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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:
7759-35-5
Molecular Weight:
370.48
NACRES:
NA.77
PubChem Substance ID:
329825546
UNSPSC Code:
51111800
MDL number:
MFCD01711303
Assay:
≥97% (HPLC)
Form:
powder
Quality level:
100
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Quality Level

100

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000531680
0000531678
0000531678
0000531680
0000362346

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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
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
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
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
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Global Trade Item Number

SKUGTIN
SML0550-50MG04061832868097
SML0550-10MG04061832868080

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