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Merck
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SML0550

Sigma-Aldrich

Nestorone

≥97% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C23H30O4
Numéro CAS:
7759-35-5
Poids moléculaire :
370.48
Numéro MDL:
MFCD01711303
Code UNSPSC :
51111800
ID de substance PubChem :
329825546
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥97% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 5 mg/mL, clear

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

CKFBRGLGTWAVLG-GOMYTPFNSA-N

Informations sur le gène

human ... PGR(5241)

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
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
Edith Weisberg et al.
Contraception, 72(1), 46-52 (2005-06-21)
We examined the clinical performance of contraceptive vaginal rings (rings) delivering Nestorone (NES) progestin and ethinyl estradiol (EE). Ring removal times were signaled by menstrual events. Bleeding patterns, adverse events, patterns of use and continuation rates were the principal parameters
Régine L Sitruk-Ware et al.
Contraception, 75(6), 430-437 (2007-05-24)
We evaluated the effects of a new combined hormonal contraceptive vaginal ring (CVR) delivering the nonandrogenic progestin Nestorone (NES) and ethinyl estradiol (EE) on several key estrogen-sensitive hepatic proteins that may be markers for the risk of arterial or venous
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