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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

Essai

≥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)

Catégories apparentées

Actions biochimiques/physiologiques

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.

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

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Certificats d'analyse (COA)

Lot/Batch Number
0000362346
0000362346
0000126605
0000126605
0000175163

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Marilia Oliveira-Ribeiro et al.
Contraception, 73(6), 634-640 (2006-05-30)
This descriptive study evaluated endometrial histology, microvascular density and caliber, and quantification of matrix metalloproteinase (MMP-3) expression in long-term users of the Nestorone (NES)-releasing implant who presented or not endometrial breakthrough bleeding (BTB). Endometrial biopsies were obtained from 32 healthy
E Lenzi et al.
The Journal of steroid biochemistry and molecular biology, 116(1-2), 15-20 (2009-04-23)
The aim of the present study was to evaluate the potential action of Nestorone (alone or in combination with estradiol valerate) on the level of allopregnanolone and of the opioid beta-endorphin in selected brain areas. Wistar ovariectomized rats were given
Ian S Fraser et al.
Contraception, 76(6), 432-438 (2007-12-07)
Transdermal delivery of steroids is gaining popularity for contraception and hormone replacement therapy. This study aimed to test metered spray delivery of a precise dosage of Nestorone (NES) progestogen as a possible transdermal progestogen-only contraceptive. Six healthy postmenopausal volunteers, not
Xiao-Dong Fu et al.
BMC cancer, 8, 166-166 (2008-06-11)
Limited information is available on the effects of progestins on breast cancer progression and metastasis. Cell migration and invasion are central for these processes, and require dynamic cytoskeletal and cell membrane rearrangements for cell motility to be enacted. We investigated
Pramod Vishwanath Prasad et al.
Steroids, 75(3), 252-264 (2010-01-13)
A synthetic progestin Nestorone is being developed for female-contraception. This study was conducted to determine the distribution, metabolism, and excretion of tritium-labeled Nestorone ((3)H Nestorone) in adult female rats. Rats were injected subcutaneously (S.C.) with a single dose of 400
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