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Identification
NameEstradiol
Accession NumberDB00783  (APRD00311)
Typesmall molecule
Groupsapproved, investigational
Description

Generally refers to the 17-beta-isomer of estradiol, an aromatized C18 steroid with hydroxyl group at 3-beta- and 17-beta-position. Estradiol-17-beta is the most potent form of mammalian estrogenic steroids. In humans, it is produced primarily by the cyclic ovaries and the placenta. It is also produced by the adipose tissue of men and postmenopausal women. The 17-alpha-isomer of estradiol binds weakly to estrogen receptors (receptors, estrogen) and exhibits little estrogenic activity in estrogen-responsive tissues. Various isomers can be synthesized. [PubChem]

Structure
Thumb
Synonyms
SynonymLanguageCode
BenzhormovarineNot AvailableIS
Dihydrofollicular hormoneNot AvailableIS
DihydrofolliculinNot AvailableIS
DihydrotheelinNot AvailableIS
DihydroxyestrinNot AvailableIS
EstradiolGermanINN
EstradiolFrenchINN
EstradiolSpanishINN
EstradiolumLatinINN
FemestralNot AvailableIS
Lio-OidNot AvailableIS
Salts
Name/CAS Structure Properties
Estradiol acetate
Thumb
  • InChI Key: FHXBMXJMKMWVRG-SLHNCBLASA-N
  • Monoisotopic Mass: 314.188194698
  • Average Mass: 314.4186
DBSALT000065
Estradiol benzoate
Thumb
  • InChI Key: UYIFTLBWAOGQBI-BZDYCCQFSA-N
  • Monoisotopic Mass: 376.203844762
  • Average Mass: 376.488
DBSALT000066
Estradiol cypionate
Thumb
  • InChI Key: UOACKFBJUYNSLK-XRKIENNPSA-N
  • Monoisotopic Mass: 396.266445018
  • Average Mass: 396.5622
DBSALT000067
Estradiol valerate
Thumb
  • InChI Key: RSEPBGGWRJCQGY-RBRWEJTLSA-N
  • Monoisotopic Mass: 356.23514489
  • Average Mass: 356.4984
DBSALT000068
Brand names
NameCompany
AloraWatson
ClimaraBayer
DivigelOrion
ElestrinJazz Pharmaceuticals
EstraceBristol-Myers Squibb
Estraderm MXNovartis
Estraderm TTSNovartis
EstrasorbMedicis
EstringPfizer
EstrofemNovo Nordisk
EstrogelSchering-Plough
EvaMistKV Pharmaceutical
FemringWarner Chilcott
FemtraceWarner Chilcott
InnofemNovo Nordisk
MenostarBayer
VivelleNovartis
Vivelle-DotNovartis
Brand mixtures
Brand NameIngredients
ActivellaEstradiol + norethindrone acetate
AngeliQEstradiol + drospirenone
Climacteron InjectionEstradiol Benzoate + Estradiol Dienanthate + Testosterone Enanthate Benzilic Acid Hydrazone
ClimagestEstradiol and Norethisterone
ClimenEstradiol and Cyproterone
Cyclo-Progynovaestradiol valerate + norgestrel
Gynodian Depot Estradiol and Prasterone
Linoladiol H NEstradiol and Prednisolone
TrivinaEstradiol and Medroxyprogesterone
Wellnara Estradiol and Levonorgestrel
Categories
CAS number50-28-2
WeightAverage: 272.382
Monoisotopic: 272.177630012
Chemical FormulaC18H24O2
InChI KeyInChIKey=VOXZDWNPVJITMN-ZBRFXRBCSA-N
InChI
InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1
IUPAC Name
(1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol
SMILES
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3
Mass Specshow(9.34 KB)
Taxonomy
KingdomOrganic Compounds
SuperclassLipids
ClassSteroids and Steroid Derivatives
SubclassHydroxysteroids
Direct parentHydroxysteroids
Alternative parentsPhenanthrenes and Derivatives; Tetralins; Phenols and Derivatives; Cyclic Alcohols and Derivatives; Secondary Alcohols; Enols; Polyamines
Substituentsphenanthrene; tetralin; phenol derivative; benzene; cyclic alcohol; secondary alcohol; polyamine; enol; alcohol
Classification descriptionThis compound belongs to the hydroxysteroids. These are compounds containing an steroid backbone, with at least one hydrogen substituted by an hydroxyl group.
Pharmacology
IndicationFor the treatment of urogenital symptoms associated with post-menopausal atrophy of the vagina (such as dryness, burning, pruritus and dyspareunia) and/or the lower urinary tract (urinary urgency and dysuria).
PharmacodynamicsEstradiol, the principal intracellular human estrogen, is substantially more active than its metabolites, estrone and estriol, at the cellular level.
Mechanism of actionEstradiol enters target cells freely (e.g., female organs, breasts, hypothalamus, pituitary) and interacts with a target cell receptor. When the estrogen receptor has bound its ligand it can enter the nucleus of the target cell, and regulate gene transcription which leads to formation of messenger RNA. The mRNA interacts with ribosomes to produce specific proteins that express the effect of estradiol upon the target cell. Estrogens increase the hepatic synthesis of sex hormone binding globulin (SHBG), thyroid-binding globulin (TBG), and other serum proteins and suppress follicle-stimulating hormone (FSH) from the anterior pituitary.
Absorption43%
Volume of distributionNot Available
Protein binding>95%
Metabolism

Exogenous estrogens are metabolized using the same mechanism as endogenous estrogens. Estrogens are partially metabolized by cytochrome P450.

SubstrateEnzymesProduct
Estradiol
2-hydroxyestradiolDetails
Estradiol
4-hydroxystradiolDetails
Estradiol
    Estradiol-17beta 3-sulfateDetails
    Estradiol
      2-Methoxyestrone 3-glucuronideDetails
      Estradiol
        17-beta-Estradiol-3-glucuronideDetails
        Estradiol
          2-Methoxy-estradiol-17b 3-glucuronideDetails
          Estradiol
            17-beta-Estradiol glucuronideDetails
            Estradiol
              3,17-Androstanediol glucuronideDetails
              Estradiol
                17-alpha-Estradiol-3-glucuronideDetails
                Estradiol
                  Estradiol-17alpha 3-D-glucuronosideDetails
                  Estradiol
                    17-beta-estradiol 3-sulfate-17-(beta-D-glucuronide)Details
                    Estradiol
                      17-Beta-Estradiol-3,17-beta-sulfateDetails
                      Route of eliminationEstradiol, estrone and estriol are excreted in the urine along with glucuronide and sulfate conjugates.
                      Half life36 hours
                      ClearanceNot Available
                      ToxicityCan cause nausea and vomiting, and withdrawal bleeding may occur in females.
                      Affected organisms
                      • Humans and other mammals
                      Pathways
                      PathwayCategorySMPDB ID
                      17-Beta Hydroxysteroid Dehydrogenase III DeficiencyDiseaseSMP00356
                      Androgen and Estrogen MetabolismMetabolicSMP00068
                      Aromatase deficiencyDiseaseSMP00565
                      SNP Mediated EffectsNot Available
                      SNP Mediated Adverse Drug ReactionsNot Available
                      ADMET
                      Predicted ADMET features
                      Property Value Probability
                      Human Intestinal Absorption + 1.0
                      Blood Brain Barrier + 0.8917
                      Caco-2 permeable + 0.8867
                      P-glycoprotein substrate Substrate 0.7058
                      P-glycoprotein inhibitor I Non-inhibitor 0.9147
                      P-glycoprotein inhibitor II Non-inhibitor 0.9403
                      Renal organic cation transporter Non-inhibitor 0.8008
                      CYP450 2C9 substrate Non-substrate 0.727
                      CYP450 2D6 substrate Non-substrate 0.801
                      CYP450 3A4 substrate Substrate 0.7132
                      CYP450 1A2 substrate Inhibitor 0.9106
                      CYP450 2C9 substrate Non-inhibitor 0.939
                      CYP450 2D6 substrate Non-inhibitor 0.9574
                      CYP450 2C19 substrate Non-inhibitor 0.9025
                      CYP450 3A4 substrate Non-inhibitor 0.8309
                      CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7887
                      Ames test Non AMES toxic 0.9198
                      Carcinogenicity Non-carcinogens 0.8829
                      Biodegradation Not ready biodegradable 0.9746
                      Rat acute toxicity 2.2272 LD50, mol/kg Not applicable
                      hERG inhibition (predictor I) Weak inhibitor 0.8647
                      hERG inhibition (predictor II) Inhibitor 0.6624
                      Pharmacoeconomics
                      Manufacturers
                      • Warner chilcott inc
                      • Watson laboratories inc
                      • Bayer healthcare pharmaceuticals inc
                      • Women first healthcare inc
                      • Novartis pharmaceuticals corp
                      • Mylan technologies inc
                      • Ortho mcneil pharmaceutical inc
                      • Parke davis pharmaceutical research div warner lambert co
                      • Azur pharma international ii ltd
                      • Ascend therapeutics inc
                      • Upsher smith laboratories inc
                      • Pharmacia and upjohn co
                      • Kv pharmaceutical co
                      • Bristol myers squibb co
                      • Bristol myers squibb co pharmaceutical research institute
                      • Aai pharma inc
                      • Barr laboratories inc
                      • Heritage pharmaceuticals inc
                      • Mylan pharmaceuticals inc
                      • Usl pharma inc
                      • Duramed pharmaceuticals inc sub barr laboratories inc
                      • Novo nordisk inc
                      • Galen ltd
                      • Graceway pharmaceuticals llc
                      • Jhp pharmaceuticals llc
                      • Pharmaforce inc
                      • Sandoz canada inc
                      • Private formulations inc
                      • Monarch pharmaceuticals inc
                      • Wyeth ayerst laboratories
                      Packagers
                      Dosage forms
                      FormRouteStrength
                      DiscTransdermal
                      GelTransdermal
                      LiquidIntramuscular
                      PatchTransdermal
                      RingIntravaginal
                      TabletIntravaginal
                      TabletOral
                      Prices
                      Unit descriptionCostUnit
                      Femring 0.1 mg/24hr Ring218.6USDring
                      Estring 2 mg Ring Box210.39USDbox
                      Femring 0.10 mg vaginal ring210.19USDring
                      Femring 0.05 mg/24hr Ring205.15USDring
                      Estring 2 mg vaginal ring202.3USDring
                      Femring 0.05 mg vaginal ring197.26USDring
                      Elestrin 0.52 mg/0.87 gm(0.06%) Gel 144 gm Bottle162.06USDbottle
                      Ethinyl estradiol powder140.0USDg
                      Vagifem 18 25 mcg tablet Box139.78USDbox
                      Estrace 0.1 mg/gm Cream 42.5 gm Tube133.27USDtube
                      Estradiol cypionate powder88.74USDg
                      Delestrogen 10 mg/ml Oil 5ml Vial88.04USDvial
                      Evamist 1.53 mg/spray Solution 8.1ml Bottle87.18USDbottle
                      Divigel 1 mg/gm Gel Box Of 30 gm85.53USDbox
                      Estrogel 0.75 mg/1.25 gm(0.06%) Gel 50 gm Bottle84.24USDbottle
                      Divigel 30 0.25 mg/0.25 gm Gel 30 Patches/box81.24USDbox
                      Climara 4 0.025 mg/24hr Patches Box75.58USDbox
                      Climara 4 0.05 mg/24hr Patches Box75.58USDbox
                      Climara 4 0.1 mg/24hr Patches Box75.58USDbox
                      Menostar 4 14 mcg/24hr Patches Box73.18USDbox
                      Divigel 0.5 mg/0.5 gm Gel Box72.99USDbox
                      Estraderm 8 0.1 mg/24hr Patches Box72.47USDbox
                      Vivelle-Dot 8 0.1 mg/24hr Patches Box72.46USDbox
                      Vivelle-Dot 8 0.025 mg/24hr Patches Box70.69USDbox
                      Climara 4 0.075 mg/24hr Patches Box69.04USDbox
                      Climara Pro 4 0.045-0.015 mg/day Patches Box69.04USDbox
                      Vivelle-Dot 8 0.0375 mg/24hr Patches Box68.84USDbox
                      Vivelle-Dot 8 0.075 mg/24hr Patches Box66.89USDbox
                      CombiPatch 8 0.05-0.25 mg/day Patches Box66.45USDbox
                      Estraderm 8 0.05 mg/24hr Patches Box66.35USDbox
                      Vivelle-Dot 8 0.05 mg/24hr Patches Box65.99USDbox
                      Estring 2 mg Slow-Release Ring65.39USDring
                      Alora 8 0.1 mg/24hr Patches Box62.99USDbox
                      Alora 8 0.05 mg/24hr Patches Box60.99USDbox
                      Alora 8 0.075 mg/24hr Patches Box58.27USDbox
                      Vagifem 8 25 mcg tablet Box58.23USDbox
                      Vagifem 8 10 mcg tablet Box54.99USDbox
                      Vivelle 8 0.05 mg/24hr Patches Box49.99USDbox
                      Estradiol benzoate powder42.0USDg
                      Estradiol 4 0.025 mg/24hr Patches Box40.92USDbox
                      Estradiol 4 0.05 mg/24hr Patches Box40.92USDbox
                      Estradiol 4 0.075 mg/24hr Patches Box40.92USDbox
                      Estradiol 4 0.1 mg/24hr Patches Box40.92USDbox
                      Estradiol 4 0.06 mg/24hr Patches Box39.99USDbox
                      Delestrogen 40 mg/ml Oil39.52USDml
                      Estradiol 4 0.0375 mg/24hr Patches Box39.35USDbox
                      Delestrogen 40 mg/ml vial38.0USDml
                      Estradiol valerate 40 mg/ml vial35.62USDml
                      Estradiol valerate powder32.13USDg
                      Delestrogen 20 mg/ml Oil23.82USDml
                      Delestrogen 20 mg/ml vial22.91USDml
                      Estradiol valerate 20 mg/ml vial21.25USDml
                      Estradiol 0.1 mg/day patch20.55USDpatch
                      Estradiol powder17.86USDg
                      Climara 0.0375 mg/24hr Patches17.26USDpatch
                      Climara 0.06 mg/24hr Patches17.26USDpatch
                      Estradiol 0.05 mg/day patch16.91USDpatch
                      Delestrogen 10 mg/ml vial16.25USDml
                      Climara 0.025 mg/day patch15.77USDpatch
                      Climara 0.0375 mg/day patch15.77USDpatch
                      Climara 0.05 mg/day patch15.77USDpatch
                      Climara 0.06/mg day patch15.77USDpatch
                      Climara 0.075 mg/day patch15.77USDpatch
                      Climara 0.1 mg/day patch15.77USDpatch
                      Climara pro patch15.77USDpatch
                      Estradiol valerate 10 mg/ml vial15.24USDml
                      Evamist 1.53 mg/spray10.43USDml
                      Estradiol tds 0.025 mg/day9.84USDeach
                      Estradiol tds 0.0375 mg/day9.84USDeach
                      Estradiol tds 0.06 mg/day9.84USDeach
                      Estradiol tds 0.075 mg/day9.84USDeach
                      Depo-Estradiol 5 mg/ml Oil9.66USDml
                      Estraderm 0.1 mg patch8.66USDpatch
                      CombiPatch 0.05-0.14 mg/day Patches8.65USDpatch
                      Vivelle-dot 0.075 mg patch8.49USDpatch
                      Estraderm 0.05 mg patch8.07USDpatch
                      Combipatch 0.05-0.14 mg ptch7.92USDpatch
                      Combipatch 0.05-0.25 mg ptch7.91USDpatch
                      Depo-estradiol 5 mg/ml vial7.89USDml
                      Vivelle-dot 0.1 mg patch7.89USDpatch
                      Vivelle-dot 0.05 mg patch7.61USDpatch
                      Vivelle-dot 0.0375 mg patch7.54USDpatch
                      Vivelle-dot 0.025 mg patch7.53USDpatch
                      Alora 0.1 mg patch7.16USDpatch
                      Alora 0.075 mg patch7.0USDpatch
                      Alora 0.05 mg patch6.86USDpatch
                      Vagifem 10 mcg vaginal tab6.78USDeach
                      Vagifem 25 mcg vaginal tab6.78USDeach
                      Climara 100 (7.8 Mg/Pth) 100 mcg/day Patch6.67USDpatch
                      Climara 75 (5.7 Mg/Pth) 75 mcg/day Patch6.31USDpatch
                      Alora 0.025 mg patch6.26USDpatch
                      Vivelle 0.1 mg patch5.94USDpatch
                      Climara 50 (3.9 Mg/Pth) 50 mcg/day Patch5.91USDpatch
                      Vivelle 0.05 mg patch5.74USDpatch
                      Climara 25 (2 Mg/Pth) 25 mcg/day Patch5.54USDpatch
                      Estraderm-100 (8.0 Mg/Pth) 100 mcg/day Patch4.52USDpatch
                      Estraderm-25 (2 Mg/Pth) 25 mcg/day Patch3.74USDpatch
                      Estradot 100 (1.56 Mg/Pth) 100 mcg/day Patch3.49USDpatch
                      Estradot 75 (1.17 Mg/Pth) 75 mcg/day Patch3.3USDpatch
                      Vagifem 25 mcg Tablet3.21USDtablet
                      Estradot 50 (0.78 Mg/Pth) 50 mcg/day Patch3.07USDpatch
                      Oesclim 50 (10 Mg/Pth) 50 mcg/day Patch3.06USDpatch
                      Estrace 0.01% cream3.05USDg
                      Estrace 2 mg tablet2.98USDtablet
                      Estradot 37.5 (0.585 Mg/Pth) 37.5 mcg/day Patch2.88USDpatch
                      Estradot 25 (0.39 Mg/Pth) 25 mcg/day Patch2.86USDpatch
                      Estrasorb 4.35 mg/1.74 gm Emulsion 1.74 gm Packet2.83USDpacket
                      Oesclim 25 (5 Mg/Pth) 25 mcg/day Patch2.83USDpatch
                      Divigel 0.25 mg gel packet2.74USDeach
                      Divigel 0.5 mg gel packet2.74USDeach
                      Divigel 1 mg gel packet2.74USDg
                      Sandoz Estradiol Derm 100 (8 Mg/Pth) 100 mcg/day Patch2.64USDpatch
                      Menest 2.5 mg tablet2.6USDtablet
                      Femtrace 1.8 mg tablet2.59USDtablet
                      Sandoz Estradiol Derm 75 (6 Mg/Pth) 75 mcg/day Patch2.5USDpatch
                      Sandoz Estradiol Derm 50 (4 Mg/Pth) 50 mcg/day Patch2.34USDpatch
                      Estrace 0.5 mg tablet2.29USDtablet
                      Femtrace 0.45 mg tablet2.02USDtablet
                      Femtrace 0.9 mg tablet2.02USDtablet
                      Estrace 1 mg tablet1.93USDtablet
                      Estrogel 0.06% gel1.63USDg
                      Menest 1.25 mg tablet1.56USDtablet
                      Menest 0.625 mg tablet1.41USDtablet
                      Estrasorb packet1.21USDg
                      Elestrin 0.06% gel0.94USDg
                      Menest 0.3 mg tablet0.89USDtablet
                      Gynodiol 1.5 mg tablet0.5USDtablet
                      Estradiol 2 mg tablet0.49USDtablet
                      Estrace 2 mg Tablet0.44USDtablet
                      Estradiol 1 mg tablet0.42USDtablet
                      Estradiol 0.5 mg tablet0.36USDtablet
                      Estrogel 0.06 % Gel0.31USDg
                      Estrace 1 mg Tablet0.25USDtablet
                      Estrace 0.5 mg Tablet0.13USDtablet
                      DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
                      Patents
                      CountryPatent NumberApprovedExpires (estimated)
                      United States75727792004-03-022024-03-02
                      United States52232611993-06-292010-06-29
                      Canada23068812008-09-022018-11-19
                      Canada13386601996-10-222013-10-22
                      Properties
                      Statesolid
                      Experimental Properties
                      PropertyValueSource
                      melting point178.5 °CPhysProp
                      water solubility3.6 mg/L (at 27 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
                      logP4.01HANSCH,C ET AL. (1995)
                      Caco2 permeability-4.77ADME Research, USCD
                      Predicted Properties
                      PropertyValueSource
                      water solubility2.13e-02 g/lALOGPS
                      logP3.57ALOGPS
                      logP3.75ChemAxon
                      logS-4.1ALOGPS
                      pKa (strongest acidic)10.33ChemAxon
                      pKa (strongest basic)-0.88ChemAxon
                      physiological charge0ChemAxon
                      hydrogen acceptor count2ChemAxon
                      hydrogen donor count2ChemAxon
                      polar surface area40.46ChemAxon
                      rotatable bond count0ChemAxon
                      refractivity79.9ChemAxon
                      polarizability32.13ChemAxon
                      number of rings4ChemAxon
                      bioavailability1ChemAxon
                      rule of fiveYesChemAxon
                      Ghose filterYesChemAxon
                      Veber's ruleNoChemAxon
                      MDDR-like ruleNoChemAxon
                      Spectra
                      Spectra
                      References
                      Synthesis Reference

                      Akira Nakagawa, Munehiko Hirano, Miyuki Shinmura, “Estradiol percutaneous administration preparations.” U.S. Patent US5248676, issued November, 1980.

                      US5248676
                      General Reference
                      1. Pentikainen V, Erkkila K, Suomalainen L, Parvinen M, Dunkel L: Estradiol acts as a germ cell survival factor in the human testis in vitro. J Clin Endocrinol Metab. 2000 May;85(5):2057-67. Pubmed
                      2. Sharpe RM, Skakkebaek NE: Are oestrogens involved in falling sperm counts and disorders of the male reproductive tract? Lancet. 1993 May 29;341(8857):1392-5. Pubmed
                      3. Raman JD, Schlegel PN: Aromatase inhibitors for male infertility. J Urol. 2002 Feb;167(2 Pt 1):624-9. Pubmed
                      4. Carani C, Qin K, Simoni M, Faustini-Fustini M, Serpente S, Boyd J, Korach KS, Simpson ER: Effect of testosterone and estradiol in a man with aromatase deficiency. N Engl J Med. 1997 Jul 10;337(2):91-5. Pubmed
                      5. Behl C, Widmann M, Trapp T, Holsboer F: 17-beta estradiol protects neurons from oxidative stress-induced cell death in vitro. Biochem Biophys Res Commun. 1995 Nov 13;216(2):473-82. Pubmed
                      6. Schmidt JW, Wollner D, Curcio J, Riedlinger J, Kim LS: Hormone replacement therapy in menopausal women: Past problems and future possibilities. Gynecol Endocrinol. 2006 Oct;22(10):564-77. Pubmed
                      7. Foresta C, Zuccarello D, Biagioli A, De Toni L, Prana E, Nicoletti V, Ambrosini G, Ferlin A: Oestrogen stimulates endothelial progenitor cells via oestrogen receptor-alpha. Clin Endocrinol (Oxf). 2007 Oct;67(4):520-5. Epub 2007 Jun 15. Pubmed
                      8. Garcia-Segura LM, Sanz A, Mendez P: Cross-talk between IGF-I and estradiol in the brain: focus on neuroprotection. Neuroendocrinology. 2006;84(4):275-9. Epub 2006 Nov 23. Pubmed
                      External Links
                      ResourceLink
                      KEGG DrugD00105
                      KEGG CompoundC00951
                      PubChem Compound5757
                      PubChem Substance46508115
                      ChemSpider5554
                      BindingDB17292
                      ChEBI16469
                      ChEMBLCHEMBL135
                      Therapeutic Targets DatabaseDAP000854
                      PharmGKBPA449503
                      IUPHAR1013
                      Guide to Pharmacology1013
                      HETECO
                      Drug Product Database2246969
                      RxListhttp://www.rxlist.com/cgi/generic3/estrogel.htm
                      Drugs.comhttp://www.drugs.com/estradiol.html
                      WikipediaEstradiol
                      ATC CodesG03CA01G03CA03L02AA02L02AA03
                      AHFS Codes
                      • 68:16.04
                      PDB EntriesNot Available
                      FDA labelshow(89.1 KB)
                      MSDSshow(73.8 KB)
                      Interactions
                      Drug Interactions
                      Drug
                      AmobarbitalThe enzyme inducer, amobarbital, decreases the effect of the hormone agent, estradiol.
                      AprobarbitalThe enzyme inducer, aprobarbital, decreases the effect of the hormone agent, estradiol.
                      ButabarbitalThe enzyme inducer, butabarbital, decreases the effect of the hormone agent, estradiol.
                      ButalbitalThe enzyme inducer, butalbital, decreases the effect of the hormone agent, estradiol.
                      ButethalThe enzyme inducer, butethal, decreases the effect of the hormone agent, estradiol.
                      EthotoinThe enzyme inducer, ethotoin, decreases the effect of the hormone agent, estradiol.
                      FosphenytoinThe enzyme inducer, fosphenytoin, decreases the effect of the hormone agent, estradiol.
                      GriseofulvinThe enzyme inducer, griseofulvin, decreases the effect of the hormone agent, estradiol.
                      HeptabarbitalThe enzyme inducer, heptabarbital, decreases the effect of the hormone agent, estradiol.
                      HexobarbitalThe enzyme inducer, hexobarbital, decreases the effect of the hormone agent, estradiol.
                      MephenytoinThe enzyme inducer, mephenytoin, decreases the effect of the hormone agent, estradiol.
                      MethohexitalThe enzyme inducer, methohexital, decreases the effect of the hormone agent, estradiol.
                      MethylphenobarbitalThe enzyme inducer, methylphenobarbital, decreases the effect of the hormone agent, estradiol.
                      PentobarbitalThe enzyme inducer, pentobarbital, decreases the effect of the hormone agent, estradiol.
                      PhenobarbitalThe enzyme inducer, phenobarbital, decreases the effect of the hormone agent, estradiol.
                      PhenytoinThe enzyme inducer, phenytoin, decreases the effect of the hormone agent, estradiol.
                      PrednisoloneThe estrogenic agent, estradiol, may increase the effect of the corticosteroid, prednisolone.
                      PrednisoneThe estrogenic agent, estradiol, may increase the effect of corticosteroid, prednisone.
                      PrimidoneThe enzyme inducer, primidone, decreases the effect of the hormone agent, estradiol.
                      RaloxifeneAssociation not recommended
                      SecobarbitalThe enzyme inducer, secobarbital, decreases the effect of the hormone agent, estradiol.
                      TalbutalThe enzyme inducer, talbutal, decreases the effect of the hormone agent, estradiol.
                      TipranavirEstradiol may increase the adverse dermatological effects (i.e. skin rash) of Tipranavir. Tipranavir may decrease the serum concentration Estradiol. Use an alternate form of contraception or monitor for estrogen deficiency if Estradiol is used for hormone replacement therapy.
                      Ursodeoxycholic acidEstrogens decreases the effect of ursodiol
                      Food Interactions
                      • Take with food to decrease nausea.

                      1. Estrogen receptor

                      Kind: protein

                      Organism: Human

                      Pharmacological action: yes

                      Actions: agonist

                      Components

                      Name UniProt ID Details
                      Estrogen receptor P03372 Details

                      References:

                      1. Brama M, Gnessi L, Basciani S, Cerulli N, Politi L, Spera G, Mariani S, Cherubini S, d’Abusco AS, Scandurra R, Migliaccio S: Cadmium induces mitogenic signaling in breast cancer cell by an ERalpha-dependent mechanism. Mol Cell Endocrinol. 2007 Jan 29;264(1-2):102-8. Epub 2006 Nov 27. Pubmed
                      2. Lehnes K, Winder AD, Alfonso C, Kasid N, Simoneaux M, Summe H, Morgan E, Iann MC, Duncan J, Eagan M, Tavaluc R, Evans CH Jr, Russell R, Wang A, Hu F, Stoica A: The effect of estradiol on in vivo tumorigenesis is modulated by the human epidermal growth factor receptor 2/phosphatidylinositol 3-kinase/Akt1 pathway. Endocrinology. 2007 Mar;148(3):1171-80. Epub 2006 Nov 30. Pubmed
                      3. Sasson S: Equilibrium binding analysis of estrogen agonists and antagonists: relation to the activation of the estrogen receptor. Pathol Biol (Paris). 1991 Jan;39(1):59-69. Pubmed
                      4. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. Pubmed

                      2. Estrogen receptor beta

                      Kind: protein

                      Organism: Human

                      Pharmacological action: yes

                      Actions: agonist

                      Components

                      Name UniProt ID Details
                      Estrogen receptor beta Q92731 Details

                      References:

                      1. Vijayanathan V, Greenfield NJ, Thomas TJ, Ivanova MM, Tyulmenkov VV, Klinge CM, Gallo MA, Thomas T: Effects of estradiol and 4-hydroxytamoxifen on the conformation, thermal stability, and DNA recognition of estrogen receptor beta. Biochem Cell Biol. 2007 Feb;85(1):1-10. Pubmed
                      2. Sasson S: Equilibrium binding analysis of estrogen agonists and antagonists: relation to the activation of the estrogen receptor. Pathol Biol (Paris). 1991 Jan;39(1):59-69. Pubmed

                      3. Nuclear receptor subfamily 1 group I member 2

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Components

                      Name UniProt ID Details
                      Nuclear receptor subfamily 1 group I member 2 O75469 Details

                      References:

                      1. Xue Y, Moore LB, Orans J, Peng L, Bencharit S, Kliewer SA, Redinbo MR: Crystal structure of the pregnane X receptor-estradiol complex provides insights into endobiotic recognition. Mol Endocrinol. 2007 May;21(5):1028-38. Epub 2007 Feb 27. Pubmed

                      1. Cytochrome P450 3A4

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: substrate

                      Components

                      Name UniProt ID Details
                      Cytochrome P450 3A4 P08684 Details

                      References:

                      1. Flockhart DA. Drug Interactions: Cytochrome P450 Drug Interaction Table. Indiana University School of Medicine (2007). Accessed May 28, 2010.
                      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. Epub 2009 Nov 24. Pubmed
                      3. Lee AJ, Cai MX, Thomas PE, Conney AH, Zhu BT: Characterization of the oxidative metabolites of 17beta-estradiol and estrone formed by 15 selectively expressed human cytochrome p450 isoforms. Endocrinology. 2003 Aug;144(8):3382-98. Pubmed

                      2. Cytochrome P450 1A2

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: substrate

                      Components

                      Name UniProt ID Details
                      Cytochrome P450 1A2 P05177 Details

                      References:

                      1. Flockhart DA. Drug Interactions: Cytochrome P450 Drug Interaction Table. Indiana University School of Medicine (2007). Accessed May 28, 2010.
                      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. Epub 2009 Nov 24. Pubmed
                      3. Lee AJ, Cai MX, Thomas PE, Conney AH, Zhu BT: Characterization of the oxidative metabolites of 17beta-estradiol and estrone formed by 15 selectively expressed human cytochrome p450 isoforms. Endocrinology. 2003 Aug;144(8):3382-98. Pubmed

                      3. Cytochrome P450 3A5

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: substrate

                      Components

                      Name UniProt ID Details
                      Cytochrome P450 3A5 P20815 Details

                      References:

                      1. Flockhart DA. Drug Interactions: Cytochrome P450 Drug Interaction Table. Indiana University School of Medicine (2007). Accessed May 28, 2010.

                      4. Cytochrome P450 3A7

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: substrate

                      Components

                      Name UniProt ID Details
                      Cytochrome P450 3A7 P24462 Details

                      References:

                      1. Flockhart DA. Drug Interactions: Cytochrome P450 Drug Interaction Table. Indiana University School of Medicine (2007). Accessed May 28, 2010.

                      5. UDP-glucuronosyltransferase 1-1

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: substrate

                      Components

                      Name UniProt ID Details
                      UDP-glucuronosyltransferase 1-1 P22309 Details

                      References:

                      1. Hanioka N, Tanabe N, Jinno H, Tanaka-Kagawa T, Nagaoka K, Naito S, Koeda A, Narimatsu S: Functional characterization of human and cynomolgus monkey UDP-glucuronosyltransferase 1A1 enzymes. Life Sci. 2010 Aug 14;87(7-8):261-8. Epub 2010 Jul 8. Pubmed
                      2. Guillemette C, Belanger A, Lepine J: Metabolic inactivation of estrogens in breast tissue by UDP-glucuronosyltransferase enzymes: an overview. Breast Cancer Res. 2004;6(6):246-54. Epub 2004 Sep 27. Pubmed
                      3. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed
                      4. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed
                      5. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed
                      6. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed
                      7. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed
                      8. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed
                      9. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed
                      10. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed
                      11. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed
                      12. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed
                      13. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed
                      14. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed
                      15. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed
                      16. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed

                      6. Cytochrome P450 1A1

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: substrate

                      Components

                      Name UniProt ID Details
                      Cytochrome P450 1A1 P04798 Details

                      References:

                      1. 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. Epub 2009 Nov 24. Pubmed

                      7. Cytochrome P450 1B1

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: substrate

                      Components

                      Name UniProt ID Details
                      Cytochrome P450 1B1 Q16678 Details

                      References:

                      1. 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. Epub 2009 Nov 24. Pubmed

                      8. Cytochrome P450 2C19

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: substrate

                      Components

                      Name UniProt ID Details
                      Cytochrome P450 2C19 P33261 Details

                      References:

                      1. 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. Epub 2009 Nov 24. Pubmed

                      9. Cytochrome P450 2C8

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: substrate

                      Components

                      Name UniProt ID Details
                      Cytochrome P450 2C8 P10632 Details

                      References:

                      1. 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. Epub 2009 Nov 24. Pubmed
                      2. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed
                      3. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed

                      10. Cytochrome P450 2C9

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: substrate

                      Components

                      Name UniProt ID Details
                      Cytochrome P450 2C9 P11712 Details

                      References:

                      1. 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. Epub 2009 Nov 24. Pubmed

                      1. Sex hormone-binding globulin

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Components

                      Name UniProt ID Details
                      Sex hormone-binding globulin P04278 Details

                      References:

                      1. Campusano M C, Brusco G F, Campino J C, Rodriguez P L, Arteaga U E: [Assessment of androgenic decline in the elderly] Rev Med Chil. 2006 Sep;134(9):1123-8. Epub 2006 Dec 12. Pubmed
                      2. Kuba R, Pohanka M, Zakopcan J, Novotna I, Rektor I: Sexual dysfunctions and blood hormonal profile in men with focal epilepsy. Epilepsia. 2006 Dec;47(12):2135-40. Pubmed
                      3. Bendlova B, Zavadilova J, Vankova M, Vejrazkova D, Lukasova P, Vcelak J, Hill M, Cibula D, Vondra K, Starka L, Vrbikova J: Role of D327N sex hormone-binding globulin gene polymorphism in the pathogenesis of polycystic ovary syndrome. J Steroid Biochem Mol Biol. 2007 Apr;104(1-2):68-74. Epub 2007 Jan 26. Pubmed
                      4. Sablik Z, Samborska-Sablik A, Bolinska-Soltysiak H, Goch JH, Kula K: [Hyperandrogenism as a risk factor of coronary artery disease in young women] Pol Arch Med Wewn. 2006 Feb;115(2):118-24. Pubmed
                      5. Mohamad MJ, Mohammad MA, Karayyem M, Hairi A, Hader AA: Serum levels of sex hormones in men with acute myocardial infarction. Neuro Endocrinol Lett. 2007 Apr;28(2):182-6. Pubmed
                      6. O’Connell MB: Pharmacokinetic and pharmacologic variation between different estrogen products. J Clin Pharmacol. 1995 Sep;35(9 Suppl):18S-24S. Pubmed
                      7. Pardridge WM: Serum bioavailability of sex steroid hormones. Clin Endocrinol Metab. 1986 May;15(2):259-78. Pubmed

                      2. Serum albumin

                      Kind: protein

                      Organism: Human

                      Pharmacological action: no

                      Components

                      Name UniProt ID Details
                      Serum albumin P02768 Details

                      References:

                      1. O’Connell MB: Pharmacokinetic and pharmacologic variation between different estrogen products. J Clin Pharmacol. 1995 Sep;35(9 Suppl):18S-24S. Pubmed

                      3. Fatty acid-binding protein, intestinal

                      Kind: protein

                      Organism: Human

                      Pharmacological action: no

                      Components

                      Name UniProt ID Details
                      Fatty acid-binding protein, intestinal P12104 Details

                      References:

                      1. Rowland A, Knights KM, Mackenzie PI, Miners JO: Characterization of the binding of drugs to human intestinal fatty acid binding protein (IFABP): potential role of IFABP as an alternative to albumin for in vitro-in vivo extrapolation of drug kinetic parameters. Drug Metab Dispos. 2009 Jul;37(7):1395-403. Epub 2009 Apr 27. Pubmed

                      1. Solute carrier family 22 member 2

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: inhibitor

                      Components

                      Name UniProt ID Details
                      Solute carrier family 22 member 2 O15244 Details

                      References:

                      1. Hayer-Zillgen M, Bruss M, Bonisch H: Expression and pharmacological profile of the human organic cation transporters hOCT1, hOCT2 and hOCT3. Br J Pharmacol. 2002 Jul;136(6):829-36. Pubmed
                      2. Wu X, Kekuda R, Huang W, Fei YJ, Leibach FH, Chen J, Conway SJ, Ganapathy V: Identity of the organic cation transporter OCT3 as the extraneuronal monoamine transporter (uptake2) and evidence for the expression of the transporter in the brain. J Biol Chem. 1998 Dec 4;273(49):32776-86. Pubmed

                      2. Solute carrier family 22 member 1

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: inhibitor

                      Components

                      Name UniProt ID Details
                      Solute carrier family 22 member 1 O15245 Details

                      References:

                      1. Hayer-Zillgen M, Bruss M, Bonisch H: Expression and pharmacological profile of the human organic cation transporters hOCT1, hOCT2 and hOCT3. Br J Pharmacol. 2002 Jul;136(6):829-36. Pubmed
                      2. Wu X, Kekuda R, Huang W, Fei YJ, Leibach FH, Chen J, Conway SJ, Ganapathy V: Identity of the organic cation transporter OCT3 as the extraneuronal monoamine transporter (uptake2) and evidence for the expression of the transporter in the brain. J Biol Chem. 1998 Dec 4;273(49):32776-86. Pubmed

                      3. Solute carrier family 22 member 3

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: inhibitor

                      Components

                      Name UniProt ID Details
                      Solute carrier family 22 member 3 O75751 Details

                      References:

                      1. Hayer-Zillgen M, Bruss M, Bonisch H: Expression and pharmacological profile of the human organic cation transporters hOCT1, hOCT2 and hOCT3. Br J Pharmacol. 2002 Jul;136(6):829-36. Pubmed
                      2. Wu X, Kekuda R, Huang W, Fei YJ, Leibach FH, Chen J, Conway SJ, Ganapathy V: Identity of the organic cation transporter OCT3 as the extraneuronal monoamine transporter (uptake2) and evidence for the expression of the transporter in the brain. J Biol Chem. 1998 Dec 4;273(49):32776-86. Pubmed

                      4. Solute carrier organic anion transporter family member 2B1

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: inhibitor

                      Components

                      Name UniProt ID Details
                      Solute carrier organic anion transporter family member 2B1 O94956 Details

                      References:

                      1. Tamai I, Nozawa T, Koshida M, Nezu J, Sai Y, Tsuji A: Functional characterization of human organic anion transporting polypeptide B (OATP-B) in comparison with liver-specific OATP-C. Pharm Res. 2001 Sep;18(9):1262-9. Pubmed

                      5. Solute carrier organic anion transporter family member 1A2

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: inhibitor

                      Components

                      Name UniProt ID Details
                      Solute carrier organic anion transporter family member 1A2 P46721 Details

                      References:

                      1. Kanai N, Lu R, Bao Y, Wolkoff AW, Vore M, Schuster VL: Estradiol 17 beta-D-glucuronide is a high-affinity substrate for oatp organic anion transporter. Am J Physiol. 1996 Feb;270(2 Pt 2):F326-31. Pubmed
                      2. Bossuyt X, Muller M, Hagenbuch B, Meier PJ: Polyspecific drug and steroid clearance by an organic anion transporter of mammalian liver. J Pharmacol Exp Ther. 1996 Mar;276(3):891-6. Pubmed
                      3. Kullak-Ublick, G.A. et al. Organic anion-transporting polypeptide B (OATP- B) and its functional comparison with three other OATPs of human liver. Gastroenterology 120, 525-533 (2001).Pubmed

                      6. Multidrug resistance-associated protein 7

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: inhibitor

                      Components

                      Name UniProt ID Details
                      Multidrug resistance-associated protein 7 Q5T3U5 Details

                      References:

                      1. Chen ZS, Hopper-Borge E, Belinsky MG, Shchaveleva I, Kotova E, Kruh GD: Characterization of the transport properties of human multidrug resistance protein 7 (MRP7, ABCC10). Mol Pharmacol. 2003 Feb;63(2):351-8. Pubmed

                      7. Solute carrier family 22 member 11

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: inhibitor

                      Components

                      Name UniProt ID Details
                      Solute carrier family 22 member 11 Q9NSA0 Details

                      References:

                      1. Cha SH, Sekine T, Kusuhara H, Yu E, Kim JY, Kim DK, Sugiyama Y, Kanai Y, Endou H: Molecular cloning and characterization of multispecific organic anion transporter 4 expressed in the placenta. J Biol Chem. 2000 Feb 11;275(6):4507-12. Pubmed

                      8. ATP-binding cassette sub-family G member 2

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: inhibitor

                      Components

                      Name UniProt ID Details
                      ATP-binding cassette sub-family G member 2 Q9UNQ0 Details

                      References:

                      1. Imai Y, Asada S, Tsukahara S, Ishikawa E, Tsuruo T, Sugimoto Y: Breast cancer resistance protein exports sulfated estrogens but not free estrogens. Mol Pharmacol. 2003 Sep;64(3):610-8. Pubmed
                      2. Imai Y, Tsukahara S, Ishikawa E, Tsuruo T, Sugimoto Y: Estrone and 17beta-estradiol reverse breast cancer resistance protein-mediated multidrug resistance. Jpn J Cancer Res. 2002 Mar;93(3):231-5. Pubmed

                      9. Solute carrier organic anion transporter family member 1B1

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: inhibitor

                      Components

                      Name UniProt ID Details
                      Solute carrier organic anion transporter family member 1B1 Q9Y6L6 Details

                      References:

                      1. Tamai I, Nozawa T, Koshida M, Nezu J, Sai Y, Tsuji A: Functional characterization of human organic anion transporting polypeptide B (OATP-B) in comparison with liver-specific OATP-C. Pharm Res. 2001 Sep;18(9):1262-9. Pubmed
                      2. Kullak-Ublick, G.A. et al. Organic anion-transporting polypeptide B (OATP- B) and its functional comparison with three other OATPs of human liver. Gastroenterology 120, 525-533 (2001).Pubmed

                      10. Multidrug resistance protein 1

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Actions: substrate

                      Components

                      Name UniProt ID Details
                      Multidrug resistance protein 1 P08183 Details

                      References:

                      1. Rao US, Fine RL, Scarborough GA: Antiestrogens and steroid hormones: substrates of the human P-glycoprotein. Biochem Pharmacol. 1994 Jul 19;48(2):287-92. Pubmed
                      2. Kim WY, Benet LZ: P-glycoprotein (P-gp/MDR1)-mediated efflux of sex-steroid hormones and modulation of P-gp expression in vitro. Pharm Res. 2004 Jul;21(7):1284-93. Pubmed

                      11. Solute carrier family 22 member 8

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Components

                      Name UniProt ID Details
                      Solute carrier family 22 member 8 Q8TCC7 Details

                      References:

                      1. Cha SH, Sekine T, Fukushima JI, Kanai Y, Kobayashi Y, Goya T, Endou H: Identification and characterization of human organic anion transporter 3 expressing predominantly in the kidney. Mol Pharmacol. 2001 May;59(5):1277-86. Pubmed

                      12. Solute carrier organic anion transporter family member 1B3

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Components

                      Name UniProt ID Details
                      Solute carrier organic anion transporter family member 1B3 Q9NPD5 Details

                      References:

                      1. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology. 2001 Feb;120(2):525-33. Pubmed

                      13. Solute carrier organic anion transporter family member 1C1

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Components

                      Name UniProt ID Details
                      Solute carrier organic anion transporter family member 1C1 Q9NYB5 Details

                      References:

                      1. Pizzagalli F, Hagenbuch B, Stieger B, Klenk U, Folkers G, Meier PJ: Identification of a novel human organic anion transporting polypeptide as a high affinity thyroxine transporter. Mol Endocrinol. 2002 Oct;16(10):2283-96. Pubmed

                      14. Solute carrier organic anion transporter family member 4A1

                      Kind: protein

                      Organism: Human

                      Pharmacological action: unknown

                      Components

                      Name UniProt ID Details
                      Solute carrier organic anion transporter family member 4A1 Q96BD0 Details

                      References:

                      1. Tamai I, Nezu J, Uchino H, Sai Y, Oku A, Shimane M, Tsuji A: Molecular identification and characterization of novel members of the human organic anion transporter (OATP) family. Biochem Biophys Res Commun. 2000 Jun 24;273(1):251-60. Pubmed

                      Comments
                      Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:12