Estrone

Estrone
Names
	IUPAC name 3-Hydroxyestra-1,3,5(10)-trien-17-one
	Systematic IUPAC name (3aS,3bR,9bS,11aS)-7-Hydroxy-11a-methyl-2,3,3a,3b,4,5,9b,10,11,11a-decahydro-1H-cyclopenta[a]phenanthren-1-one
	Other names Oestrone; E1
Identifiers
CAS Number	53-16-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17263 ;
ChEMBL	ChEMBL1405 ;
ChemSpider	5660 ;
ECHA InfoCard	100.000.150
KEGG	D00067 ;
PubChem CID	5870;
UNII	2DI9HA706A ;
CompTox Dashboard (EPA)	DTXSID4022367 ;
	InChI 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+/m1/s1 Key: DNXHEGUUPJUMQT-CBZIJGRNSA-N ;
	SMILES O=C4[C@]3(CC[C@@H]2c1ccc(O)cc1CC[C@H]2[C@@H]3CC4)C;
Properties
Chemical formula	C18H22O2
Molar mass	270.366 g/mol
Melting point	254.5
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Estrone (E1), also spelled oestrone, is a steroid, a weak estrogen, and a minor female sex hormone.^[1] It is one of three major endogenous estrogens, the others being estradiol and estriol.^[1] Estrone, as well as the other estrogens, are synthesized from cholesterol and secreted mainly from the gonads, though they can also be formed from adrenal androgens in adipose tissue.^[2] Relative to estradiol, both estrone and estriol have far weaker activity as estrogens.^[1] Estrone can be converted into estradiol, and serves mainly as a precursor or metabolic intermediate of estradiol.^[1]^[3] It is both a precursor and metabolite of estradiol.^[4]^[1]

In addition to its role as a natural hormone, estrone has been used as a medication, for instance in menopausal hormone therapy; for information on estrone as a medication, see the estrone (medication) article.

^ ^a ^b ^c ^d ^e Kuhl H (August 2005). "Pharmacology of estrogens and progestogens: influence of different routes of administration". Climacteric. 8 (Suppl 1): 3–63. doi:10.1080/13697130500148875. PMID 16112947. S2CID 24616324.
^ Hornstein T, Schwerin JL (1 January 2012). Biology of Women. Cengage Learning. pp. 369–. ISBN 978-1-285-40102-7.
^ Cite error: The named reference KeepUtian2012 was invoked but never defined (see the help page).
^ Chervenak J (October 2009). "Bioidentical hormones for maturing women". Maturitas. 64 (2): 86–89. doi:10.1016/j.maturitas.2009.08.002. PMID 19766414.

[pmid16112947-1] Kuhl H (August 2005). "Pharmacology of estrogens and progestogens: influence of different routes of administration". Climacteric. 8 (Suppl 1): 3–63. doi:10.1080/13697130500148875. PMID 16112947. S2CID 24616324.

[HornsteinSchwerin2012-2] Hornstein T, Schwerin JL (1 January 2012). Biology of Women. Cengage Learning. pp. 369–. ISBN 978-1-285-40102-7.

[KeepUtian2012-3] Cite error: The named reference KeepUtian2012 was invoked but never defined (see the help page).

[pmid19766414-4] Chervenak J (October 2009). "Bioidentical hormones for maturing women". Maturitas. 64 (2): 86–89. doi:10.1016/j.maturitas.2009.08.002. PMID 19766414.

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