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SML0133

Sigma-Aldrich

Nomegestrol acetate

≥98% (HPLC)

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:
58652-20-3
Molecular Weight:
370.48
EC Number:
261-379-8
MDL number:
MFCD00941390
UNSPSC Code:
51111800
PubChem Substance ID:
329825183

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥7 mg/mL

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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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.

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Repr. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
101M4705V

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Multiple sclerosis and progestins: a comment to POPART'MUS.
Helmut Leitner
Journal of the neurological sciences, 300(1-2), 198-198 (2010-11-03)
Mireille G F Gerrits et al.
Contraception, 87(2), 193-200 (2012-08-18)
The pharmacokinetics of the monophasic oral contraceptive nomegestrol acetate (NOMAC) plus 17β-estradiol (E(2)) were investigated after a single dose and multiple dosing. NOMAC/E2 (2.5 mg/1.5 mg) was administered daily to healthy women (18-50 years, n=23) for 24 days; blood samples
[Nomegestrol acetate in contraception and venous thrombotic risk].
C Jamin
Gynecologie, obstetrique & fertilite, 40(7-8), 394-395 (2012-07-04)
S Christin-Maitre et al.
Human reproduction (Oxford, England), 26(6), 1338-1347 (2011-03-23)
BACKGROUND Nomegestrol acetate/17β-estradiol (NOMAC/E(2)) is a new monophasic oral contraceptive combining NOMAC (2.5 mg), a highly selective progesterone-derived progestogen, with E(2) (1.5 mg), which is structurally identical to endogenous estrogen. The objective of this study was to compare the effects
Xiangyan Ruan et al.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology, 28(11), 863-866 (2012-04-13)
Recently the first monophasic contraceptive pill containing estradiol has been developed which is thought to be a milestone in contraception. Nomegestrol acetate (NOM) is the progestogenic component. Progesterone receptor membrane component 1 (PGRMC1) is highly expressed in the tissue of
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