Estradiol sulfate

[2][4][5] Simultaneously, estrogen sulfotransferases convert estradiol to E2S, resulting in an equilibrium between the two steroids in various tissues.[11] E2S shows about 10,000-fold lower potency in activating the estrogen receptors relative to estradiol in vitro.[12] It is 10-fold less potent than estrone sulfate orally in terms of in vivo uterotrophic effect in rats.[14] This in part led to the introduction of conjugated estrogens (Premarin), which are primarily estrone sulfate, in 1941.[14] Although inactive at steroid hormone receptors, E2S has been found to act as a potent inhibitor of glutathione S-transferase,[15] an enzyme that contributes to the inactivation of estradiol via conversion of it into an estradiol-glutathione conjugate.
IUPAC nameCAS NumbersodiumChEMBLChemSpiderPubChemCompTox DashboardSMILESChemical formulaMolar massstandard statenaturalendogenousestrogen estersteroid sulfataseestradiolestrogenestrogen sulfotransferasesequilibriumEstronemetabolic sourcesestrone sulfatebreastbreast cancersodium saltconjugated equine estrogensPremarinprodrugmetabolitepharmaceutical drugpotencyestrogen receptorsin vitropotentin vivouterotrophicestrogenicconjugated estrogenssteroid hormone receptorsinhibitorglutathione S-transferaseenzymeglutathioneconjugateovulationEstradiol 3-glucuronideEstradiol 17β-glucuronideEstradiol benzoateEstradiol 17β-acetateEstradiol diacetateEstradiol propionateEstradiol valerateEstradiol cypionateEstradiol palmitateEstradiol stearateEstrone glucuronideEthinylestradiolMestranolQuinestrolRelative binding affinitiesin-vitrolabeledrodentuterinecytosolEstrogen estershydrolyzedhalf-maximal effective concentrationsβ‐galactosidasegreen fluorescent proteinproductionassaysmammalianEstradiol acetateEthanoic acidBenzoic acidEstradiol dipropionatePropanoic acidPentanoic acidEstradiol benzoate butyratebutyric acidCyclopentylpropanoic acidEstradiol enanthateHeptanoic acidEstradiol dienanthateEstradiol undecylateUndecanoic acidOctadecanoic acidEstradiol distearateSulfuric acidEstradiol glucuronideGlucuronic acidEstramustine phosphateNormustinephosphoric acidPolyestradiol phosphatecarbonstraight-chain fatty acidsaromaticcyclicoctanol/water partition coefficientlipophilicityhydrophobicityDrugBankPolymerestradiol phosphaterepeat unitsCatechol estrogenDHEA sulfateEstriol sulfateEstrogen conjugateLipoidal estradiolPregnenolone sulfateHOE2OHvariousHOE2O4PH2(OE2O3PH)nHSO4E2O4SHEstradiol (as a hormone)Estradiol (as a medication)Pharmacodynamics of estradiolPharmacokinetics of estradiolEstrogen (as a hormone)Estrogen (as a medication)Menopausal hormone therapyFeminizing hormone therapyEstradiol-containing birth control pillCombined injectable birth controlHigh-dose estrogenHydroxylation of estradiolEstersEstradiol acetylsalicylateEstradiol anthranilateEstradiol benzoate cyclooctenyl etherEstradiol butyrylacetateEstradiol cyclooctyl acetateEstradiol decanoateEstradiol dibutyrateEstradiol dienantateEstradiol disulfateEstradiol diundecylateEstradiol diundecylenateEstradiol enantateEstradiol furoateEstradiol hemisuccinateEstradiol hexahydrobenzoateEstradiol monopropionateEstradiol mustardEstradiol phenylpropionateEstradiol pivalateEstradiol propoxyphenylpropionateEstradiol salicylateEstradiol sulfamateEstradiol undecylenateEstramustine phosphate (estradiol normustine phosphate)EstriolEstetrolEsterified estrogensEstropipate (piperazine estrone sulfate)steroidsPrecursorsCholesterol22R-Hydroxycholesterol20α,22R-DihydroxycholesterolPregnenolone17α-Hydroxypregnenolone21-HydroxypregnenoloneCorticosteroidsGlucocorticoids3α,5α-Tetrahydrocorticosterone5α-Dihydrocorticosterone11-Deoxycorticosterone11-Deoxycortisol11-Ketoprogesterone21-Deoxycortisol21-DeoxycortisoneCorticosteroneCortisolCortisone17α-HydroxyprogesteroneProgesterone5α-DihydrocortisolMineralocorticoids5α-Dihydroaldosterone11-Dehydrocorticosterone (11-oxocorticosterone, 17-deoxycortisone)11β-Hydroxyprogesterone (21-deoxycorticosterone)18-Hydroxy-11-deoxycorticosterone18-HydroxycorticosteroneAldosteroneSex steroidsAndrogens11-Ketodihydrotestosterone11-Ketotestosterone7β-Hydroxyepiandrosterone11β-HydroxyandrostenedioneAdrenosterone (11-ketoandrostenedione)AndrostenediolAndrostenedioneAndrosteroneDehydroandrosteroneDihydrotestosteroneEpiandrosteroneEpitestosterone16α-Hydroxyandrostenedione16α-Hydroxy-DHEA16α-Hydroxy-DHEA sulfateTestosterone3α-Androstanediol3α-Androstanediol glucuronide3β-Androstanediol5β-Dihydrotestosterone3α-Etiocholanediol3β-EtiocholanediolAndrostenediol sulfateAndrostenetriolAndrosterone glucuronideAndrosterone sulfateEtiocholanedioneEtiocholanoloneEtiocholanolone glucuronideEpietiocholanoloneTestosterone glucuronideTestosterone sulfateEstrogens17α-Estradiol16β-Epiestriol (16β-hydroxyestradiol)17α-Epiestriol (16α-hydroxy-17α-estradiol)16β,17α-Epiestriol (16β-hydroxy-17α-estradiol)2-Hydroxyestradiol2-Hydroxyestriol2-Hydroxyestrone4-Hydroxyestradiol4-Hydroxyestriol4-Hydroxyestrone4-Methoxyestradiol4-Methoxyestrone16α-Hydroxyestrone16β-Hydroxyestrone16-Ketoestradiol16-Ketoestrone27-Hydroxycholesterol4-Androstenedione5-Androstenediol7-Keto-DHEA7α-Hydroxy-DHEA2-Methoxyestradiol2-Methoxyestrone2-Methoxyestriol4-MethoxyestriolEstradiol 3-glucuronide 17β-sulfateEstradiol 17β-sulfateEstriol glucuronideProgestogens16α-Hydroxyprogesterone20α-Dihydroprogesterone20β-Dihydroprogesterone5α-Dihydroprogesterone5α-DHDOCAllopregnanediolPregnanediolPregnanediol glucuronidePregnanetriolNeurosteroids24S-Hydroxycholesterol3α-Dihydroprogesterone3β-Dihydroprogesterone5β-DihydroprogesteroneAllopregnanoloneEpipregnanoloneIsopregnanolonePregnanolone3α-Androstenol7β-Hydroxy-DHEA7α-HydroxyepiandrosteronePheromones3β-AndrostenolAndrostadienolAndrostadienoneAndrostenoneEstratetraenolVitamin D7-DehydrocholesterolCalcidiol/CalcifediolCalcitriolCholecalciferol7α-Hydroxycholesterol11α-Hydroxyprogesterone11β-HydroxyprogesteroneCholesterol sulfateantiestrogensAlfatradiolanabolic steroidsmethyltestosteronemetandienoneprogestinsnorethisteronenoretynodreletynodiol diacetatetiboloneClomestroneCloxestradiol acetateConjugated estriolEpiestriolEpimestrolestradiol ester mixturesClimacteronestriol succinatepolyestriol phosphateEstrogenic substancesEthinylestradiol sulfonateHydroxyestrone diacetateMethylestradiolMoxestrolNilestriolPrasterone (dehydroepiandrosterone; DHEA)Prasterone enanthatePrasterone sulfatePromestrieneQuinestradolBenzestrolBifluranolChlorotrianiseneDienestrolDienestrol diacetateDiethylstilbestrol (stilbestrol)Dimestrol (diethylstilbestrol dimethyl ether)Fosfestrol (diethylstilbestrol diphosphate)Mestilbol (diethylstilbestrol monomethyl ether)Doisynoestrol (fenocycline)HexestrolMethallenestrilMethestrol (promethestrol)Methestrol dipropionate (promethestrol dipropionate)ParoxypropioneQuadrosilanTriphenylbromoethyleneTriphenylchloroethyleneZeranolProgonadotropinsAntiandrogensbicalutamideGnRH agonistsGnRH (gonadorelin)leuprorelinGonadotropinsAcolbifeneAnordrinBazedoxifeneBroparestrolClomifeneCyclofenilEnclomifeneEpitiostanolLasofoxifeneMepitiostaneOrmeloxifeneOspemifeneRaloxifeneTamoxifenToremifeneElacestrantFulvestrantTrilostaneAromatase inhibitorsAminoglutethimideTestolactoneFadrozoleFormestaneAnastrozoleExemestaneLetrozoleAntigonadotropinsoxandrolonefluoxymesteroneD2 receptorantagonistsprolactindomperidonemetoclopramiderisperidonehaloperidolchlorpromazinesulpiridegoserelinGnRH antagonistscetrorelixelagolixchlormadinone acetatecyproterone acetategestonorone caproatehydroxyprogesterone caproatemedroxyprogesterone acetatemegestrol acetateDanazolGestrinoneAndrovax (androstenedione albumin)Ovandrotone albumin (Fecundin)WHO-EMWithdrawnClinical trialsList of estrogensEstrogen receptormodulators3-Methyl-19-methyleneandrosta-3,5-dien-17β-ol3α-Hydroxytibolone3β-Hydroxytibolone4-Androstenediol4-Fluoroestradiol7-Oxo-DHEA7α-Methylestradiol8,9-Dehydroestradiol8,9-Dehydroestrone8β-VE210β,17β-Dihydroxyestra-1,4-dien-3-one (DHED)11β-Chloromethylestradiol11β-Methoxyestradiol15α-Hydroxyestradiol16α-Fluoroestradiol16α-Iodoestradiol16α-LE217α-Dihydroequilenin17α-Dihydroequilin17α-Ethynyl-3α-androstanediol17α-Ethynyl-3β-androstanediol17β-Dihydroequilenin17β-Dihydroequilin17β-Methyl-17α-dihydroequileninAbirateroneAbiraterone acetateAlestramustineAlmestronemetandienone (methandrostenolone)nandroloneAtrimustineBolandiolBolandiol dipropionateButolameCloxestradiolCyclodiolCyclotriolDHEA-Sent-EstradiolEpiestriol (16β-epiestriol, 16β-hydroxy-17β-estradiol)EquileninEquilinERA-63 (ORG-37663)EstramustineEstrapronicateEstrazinolEstrofurateEstromustineEstrone methyl etherEstropipateEtamestrol (eptamestrol)EthinylandrostenediolEthandrostateEthinylestradiol 3-benzoateEthinylestriolEthylestradiolEtynodiolHexolameHippulinLynestrenolLynestrenol phenylpropionateMytatrienediolOrestratePentolameProdiameProlameRU-16117(R,R)-THC(S,S)-THC2,8-DHHHCβ-LGND2 (GTx-878)AllenestrolAllenolic acidBisdehydrodoisynolic acidButestrolCarbestrolD-15414DCW234DiarylpropionitrileDiethylstilbestrolDimestrol (dianisylhexene)DimethylstilbestrolDoisynolic acidEfavirenzERB-196 (WAY-202196)Erteberel (SERBA-1, LY-500307)Estrobin (DBE)FenestrelFERb 033Furostilbestrol (diethylstilbestrol difuroate)GTx-758ICI-85966 (Stilbostat)meso-Butestrolmeso-HexestrolMestilbolMethestrolMethestrol dipropionatePentafluranolPhenestrolPrinaberel (ERB-041, WAY-202041)PropylpyrazoletriolSC-4289SERBA-2SKF-82,958TerfluranolTriphenyliodoethyleneTriphenylmethylethylene (triphenylpropene)WAY-166818WAY-200070WAY-204688 (SIM-688)WAY-214156ERB-26ERA-45ERB-79ZK-283197anetholedianetholedianolphotoanetholeChalconoidsisoliquiritigeninphloretinphlorizin (phloridzin)wedelolactoneCoumestanscoumestrolpsoralidinFlavonoids7,8-DHF8-prenylnaringeninapigeninbaicaleinbaicalinbiochanin AcalycosincatechindaidzeindaidzinepicatechinformononetinglabreneglabridingenisteingenistinglyciteinkaempferolliquiritigeninmirificinmyricetinnaringeninpinocembrinprunetinpuerarinquercetintectoridintectorigeninLavender oilLignansenterodiolenterolactonenyasol (cis-hinokiresinol)MetalloestrogenscadmiumPesticidesalternarioldieldrinendosulfanfenarimolmethiocarbmethoxychlortriclocarbantriclosanPhytosteroidsdigitoxindigitalisdiosgeninguggulsteronePhytosterolsβ-sitosterolcampesterolstigmasterolResorcylic acid lactoneszearalanoneα-zearalenolβ-zearalenolzearalenonezeranol (α-zearalanol)taleranol (teranol, β-zearalanol)SteroiddeoxymiroestrolmiroestrolStilbenoidsresveratrolrhaponticinSynthetic xenoestrogensalkylphenolsbisphenolsparabensphthalatesagnuside2-Phenylbenzofuran4'-HydroxynorendoxifenAcefluranolAfimoxifeneAnordiolArzoxifeneBrilanestrantCamizestrantClomifenoxideDesmethylchlorotrianiseneDroloxifeneEndoxifenEtacstil (GW-5638, DPC-974)Ethamoxytriphetol (MER-25)FemarelleFispemifeneICI-55548IdoxifeneLevormeloxifeneLN-1643LN-2299MenerbaMiproxifeneMiproxifene phosphateNafoxidineNitromifeneNNC 45-0095PanomifenePipendoxifeneRimostil (P-081)SpironolactoneTAS-108 (SR-16234)TrioxifeneZindoxifeneZuclomifeneCytestrol acetateFulvestrant (ICI-182780)GlyceollinsICI-164384MethylepitiostanolMethylpiperidinopyrazolePhenytoinProchlorazERX-11Afimoxifene (4-hydroxytamoxifen)AtrazineBisphenol Ap,p'-DDTHydroxytyrosolKeponeNicotinic acidNicotinamideNonylphenolOleuropein