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Key Documents

N1080000

Nomegestrol acetate

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

17-Acetoxy-6-methyl-19-norpregna-4,6-diene-3,20-dione, NOMAc, Org 10486-0

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About This Item

Empirical Formula (Hill Notation):
C23H30O4
CAS Number:
Molecular Weight:
370.48
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

nomegestrol

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

CC(=O)O[C@@]1(CC[C@H]2[C@@H]3C=C(C)C4=CC(=O)CC[C@@H]4[C@H]3CC[C@]12C)C(C)=O

InChI

1S/C23H30O4/c1-13-11-20-18(17-6-5-16(26)12-19(13)17)7-9-22(4)21(20)8-10-23(22,14(2)24)27-15(3)25/h11-12,17-18,20-21H,5-10H2,1-4H3/t17-,18-,20-,21+,22+,23+/m1/s1

InChI key

IIVBFTNIGYRNQY-YQLZSBIMSA-N

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

application

Nomegestrol acetate EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Nomegestrol acetate (NOMAc) is a potent, highly selective progestogen, a full agonist at the progesterone receptor, with no or minimal binding to other steroid receptors. It shows potent antigonadotropic activity mediated at the hypothalamic and pituitary level with strong antiestrogenic effects and a partial antiandrogenic effect. NOMAc is used in various formulations as a contraceptive.
Progestogen, contraceptive

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

pictograms

Health hazardEnvironment

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Harry A van Diepen
Reproductive biology and endocrinology : RB&E, 10, 85-85 (2012-10-10)
Nomegestrol acetate (NOMAC), a synthetic progestogen derived from 19-nor-progesterone, recently completed clinical trials for use with 17beta-estradiol in a new monophasic combined oral contraceptive. In this review, published as well as previously unpublished preclinical studies that detail the effects of
J D Wagner et al.
The Journal of clinical endocrinology and metabolism, 83(3), 896-901 (1998-03-20)
We have previously shown that medroxyprogesterone acetate (MPA), either alone or combined with conjugated equine estrogens (CEE), significantly decreased insulin sensitivity (SI), compared with both untreated controls and those treated with CEE alone. The purpose of this study was to
G André
Journal de gynecologie, obstetrique et biologie de la reproduction, 34(1 Pt 1), 69-84 (2005-03-16)
As the biological effects of progestins vary according to their molecular structure, it becomes essential to differentiate the various types of progestins, particularly with regard to the breast. The purpose of this review was to gather published data on the
J Shields-Botella et al.
The Journal of steroid biochemistry and molecular biology, 93(1), 1-13 (2005-03-08)
Although ovaries serve as the primary source of estrogen for pre-menopausal women, after menopause estrogen biosynthesis from circulating precursors occurs in peripheral tissues by the action of several enzymes, 17beta-hydroxysteroid dehydrogenase 1 (17beta-HSD1), aromatase and estrogen sulfatase. In the breast
J Shields-Botella et al.
The Journal of steroid biochemistry and molecular biology, 87(2-3), 111-122 (2003-12-16)
The specific pharmacological profile of the 19-norprogestin nomegestrol acetate (NOMAC) is, at least in part, defined by its pattern of binding affinities to the different steroid hormone receptors. In the present study, its affinity to the progesterone receptor (PgR), the

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