This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Nomegestrol acetate
DrugBank Accession Number
DB13981
Background

Nomegestrol acetate, also known as NOMAC, is a progestin used in oral contraceptives, menopausal hormone therapy, and for the treatment of gynecological disorders.

Type
Small Molecule
Groups
Approved, Investigational
Structure
Thumb
Weight
Average: 370.489
Monoisotopic: 370.214409446
Chemical Formula
C23H30O4
Synonyms
  • 17-alpha-Acetoxy-6-methyl-19-nor-4,6-pregnadiene-3,20-dione
  • 17-alpha-Hydroxy-6-methyl-19-norpregna-4,6-diene-3,20-dione acetate
  • Nomegestrol acetate
External IDs
  • ORG 10486-0
  • ORG-10486-0
  • TX 066
  • TX-066

Pharmacology

Indication

Not Available

Pharmacology
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Associated Conditions
Associated Therapies
Contraindications & Blackbox Warnings
Contraindications
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
Adverseeffects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
AbametapirThe serum concentration of Nomegestrol acetate can be increased when it is combined with Abametapir.
AbciximabThe risk or severity of adverse effects can be increased when Nomegestrol acetate is combined with Abciximab.
AbirateroneThe metabolism of Nomegestrol acetate can be decreased when combined with Abiraterone.
AcenocoumarolThe risk or severity of adverse effects can be increased when Nomegestrol acetate is combined with Acenocoumarol.
AcetaminophenThe metabolism of Nomegestrol acetate can be increased when combined with Acetaminophen.
AcetazolamideThe metabolism of Nomegestrol acetate can be increased when combined with Acetazolamide.
AcetohexamideThe therapeutic efficacy of Acetohexamide can be decreased when used in combination with Nomegestrol acetate.
AcitretinThe therapeutic efficacy of Nomegestrol acetate can be decreased when used in combination with Acitretin.
AlitretinoinThe therapeutic efficacy of Nomegestrol acetate can be decreased when used in combination with Alitretinoin.
AlpelisibThe metabolism of Nomegestrol acetate can be increased when combined with Alpelisib.
Interactions
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Food Interactions
Not Available

Products

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Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
FEMIDEN® 1.5 MG/2.5MG TABLETAS RECUBIERTASNomegestrol acetate (2.5 mg) + Estradiol hemihydrate (1.5 mg)Tablet, coatedOralGADOR S.A.2019-02-27Not applicableColombia flag
OBLAISE ®Nomegestrol acetate (2.5 mg) + Estradiol hemihydrate (1.5 mg)Tablet, coatedOralASOCIACION PROBIENESTAR DE LA FAMILIA COLOMBIANA PROFAMILIA2016-12-28Not applicableColombia flag
ZoelyNomegestrol acetate (2.5 mg) + Estradiol hemihydrate (1.5 mg)Tablet, film coatedOralTheramex Ireland Limited2016-09-08Not applicableEU flag
ZoelyNomegestrol acetate (2.5 mg) + Estradiol hemihydrate (1.5 mg)Tablet, film coatedOralTheramex Ireland Limited2016-09-08Not applicableEU flag
ZoelyNomegestrol acetate (2.5 mg) + Estradiol hemihydrate (1.5 mg)Tablet, film coatedOralTheramex Ireland Limited2016-09-08Not applicableEU flag
ZoelyNomegestrol acetate (2.5 mg) + Estradiol hemihydrate (1.5 mg)Tablet, film coatedOralTheramex Ireland Limited2016-09-08Not applicableEU flag
ZOELY (2.5 MG/1.5 MG FILM-COATED TABLETS)Nomegestrol acetate (2.5 MG) + Estradiol (1.5 MG)Tablet, film coatedOralบริษัท เอ็มเอสดี (ประเทศไทย) จำกัด2018-05-02Not applicableThailand flag

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Pregnane steroids
Direct Parent
Gluco/mineralocorticoids, progestogins and derivatives
Alternative Parents
Steroid esters / 20-oxosteroids / 3-oxosteroids / Cyclohexenones / Alpha-acyloxy ketones / Carboxylic acid esters / Monocarboxylic acids and derivatives / Organic oxides / Hydrocarbon derivatives
Substituents
20-oxosteroid / 3-oxosteroid / Aliphatic homopolycyclic compound / Alpha-acyloxy ketone / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Cyclic ketone / Cyclohexenone / Hydrocarbon derivative
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
83J78V5W05
CAS number
58652-20-3
InChI Key
IIVBFTNIGYRNQY-YQLZSBIMSA-N
InChI
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
IUPAC Name
(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
SMILES
[H][C@@]12CC[C@](OC(C)=O)(C(C)=O)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3C(C)=C[C@@]21[H]

References

General References
  1. EMC Summary of Product Characteristics: Zoely (nomegestrol acetate/estradiol) oral tablets [Link]
  2. AIFA Product Information: Lutenyl (nomegestrol acetate) oral tablets [Link]
KEGG Drug
D08281
ChemSpider
82771
RxNav
53744
ChEBI
135564
ChEMBL
CHEMBL1476022
ZINC
ZINC000003938628
Wikipedia
Nomegestrol_acetate

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4CompletedOtherOvulation Inhibition1
4TerminatedScreeningContraception / Hypercoagulability1
4Unknown StatusTreatmentHypermenorrhea1
3CompletedPreventionContraception1
3TerminatedPreventionContraception1
3Unknown StatusTreatmentMultiple Sclerosis1
3WithdrawnTreatmentContraception1
2CompletedTreatmentContraception1
2CompletedTreatmentMenstrual Distress (Dysmenorrhea)1
1CompletedNot AvailableContraception1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
TabletOral
TabletOral5 MG
TabletOral
Tablet, coatedOral
Tablet, film coatedOral
Tablet, film coatedOral2.5 mg
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00415 mg/mLALOGPS
logP3.46ALOGPS
logP3.42ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)17.72ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area60.44 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity104.18 m3·mol-1ChemAxon
Polarizability41.78 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Enzymes

Kind
Protein
Organism
Humans
Pharmacological action
No
Actions
Substrate
General Function
Vitamin d3 25-hydroxylase activity
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation react...
Gene Name
CYP3A4
Uniprot ID
P08684
Uniprot Name
Cytochrome P450 3A4
Molecular Weight
57342.67 Da
References
  1. Binkowska M, Woron J: Progestogens in menopausal hormone therapy. Prz Menopauzalny. 2015 Jun;14(2):134-43. doi: 10.5114/pm.2015.52154. Epub 2015 Jun 22. [Article]

Drug created at January 20, 2018 15:25 / Updated at February 21, 2021 18:54