Page last updated: 2024-11-06

nomegestrol acetate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Nomegestrol acetate is a synthetic progestin, a type of steroid hormone that mimics the effects of progesterone. It was first synthesized in the 1960s and is primarily used for its anti-proliferative properties. It is a potent inhibitor of the growth of uterine tissue and is used in the treatment of endometriosis, uterine fibroids, and breast cancer. Nomegestrol acetate is also used in hormone replacement therapy (HRT) to manage symptoms of menopause. It is available in oral, injectable, and topical formulations. Due to its potent anti-proliferative effects, nomegestrol acetate has been studied extensively for its potential therapeutic uses in a range of conditions, including endometrial cancer, prostate cancer, and ovarian cancer. Its efficacy in these areas is still under investigation.'

nomegestrol acetate: do not confuse with Solastic [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID91668
CHEMBL ID1476022
CHEBI ID135564
SCHEMBL ID37517
MeSH IDM0115853

Synonyms (64)

Synonym
AC-1119
nomegestrol 17-acetate
smr001233420
MLS002154113 ,
BRD-K27351809-001-02-0
org-10486-0
uniplant
tx-066
lutenyl
nomegestrol acetate
einecs 261-379-8
17-alpha-acetoxy-6-methyl-19-nor-4,6-pregnadiene-3,20-dione
19-norpregna-4,6-diene-3,20-dione, 17-alpha-hydroxy-6-methyl-, acetate
19-norpregna-4,6-diene-3,20-dione, 17-(acetyloxy)-6-methyl-
tx 066
17-alpha-hydroxy-6-methyl-19-norpregna-4,6-diene-3,20-dione acetate
BSPBIO_001245
NCGC00179247-01
BPBIO1_001370
PRESTWICK3_001033
AB00514012
CHEBI:135564
58652-20-3
D08281
nomegestrol acetate (usan)
lutenyl (tn)
[(8s,9s,10r,13s,14s,17r)-17-acetyl-6,13-dimethyl-3-oxo-1,2,8,9,10,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] acetate
HMS2098O07
HMS2230M23
org 10486-0
nomac
83j78v5w05 ,
unii-83j78v5w05
nomegestrol acetate [usan]
CHEMBL1476022
nomegestrol acetate [ep monograph]
17-acetoxy-6-methyl-19-norpregn-4,6-dien-3,20-dione
6-methyl-3,20-dioxo-19-norpregna-4,6-dien-17-yl acetate
nomegestrol acetate [mart.]
nomegestrol acetate [who-dd]
AKOS015896563
CCG-221033
SCHEMBL37517
(17alpha)-17-acetyl-6-methyl-3-oxoestra-4,6-dien-17-yl acetate
W-105372
DTXSID90207349
sr-01000841206
SR-01000841206-2
nomegestrol acetate, >=98% (hplc)
nomegestrol acetate, european pharmacopoeia (ep) reference standard
HMS3715O07
(8s,9s,13s,14s,17r)-17-acetyl-6,13-dimethyl-3-oxo-2,3,8,9,10,11,12,13,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-17-yl acetate
nomegestrone acetate
17-alpha-hydroxy-6-methyl-19-norpregna-4,6-diene-3,20-dioneacetate
BCP08358
HY-105634A
DB13981
Q7048519
nomegestrol-acetate
NCGC00179247-04
CS-0101964
MS-25962
EN300-19769276
(1r,3as,3bs,9ar,9bs,11as)-1-acetyl-5,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,7h,8h,9h,9ah,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-1-yl acetate

Research Excerpts

Overview

Nomegestrol acetate (NOMAc) is a synthetic progesterone analog and classified as a fourth-generation progestin. It is structurally similar to 19-norprogesterone and characterized as a full agonist at the progester one receptor with no or minimal binding to other steroid receptors.

ExcerptReferenceRelevance
"Nomegestrol acetate (NMGA) is a progestogen increasingly used in contraceptive formulations."( Inhibition of multidrug resistance-associated protein 2 (MRP2) activity by the contraceptive nomegestrol acetate in HepG2 and Caco-2 cells.
Arana, MR; Domínguez, CJ; Mottino, AD; Rigalli, JP; Ruiz, ML; Tocchetti, GN; Villanueva, SSM; Weiss, J; Zecchinati, F, 2018
)
1.42
"Nomegestrol acetate (NOMAc) is a synthetic progesterone analog and classified as a fourth-generation progestin. "( Isolation, synthesis, and cytotoxicity evaluation of two impurities in nomegestrol acetate.
Huang, YS; Song, SY; Sun, YT; Xie, BC; Xie, XY; Xu, DH; Zhang, XY, 2019
)
2.19
"Nomegestrol acetate (NOMAC) is a widely used progestin-like drug that could be suggested as an alternative for patients taking CPA."( Combined hormonal influence of cyproterone acetate and nomegestrol acetate on meningioma: a case report.
Champagne, PO; Froelich, S; Passeri, T, 2019
)
1.48
"Nomegestrol acetate is a potent, orally active progestogen with a favourable tolerability profile and neutral metabolic characteristics."( Nomegestrol acetate: pharmacology, safety profile and therapeutic efficacy.
Lello, S, 2010
)
2.52
"Nomegestrol acetate (NOMAC) is a potent, highly selective progestogen, which is structurally similar to 19-norprogesterone and characterized as a full agonist at the progesterone receptor, with no or minimal binding to other steroid receptors, including the androgen and glucocorticoid receptors. "( Nomegestrol acetate, a novel progestogen for oral contraception.
Mueck, AO; Sitruk-Ware, R, 2011
)
3.25
"Nomegestrol acetate/estradiol is a combined oral contraceptive with approval in many countries. "( Nomegestrol acetate/estradiol: in oral contraception.
Plosker, GL; Yang, LP, 2012
)
3.26
"Nomegestrol acetate is a strong anti-sulfatase agent, in particular with cancerous breast tissues."( Control of sulfatase activity by nomegestrol acetate in normal and cancerous human breast tissues.
Chetrite, GS; Cortes-Prieto, J; Pasqualini, JR; Philippe, JC; Shields-Botella, J; Thomas, JL,
)
1.13
"Nomegestrol acetate implant is a second-generation single silastic implant containing 55 mg nomegestrol acetate with contraceptive effectiveness of 1-year duration."( Contraceptive implants.
Coutinho, EM; Ladipo, O, 1994
)
1.01
"Nomegestrol acetate is an innovative and efficient molecule in the treatment of menstrual disorders. "( [Use of nomegestrol acetate in the treatment of menstruation disorders. Our experience in 56 cases].
Lombardi, PA; Lombardi, PL; Persiani, P; Radici, E, 1997
)
2.17
"Nomegestrol acetate appears to be a safe and appropriate contraceptive for women with sickle cell disease, showing evidence of being a "stimulant" for F-cell reactivation, independent of F hemoglobin total production increase."( Nomegestrol acetate contraceptive implant use by women with sickle cell disease.
Coutinho, EM; Ladipo, OA; Nascimento, Mde L, 1998
)
3.19
"Nomegestrol acetate (NOMAC) is an orally active progestin widely prescribed for HRT."( Nomegestrol acetate and vascular reactivity: nonhuman primate experiments.
Delansorne, R; Hermsmeyer, KR; Paris, JM; Williams, KJ,
)
2.3
"Nomegestrol acetate is a potent progestogen and further studies are required to determine its lowest effective dose."( The effects of the addition of nomegestrol acetate to post-menopausal oestrogen therapy.
Fraser, DI; Padwick, ML; Pryse-Davies, J; Ryder, TA; White, J; Whitehead, MI, 1989
)
1.28

Effects

Nomegestrol acetate has been used successfully for the treatment of some gynaecological disorders (menstrual disturbances, dysmenorrhoea) and as a component of HRT in combination with estradiol for the relief of menopausal symptoms. It has proven its neutral effects on lipid metabolism and does not alter the beneficial estrogen-induced lipid effects. Nomegestroacetate has a stimulatory effect on sulfotransferase activity.

ExcerptReferenceRelevance
"Nomegestrol acetate has a stimulatory effect on sulfotransferase activity: at low doses (5 x 10(-8) and 5 x 10(-7) mol/l) this compound strongly increases the activity of this enzyme by 60.6% and 83%, respectively, in the MCF-7 cells and by 69.2% at 5 x 10(-7) mol/l in T-47D cells."( Effect of nomegestrol acetate on human estrogen sulfotransferase activity in the hormone-dependent MCF-7 and T-47D breast cancer cell lines.
Chetrite, GS; Paris, J; Pasqualini, JR; Philippe, JC; Shields-Botella, J,
)
1.26
"Nomegestrol acetate (NOMAC) has been successfully used for the treatment of some gynecological disorders, and as a combined oral contraceptive with approval in many countries. "( Nomegestrol Acetate Suppresses Human Endometrial Cancer RL95-2 Cells Proliferation In Vitro and In Vivo Possibly Related to Upregulating Expression of SUFU and Wnt7a.
Ma, AY; Xie, SW; Zhou, JY; Zhu, Y, 2017
)
3.34
"Nomegestrol acetate has been used successfully for the treatment of some gynaecological disorders (menstrual disturbances, dysmenorrhoea, premenstrual syndrome) and as a component of HRT in combination with estradiol for the relief of menopausal symptoms; it has been approved in Europe as monotherapy for the treatment of the menopausal syndrome, uterine diseases and menorrhagia, and in combination with an estrogen for the treatment of menopausal symptoms."( Nomegestrol acetate: pharmacology, safety profile and therapeutic efficacy.
Lello, S, 2010
)
2.52
"Nomegestrol acetate has proven its neutral effects on lipid metabolism and does not alter the beneficial estrogen-induced lipid effects."( [Effects of a 19-norprogesterone derivative, the fourth decade nomegestrol acetate, on lipids].
Colau, JC; Jamin, C; Pélissier, C, 2003
)
1.28
"Nomegestrol acetate has a stimulatory effect on sulfotransferase activity: at low doses (5 x 10(-8) and 5 x 10(-7) mol/l) this compound strongly increases the activity of this enzyme by 60.6% and 83%, respectively, in the MCF-7 cells and by 69.2% at 5 x 10(-7) mol/l in T-47D cells."( Effect of nomegestrol acetate on human estrogen sulfotransferase activity in the hormone-dependent MCF-7 and T-47D breast cancer cell lines.
Chetrite, GS; Paris, J; Pasqualini, JR; Philippe, JC; Shields-Botella, J,
)
1.26

Toxicity

ExcerptReferenceRelevance
" In the investigational group, the most frequently reported adverse events were acne (16."( Efficacy, safety, and tolerability of a monophasic oral contraceptive containing nomegestrol acetate and 17β-estradiol: a randomized controlled trial.
Bahamondes, L; Darney, P; Kaunitz, AM; Korver, T; Sommer, W; Verhoeven, C; Westhoff, C, 2012
)
0.61

Pharmacokinetics

ExcerptReferenceRelevance
"5 mg) was administered daily to healthy women (18-50 years, n=23) for 24 days; blood samples for pharmacokinetic analysis were obtained on Day 24 and again, after a 10-day pill-free interval, on Day 35 after a single dose."( Pharmacokinetic profile of nomegestrol acetate and 17β-estradiol after multiple and single dosing in healthy women.
Gerrits, MG; Peeters, PA; Post, TM; Schnabel, PG, 2013
)
0.69
"5 h (t(max)); the mean±SD elimination half-life (t(½)) was 45."( Pharmacokinetic profile of nomegestrol acetate and 17β-estradiol after multiple and single dosing in healthy women.
Gerrits, MG; Peeters, PA; Post, TM; Schnabel, PG, 2013
)
0.69
"These data demonstrate that NOMAC/E2 has a pharmacokinetic profile consistent with once-daily dosing."( Pharmacokinetic profile of nomegestrol acetate and 17β-estradiol after multiple and single dosing in healthy women.
Gerrits, MG; Peeters, PA; Post, TM; Schnabel, PG, 2013
)
0.69
" An independent whole-body physiology-based pharmacokinetic (WB-PBPK) simulation model of NOMAC based on an independent Phase 3 dataset was used to scale NOMAC concentration-time plots to adolescents."( Prediction of nomegestrol acetate pharmacokinetics in healthy female adolescents and adults by whole-body physiology-based pharmacokinetic modelling and clinical validation.
de Greef, R; Gerrits, M; Kerbusch, T; Post, TM, 2016
)
0.79
" No statistically significant differences were observed between the adolescent and adult groups for the clinically evaluated NOMAC PK parameters [maximum concentration (Cmax), area under the curve (AUC) and half-life (t1/2)]."( Prediction of nomegestrol acetate pharmacokinetics in healthy female adolescents and adults by whole-body physiology-based pharmacokinetic modelling and clinical validation.
de Greef, R; Gerrits, M; Kerbusch, T; Post, TM, 2016
)
0.79

Compound-Compound Interactions

ExcerptReferenceRelevance
"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."( Insulin sensitivity and cardiovascular risk factors in ovariectomized monkeys with estradiol alone or combined with nomegestrol acetate.
Cefalu, WT; Greaves, KA; Thomas, MJ; Wagner, JD; Williams, JK; Zhang, L, 1998
)
0.51

Bioavailability

ExcerptReferenceRelevance
" The biological actions of progestins are primarily determined by their interactions with steroid receptors, and factors such as metabolism, pharmacokinetics, bioavailability and the regulation of endogenous steroid hormone biosynthesis are often overlooked."( Fourth-Generation Progestins Inhibit 3β-Hydroxysteroid Dehydrogenase Type 2 and Modulate the Biosynthesis of Endogenous Steroids.
Africander, D; Louw-du Toit, R; Perkins, MS; Snoep, JL; Storbeck, KH, 2016
)
0.43
" If a similar regulation took place in vivo, decreased bioavailability and therapeutic efficacy of NMGA-coadministered P-gp substrates could be expected."( Biphasic modulation of cAMP levels by the contraceptive nomegestrol acetate. Impact on P-glycoprotein expression and activity in hepatic cells.
Arana, MR; Domínguez, CJ; Mottino, AD; Rigalli, JP; Ruiz, ML; Tocchetti, GN; Villanueva, SSM; Weiss, J; Zecchinati, F, 2018
)
0.73

Dosage Studied

ExcerptRelevanceReference
" The progestogen was administered from day 7 to 25 of the cycle during six cycles at a dosage (5 mg/d) known to inhibit ovulation."( Effects of nomegestrol acetate (5 mg/d) on hormonal, metabolic and hemostatic parameters in premenopausal women.
Basdevant, A; Conard, J; Degrelle, H; Guyene, TT; Pelissier, C; Thomas, JL, 1991
)
0.67
" The progestogen was administered from day 5 to day 24 of the cycle, over six consecutive cycles, at a dosage (5 mg/d) known to inhibit ovulation."( Effects of nomegestrol acetate on carbohydrate metabolism.
Choisy, H; Dorangeon, P; Hazard, MC; Lumbroso, M; Thomas, JL,
)
0.52
" Tissue distribution at 1, 2, and 4 h and excretion of NOMAC into bile, urine, and feces after dosing were investigated."( Pharmacokinetics, tissue distribution, and excretion of nomegestrol acetate in female rats.
Cao, L; Chen, X; Huang, Q; Riviere, JE; Zhu, Y, 2015
)
0.66
" Blood samples were obtained for PK analysis, and concentrations of NOMAC, E2 and its metabolite estrone (E1) were determined for up to 129h following dosing to obtain PK data."( Prediction of nomegestrol acetate pharmacokinetics in healthy female adolescents and adults by whole-body physiology-based pharmacokinetic modelling and clinical validation.
de Greef, R; Gerrits, M; Kerbusch, T; Post, TM, 2016
)
0.79
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
corticosteroid hormoneAny of a class of steroid hormones that are produced in the adrenal cortex.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (7)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Beta-lactamaseEscherichia coli K-12Potency65.81140.044717.8581100.0000AID485294; AID485341
TDP1 proteinHomo sapiens (human)Potency8.09650.000811.382244.6684AID686978; AID686979
thioredoxin glutathione reductaseSchistosoma mansoniPotency44.66840.100022.9075100.0000AID485364
euchromatic histone-lysine N-methyltransferase 2Homo sapiens (human)Potency28.18380.035520.977089.1251AID504332
nuclear factor erythroid 2-related factor 2 isoform 2Homo sapiens (human)Potency23.10930.00419.984825.9290AID504444
histone acetyltransferase KAT2A isoform 1Homo sapiens (human)Potency39.81070.251215.843239.8107AID504327
Spike glycoproteinSevere acute respiratory syndrome-related coronavirusPotency28.18380.009610.525035.4813AID1479145
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
virion membraneSpike glycoproteinSevere acute respiratory syndrome-related coronavirus
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (14)

Assay IDTitleYearJournalArticle
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (134)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (3.73)18.7374
1990's36 (26.87)18.2507
2000's29 (21.64)29.6817
2010's52 (38.81)24.3611
2020's12 (8.96)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 49.90

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index49.90 (24.57)
Research Supply Index5.27 (2.92)
Research Growth Index5.33 (4.65)
Search Engine Demand Index77.35 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (49.90)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials46 (31.29%)5.53%
Reviews19 (12.93%)6.00%
Case Studies4 (2.72%)4.05%
Observational6 (4.08%)0.25%
Other72 (48.98%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]