Estradiol stearate
[1][2][3][4][5] It occurs in the body as a very long-lasting metabolite and prohormone of estradiol.[7] Thus, the prolongation of effect of short-chain estradiol esters is purely due to their increased lipophilicity and slow release from the injected depot, whereas the prolonged duration of long-chain estradiol esters is due both to this property and to their resistance to metabolism.[7] Estradiol stearate is susceptible to first-pass metabolism in the liver, and hence has much greater potency by subcutaneous injection than by oral administration.[7] In addition to its endogenous role, estradiol stearate was previously available as a pharmaceutical drug for use via depot intramuscular injection.[12] The medication was provided as an oil solution in ampoules containing 15 mg estradiol stearate.
Routes ofadministrationIntramuscular injectionDrug classEstrogenEstrogen esterIUPAC nameCAS NumberChemSpiderCompTox DashboardFormulaMolar massSMILESnaturally occurringstearateestradiolmetaboliteprohormonelipoidal estradiolestradiol palmitatelipophilichydrophobicaffinityestrogen receptortransformationesterasessex hormone-binding globulinα-fetoproteinlipoproteinshigh-density lipoproteinlow-density lipoproteinintravenous injectionsubcutaneous injectionestradiol benzoateterminal half-lifeestradiol acetatehydrolyzedmetabolismlipophilicityfirst-pass metabolismoral administrationendogenouspharmaceutical drugprostate cancerdurationoil solutionampoulesHungarianpharmaceutical companypatentedestradiol undecylatecarbonEstradiol 3-sulfateEstradiol 3-glucuronideEstradiol 17β-glucuronideEstradiol 17β-acetateEstradiol diacetateEstradiol propionateEstradiol valerateEstradiol cypionateEstroneEstrone sulfateEstrone glucuronideEthinylestradiolMestranolQuinestrolRelative binding affinitiesin-vitrolabeledestrogen receptorsrodentuterinecytosolEstrogen estershalf-maximal effective concentrationsβ‐galactosidasegreen fluorescent proteinproductionassaysmammalianEthanoic acidBenzoic acidEstradiol dipropionatePropanoic acidPentanoic acidEstradiol benzoate butyratebutyric acidCyclopentylpropanoic acidEstradiol enanthateHeptanoic acidEstradiol dienanthateUndecanoic acidOctadecanoic acidEstradiol distearateEstradiol sulfateSulfuric acidEstradiol glucuronideGlucuronic acidEstramustine phosphateNormustinephosphoric acidPolyestradiol phosphatestraight-chain fatty acidsaromaticcyclicestrogenicoctanol/water partition coefficienthydrophobicityPubChemDrugBankPolymerestradiol phosphaterepeat unitsBibcodeEstradiol (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 estradiolEsters