraceptive, and recent studies inidicate that it may be useful as a male contraceptive as well. It has also been shown to have neurogenic and neuroprotective activity.
Features and Benefits
This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Vahid Mahabadi et al.
The Journal of clinical endocrinology and metabolism, 94(7), 2313-2320 (2009-04-16)
Testosterone (T) plus progestin combinations are the most promising hormonal male contraceptives. Nestorone (NES), a progestin without estrogenic or androgenic activity, when combined with T may be an excellent candidate for male contraception. Our objective was to determine the effect
Irving Sivin et al.
Contraception, 69(2), 137-144 (2004-02-05)
A 2-year trial of a single Nestorone (NES) rod implant was conducted at three Latin American centers, each enrolling 100 women. We studied the safety, effectiveness and acceptability of this progestin-releasing contraceptive implant. Three pregnancies occurred, the last at 18
Regine Sitruk-Ware
Human reproduction update, 12(2), 169-178 (2005-11-18)
The progestins have different pharmacologic properties depending upon the parent molecule, usually testosterone or progesterone (P), from which they are derived. Very small structural changes in the parent molecule may induce considerable differences in the activity of the derivative. In