Estrone


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Related to Estrone: estriol

estrone

[′e‚strōn]
(biochemistry)
C18H22O2 An estrogenic hormone produced by follicle cells of the vertebrate ovary; functions the same as estradiol.

Estrone

 

C18H22O2, a female sex hormone of the estrogen group. Estrone occurs as colorless crystals with a melting point of 259°C. Poorly soluble in water, it dissolves better in organic solvents. It is optically active, with a specific rotation of [α]D= +170°.

Estrone was first isolated in 1929 from the urine of pregnant women by A. Butenandt and the American biochemist E. Doisy. Specific sources rich in the hormone are the urine and testes of stallions. The hormone is readily converted both metabolically and chemically into estradiol, a hormone that has higher estrogenic activity. Estrone is found not only in animals and humans, but also in certain fruits, such as the coconut, apple, and pomegranate. Because its structure is so simple, many methods for the complete chemical synthesis of estrone have been developed. The most economical of these was suggested by the Soviet scientist I. V. Torgov in 1962.

Estrone has important physiological functions (see).

References in periodicals archive ?
2002) stated that in vitro callus culture of immature wheat embryos is strongly stimulated by androsterone but regeneration is similar to control estrone and progesterone inhibits the first leaf and a callus growth of immature embryos in in vitro culture.
He had also raised follicle-stimulating hormone (FSH), luteinizing hormone (LH), androstenedione, and estrone with low-normal testosterone, low androstendiol glucurunide, and normal DHEA levels [Table 2].
Estrone production during pregnancy is lower than that of estriol and estradiol, and its levels do not correlate with the other estrogens; neither is its function during pregnancy well understood (Braunstein 2003).
Natural estrogens include estrone, estradiol and estriol.
However, oestrogens are continually synthesised via peripheral conversion of androstenedione (Adione) to estrone (E1) through the action of aromatase, a cytochrome P450 (CYP450) enzyme.
Cytochrome P450 1B1 (CYP1B1) catalyses the conversion of estrone and estradiol to potentially carcinogenic catechol estrogen 4-hydroxyestrogen (4-OH).
Please note that estrodiol is 12 times more potent than estrone, and in the presence of adequate progesterone, estrodiol will often be converted to estrone sulfate, an essentially inactive form that is stored mainly in the fat cells for later use as needed.
2) Estradiol valerate is metabolized to estradiol, estrone, and estrone sulfate.
More specifically, the estradiol and estrone forms are produced primarily in the ovaries in premenopausal women, while estriol is produced by the placenta during pregnancy.
Carcinogenic potency of stilbestrol and estrone on strain C3H mice.
Timothy Veenstra and his colleagues assayed grocery-store milk for 15 estrogens: estrone, estradiol and 13 metabolic derivatives of these female sex hormones.
Estrone is an estrogenic hormone secreted by the ovary and is the least prevalent of the three hormones.