ChemicalBook--->CAS DataBase List--->566-76-7

566-76-7

566-76-7 Structure

566-76-7 Structure
IdentificationBack Directory
[Name]

1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE
[CAS]

566-76-7
[Synonyms]

C05300
16α-OHE1
16A-hydroxyestrone
Estriol Impurity H
16α-hydroxy Estrone
Hydroxyestrone, 16α-
Estriol EP Impurity H
16ALPHA-HYDROXYESTRONE
16ALPHA-HYDROXYESTERONE
16α-Hydroxyestrone (solution)
Conjugated Estrogens EP Impurity H
16α-Hydroxyestrone Solution, 100ppm
16α-Hydroxyestrone Solution, 100ppm
1,3,5(10)-Estratriene-3,16α-diol-17-one
Estra-1,3,5(10)-triene-3,16α-diol-17-one
Estra-1,3,5(10)-triene-3,16a-diol-17-one
Estriol Impurity 8 (Estriol EP Impurity H)
3,16a-Dihydroxy-1,3,5(10)-estratrien-17-one
1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE
1,3,5(10)-ESTRATRIEN-3,16-ALPHA-DIOL-17-ONE
3,16α-Dihydroxy-1,3,5(10)-estratrien-17-one
3,16ALPHA-DIHYDROXY-1,3,5[10]-ESTRATRIEN-17-ONE
(16a)-3,16-Dihydroxyestra-1,3,5(10)-trien-17-one
(16α)-3,16-Dihydroxyestra-1,3,5(10)-trien-17-one
(16R)-3,16α-Dihydroxy-1,3,5(10)-estratriene-17-one
Estra-1,3,5(10)-trien-17-one, 3,16-dihydroxy-, (16α)-
(8R,9S,13S,14S,16R)-3,16-dihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one
(8R,9S,13S,14S,16R)-3,16-Dihydroxy-13-methyl-7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[a]phenanthren-17(14H)-one
[Molecular Formula]

C18H22O3
[MDL Number]

MFCD00870436
[MOL File]

566-76-7.mol
[Molecular Weight]

286.37
Chemical PropertiesBack Directory
[Melting point ]

209-211°C
[Boiling point ]

493.2±45.0 °C(Predicted)
[density ]

1.249±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C Freezer
[solubility ]

DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

10.23±0.60(Predicted)
[color ]

White to Light Beige
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

40
[Safety Statements ]

22-36
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

The naturally-occurring estrogens are estrone (E1, ), estradiol (E2, ), and estriol (E3, ). 16α-hydroxy Estrone (16α-OHE1) is a hydroxylated metabolite of E1 as well as an interconversion product with E2. E1 is 16α-hydroxylated by cytochrome P450 (CYP) isoforms, including CYP1A1, CYP3A5, CYP3A4, and CYP3A7, with CYP3A5 being breast-specific. 16α-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, 16α-OHE1 binds covalently and persistently activates estrogen receptors. In addition, this metabolite increases cell proliferation and does not suppress TNF-α secretion, whereas other estrogen metabolites are not pro-proliferative and have marked effects on TNF-α secretion. The levels of 16α-OHE1 are increased in some forms of hormone therapy. Because hormone therapy increases breast cancer risk, 16α-OHE1 has been implicated as a risk factor for breast cancer, although supportive data remains elusive.
[Chemical Properties]

Pale Pink Solid
[Uses]

16α-Hydroxy Estrone (Estriol EP Impurity H) is a major metabolite of Estradiol.
[Uses]

A major metabolite of Estradiol
[Definition]

ChEBI: The 16alpha-hydroxy derivative of estrone; a minor estrogen metabolite.
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