16alpha-hydroxy Estrone

The naturally-occurring estrogens are estrone (E1, Cay-10006485), estradiol (E2, Cay-10006315), and estriol (E3, Cay-10006484). 16alpha-hydroxy Estrone (16alpha-OHE1) is a hydroxylated metabolite of E1 as well as an interconversion product with E2. E1 is 16alpha-hydroxylated by cytochrome P450 (CYP) isoforms, including CYP1A1, CYP3A5, CYP3A4, and CYP3A7, with CYP3A5 being breast-specific. 16alpha-OHE1 is sulphatized or glucuronidated before excretion. It is increased in rheumatoid arthritis and decreased by physical activity. Unlike the parent estrogens and other hydroxylated metabolites of E1, 16alpha-OHE1 binds covalently and persistently activates estrogen receptors. In addition, this metabolite increases cell proliferation and does not suppress TNF-alpha secretion, whereas other estrogen metabolites are not pro-proliferative and have marked effects on TNF-alpha secretion. The levels of 16alpha-OHE1 are increased in some forms of hormone therapy. Because hormone therapy increases breast cancer risk, 16alpha-OHE1 has been implicated as a risk factor for breast cancer, although supportive data remains elusive.Formal Name: 3,16alpha-dihydroxy-estra-1,3,5(10)-trien-17-one. CAS Number: 566-76-7. Synonyms: 16alpha-hydroxy E1, 16alpha-OHE1. Molecular Formula: C18H22O3. Formula Weight: 286.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMF:PBS (pH 7.2) (1:5): 0.15 mg/ml, DMSO: 20 mg/ml. lambdamax: 281 nm. SMILES: O=C1[C@H](O)C[C@@]2([H])[C@]3([H])CCC4=CC(O)=CC=C4[C@@]3([H])CC[C@@]21C. InChi Code: InChI=1S/C18H22O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-16,19-20H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,18+/m1/s1. InChi Key: WPOCIZJTELRQMF-QFXBJFAPSA-N.