Estrone
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| Systematic (IUPAC) name | |
|---|---|
| 3-hydroxy-13-methyl- 6,7,8,9,11,12,13,14,15,16- decahydrocyclopenta[a]phenanthren- 17- one | |
| Identifiers | |
| CAS number | 53-16-7 |
| ATC code | G03CA07 G03CC04 |
| PubChem | 5870 |
| DrugBank | APRD00588 |
| Chemical data | |
| Formula | C18H22O2 |
| Mol. mass | 270.366 g/mol |
| Physical data | |
| Melt. point | 254.5 °C (490 °F) |
| Pharmacokinetic data | |
| Bioavailability | ? |
| Protein binding | >95% |
| Metabolism | ? |
| Half life | 19 hours |
| Excretion | ? |
| Therapeutic considerations | |
| Pregnancy cat. |
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| Legal status | |
| Routes | ?
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Estrone (also oestrone) is an estrogenic hormone secreted by the ovary as well as adipose tissue.[1]
Estrone is one of the three estrogens, which also include estriol and estradiol. Estrone is the least abundant of the three hormones, estradiol is present almost always in the reproductive female body, and estriol is abundant primarily during pregnancy.
Estrone is relevant to health and disease states because of its conversion to estrone sulfate, a long-lived derivative. Estrone sulfate acts as a reservoir that can be converted as needed to the more active estradiol.
Estrone is the only one of the three estrogens which is present in any quantity in post-menopausal women.
[edit] Synthesis
Estrone is synthesized via aromatase from androstenedione, a derivative of progesterone. The conversion consists of the de-methylation of C-19 and the aromaticity of the 'A' ring. This reaction is similar to the conversion of testosterone to estradiol.
[edit] Additional images
 Androstenedione converting to estrone. |
[edit] References
- ^ "Estrone -PubChem". National Center for Biotechnology Information. http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5870&loc=ec_rcs. Retrieved 2009-09-06.
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