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Structure:
Functional Group:
Estrone, one of the major mammalian estrogens, is an aromatized C18 steroid with
a 3-hydroxyl group and a 17-ketone.
1. Computed Properties
Molecular Weight 270.36608 g/mol
XLogP3 3.1
Complexity 418
2. Experimental Properties
Color:
Small, white crystals, or white to creamy white, crystalline powder.
Monoclinic orthorhombic crystals (alpha-form).
Crystals from acetone.
Exists in three crystalline phases, one monoclinic, the other two
orthorhombic.
Odor:
Odorless
Boiling Point:
154 C
Melting Point:
260.2 C
Solubility:
Slightly soluble in ethanol, ethyl ether, benzene; soluble in acetone, dioxane.
Stability:
Stable in air.
Decomposition:
When heated to decomposition it emits acrid smoke and fumes.
Uses:
Estrone, and estropipate are used to treat abnormalities related to
gonadotropin hormone dysfunction, vasomotor symptoms, atrophic vaginitis,
and vulvar atrophy associated with menopause, and for the prevention of
osteoporosis due to estrogen deficiency. The used of estrone in norsteroid, a
derivative of steroids, and in medications can cause its release into the
environment through waste streams.
Sources:
Estrone (also oestrone) is an estrogenic hormone secreted by the ovary as
well as adipose tissue with the chemical name of 3-hydroxyestra-1,3,5(10)-
triene-17-one and the chemical formula C18H22O2. 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.
Reactions:
Oxidation and Reduction reaction
Refferences:
- Wilson P (2009)
Development and validation of a liquid chromatographic method for the
simultaneous determination of estradiol, estriol, estrone, and progesterone in
pharmaceutical preparations.
Journal of AOAC International 92, 846-854 [PubMed:19610377]
- O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs,
and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006.,