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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.
Progestogen, 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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Pasquale Florio et al.
Steroids, 75(12), 912-917 (2010-06-23)
The presence of a thin endometrium has an important role in allowing the best conditions for hysteroscopic surgery. Here, we explored the efficacy of a 14-day administration of nomegestrol acetate, a progestogen with high progestogen potency effects, in rapid endometrial
Romuald Debski et al.
Ginekologia polska, 83(4), 316-318 (2012-06-21)
Nomegestrol acetate (NOMAC) combined with E2 (Zoely) is a monophasic oral contraceptive (OC) which safety and efficacy was confirmed in a number of level I evidence clinical trials. Zoely is highly effective OC, especially in overweight and obese patients, with
Diana Mansour et al.
The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception, 16(6), 430-443 (2011-10-15)
The primary objective was to assess the efficacy, cycle control and tolerability of a monophasic combined oral contraceptive (COC) containing nomegestrol acetate (NOMAC) and 17β-oestradiol (E2). Effects on acne were evaluated as a secondary objective. Results were compared to those
Multiple sclerosis and progestins: a comment to POPART'MUS.
Helmut Leitner
Journal of the neurological sciences, 300(1-2), 198-198 (2010-11-03)
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
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