NAV

Fluticasone

Identification

Summary

Fluticasone is a corticosteroid indicated in the treatment of corticosteroid responsive dermatoses, asthma, and COPD.

Generic Name
Fluticasone
DrugBank Accession Number
DB13867
Background

Fluticasone is a synthetic glucocorticoid available as 2 esters, Fluticasone furoate and Fluticasone propionate10,11,12,13Label. These drugs are available as inhalers, nasal, sprays, and topical treatments for various inflammatory indications10,11,12,13Label. Fluticasone propionate was first approved in 19908 and Fluticasone furoate was approved in 20079.

Type
Small Molecule
Groups
Approved, Experimental
Structure
3D
Similar Structures
Weight
Average: 444.51
Monoisotopic: 444.158215012
Chemical Formula
C22H27F3O4S
Synonyms
  • Fluticason
  • Fluticasona
  • Fluticasone
  • Fluticasonum
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Pharmacology

Indication

Fluticasone's 2 esters are indicated as inhalers for the treatment and management of asthma by prophylaxisLabel13as well as inflammatory and pruritic dermatoses10. A Fluticasone propionate nasal spray is indicated for managing nonallergic rhinitis11 while the Fluticasone furoate nasal spray is indicated for treating season and perennial allergic rhinitis12,7.

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Used in combination for symptomatic treatment ofAsthmaCombination Product in combination with: Salmeterol (DB00938)••••••••••••••••••
Used in combination to treatAsthmaCombination Product in combination with: Formoterol (DB00983)•••••••••••••••••••• ••••••••••
Treatment ofAsthma••••••••••••
Treatment ofBronchostenosis••••••••••••
Symptomatic treatment ofSkin discomfort•••••••••••••••••• ••••••••
Contraindications & Blackbox Warnings
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Pharmacodynamics

Systemically, in vitro experiments show Fluticasone furoate activates glucocorticoid receptors, inhibits nuclear factor kappa b, and inhibits lung eosinophilia in rats12,13,7. Fluticasone propionate performs similar activity but is not stated to affect nuclear factor kappa b11Label. Fluticasone propionate as a topical formulation is also associated with vasoconstriction in the skin10,3.

Mechanism of action

Fluticasone furoate and Fluticasone propionate work through an unknown mechanism to affect the action of various cell types and mediators of inflammation12,13,11. In vitro experiments show Fluticasone furoate activating glucocorticoid receptors, inhibiting nuclear factor kappa b, and inhibiting lung eosinophilia in rats12,13,7. Fluticasone propionate performs similar activity but is not stated to affect nuclear factor kappa b11,10.

TargetActionsOrganism
AGlucocorticoid receptor
agonist
Humans
UProgesterone receptor
agonist
Humans
UCytosolic phospholipase A2
inhibitor
Humans
UMineralocorticoid receptor
antagonist
Humans
Absorption

Intranasal exposure of Fluticasone furoate results in patients swallowing a larger portion of the dose12,3. However, absorption is poor and metabolism is high, therefore there is negligible systemic exposure with a nasal bioavailability of 0.50% and oral bioavialability of 1.26%12,1. Inhaled bioavailability is 13.9%13. A study of 24 healthy Caucasian males showed an inhaled bioavailability of 6.3-18.4%1.

Intranasal bioavailability of Fluticasone propionate is <2%, and oral bioavailability is <1%11Label. Intranasal exposure results in the majority of the dose being swallowed3. Topical absorption of Fluticasone propionate is very low but can change depending on a number of factors including integrity of the skin and the presence of inflammation or disease10. A study of 24 healthy Caucasian males showed an inhaled bioavailability of 9.0%1.

Volume of distribution

608L at steady state for intravenous administration of Fluticasone furoate12. Other reports suggest the mean volume of distribution at steady state is 661L13. A study of 24 healthy Caucasian males showed a volume of distribution at steady state of 704L following intravenous administration1.

The volume of distribution of intravenous Fluticasone propionate is 4.2L/kg11Label. A study of 24 healthy Caucasian males showed a volume of distribution at steady state of 577L following intravenous administration1.

Protein binding

Fluticasone furoate is >99%12 protein bound in serum and may be as high as 99.6%13.

Fluticasone propionate is 99% protein bound in serum11. Topical Fluticasone propionate is only 91% protein bound in serum however10.

Metabolism

Fluticasone furoate and Fluticasone propionate are cleared from hepatic metabolism by cytochrome P450 3A412,13,11,4Label. Both are hydrolysed at the FIVE-S-fluoromethyl carbothioate group, forming an inactive metabolite12,10,3Label.

Route of elimination

Fluticasone furoate is eliminated ≥90% in the feces and 1-2% in the urine12,13.

Fluticasone propionate is mainly eliminated in the feces with <5% eliminated in the urine11,5Label.

Half-life

15.1 hours for intranasal Fluticasone furoate12 and 24 hours for the inhaled formulation13. A study of 24 healthy Caucasian males showed a half life of 13.6 hours following intravenous administration and 17.3-23.9 hours followed inhalation1.

7.8 hours for intravenous Fluticasone propionate11Label. A study of 24 healthy Caucasian males shows a half life of 14.0 hours following intravenous administration and 10.8 hours following inhalation1.

Clearance

57.8L/h for Fluticasone furoate12. A study of 24 healthy Caucasian males showed a clearance of 71.8L/h following intravenous administration1.

1093mL/min for Fluticasone propionate11. A study of 24 healthy Caucasian males showed a clearance of 63.9L/h following intravenous administration1.

Adverse Effects
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Toxicity

Fluticasone furoate administered nasally may be associated with adrenal suppression or an increase in QTc interval though the association has not been well demonstrated in studies12,2. Fluticasone furoate requires no dosage adjustment in renal impairment but must be used in caution in hepatic impairment due to the elimination mechanisms12,13. Fluticasone furoate is not associated with carcinogenicity, mutagenicity, or impairment of fertility12. There are no well controlled studies in pregnancy or lactation though animal studies have shown teratogenicity and hypoadrenalism in the offspring of treated mothers and other corticosteroids are known to be excreted in breast milk12. Generally, there are no reported adverse effects with fluticasone in pregnancy6. Pediatric patients should be given the lowest possible dose and monitored for reduction in growth velocity12,2. There is insufficient evidence to determine whether geriatric patients respond differently to other patients12. Systemic exposure may be 27-49% higher in Japanese, Korean, and Chinese patients compared to Caucasian patients13. Caution should be exercised in these patients and the benefit and risk should be assessed before deciding on a treatment12.

Fluticasone propionate's use in specific populations has not been well studied11. Fluticasone propionate is not carcinogenic, mutagenic, or clastogenic, nor did it affect fertility in animal studies11Label. Subcutaneous Fluticasone propionate has been shown to produce teratogenic effects in rats though oral administration does not10Label. Generally, there are no reported adverse effects with fluticasone in pregnancy6. Fluticasone propionate in human milk may cause growth suppression, effects on endogenous corticosteroid production, or other effects10,2. Pediatric patients treated with Fluticasone propionate ointment experienced adrenal suppression10. Geriatric patients treated with Fluticasone propionate did not show any difference in safety or efficacy compared to other patient groups, though older patients may be more sensitive to adverse effects10. There is no difference in the clearance of Fluticasone propionate across genders or raceLabel. Patients with hepatic impairment should be closely monitored due to the elimination mechanismLabel5.

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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AbametapirThe serum concentration of Fluticasone can be increased when it is combined with Abametapir.
AbataceptThe metabolism of Fluticasone can be increased when combined with Abatacept.
AbemaciclibThe metabolism of Abemaciclib can be increased when combined with Fluticasone.
AcalabrutinibThe metabolism of Acalabrutinib can be increased when combined with Fluticasone.
AcarboseThe risk or severity of hyperglycemia can be increased when Fluticasone is combined with Acarbose.
Food Interactions
No interactions found.

Products

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Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
AFFERAFluticasone (125 mcg) + Formoterol fumarate (5 mcg)Aerosol; SuspensionRespiratory (inhalation)Mundipharma Pharmaceuticals S.R.L.2018-09-182023-06-16Italy flag
AFFERAFluticasone (250 mcg) + Formoterol fumarate (10 mcg)Aerosol; SuspensionRespiratory (inhalation)Mundipharma Pharmaceuticals S.R.L.2014-07-08Not applicableItaly flag
AFFERAFluticasone (50 mcg) + Formoterol fumarate (5 mcg)Aerosol; SuspensionRespiratory (inhalation)Mundipharma Pharmaceuticals S.R.L.2018-09-182023-06-16Italy flag
AFFERAFluticasone (125 mcg) + Formoterol fumarate (5 mcg)Aerosol; SuspensionRespiratory (inhalation)Mundipharma Pharmaceuticals S.R.L.2014-07-08Not applicableItaly flag
AFFERAFluticasone (50 mcg) + Formoterol fumarate (5 mcg)Aerosol; SuspensionRespiratory (inhalation)Mundipharma Pharmaceuticals S.R.L.2018-09-182023-06-16Italy flag

Categories

ATC Codes
R03BA05 — FluticasoneD07AC17 — FluticasoneR03AK11 — Formoterol and fluticasoneR03AK06 — Salmeterol and fluticasoneR01AD08 — FluticasoneR01AD58 — Fluticasone, combinations
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Androstane steroids
Direct Parent
Androgens and derivatives
Alternative Parents
11-beta-hydroxysteroids / 17-hydroxysteroids / 3-oxo delta-1,4-steroids / Halogenated steroids / Delta-1,4-steroids / Tertiary alcohols / Thioesters / Secondary alcohols / Carbothioic S-esters / Cyclic alcohols and derivatives
show 8 more
Substituents
11-beta-hydroxysteroid / 11-hydroxysteroid / 17-hydroxysteroid / 3-oxo-delta-1,4-steroid / 3-oxosteroid / 6-halo-steroid / 9-halo-steroid / Alcohol / Aliphatic homopolycyclic compound / Alkyl fluoride
show 26 more
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
thioester, 11beta-hydroxy steroid, 17alpha-hydroxy steroid, 3-oxo Delta(4)-steroid, fluorinated steroid, corticosteroid (CHEBI:5134)
Affected organisms
  • Humans and other mammals

Chemical Identifiers

UNII
CUT2W21N7U
CAS number
90566-53-3
InChI Key
MGNNYOODZCAHBA-GQKYHHCASA-N
InChI
InChI=1S/C22H27F3O4S/c1-11-6-13-14-8-16(24)15-7-12(26)4-5-19(15,2)21(14,25)17(27)9-20(13,3)22(11,29)18(28)30-10-23/h4-5,7,11,13-14,16-17,27,29H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19+,20+,21+,22+/m1/s1
IUPAC Name
(1R,2R,3aS,3bS,5S,9aS,9bR,10S,11aS)-5,9b-difluoro-1-{[(fluoromethyl)sulfanyl]carbonyl}-1,10-dihydroxy-2,9a,11a-trimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one
SMILES
[H][C@@]12C[C@@H](C)[C@](O)(C(=O)SCF)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C

References

General References
  1. Allen A, Bareille PJ, Rousell VM: Fluticasone furoate, a novel inhaled corticosteroid, demonstrates prolonged lung absorption kinetics in man compared with inhaled fluticasone propionate. Clin Pharmacokinet. 2013 Jan;52(1):37-42. doi: 10.1007/s40262-012-0021-x. [Article]
  2. Allen A, Schenkenberger I, Trivedi R, Cole J, Hicks W, Gul N, Jacques L: Inhaled fluticasone furoate/vilanterol does not affect hypothalamic-pituitary-adrenal axis function in adolescent and adult asthma: randomised, double-blind, placebo-controlled study. Clin Respir J. 2013 Oct;7(4):397-406. doi: 10.1111/crj.12026. Epub 2013 Jun 5. [Article]
  3. Phillipps GH: Structure-activity relationships of topically active steroids: the selection of fluticasone propionate. Respir Med. 1990 Nov;84 Suppl A:19-23. [Article]
  4. Harding SM: The human pharmacology of fluticasone propionate. Respir Med. 1990 Nov;84 Suppl A:25-9. [Article]
  5. Crim C, Pierre LN, Daley-Yates PT: A review of the pharmacology and pharmacokinetics of inhaled fluticasone propionate and mometasone furoate. Clin Ther. 2001 Sep;23(9):1339-54. [Article]
  6. Choi JS, Han JY, Kim MY, Velazquez-Armenta EY, Nava-Ocampo AA: Pregnancy outcomes in women using inhaled fluticasone during pregnancy: a case series. Allergol Immunopathol (Madr). 2007 Nov-Dec;35(6):239-42. [Article]
  7. Spadijer Mirkovic C, Peric A, Vukomanovic Durdevic B, Vojvodic D: Effects of Fluticasone Furoate Nasal Spray on Parameters of Eosinophilic Inflammation in Patients With Nasal Polyposis and Perennial Allergic Rhinitis. Ann Otol Rhinol Laryngol. 2017 Aug;126(8):573-580. doi: 10.1177/0003489417713505. Epub 2017 Jun 6. [Article]
  8. FDA Approved Drug Products December 1990 [Link]
  9. FDA Fluticasone Furoate Approval 2007 [Link]
  10. Fluticasone Propionate (Cutivate) Ointment FDA Label [File]
  11. Fluticasone Propionate (Flonase) Nasal Spray FDA Label [File]
  12. Fluticasone Furoate (Veramyst) Nasal Spray FDA Label [File]
  13. Fluticasone Furoate (Arnuity Ellipta) FDA Label [File]
KEGG Drug
D07981
KEGG Compound
C07815
ChemSpider
4470631
RxNav
41126
ChEBI
5134
ChEMBL
CHEMBL1201396
ZINC
ZINC000004097438
Wikipedia
Fluticasone
FDA label
Download (651 KB)

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount
4CompletedNot AvailableAsthma1
4CompletedBasic ScienceAsthma / Healthy Subjects (HS)1
4CompletedDiagnosticAsthma, Allergic1
4CompletedTreatmentAllergic Conjunctivitis (AC)1
4CompletedTreatmentAllergic Rhinitis (AR)1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Aerosol; suspensionRespiratory (inhalation)
OintmentCutaneous
OintmentCutaneous0005 %
CreamCutaneous0.05 %
CreamCutaneous0.5 MG/G
Ointment0.05 MG/G
Ointment0005 %
SprayNasal50 MICROGRAMMI
PowderRespiratory (inhalation)250 μg
PowderRespiratory (inhalation)500 μg
PowderRespiratory (inhalation)
CreamCutaneous
AerosolRespiratory (inhalation)125 μg
AerosolRespiratory (inhalation)25 μg
AerosolRespiratory (inhalation)250 μg
AerosolRespiratory (inhalation)50 μg
Aerosol, meteredRespiratory (inhalation)125 MCG
Aerosol, meteredRespiratory (inhalation)25 MCG
Aerosol, meteredRespiratory (inhalation)250 MCG
Aerosol, meteredRespiratory (inhalation)50 MCG
Powder, meteredRespiratory (inhalation)100 MCG
Powder, meteredRespiratory (inhalation)250 MCG
Powder, meteredRespiratory (inhalation)50 MCG
Powder, meteredRespiratory (inhalation)500 MCG
Spray, suspensionRespiratory (inhalation)2 MG/2ML
Spray, suspensionRespiratory (inhalation)500 MCG/2ML
Aerosol, meteredRespiratory (inhalation)125 MICROGRAMMI
Aerosol, meteredRespiratory (inhalation)250 MICROGRAMMI
AerosolRespiratory (inhalation)
Powder, meteredRespiratory (inhalation)
Solution / dropsNasal400 MICROGRAMMI
Aerosol, meteredRespiratory (inhalation)
SprayNasal
AerosolBuccal
Aerosol, meteredRespiratory (inhalation)125 mcg/1dose
Spray, meteredRespiratory (inhalation)0.5 mg/2ml
Spray, meteredRespiratory (inhalation)2 mg/2ml
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0344 mg/mLALOGPS
logP2.69ALOGPS
logP2.58Chemaxon
logS-4.1ALOGPS
pKa (Strongest Acidic)12.19Chemaxon
pKa (Strongest Basic)-3.4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area74.6 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity107.87 m3·mol-1Chemaxon
Polarizability43.32 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/MSsplash10-056r-0002900000-84f17087da032f80246e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-002f-9007500000-e026e8e49992034d760f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-003b-0117900000-b08cb799159e73bc9b87
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9001000000-0622dbc428f8aba15a44
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-056r-0109000000-204971b3216c31a8de61
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-05mo-1492100000-d10e15e909ffdd746e62
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
Not Available

Targets

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Details1. Glucocorticoid receptor
Kind
Protein
Organism
Humans
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. Fluticasone Propionate (Cutivate) Ointment FDA Label [File]
  2. Fluticasone Propionate (Flonase) Nasal Spray FDA Label [File]
  3. Fluticasone Furoate (Veramyst) Nasal Spray FDA Label [File]
  4. Fluticasone Furoate (Arnuity Ellipta) FDA Label [File]
Details2. Progesterone receptor
Kind
Protein
Organism
Humans
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. Issar M, Sahasranaman S, Buchwald P, Hochhaus G: Differences in the glucocorticoid to progesterone receptor selectivity of inhaled glucocorticoids. Eur Respir J. 2006 Mar;27(3):511-6. [Article]
  2. Austin RJ, Maschera B, Walker A, Fairbairn L, Meldrum E, Farrow SN, Uings IJ: Mometasone furoate is a less specific glucocorticoid than fluticasone propionate. Eur Respir J. 2002 Dec;20(6):1386-92. [Article]
Details3. Cytosolic phospholipase A2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Phospholipase a2 activity
Specific Function
Selectively hydrolyzes arachidonyl phospholipids in the sn-2 position releasing arachidonic acid. Together with its lysophospholipid activity, it is implicated in the initiation of the inflammatory...
Gene Name
PLA2G4A
Uniprot ID
P47712
Uniprot Name
Cytosolic phospholipase A2
Molecular Weight
85238.2 Da
References
  1. Sano A, Munoz NM, Sano H, Choi J, Zhu X, Jacobs B, Leff AR: Inhibition of cPLA2 translocation and leukotriene C4 secretion by fluticasone propionate in exogenously activated human eosinophils. Am J Respir Crit Care Med. 1999 Jun;159(6):1903-9. [Article]
  2. Myo S, Zhu X, Myou S, Meliton AY, Liu J, Boetticher E, Lambertino AT, Xu C, Munoz NM, Leff AR: Additive blockade of beta 2-integrin adhesion of eosinophils by salmeterol and fluticasone propionate. Eur Respir J. 2004 Apr;23(4):511-7. [Article]
Details4. Mineralocorticoid receptor
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Antagonist
General Function
Zinc ion binding
Specific Function
Receptor for both mineralocorticoids (MC) such as aldosterone and glucocorticoids (GC) such as corticosterone or cortisol. Binds to mineralocorticoid response elements (MRE) and transactivates targ...
Gene Name
NR3C2
Uniprot ID
P08235
Uniprot Name
Mineralocorticoid receptor
Molecular Weight
107066.575 Da
References
  1. Austin RJ, Maschera B, Walker A, Fairbairn L, Meldrum E, Farrow SN, Uings IJ: Mometasone furoate is a less specific glucocorticoid than fluticasone propionate. Eur Respir J. 2002 Dec;20(6):1386-92. [Article]
  2. Issar M, Sahasranaman S, Buchwald P, Hochhaus G: Differences in the glucocorticoid to progesterone receptor selectivity of inhaled glucocorticoids. Eur Respir J. 2006 Mar;27(3):511-6. [Article]

Enzymes

Details1. Cytochrome P450 3A4
Kind
Protein
Organism
Humans
Pharmacological action
No
Actions
Substrate
Inhibitor
Inducer
Curator comments
Induction likely occurs through transcriptional modulation by the glucocorticoid receptor.
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. Dvorak Z, Pavek P: Regulation of drug-metabolizing cytochrome P450 enzymes by glucocorticoids. Drug Metab Rev. 2010 Nov;42(4):621-35. doi: 10.3109/03602532.2010.484462. [Article]
  2. NCI/NIH [Link]
  3. FDA reports [Link]
Details2. Cytochrome P450 3A5
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Substrate
Inhibitor
Inducer
Curator comments
Induction likely occurs through transcriptional modulation by the glucocorticoid receptor.
General Function
Oxygen binding
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
CYP3A5
Uniprot ID
P20815
Uniprot Name
Cytochrome P450 3A5
Molecular Weight
57108.065 Da
References
  1. Pearce RE, Leeder JS, Kearns GL: Biotransformation of fluticasone: in vitro characterization. Drug Metab Dispos. 2006 Jun;34(6):1035-40. Epub 2006 Mar 24. [Article]
  2. Murai T, Reilly CA, Ward RM, Yost GS: The inhaled glucocorticoid fluticasone propionate efficiently inactivates cytochrome P450 3A5, a predominant lung P450 enzyme. Chem Res Toxicol. 2010 Aug 16;23(8):1356-64. doi: 10.1021/tx100124k. [Article]
  3. Dvorak Z, Pavek P: Regulation of drug-metabolizing cytochrome P450 enzymes by glucocorticoids. Drug Metab Rev. 2010 Nov;42(4):621-35. doi: 10.3109/03602532.2010.484462. [Article]
Details3. Cytochrome P450 3A7
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Substrate
General Function
Oxygen binding
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
CYP3A7
Uniprot ID
P24462
Uniprot Name
Cytochrome P450 3A7
Molecular Weight
57525.03 Da
References
  1. Pearce RE, Leeder JS, Kearns GL: Biotransformation of fluticasone: in vitro characterization. Drug Metab Dispos. 2006 Jun;34(6):1035-40. Epub 2006 Mar 24. [Article]
Details4. Cytochrome P450 2C8
Kind
Protein
Organism
Humans
Pharmacological action
No
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. Backman JT, Filppula AM, Niemi M, Neuvonen PJ: Role of Cytochrome P450 2C8 in Drug Metabolism and Interactions. Pharmacol Rev. 2016 Jan;68(1):168-241. doi: 10.1124/pr.115.011411. [Article]
  2. FDA reports [Link]

Carriers

Details1. Corticosteroid-binding globulin
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Steroid binding
Specific Function
Major transport protein for glucocorticoids and progestins in the blood of almost all vertebrate species.
Gene Name
SERPINA6
Uniprot ID
P08185
Uniprot Name
Corticosteroid-binding globulin
Molecular Weight
45140.49 Da
References
  1. Gardill BR, Vogl MR, Lin HY, Hammond GL, Muller YA: Corticosteroid-binding globulin: structure-function implications from species differences. PLoS One. 2012;7(12):e52759. doi: 10.1371/journal.pone.0052759. Epub 2012 Dec 26. [Article]
Details2. P-glycoprotein 1
Kind
Protein
Organism
Humans
Pharmacological action
No
Actions
Substrate
General Function
Xenobiotic-transporting atpase activity
Specific Function
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells.
Gene Name
ABCB1
Uniprot ID
P08183
Uniprot Name
Multidrug resistance protein 1
Molecular Weight
141477.255 Da
References
  1. FDA reports [Link]
Details3. Solute carrier organic anion transporter family member 1B1
Kind
Protein
Organism
Humans
Pharmacological action
No
Actions
Inhibitor
General Function
Sodium-independent organic anion transmembrane transporter activity
Specific Function
Mediates the Na(+)-independent uptake of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostagland...
Gene Name
SLCO1B1
Uniprot ID
Q9Y6L6
Uniprot Name
Solute carrier organic anion transporter family member 1B1
Molecular Weight
76447.99 Da
References
  1. FDA reports [Link]

Transporters

Details1. P-glycoprotein 1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Substrate
General Function
Xenobiotic-transporting atpase activity
Specific Function
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells.
Gene Name
ABCB1
Uniprot ID
P08183
Uniprot Name
Multidrug resistance protein 1
Molecular Weight
141477.255 Da
References
  1. Hughes SC, Shardlow PC, Hollis FJ, Scott RJ, Motivaras DS, Allen A, Rousell VM: Metabolism and disposition of fluticasone furoate, an enhanced-affinity glucocorticoid, in humans. Drug Metab Dispos. 2008 Nov;36(11):2337-44. doi: 10.1124/dmd.108.022137. Epub 2008 Aug 11. [Article]
Details2. Solute carrier organic anion transporter family member 1B1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Sodium-independent organic anion transmembrane transporter activity
Specific Function
Mediates the Na(+)-independent uptake of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostagland...
Gene Name
SLCO1B1
Uniprot ID
Q9Y6L6
Uniprot Name
Solute carrier organic anion transporter family member 1B1
Molecular Weight
76447.99 Da
References
  1. FDA reports [Link]

Drug created at July 05, 2017 00:00 / Updated at July 03, 2021 01:49