NAV

Chlormadinone

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

Identification

Summary

Chlormadinone is a progestin indicated in combination with an estrogen for oral combined hormonal contraceptive therapy.

Generic Name
Chlormadinone
DrugBank Accession Number
DB13528
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 362.89
Monoisotopic: 362.1648724
Chemical Formula
C21H27ClO3
Synonyms
  • Chlormadinone
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Pharmacology

Indication

Not Available

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Associated Therapies
Contraindications & Blackbox Warnings
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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
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
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
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interactions in your software
AbametapirThe serum concentration of Chlormadinone can be increased when it is combined with Abametapir.
AbciximabThe risk or severity of adverse effects can be increased when Chlormadinone is combined with Abciximab.
AcenocoumarolThe risk or severity of adverse effects can be increased when Chlormadinone is combined with Acenocoumarol.
AcetaminophenThe metabolism of Chlormadinone can be increased when combined with Acetaminophen.
AcetazolamideThe metabolism of Chlormadinone can be increased when combined with Acetazolamide.
Food Interactions
Not Available

Products

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Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
ADELLA MINI TABLETA CON RECUBRIMIENTO DE GELATINAChlormadinone (2 mg) + Ethinylestradiol (0.02 mg)Tablet, coatedOralPROCAPS S.A.2013-03-06Not applicableColombia flag
ADELLA®Chlormadinone (2 mg) + Ethinylestradiol (0.03 mg)Tablet, coatedOralPROCAPS S.A.2013-04-03Not applicableColombia flag
BELARA CD®Chlormadinone (2 mg) + Ethinylestradiol (0.03 mg)Tablet, coatedOralGedeon Richter Plc.2017-06-01Not applicableColombia flag
BELARA® TABLETAS RECUBIERTASChlormadinone (2 mg) + Ethinylestradiol (0.03 mg)Tablet, coatedOralGedeon Richter Plc2006-11-10Not applicableColombia flag
BELARINA® TABLETASChlormadinone (2 mg) + Ethinylestradiol (0.02 mg)Tablet, coatedOralGedeon Richter Plc2010-12-07Not applicableColombia flag

Categories

ATC Codes
G03AA15 — Chlormadinone and ethinylestradiolG03FB03 — Chlormadinone and estrogenG03AB07 — Chlormadinone and ethinylestradiolG03DB06 — Chlormadinone
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
20-oxosteroids / Halogenated steroids / 3-oxosteroids / 17-hydroxysteroids / Cyclohexenones / Tertiary alcohols / Alpha-hydroxy ketones / Cyclic alcohols and derivatives / Vinyl chlorides / Chloroalkenes
show 3 more
Substituents
17-hydroxysteroid / 20-oxosteroid / 3-oxosteroid / 6-halo-steroid / Alcohol / Aliphatic homopolycyclic compound / Alpha-hydroxy ketone / Carbonyl group / Chloroalkene / Cyclic alcohol
show 17 more
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
SDS4N642GG
CAS number
1961-77-9
InChI Key
VUHJZBBCZGVNDZ-TTYLFXKOSA-N
InChI
InChI=1S/C21H27ClO3/c1-12(23)21(25)9-6-16-14-11-18(22)17-10-13(24)4-7-19(17,2)15(14)5-8-20(16,21)3/h10-11,14-16,25H,4-9H2,1-3H3/t14-,15+,16+,19-,20+,21+/m1/s1
IUPAC Name
(1S,2R,10R,11S,14R,15S)-14-acetyl-8-chloro-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-5-one
SMILES
[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C=C(Cl)C2=CC(=O)CC[C@]12C

References

General References
  1. FDA Thailand Product Information: Belara (chlormadinone acetate/ethinyl estradiol) oral tablets [Link]
  2. INVIMA: Ladee (Chlormadinone, Ethinylestradiol) Oral Tablet [Link]
ChemSpider
4447590
RxNav
78904
ChEMBL
CHEMBL1697830
ZINC
ZINC000030691600
Wikipedia
Chlormadinone

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount
4Unknown StatusTreatmentChronic Pelvic Pain / Endometriosis1
1CompletedBasic ScienceBioequivalence1

Pharmacoeconomics

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

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00677 mg/mLALOGPS
logP3.46ALOGPS
logP3.28Chemaxon
logS-4.7ALOGPS
pKa (Strongest Acidic)12.7Chemaxon
pKa (Strongest Basic)-3.8Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area54.37 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity99.94 m3·mol-1Chemaxon
Polarizability39.66 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
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0019000000-5cd3600ef5c43bfc9de8
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-e804a2f15092b750b1a1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004j-0379000000-1ce508150660e1d3427e
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03xr-1009000000-a7afe3b7f191388ac23a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0avi-0930000000-0b3109ffdee8e48595dc
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0159-4019000000-3354dc858094787107bc
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-181.60852
predicted
DeepCCS 1.0 (2019)
[M+H]+183.50392
predicted
DeepCCS 1.0 (2019)
[M+Na]+189.32117
predicted
DeepCCS 1.0 (2019)

Enzymes

Details1. Cytochrome P450 3A4
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. Simmons KB, Haddad LB, Nanda K, Curtis KM: Drug interactions between rifamycin antibiotics and hormonal contraception: a systematic review. BJOG. 2018 Jun;125(7):804-811. doi: 10.1111/1471-0528.15027. Epub 2017 Dec 15. [Article]

Drug created at June 23, 2017 20:43 / Updated at May 29, 2021 18:11