Estrone


Estrone
Estrone
Systematic (IUPAC) name
3-hydroxy-13-methyl- 6,7,8,9,11,12,13,14,15,16- decahydrocyclopenta[a]phenanthren- 17- one
Clinical data
Pregnancy cat.  ?
Legal status  ?
Pharmacokinetic data
Protein binding >95%
Half-life 19 hours
Identifiers
CAS number 53-16-7 YesY
ATC code G03CA07 G03CC04
PubChem CID 5870
DrugBank DB00655
ChemSpider 5660 YesY
UNII 2DI9HA706A YesY
KEGG D00067 N
ChEBI CHEBI:17263 N
ChEMBL CHEMBL1405 N
Chemical data
Formula C18H22O2 
Mol. mass 270.366 g/mol
SMILES eMolecules & PubChem
Physical data
Melt. point 254.5 °C (490 °F)
 N(what is this?)  (verify)

Estrone (E1, and also oestrone) is an estrogenic hormone secreted by the ovary as well as adipose tissue.[1]

Estrone is one of several natural 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 predominant estrogen in postmenopausal women.[2]

Biosynthesis

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.

Additional images

References

  1. ^ "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. 
  2. ^ Helen Varney, Jan M. Kriebs, Carolyn L. Gegor. Varney's midwifery, Fourth Edition. Jones and Bartlett Publishers, 2004, p. 340.



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Look at other dictionaries:

  • Estrone — structure de l estrone Général No CAS …   Wikipédia en Français

  • estrone — [es′trōn΄] n. [ ESTR(US) + ONE] a female sex hormone, C18H22O2 …   English World dictionary

  • estrone — œstrone [ ɛstrɔn ] n. f. VAR. estrone • v. 1921; de œstrus ♦ Physiol. Nom chimique de la folliculine, l une des hormones œstrogènes sécrétées par l ovaire et le placenta. ● œstrone ou estrone nom féminin Synonyme de folliculine. ● œstrone ou… …   Encyclopédie Universelle

  • estrone — A metabolite of 17β estradiol, commonly found in urine, ovaries, and placenta; has considerably less biologic activity than the parent hormone. SYN: follicular hormone, folliculin, ketohydroxyestrin, oestrone. * * * es·trone es .trōn …   Medical dictionary

  • estrone — estronas statusas T sritis chemija apibrėžtis Estrogenas. formulė (CH₃)C₁₇H₁₈(=O)OH atitikmenys: angl. estrone rus. фолликулин; эстрон ryšiai: sinonimas – folikulinas …   Chemijos terminų aiškinamasis žodynas

  • estrone — noun a naturally occurring weak estrogenic hormone secreted by the mammalian ovary; synthesized (trade name Estronol) and used to treat estrogen deficiency • Syn: ↑oestrone, ↑theelin, ↑Estronol • Usage Domain: ↑trade name (for: ↑Estronol) …   Useful english dictionary

  • estrone — noun Etymology: estrane Date: 1933 a natural estrogenic hormone that is a ketone C18H22O2 found in the body chiefly as a metabolite of estradiol, that is also secreted especially by the ovaries, and that is used to treat various conditions (as… …   New Collegiate Dictionary

  • estrone — /es trohn/, n. 1. Biochem. an estrogenic hormone, C18H22O2, produced by the ovarian follicles and found during pregnancy in urine and placental tissue. 2. Pharm. a commercial form of this compound, obtained from the urine of pregnant women or… …   Universalium

  • estrone — noun An estrogenic hormone excreted by the ovaries; sometimes manufactured synthetically for use in cases of estrogen deficiency. Syn: theelin …   Wiktionary

  • estrone — e·strò·ne s.m. TS biochim. tipo di ormone femminile Sinonimi: follicolina. {{line}} {{/line}} DATA: 1950. ETIMO: der. di estro con 2 one …   Dizionario italiano


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