Identification

Name
Mometasone
Accession Number
DB00764  (APRD00289)
Type
Small Molecule
Groups
Approved, Vet Approved
Description

Mometasone is a medium-potency synthetic corticosteroid with anti-inflammatory, antipruritic, and vasoconstrictive properties. Studies in asthmatic patients have demonstrated that mometasone provides a favorable ratio of topical to systemic activity due to its primary local effect along with the extensive hepatic metabolism and the lack of active metabolites. Though effective for the treatment of asthma, glucocorticoids do not affect asthma symptoms immediately. Maximum improvement in symptoms following inhaled administration of mometasone furoate may not be achieved for 1 to 2 weeks or longer after starting treatment. The anti-inflammatory actions of corticosteroids are thought to involve phospholipase A2 inhibitory proteins, lipocortins, which control the biosynthesis of potent mediators of inflammation such as prostaglandins and leukotrienes.

Structure
Thumb
Synonyms
  • (+)-Mometasone
  • Mometason
  • Mometasona
  • Mométasone
  • Mometasonum
External IDs
LAS-41002 / LAS41002 / Sch 32088
Product Ingredients
IngredientUNIICASInChI Key
Mometasone furoate04201GDN4R83919-23-7WOFMFGQZHJDGCX-ZULDAHANSA-N
Mometasone furoate monohydrateMTW0WEG809141646-00-6AQCCVUHZMIMSIB-HRVPQZBTSA-N
Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
AsmanexInhalant220 ug/1Respiratory (inhalation)Physicians Total Care, Inc.2006-03-09Not applicableUs
AsmanexInhalant220 ug/1Respiratory (inhalation)Merck Sharp & Dohme Limited2005-03-30Not applicableUs
AsmanexInhalant110 ug/1Respiratory (inhalation)Merck Sharp & Dohme Limited2005-03-30Not applicableUs
Asmanex HFAAerosol100 ug/1Respiratory (inhalation)Merck Sharp & Dohme Limited2014-04-25Not applicableUs
Asmanex HFAAerosol200 ug/1Respiratory (inhalation)Merck Sharp & Dohme Limited2014-04-25Not applicableUs
Asmanex TwisthalerPowder400 mcgRespiratory (inhalation)Merck Ltd.2011-12-21Not applicableCanada
Asmanex TwisthalerPowder200 mcgRespiratory (inhalation)Merck Ltd.2011-12-21Not applicableCanada
Asmanex TwisthalerPowder100 mcgRespiratory (inhalation)Merck Ltd.2015-04-08Not applicableCanada
Elocom CreamCream0.1 %TopicalMerck Ltd.1991-12-31Not applicableCanada
Elocom LotionLotion0.1 %TopicalMerck Ltd.1991-12-31Not applicableCanada
Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Apo-mometasoneSpray, metered50 mcgNasalApotex Corporation2013-03-25Not applicableCanada
Mometasone FuroateSpray, metered50 ug/1NasalApotex Corporation2016-03-21Not applicableUs
Mometasone FuroateOintment1 mg/gTopicalImpax Generics2003-11-142017-07-06Us
Mometasone FuroateCream1 mg/gTopicalE. Fougera & CO., A division of Fougera Pharmaceuticals Inc.2005-04-08Not applicableUs
Mometasone FuroateOintment1 mg/gTopicalA S Medication Solutions2008-07-182017-06-20Us
Mometasone FuroateSolution1 mg/mLTopicalPhysicians Total Care, Inc.2006-03-30Not applicableUs
Mometasone FuroateCream1 mg/gTopicalProficient Rx LP2008-05-28Not applicableUs
Mometasone FuroateSolution1 mg/mLTopicalE. Fougera & CO., A division of Fougera Pharmaceuticals Inc.2007-11-29Not applicableUs
Mometasone FuroateCream1 mg/gTopicalProficient Rx LP2004-12-21Not applicableUs
Mometasone FuroateOintment1 mg/gTopicalHarris Pharmaceutical, Inc.2006-10-18Not applicableUs
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
MosaspraySpray, metered50 mcgNasalSandoz Canada IncorporatedNot applicableNot applicableCanada
Nasal Allergy and Congestion ReliefSpray, metered50 mcgNasalApotex CorporationNot applicableNot applicableCanada
Nasonex Allergy and CongestionSpray, metered50 mcgNasalMerck Ltd.Not applicableNot applicableCanada
International/Other Brands
Ecural (Essex pharma) / Elocom (Merck) / Elomet (Schering-Plough) / Eziwin (Intas) / mometAid (Progreś Laboratories) / Novasone (Schering-Plough)
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
DuleraMometasone furoate (100 ug/1) + Formoterol fumarate (5 ug/1)AerosolRespiratory (inhalation)Merck Sharp & Dohme Limited2010-06-22Not applicableUs
DuleraMometasone furoate (200 ug/1) + Formoterol fumarate (5 ug/1)AerosolRespiratory (inhalation)A S Medication Solutions2010-06-222017-06-20Us
DuleraMometasone furoate (200 ug/1) + Formoterol fumarate (5 ug/1)AerosolRespiratory (inhalation)Merck Sharp & Dohme Limited2010-06-22Not applicableUs
ZenhaleMometasone furoate (100 mcg) + Formoterol fumarate dihydrate (5 mcg)Aerosol, meteredRespiratory (inhalation)Merck Ltd.2011-03-10Not applicableCanada
ZenhaleMometasone furoate (200 mcg) + Formoterol fumarate dihydrate (5 mcg)Aerosol, meteredRespiratory (inhalation)Merck Ltd.2011-06-17Not applicableCanada
ZenhaleMometasone furoate (50 mcg) + Formoterol fumarate dihydrate (5 mcg)Aerosol, meteredRespiratory (inhalation)Merck Ltd.2011-06-20Not applicableCanada
Categories
UNII
8HR4QJ6DW8
CAS number
105102-22-5
Weight
Average: 427.361
Monoisotopic: 426.136464798
Chemical Formula
C22H28Cl2O4
InChI Key
QLIIKPVHVRXHRI-CXSFZGCWSA-N
InChI
InChI=1S/C22H28Cl2O4/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,24)17(26)10-20(16,3)22(12,28)18(27)11-23/h6-7,9,12,15-17,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1
IUPAC Name
(1R,2S,10S,11S,13R,14R,15S,17S)-1-chloro-14-(2-chloroacetyl)-14,17-dihydroxy-2,13,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one
SMILES
[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CCl)[C@@]1(C)C[C@H](O)[C@@]1(Cl)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C

Pharmacology

Indication

The inhaler is indicated for the maintenance treatment of asthma as prophylactic therapy. The nasal spray is indicated for the treatment of the nasal symptoms of seasonal allergic and perennial allergic rhinitis.

Structured Indications
Pharmacodynamics

Mometasone is a medium-potency synthetic corticosteroid with antiinflammatory, antipruritic, and vasoconstrictive properties. Studies in asthmatic patients have demonstrated that mometasone provides a favorable ratio of topical to systemic activity due to its primary local effect along with the extensive hepatic metabolism and the lack of active metabolites. Though effective for the treatment of asthma, glucocorticoids do not affect asthma symptoms immediately. Maximum improvement in symptoms following inhaled administration of mometasone furoate may not be achieved for 1 to 2 weeks or longer after starting treatment. When glucocorticoids are discontinued, asthma stability may persist for several days or longer. Mometasone has been shown in vitro to exhibit a binding affinity for the human glucocorticoid receptor which is approximately 12 times that of dexamethasone, 7 times that of triamcinolone acetonide, 5 times that of budesonide, and 1.5 times that of fluticasone. The clinical significance of these findings is unknown.

Mechanism of action

Unbound corticosteroids cross cell membranes and bind with high affinity to specific cytoplasmic receptors. Inflammation is decreased by diminishing the release of leukocytic acid hydrolases, prevention of macrophage accumulation at inflamed sites, interference with leukocyte adhesion to the capillary wall, reduction of capillary membrane permeability, reduction of complement components, inhibition of histamine and kinin release, and interference with the formation of scar tissue. The antiinflammatory actions of corticosteroids are thought to involve phospholipase A2 inhibitory proteins, lipocortins, which control the biosynthesis of potent mediators of inflammation such as prostaglandins and leukotrienes. Mometasone furoate has been shown in vitro to exhibit a binding affinity for the human glucocorticoid receptor which is approximately 12 times that of dexamethasone, 7 times that of triamcinolone acetonide, 5 times that of budesonide, and 1.5 times that of fluticasone.

TargetActionsOrganism
AGlucocorticoid receptor
agonist
Human
UProgesterone receptor
agonist
Human
Absorption

Nasal spray is virtually undetectable in plasma

Volume of distribution
Not Available
Protein binding

98% to 99% (in a concentration range of 5 to 500 ng/mL).

Metabolism

Hepatic. Extensive metabolism to multiple metabolites. There are no major metabolites detectable in plasma. Upon in vitro incubation, one of the minor metabolites formed is 6ß-hydroxy-mometasone furoate. In human liver microsomes, the formation of the metabolite is regulated by cytochrome P-450 3A4.

Route of elimination
Not Available
Half life

5.8 hours

Clearance
Not Available
Toxicity

The potential for acute toxic effects following overdose with the mometasone inhaler is low. However, habitual overuse of the product can cause symptoms of steroid overload, including menstrual irregularities, acne, obesity, and muscle weakness. Single oral doses up to 8000 µg have been studied on human volunteers with no adverse events reported.

Affected organisms
  • Humans and other mammals
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteractionDrug group
AmodiaquineThe serum concentration of Amodiaquine can be increased when it is combined with Mometasone.Approved
LoxapineThe risk or severity of adverse effects can be increased when Mometasone is combined with Loxapine.Approved
Food Interactions
Not Available

References

Synthesis Reference

Pui-Ho Yuen, Charles Eckhart, Teresa Etlinger, Nancy Levine, "Mometasone furoate monohydrate, process for making same and pharmaceutical compositions." U.S. Patent US6127353, issued April, 1988.

US6127353
General References
Not Available
External Links
Human Metabolome Database
HMDB14902
KEGG Drug
D08227
KEGG Compound
C07816
PubChem Compound
441335
PubChem Substance
46505288
ChemSpider
390090
ChEBI
6970
ChEMBL
CHEMBL1201404
Therapeutic Targets Database
DAP001042
PharmGKB
PA450541
HET
MOF
RxList
RxList Drug Page
Drugs.com
Drugs.com Drug Page
PDRhealth
PDRhealth Drug Page
Wikipedia
Mometasone
ATC Codes
R03BA07 — MometasoneR01AD09 — MometasoneD07XC03 — MometasoneR03AK09 — Formoterol and mometasoneD07AC13 — Mometasone
AHFS Codes
  • 52:08.08
  • 84:06.00
PDB Entries
Not Available
FDA label
Download (152 KB)
MSDS
Not Available

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1Active Not RecruitingTreatmentSpinal Cord Injuries (SCI)1
1CompletedNot AvailableHealthy Volunteers1
1CompletedTreatmentAllergic Rhinitis (AR)2
1CompletedTreatmentAsthma Bronchial1
1CompletedTreatmentAtopic Dermatitis (AD)1
1CompletedTreatmentHealthy Volunteers2
1CompletedTreatmentPsoriasis Vulgaris1
1, 2CompletedNot AvailableSeasonal Allergic Rhinitis (SAR)1
2CompletedTreatmentAcute Rhinosinusitis1
2CompletedTreatmentAirway Inflammation / Asthma Bronchial1
2CompletedTreatmentAsthma Bronchial6
2CompletedTreatmentChronic Rhinosinusitis1
2CompletedTreatmentPlaque Psoriasis1
2CompletedTreatmentPolyps, Nasal1
2CompletedTreatmentRhinitis, Allergic, Perennial1
2CompletedTreatmentSeasonal Allergic Rhinitis (SAR)2
2Enrolling by InvitationTreatmentOesophagitis, Eosinophilic1
2Enrolling by InvitationTreatmentPolyps, Nasal1
2RecruitingTreatmentAsthma Bronchial1
2RecruitingTreatmentSickle Cell Disorders1
2SuspendedTreatmentPlaque Psoriasis1
2WithdrawnTreatmentAsthma Bronchial1
3Active Not RecruitingTreatmentAsthma Bronchial2
3CompletedNot AvailablePerennial Allergic Rhinitis (PAR)1
3CompletedSupportive CareCancer, Breast / Dermatologic Complications / Radiation Toxicity / Skin Reactions Secondary to Radiation Therapy1
3CompletedTreatmentAcute Rhinosinusitis1
3CompletedTreatmentAllergies / Conjunctivitis / Rhinitis / Rhinoconjunctivitis2
3CompletedTreatmentAsthma Bronchial5
3CompletedTreatmentChronic Obstructive Pulmonary Disease (COPD)2
3CompletedTreatmentOtitis Media With Effiusion1
3CompletedTreatmentPerennial Allergic Rhinitis (PAR)5
3CompletedTreatmentPerennial Allergic Rhinitis (PAR) / Rhinitis, Allergic, Perennial1
3CompletedTreatmentPolyps, Nasal2
3CompletedTreatmentRhinitis, Allergic, Perennial4
3CompletedTreatmentSeasonal Allergic Rhinitis (SAR)4
3Not Yet RecruitingTreatmentAllergic Rhinitis (AR)2
3RecruitingTreatmentMild Asthma1
3RecruitingTreatmentPolyps, Nasal1
3RecruitingTreatmentRhinitis, Allergic, Seasonal1
3Unknown StatusNot AvailableItching / Nasal Obstruction / Sneezing1
3Unknown StatusTreatmentMild to Moderate Persistent Allergic Rhinitis1
3WithdrawnTreatmentObstructive Sleep Apnea (Mild, Moderate, Severe) as Per Polysomnography1
4Active Not RecruitingTreatmentSeasonal Allergic Rhinitis (SAR)1
4CompletedNot AvailableAtopic Dermatitis (AD)1
4CompletedNot AvailableRhinitis, Allergic, Perennial and Seasonal1
4CompletedTreatmentAdenoidal Hypertrophy1
4CompletedTreatmentAdenoids1
4CompletedTreatmentAllergic Rhinitis (AR)2
4CompletedTreatmentAsthma Bronchial3
4CompletedTreatmentAsthma Bronchial / Rhinitis / Sinusitis1
4CompletedTreatmentObstructive Sleep Apnea (OSA) / Perennial Allergic Rhinitis (PAR) / Sleep Disorder1
4CompletedTreatmentPsoriasis1
4RecruitingHealth Services ResearchEarly Radiation Dermatitis1
4RecruitingTreatmentAsthma Bronchial / Sinusitis1
4RecruitingTreatmentChronic Rhinosinusitis Without Nasal Polyps1
4TerminatedTreatmentAdenoidectomy / Adenoids Hypertrophy / Nasal Obstruction1
4TerminatedTreatmentAsthma Bronchial2
4TerminatedTreatmentAsthma Bronchial / Rhinitis, Allergic, Seasonal1
4TerminatedTreatmentPerennial Allergic Rhinitis (PAR)1
4TerminatedTreatmentSeasonal Allergic Rhinitis (SAR)1
4Unknown StatusBasic SciencePolyps, Nasal1
4Unknown StatusTreatmentAsthma Bronchial1
4Unknown StatusTreatmentAsthma Bronchial / Polyps, Nasal / Sinusitis1
4Unknown StatusTreatmentPhimosis1
4Unknown StatusTreatmentVitiligo1
4WithdrawnTreatmentEnuresis / Obstructive Sleep Apnea (OSA) / Sleep Disordered Breathing (SDB)1
Not AvailableCompletedNot AvailableAllergic Rhinitis (AR)1
Not AvailableCompletedNot AvailableAsthma Bronchial1
Not AvailableCompletedNot AvailableRhinitis, Allergic, Perennial / Rhinitis, Allergic, Seasonal1
Not AvailableCompletedNot AvailableSeasonal Allergic Rhinitis (SAR)1
Not AvailableNot Yet RecruitingNot AvailableAsthma in Children1
Not AvailableRecruitingNot AvailableAsthma Bronchial1
Not AvailableSuspendedTreatmentAsthma Bronchial / Rhinitis1

Pharmacoeconomics

Manufacturers
  • Schering corp sub schering plough corp
  • Altana inc
  • G and w laboratories inc
  • Glenmark generics inc usa
  • Taro pharmaceuticals usa inc
  • Tolmar inc
  • Nycomed us inc
  • Perrigo co
  • Perrigo new york inc
  • Schering corp
  • Schering plough healthcare products inc
  • Schering-Plough
Packagers
Dosage forms
FormRouteStrength
InhalantRespiratory (inhalation)110 ug/1
InhalantRespiratory (inhalation)220 ug/1
AerosolRespiratory (inhalation)100 ug/1
AerosolRespiratory (inhalation)200 ug/1
PowderRespiratory (inhalation)100 mcg
PowderRespiratory (inhalation)200 mcg
PowderRespiratory (inhalation)400 mcg
AerosolRespiratory (inhalation)
CreamTopical0.1 %
LotionTopical0.1 %
OintmentTopical0.1 %
CreamTopical1 mg/g
LotionTopical1 mg/mL
OintmentTopical1 mg/g
LotionTopical1 mg/g
SolutionTopical1 mg/mL
Spray, meteredNasal50 ug/1
Spray, meteredNasal50 mcg
CreamTopical.1 %
LotionTopical.1 %
Aerosol, meteredRespiratory (inhalation)
Prices
Unit descriptionCostUnit
Asmanex 120 Metered Doses 220 mcg/inh Aerosol 0.24 gm Inhaler230.27USD inhaler
Asmanex twisthaler 220 mcg #30131.47USD inhaler
Asmanex twisthaler 110 mcg #30121.76USD inhaler
Nasonex 50 mcg/act Suspension 50 mcg Nasal Spray116.82USD inhaler
Elocon 0.1% Lotion 60ml Bottle86.71USD bottle
Elocon 0.1% Cream 45 gm Tube79.13USD tube
Elocon 0.1% Ointment 45 gm Tube76.45USD tube
Mometasone Furoate 0.1% Solution 60ml Bottle64.99USD bottle
Mometasone Furoate 0.1% Cream 45 gm Tube50.96USD tube
Elocon 0.1% Lotion 30ml Bottle49.85USD bottle
Elocon 0.1% Ointment 15 gm Tube49.85USD tube
Elocon 0.1% Cream 15 gm Tube47.68USD tube
Mometasone Furoate 0.1% Ointment 45 gm Tube35.99USD tube
Mometasone Furoate 0.1% Solution 30ml Bottle32.99USD bottle
Mometasone Furoate 0.1% Cream 15 gm Tube29.99USD tube
Mometasone Furoate 0.1% Ointment 15 gm Tube19.19USD tube
Nasonex 50 mcg nasal spray6.37USD g
Elocon 0.1% cream2.69USD g
Mometasone furoate 0.1% cream1.42USD g
Elocom 0.1 % Cream0.7USD g
Elocom 0.1 % Ointment0.63USD g
Elocom 0.1 % Lotion0.47USD g
Pms-Mometasone 0.1 % Ointment0.35USD g
Ratio-Mometasone 0.1 % Ointment0.35USD g
Taro-Mometasone 0.1 % Ointment0.35USD g
Taro-Mometasone 0.1 % Lotion0.33USD g
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)
US5394868No1995-06-252012-06-25Us
CA2282360No2004-11-092018-03-16Canada
CA2091360No1997-04-082011-09-06Canada
US6127353Yes1998-04-032018-04-03Us
US6240918Yes1997-08-202017-08-20Us
US8173172Yes1998-09-172018-09-17Us
US6503537Yes1998-09-172018-09-17Us
US5829434Yes1996-05-032016-05-03Us
US6068832No1997-08-272017-08-27Us
US7067502No2000-05-212020-05-21Us
US7566705No2000-05-212020-05-21Us

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)218-220 °CNot Available
water solubilityPractically insoluble.Not Available
logP2.1Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00523 mg/mLALOGPS
logP2.81ALOGPS
logP3.5ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)12.48ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity110.29 m3·mol-1ChemAxon
Polarizability43.82 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.995
Blood Brain Barrier+0.9721
Caco-2 permeable+0.7845
P-glycoprotein substrateSubstrate0.7849
P-glycoprotein inhibitor INon-inhibitor0.7635
P-glycoprotein inhibitor IINon-inhibitor0.656
Renal organic cation transporterNon-inhibitor0.7753
CYP450 2C9 substrateNon-substrate0.852
CYP450 2D6 substrateNon-substrate0.9135
CYP450 3A4 substrateSubstrate0.8028
CYP450 1A2 substrateNon-inhibitor0.9383
CYP450 2C9 inhibitorNon-inhibitor0.8572
CYP450 2D6 inhibitorNon-inhibitor0.8429
CYP450 2C19 inhibitorNon-inhibitor0.8966
CYP450 3A4 inhibitorNon-inhibitor0.6761
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8898
Ames testNon AMES toxic0.8962
CarcinogenicityNon-carcinogens0.9393
BiodegradationNot ready biodegradable1.0
Rat acute toxicity1.9124 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9254
hERG inhibition (predictor II)Non-inhibitor0.6092
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

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 / 11-beta-hydroxysteroids / 17-hydroxysteroids / Halogenated steroids / 3-oxo delta-1,4-steroids / Delta-1,4-steroids / Tertiary alcohols / Alpha-hydroxy ketones / Alpha-chloroketones / Secondary alcohols
show 7 more
Substituents
Progestogin-skeleton / 20-oxosteroid / Hydroxysteroid / Halo-steroid / 9-halo-steroid / Oxosteroid / 11-beta-hydroxysteroid / 11-hydroxysteroid / 3-oxo-delta-1,4-steroid / 3-oxosteroid
show 23 more
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
11beta-hydroxy steroid, 17alpha-hydroxy steroid, 20-oxo steroid, 3-oxo-Delta(1),Delta(4)-steroid, chlorinated steroid (CHEBI:6970)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Yes
Actions
Agonist
General Function
Zinc ion binding
Specific Function
Receptor for glucocorticoids (GC). Has a dual mode of action: as a transcription factor that binds to glucocorticoid response elements (GRE), both for nuclear and mitochondrial DNA, and as a modula...
Gene Name
NR3C1
Uniprot ID
P04150
Uniprot Name
Glucocorticoid receptor
Molecular Weight
85658.57 Da
References
  1. Isogai M, Shimizu H, Esumi Y, Terasawa T, Okada T, Sugeno K: Binding affinities of mometasone furoate and related compounds including its metabolites for the glucocorticoid receptor of rat skin tissue. J Steroid Biochem Mol Biol. 1993 Feb;44(2):141-5. [PubMed:8439518]
  2. Lumry WR: A review of the preclinical and clinical data of newer intranasal steroids used in the treatment of allergic rhinitis. J Allergy Clin Immunol. 1999 Oct;104(4 Pt 1):S150-8. [PubMed:10518812]
  3. Smith CL, Kreutner W: In vitro glucocorticoid receptor binding and transcriptional activation by topically active glucocorticoids. Arzneimittelforschung. 1998 Sep;48(9):956-60. [PubMed:9793625]
  4. Zhang X, Moilanen E, Adcock IM, Lindsay MA, Kankaanranta H: Divergent effect of mometasone on human eosinophil and neutrophil apoptosis. Life Sci. 2002 Aug 16;71(13):1523-34. [PubMed:12127907]
  5. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Agonist
General Function
Zinc ion binding
Specific Function
The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Progesterone receptor ...
Gene Name
PGR
Uniprot ID
P06401
Uniprot Name
Progesterone receptor
Molecular Weight
98979.96 Da
References
  1. Madauss KP, Deng SJ, Austin RJ, Lambert MH, McLay I, Pritchard J, Short SA, Stewart EL, Uings IJ, Williams SP: Progesterone receptor ligand binding pocket flexibility: crystal structures of the norethindrone and mometasone furoate complexes. J Med Chem. 2004 Jun 17;47(13):3381-7. [PubMed:15189034]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Steroid 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 oxidizes a variety of structurally un...
Gene Name
CYP2C8
Uniprot ID
P10632
Uniprot Name
Cytochrome P450 2C8
Molecular Weight
55824.275 Da
References
  1. Walsky RL, Gaman EA, Obach RS: Examination of 209 drugs for inhibition of cytochrome P450 2C8. J Clin Pharmacol. 2005 Jan;45(1):68-78. [PubMed:15601807]
  2. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256]

Drug created on June 13, 2005 07:24 / Updated on October 20, 2017 23:43