4-Methoxyestradiol

4-Methoxyestradiol
Names
	IUPAC name (8R,9S,13S,14S,17S)-4-Methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
	Other names 4-ME2; 4-MeOE2; 4-MeO-E2; 4-Methoxy-17β-estradiol; 4-Methoxyestra-1,3,5(10)-triene-17β-diol; Estra-1,3,5(10)-trien-3,4,17β-triol 4-methyl ether
Identifiers
CAS Number	26788-23-8;
3D model (Jmol)	Interactive image;
ChemSpider	61848;
PubChem CID	68578;
	InChI InChI=1S/C19H26O3/c1-19-10-9-12-11-5-7-16(20)18(22-2)14(11)4-3-13(12)15(19)6-8-17(19)21/h5,7,12-13,15,17,20-21H,3-4,6,8-10H2,1-2H3/t12-,13-,15+,17+,19+/m1/s1 Key: BCWZIZLVBYHFES-PYEWSWHRSA-N ;
	SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4OC)O ;
Properties
Chemical formula	C19H26O3
Molar mass	302.41 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

4-Methoxyestradiol (4-ME2) is an endogenous, naturally occurring methoxylated catechol estrogen and metabolite of estradiol that is formed by catechol O-methyltransferase via the intermediate 4-hydroxyestradiol.^[1]^[2]^[3] It has estrogenic activity similarly to estrone and 4-hydroxyestrone.^[4]

References[edit]

^ http://www.hmdb.ca/metabolites/HMDB12782
^ Anna R. Hemnes (16 December 2015). Gender, Sex Hormones and Respiratory Disease: A Comprehensive Guide. Humana Press. pp. 32–. ISBN 978-3-319-23998-9.
^ Christian Lauritzen; John W. W. Studd (22 June 2005). Current Management of the Menopause. CRC Press. pp. 378–379. ISBN 978-0-203-48612-2.
^ Bhavnani BR, Nisker JA, Martin J, Aletebi F, Watson L, Milne JK (2000). "Comparison of pharmacokinetics of a conjugated equine estrogen preparation (premarin) and a synthetic mixture of estrogens (C.E.S.) in postmenopausal women". J. Soc. Gynecol. Investig. 7 (3): 175–83. doi:10.1016/s1071-5576(00)00049-6. PMID 10865186.

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