4801 T3D4746 Estrone Estrone, one of the major mammalian estrogens, is an aromatized C18 steroid with a 3-hydroxyl group and a 17-ketone. It is produced in vivo from androstenedione or from testosterone via estradiol. It is produced primarily in the ovaries, placenta, and in peripheral tissues (especially adipose tissue) through conversion of adrostenedione. Estrone may be further metabolized to 16-alpha-hydroxyestrone, which may be reduced to estriol by estradiol dehydrogenase. 53-16-7 5870 C18H22O2 White powder. 260.2°C 154°C 30 mg/L (at 25°C) 43% Estrogens enter the cells of responsive tissues (e.g. female organs, breasts, hypothalamus, pituitary) where they interact with estrogen receptors. Hormone-bound estrogen receptors dimerize, translocate to the nucleus of cells and bind to estrogen response elements (ERE) of genes. Binding to ERE alters the transcription rate of affected genes. 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) release from the anterior pituitary. Hepatic. Half Life: 19 hours No indication of carcinogenicity to humans (not listed by IARC). For management of perimenopausal and postmenopausal symptoms. Symptoms of overdose include nausea and vomiting. Estrogen related side effects include nausea, breast tenderness, fluid retention and edema, headaches and/or migraines, chloasma and poor contact lens fit. Estrogen hormone deficiency is associated with breakthrough bleeding, hypomenorrhea, irritability, depression and menopausal symptoms. Withdrawal bleeds may occur in females. 2014-09-11T05:14:33Z 2014-12-24T20:26:56Z Estrone C00468 17263 ESTRONE DB00655 J3Z true [H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=CC=C(O)C=C3CC[C@@]21[H] C18H22O2 InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1 InChIKey=DNXHEGUUPJUMQT-CBZIJGRNSA-N 270.3661 270.161979948 Exogenous Solid 3.13 HMDB00145 CHEMBL1405 5660 <p>Seiichi Takano, Kunio Ogasawara, &#8220;Method for producing (+)-estrone derivatives.&#8221; U.S. Patent US5424462, issued January, 1965.</p>