Estradiol benzoate

DB13953

small molecule approved investigational vet_approved

Deskripsi

Estradiol Benzoate is a pro-drug ester of DB00783, a naturally occurring hormone that circulates endogenously within the human body. Estradiol is the most potent form of all mammalian estrogenic steroids and acts as the major female sex hormone. As a pro-drug of estradiol, estradiol benzoate therefore has the same downstream effects within the body through binding to the Estrogen Receptor (ER) including ER? and ER? subtypes, which are located in various tissues including in the breasts, uterus, ovaries, skin, prostate, bone, fat, and brain.

DB00783 is commonly produced with an ester side-chain as endogenous estradiol has very low oral bioavailability on its own (2-10%). First-pass metabolism by the gut and the liver quickly degrades the estradiol molecule before it gets a chance to enter systemic circulation and exert its estrogenic effects A12102. Esterification of estradiol aims to improves absorption and bioavailability after oral administration (such as with Estradiol valerate) or to sustain release from depot intramuscular injections (such as with Estradiol Cypionate) through improved lipophilicity. Following absorption, the esters are cleaved, resulting in the release of endogenous estradiol, or 17?-estradiol. Ester pro-drugs of estradiol are therefore considered to be bioidentical forms of estrogen T84.

Estradiol benzoate is not currently available in Canada or the US.

Struktur Molekul 2D

Berat 376.488
Wujud -

Peta Jejaring Molekuler
Legenda: ObatTargetGenEnzim(Panah → menunjukkan arah efek / relasi)TransporterCarrier

Profil Farmakokinetik

Waktu Paruh (Half-Life) -
Volume Distribusi -
Klirens (Clearance) -

Absorpsi

Data absorpsi tidak tersedia.

Metabolisme

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

Rute Eliminasi

Data eliminasi belum tersedia.

Interaksi Obat

1551 Data
Tizanidine The serum concentration of Tizanidine can be increased when it is combined with Estradiol benzoate.
Aripiprazole The metabolism of Aripiprazole can be increased when combined with Estradiol benzoate.
Aripiprazole lauroxil The metabolism of Aripiprazole lauroxil can be increased when combined with Estradiol benzoate.
Deferasirox The serum concentration of Estradiol benzoate can be increased when it is combined with Deferasirox.
Peginterferon alfa-2b The serum concentration of Estradiol benzoate can be increased when it is combined with Peginterferon alfa-2b.
Leflunomide The serum concentration of Estradiol benzoate can be decreased when it is combined with Leflunomide.
Teriflunomide The serum concentration of Estradiol benzoate can be decreased when it is combined with Teriflunomide.
Exenatide Exenatide can cause a decrease in the absorption of Estradiol benzoate resulting in a reduced serum concentration and potentially a decrease in efficacy.
Thalidomide Estradiol benzoate may increase the thrombogenic activities of Thalidomide.
Zolmitriptan The metabolism of Zolmitriptan can be decreased when combined with Estradiol benzoate.
Mifepristone The serum concentration of Estradiol benzoate can be increased when it is combined with Mifepristone.
Ifosfamide The metabolism of Ifosfamide can be increased when combined with Estradiol benzoate.
Perampanel The metabolism of Perampanel can be increased when combined with Estradiol benzoate.
Warfarin The metabolism of Warfarin can be increased when combined with Estradiol benzoate.
Acenocoumarol The metabolism of Acenocoumarol can be increased when combined with Estradiol benzoate.
(R)-warfarin The metabolism of (R)-warfarin can be increased when combined with Estradiol benzoate.
R,S-Warfarin alcohol The metabolism of R,S-Warfarin alcohol can be increased when combined with Estradiol benzoate.
S,R-Warfarin alcohol The metabolism of S,R-Warfarin alcohol can be increased when combined with Estradiol benzoate.
(S)-Warfarin The metabolism of (S)-Warfarin can be increased when combined with Estradiol benzoate.
Zidovudine The metabolism of Estradiol benzoate can be increased when combined with Zidovudine.
Ethinylestradiol The metabolism of Estradiol benzoate can be increased when combined with Ethinylestradiol.
Testosterone propionate The metabolism of Estradiol benzoate can be increased when combined with Testosterone propionate.
Prasterone The risk or severity of adverse effects can be increased when Prasterone is combined with Estradiol benzoate.
Exemestane The therapeutic efficacy of Exemestane can be decreased when used in combination with Estradiol benzoate.
Hyaluronidase (ovine) The therapeutic efficacy of Hyaluronidase (ovine) can be decreased when used in combination with Estradiol benzoate.
Hyaluronidase (human recombinant) The therapeutic efficacy of Hyaluronidase (human recombinant) can be decreased when used in combination with Estradiol benzoate.
Hyaluronidase The therapeutic efficacy of Hyaluronidase can be decreased when used in combination with Estradiol benzoate.
Lenalidomide Estradiol benzoate may increase the thrombogenic activities of Lenalidomide.
Ospemifene The risk or severity of adverse effects can be increased when Estradiol benzoate is combined with Ospemifene.
Abiraterone The serum concentration of Estradiol benzoate can be increased when it is combined with Abiraterone.
Cetuximab Estradiol benzoate may increase the thrombogenic activities of Cetuximab.
Human immunoglobulin G Estradiol benzoate may increase the thrombogenic activities of Human immunoglobulin G.
Omalizumab Estradiol benzoate may increase the thrombogenic activities of Omalizumab.
Gemtuzumab ozogamicin Estradiol benzoate may increase the thrombogenic activities of Gemtuzumab ozogamicin.
Indium In-111 satumomab pendetide Estradiol benzoate may increase the thrombogenic activities of Indium In-111 satumomab pendetide.
Trastuzumab Estradiol benzoate may increase the thrombogenic activities of Trastuzumab.
Rituximab Estradiol benzoate may increase the thrombogenic activities of Rituximab.
Basiliximab Estradiol benzoate may increase the thrombogenic activities of Basiliximab.
Muromonab Estradiol benzoate may increase the thrombogenic activities of Muromonab.
Digoxin Immune Fab (Ovine) Estradiol benzoate may increase the thrombogenic activities of Digoxin Immune Fab (Ovine).
Ibritumomab tiuxetan Estradiol benzoate may increase the thrombogenic activities of Ibritumomab tiuxetan.
Tositumomab Estradiol benzoate may increase the thrombogenic activities of Tositumomab.
Alemtuzumab Estradiol benzoate may increase the thrombogenic activities of Alemtuzumab.
Efalizumab Estradiol benzoate may increase the thrombogenic activities of Efalizumab.
Antithymocyte immunoglobulin (rabbit) Estradiol benzoate may increase the thrombogenic activities of Antithymocyte immunoglobulin (rabbit).
Natalizumab Estradiol benzoate may increase the thrombogenic activities of Natalizumab.
Palivizumab Estradiol benzoate may increase the thrombogenic activities of Palivizumab.
Daclizumab Estradiol benzoate may increase the thrombogenic activities of Daclizumab.
Bevacizumab Estradiol benzoate may increase the thrombogenic activities of Bevacizumab.
Technetium Tc-99m arcitumomab Estradiol benzoate may increase the thrombogenic activities of Technetium Tc-99m arcitumomab.
Eculizumab Estradiol benzoate may increase the thrombogenic activities of Eculizumab.
Panitumumab Estradiol benzoate may increase the thrombogenic activities of Panitumumab.
Ranibizumab Estradiol benzoate may increase the thrombogenic activities of Ranibizumab.
Galiximab Estradiol benzoate may increase the thrombogenic activities of Galiximab.
Pexelizumab Estradiol benzoate may increase the thrombogenic activities of Pexelizumab.
Epratuzumab Estradiol benzoate may increase the thrombogenic activities of Epratuzumab.
Bectumomab Estradiol benzoate may increase the thrombogenic activities of Bectumomab.
Oregovomab Estradiol benzoate may increase the thrombogenic activities of Oregovomab.
IGN311 Estradiol benzoate may increase the thrombogenic activities of IGN311.
Adecatumumab Estradiol benzoate may increase the thrombogenic activities of Adecatumumab.
Labetuzumab Estradiol benzoate may increase the thrombogenic activities of Labetuzumab.
Matuzumab Estradiol benzoate may increase the thrombogenic activities of Matuzumab.
Fontolizumab Estradiol benzoate may increase the thrombogenic activities of Fontolizumab.
Bavituximab Estradiol benzoate may increase the thrombogenic activities of Bavituximab.
CR002 Estradiol benzoate may increase the thrombogenic activities of CR002.
Rozrolimupab Estradiol benzoate may increase the thrombogenic activities of Rozrolimupab.
Girentuximab Estradiol benzoate may increase the thrombogenic activities of Girentuximab.
Obiltoxaximab Estradiol benzoate may increase the thrombogenic activities of Obiltoxaximab.
XTL-001 Estradiol benzoate may increase the thrombogenic activities of XTL-001.
NAV 1800 Estradiol benzoate may increase the thrombogenic activities of NAV 1800.
Briakinumab Estradiol benzoate may increase the thrombogenic activities of Briakinumab.
Otelixizumab Estradiol benzoate may increase the thrombogenic activities of Otelixizumab.
AMG 108 Estradiol benzoate may increase the thrombogenic activities of AMG 108.
Iratumumab Estradiol benzoate may increase the thrombogenic activities of Iratumumab.
Enokizumab Estradiol benzoate may increase the thrombogenic activities of Enokizumab.
Ramucirumab Estradiol benzoate may increase the thrombogenic activities of Ramucirumab.
Farletuzumab Estradiol benzoate may increase the thrombogenic activities of Farletuzumab.
Veltuzumab Estradiol benzoate may increase the thrombogenic activities of Veltuzumab.
Ustekinumab Estradiol benzoate may increase the thrombogenic activities of Ustekinumab.
PRO-542 Estradiol benzoate may increase the thrombogenic activities of PRO-542.
TNX-901 Estradiol benzoate may increase the thrombogenic activities of TNX-901.
RI 624 Estradiol benzoate may increase the thrombogenic activities of RI 624.
Stamulumab Estradiol benzoate may increase the thrombogenic activities of MYO-029.
CT-011 Estradiol benzoate may increase the thrombogenic activities of CT-011.
Leronlimab Estradiol benzoate may increase the thrombogenic activities of Leronlimab.
Glembatumumab vedotin Estradiol benzoate may increase the thrombogenic activities of Glembatumumab vedotin.
Olaratumab Estradiol benzoate may increase the thrombogenic activities of Olaratumab.
IPH 2101 Estradiol benzoate may increase the thrombogenic activities of IPH 2101.
TB-402 Estradiol benzoate may increase the thrombogenic activities of TB-402.
Caplacizumab Estradiol benzoate may increase the thrombogenic activities of Caplacizumab.
IMC-1C11 Estradiol benzoate may increase the thrombogenic activities of IMC-1C11.
Eldelumab Estradiol benzoate may increase the thrombogenic activities of Eldelumab.
Lumiliximab Estradiol benzoate may increase the thrombogenic activities of Lumiliximab.
Ipilimumab Estradiol benzoate may increase the thrombogenic activities of Ipilimumab.
Nimotuzumab Estradiol benzoate may increase the thrombogenic activities of Nimotuzumab.
Clenoliximab Estradiol benzoate may increase the thrombogenic activities of Clenoliximab.
BIIB015 Estradiol benzoate may increase the thrombogenic activities of BIIB015.
Sonepcizumab Estradiol benzoate may increase the thrombogenic activities of Sonepcizumab.
Motavizumab Estradiol benzoate may increase the thrombogenic activities of Motavizumab.
Elotuzumab Estradiol benzoate may increase the thrombogenic activities of Elotuzumab.

Target Protein

Estrogen receptor ESR1
Estrogen receptor beta ESR2
Nuclear receptor subfamily 1 group I member 2 NR1I2
Neuronal acetylcholine receptor subunit alpha-4 CHRNA4
Nuclear receptor coactivator 2 NCOA2
G-protein coupled estrogen receptor 1 GPER1
ATP synthase subunit a MT-ATP6
Beclin-1 BECN1
17-beta-hydroxysteroid dehydrogenase type 2 HSD17B2
Estrogen-related receptor gamma ESRRG

Referensi & Sumber

Artikel (PubMed)
  • PMID: 10843196
    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.
  • PMID: 8098802
    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.
  • PMID: 11792932
    Raman JD, Schlegel PN: Aromatase inhibitors for male infertility. J Urol. 2002 Feb;167(2 Pt 1):624-9.
  • PMID: 9211678
    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.
  • PMID: 7488136
    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.
  • PMID: 17135036
    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.
  • PMID: 17573901
    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.
  • PMID: 17124377
    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.
Menampilkan 8 dari 9 artikel.
Textbook
  • ISBN: 978-3-642-60107-1
    W. KuhnzH. BlodeH. Zimmermann (1993). Pharmacokinetics of Exogenous Natural and Synthetic Estrogens and Antiestrogens. In: Estrogens and Antiestrogens II.. Springer, Berlin, Heidelberg.

Contoh Produk & Brand

Produk: 1 • International brands: 0
Produk
  • Climacteron Injection
    Liquid • - • Intramuscular • Canada • Approved

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