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Estradiol

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Definition: 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.     
Pharmacological Action Estrogens
See Also Receptors, Estradiol
Examples Estramustine 		Other names Oestradiol; Estradiol-17 beta; 17 beta-Estradiol; Estradiol Orion Brand; Estradiol 17beta; Estradiol 17 beta; Estradiol 17 alpha; 17 beta Oestradiol; 17 beta Estradiol; Vivelle; Ovocyclin; Orion Brand of Estradiol; Novartis Pharmaceuticals Brand of Estradiol; Estradiol-17beta; Estradiol, Sodium Salt; Estradiol, Monosodium Salt; Estradiol, (9 beta,17 beta)-Isomer; Estradiol, (9 beta,17 alpha)-Isomer; Estradiol, (8 alpha,17 beta)-Isomer; Estradiol, (8 alpha,17 beta)-(+-)-IsomerDrugs* : ESTRING; ESTRADIOL AND NORGESTIMATE; CLIMARA; PREFEST; ESTRASORB; INNOFEM; ALORA; ESTRACE; ESTRADERM; FEMRING; VIVELLE; GYNODIOL; FEMPATCH; ESTRADIOL; ESTROGEL; ELESTRIN; VIVELLE-DOT; MENOSTAR; EVAMIST; DIVIGEL
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
estradiol-3-O-sulfamate  0   Estradiol/*analogs & derivatives Steryl-Sulfatase/antagonists & inhibitors. Hum Reprod 2011 Jun;26(6):1362-70
21-(2-(N,N-dimethylamino)ethyl)oxy-7a-methyl-19-norpregna-1,3,5(10),17(20)-tetraen-3-ol  0   Estradiol/*analogs & derivatives. Biochem Pharmacol 2010 Sep 15;80(6):819-26
3-(3',17'-dihydroxyestra-1',3',5'(10')-trien-16'-methyl)benzamide  0   *Benzamides Estradiol/*analogs & derivatives 17-Hydroxysteroid Dehydrogenases/antagonists & inhibitors. Biochem J 2009 Dec 15;424(3):357-66
18-fluoro-17-estradiol  0   Estradiol/*analogs & derivatives Fluorine Radioisotopes. Bull Cancer 2009 Nov;96(11):1053-70
11-fluoro-7-(14,14,15,15-pentafluoro-6-methyl-10-thia-6-azapentadecyl)estra-1,3-5(10)-triene-3,17-diol  0   Estradiol/*analogs & derivatives. J Steroid Biochem Mol Biol 2009 Apr;114(3-5):152-60
2-ethoxyestradiol  0   Estradiol/*analogs & derivatives. Vascul Pharmacol 2008 Apr-Jun;48(4-6):174-83
2-fluoropropanoxyestradiol  0   Estradiol/*analogs & derivatives Fluorine Radioisotopes. Nucl Med Biol 2008 Jul;35(5):615-22
2-fluoroethoxyestradiol  0   Estradiol/*analogs & derivatives Fluorine Radioisotopes. Nucl Med Biol 2008 Jul;35(5):615-22
1,3,5-estratriene-3,17beta-diol 17-hemisuccinate  0   Estradiol/*analogs & derivatives. Endocrinology 2008 Aug;149(8):4024-34
1,3,5(10)-estratriene-3,17beta-diol 17-hemisuccinate  0   Estradiol/*analogs & derivatives. Endocrinology 2008 Aug;149(8):4024-34
2-methoxyoestradiol  0   Estradiol/*analogs & derivatives. Nature. 2008 Jun 19;453(7198):1117-21
estradiol 17-palmitate  0   *Palmitates Estradiol/*analogs & derivatives. Toxicol Appl Pharmacol 2008 Jun 15;229(3):332-41
estradiol hexahydrobenzoate  0   Estradiol/*analogs & derivatives Estrogen Replacement Therapy. J Mater Sci Mater Med 2008 Mar;19(3):1341-8
estredox  0   Estradiol/*analogs & derivatives. Pharmazie 2008 Mar;63(3):210-6
2-methoxy-17-cyanomethylestra-1,3,5(10)-trien-3-ol  0   Estradiol/*analogs & derivatives. J Med Chem 2008 Mar 13;51(5):1295-308
10-hydroxy-17-butoxy-1,3,5(10)-estratrien-3-one  0   Estradiol/*analogs & derivatives. Steroids 2008 Mar;73(3):280-8
17-butoxy-1,3,5(10)-estratrien-3-ol  0   Estradiol/*analogs & derivatives. Steroids 2008 Mar;73(3):280-8
CD-37 compound  0   *Organoplatinum Compounds Estradiol/*analogs & derivatives. DNA Cell Biol 2008 Feb;27(2):101-7
2-methoxyestradiol 3,17-diphosphate  0   *Phosphoric Acid Esters Estradiol/*analogs & derivatives. J Med Chem 2007 Dec 27;50(26):6700-5
2-methoxyestradiol 17-phosphate  0   *Phosphoric Acid Esters Estradiol/*analogs & derivatives. J Med Chem 2007 Dec 27;50(26):6700-5
2-methoxyestradiol 3-phosphate  0   *Phosphoric Acid Esters Estradiol/*analogs & derivatives. J Med Chem 2007 Dec 27;50(26):6700-5
17-(3-((2-phenylquinolin-4-yl)carbonyloxy)propynyl)estradiol  0   *Quinolines Estradiol/*analogs & derivatives. Chem Commun (Camb) 2007 Nov 7;(41):4260-2
KW 2581  0   *Sulfonamides Estradiol/*analogs & derivatives Steryl-Sulfatase/antagonists & inhibitors. Breast Cancer Res Treat 2007 Aug;104(2):211-9
7-(4,8,12-trimethyltridecyl)estra-1,3,5-trien-3,17-diol  0   Estradiol/*analogs & derivatives. J Med Chem 2007 Sep 6;50(18):4471-81
11-methoxy-4,16-difluoroestradiol  0   Estradiol/*analogs & derivatives Fluorine Radioisotopes. Nucl Med Biol 2007 May;34(4):459-64
alfatradiol  0   Estradiol/*analogs & derivatives. J Dtsch Dermatol Ges 2007 May;5(5):391-5
4-hydroxyestradiol-2-N-acetylcysteine  0   Acetylcysteine/*analogs & derivatives Estradiol/*analogs & derivatives. Chem Res Toxicol 2005 Oct;18(10):1520-7
16beta-aminopropyl estradiol  0   Estradiol/*analogs & derivatives. ChemMedChem. 2006 Nov;1(11):1249-59
estradiol-17-benzoate  0   *Benzoates Estradiol/*analogs & derivatives. J Androl 2006 Jul-Aug;27(4):604-10
7alpha-methyl ethinylestradiol  0   Estradiol/*analogs & derivatives. Steroids. 2006 Jul;71(7):639-46
N(2)-(estradiol-6-yl)-2'-deoxyguanosine  0   Estradiol/*analogs & derivatives Guanosine/*analogs & derivatives. Chem Res Toxicol 2006 Mar;19(3):450-6
11beta-perfluorohexylestradiol  0   Estradiol/*analogs & derivatives. J Org Chem. 2005 Oct 28;70(22):8907-12
11beta-bromoacetamidopentoxyphenylE2 estradiol  0   Estradiol. J Steroid Biochem Mol Biol. 2006 Feb;98(2-3):11-21
11beta-bromoacetamidoethoxyphenylE2 estradiol  0   Estradiol/*analogs & derivatives. J Steroid Biochem Mol Biol. 2006 Feb;98(2-3):11-21
CH 4893237  0   Estradiol/*analogs & derivatives. Anticancer Drugs 2005 Aug;16(7):751-6
estradiol-17-O-hemiglutarate  0   Estradiol/*analogs & derivatives. J Chromatogr B Analyt Technol Biomed Life Sci 2005 Dec 5;827(2):182-92
cis-diamino(2-(4-(17alpha-ethynylestradiolyl)-benzoylamino)-malonato)platinum  0   *Organoplatinum Compounds Estradiol/*analogs & derivatives. Org Biomol Chem. 2005 Oct 7;3(19):3531-9
cis-dichloro(N-(4-(17alpha-ethynylestradiolyl)-benzyl)-ethylenediamine)platinum  0   *Organoplatinum Compounds Estradiol/*analogs & derivatives. Org Biomol Chem. 2005 Oct 7;3(19):3531-9
estradiol-bovine serum albumin-biotin  0   *Serum Albumin, Bovine Estradiol/*analogs & derivatives. J Immunoassay Immunochem 2005;26(4):295-301
EM-1745  0   Estradiol/*analogs & derivatives 17-Hydroxysteroid Dehydrogenases/antagonists & inhibitors. Org Lett 2004 Sep 2;6(18):3127-30
2-hydroxyestradiol-17-glucuronide  0   *Glucuronides Estradiol/*analogs & derivatives. Drug Metab Dispos 2005 Mar;33(3):466-73
hexestrol-3',4'-quinone  0   Estradiol/*analogs & derivatives. Steroids. 2005 Jan;70(1):29-35
estradiol-3,4-quinone  0   Estradiol/*analogs & derivatives. Steroids. 2005 Jan;70(1):29-35
2-methoxyestradiol-3,17-bis-O,O-sulfamate  0   Estradiol/*analogs & derivatives. Apoptosis. 2004 May;9(3):323-32
3-methoxyestradiol  0   Estradiol/*analogs & derivatives. Magn Reson Chem 2004 Mar;42(3):360-3
HMR 3339  0   Estradiol/*analogs & derivatives. Am J Cardiol 2004 Nov 1;94(9):1205-8
21-((4-amino)phenyl)-19-norpregna-1,3,5(10),20-tetraene-3,17-diol  0   Estradiol/*analogs & derivatives. Mol Cancer Ther 2004 May;3(5):587-95
estradiol-drospirenone combination  0   *Androstenes *Estradiol Drug Combinations. Rev Med Liege 2004 Mar;59(3):162-6ANGELIQ
methyl (3,17-dihydroxyestra-1,3,5(10)-triene-11-yl)acetate  0   Estradiol/*analogs & derivatives. J Clin Endocrinol Metab 2004 Jul;89(7):3527-35
ethyl (3,17-dihydroxyestra-1,3,5(10)-triene-11-yl)acetate  0   Estradiol/*analogs & derivatives. J Clin Endocrinol Metab 2004 Jul;89(7):3527-35
17beta-estradiol platinum(II)  0   *Organoplatinum Compounds Estradiol/*analogs & derivatives. Bioorg Med Chem Lett. 2003 Nov 17;13(22):3927-31
2-ethylestradiol sulfamate  0   *Sulfonic Acids Estradiol/*analogs & derivatives. Int J Cancer 2004 Apr 20;109(4):533-40
2-methoxyestradiol sulfamate  0   *Sulfonic Acids Estradiol/*analogs & derivatives. Int J Cancer 2004 Apr 20;109(4):533-40
TS 108  0   Estradiol/*analogs & derivatives. Biochem Biophys Res Commun 2003 Dec 19;312(3):656-62
ZK253  0   Estradiol/*analogs & derivatives. J Natl Cancer Inst 2004 Feb 4;96(3);210-8
ZK703  0   Estradiol/*analogs & derivatives. J Natl Cancer Inst 2004 Feb 4;96(3);210-8
estradiol nitrate  0   Estradiol/*analogs & derivatives. Eksp Klin Farmakol. 2003 May-Jun;66(3):26-8
2-methoxy-7alpha-methylestradiol  0   Estradiol/*analogs & derivatives. Steroids. 2002 Dec;67(13-14):1065-70
2-hydroxy-3-methoxyestradiol  0   Estradiol/*analogs & derivatives. Cancer Res 2003 Jun 15;63(12):3127-32
2-ethyloestradiol-bis-sulfamate  0   *Sulfonic Acids Estradiol/*analogs & derivatives. J Steroid Biochem Mol Biol 2003 Feb;84(2-3):269-78
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012
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