Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C18H22O2 |
Molecular Weight | 270.3661 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12CCC(=O)[C@]1(C)CC[C@@]3([H])C4=C(CC[C@]23[H])C=C(O)C=C4
InChI
InChIKey=DNXHEGUUPJUMQT-LISAXSMJSA-N
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+/m0/s1
Molecular Formula | C18H22O2 |
Molecular Weight | 270.3661 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: Description was created based on several sources, including https://books.google.ru/books?id=d8IPBwAAQBAJ&pg=PA955&lpg=PA955&dq=(-)-ESTRONE retrieved from Chemistry of Plant Natural Products: Stereochemistry, Conformation, Synthesis, Biology, and Medicine By Sunil Kumar Talapatra, Bani Talapatra, p.955
Curator's Comment: Description was created based on several sources, including https://books.google.ru/books?id=d8IPBwAAQBAJ&pg=PA955&lpg=PA955&dq=(-)-ESTRONE retrieved from Chemistry of Plant Natural Products: Stereochemistry, Conformation, Synthesis, Biology, and Medicine By Sunil Kumar Talapatra, Bani Talapatra, p.955
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. 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. (-)-Estrone (ent-Estrone) is an ent-steroid which is devoid of hormonal activity. ent-Estrone or ent-estradiol is obtained analogously to the natural hormones from ent-estradiol-3-methyl ether that is produced totally synthetically by oxidation, ether cleavage and reduction. (+)-Estrone is a sexual hormone and (-)-Estrone is inactive.
Originator
Approval Year
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Inactive ingredient | Estragyn Approved UseEstragyn Vaginal Cream is prescribed in the treatment of menopausal and post menopausal symptoms.
Estragyn Vaginal Cream should be prescribed with an appropriate dosage of a progestin for women with intact uteri to prevent endometrial hyperplasia/carcinoma. |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.rxwiki.com/estrone
Curator's Comment: Vaginal route is possible: The recommended dose is 2.0 to 4.0 g intravaginally per day, adjusted to the lowest amount that controls symptoms http://www.rxlist.com/estragyn-drug.htm
Estrone is available in the following doses:
Estrone 2 Mg/ml Intramuscular Solution
Estrone 5 Mg/ml Intramuscular Solution
Estrone Compounding Powder
Forms of Medication
Estrone is available in the following forms:
Injectable Solution
Injectable Suspension
Vaginal Suppository
Route of Administration:
Intramuscular
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:11:52 GMT 2023
by
admin
on
Fri Dec 15 17:11:52 GMT 2023
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Record UNII |
57EB028MGD
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Record Status |
Validated (UNII)
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Record Version |
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DTXSID10904646
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