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4-Methoxyestrone
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{{Chembox <!-- Images --> | ImageFile = 4-Methoxyestrone.svg | ImageSize = 200px | ImageAlt = <!-- Names --> | IUPACName = 3-Hydroxy-4-methoxyestra-1,3,5(10)-trien-17-one | SystematicName = (3a''S'',3b''R'',9b''S'',11a''S'')-7-Hydroxy-6-methoxy-11a-methyl-2,3,3a,3b,4,5,9b,10,11,11a-decahydro-1''H''-cyclopenta[''a'']phenanthren-1-one | OtherNames = 4-ME1; 4-MeOE1; 4-MeO-E1; 4-Hydroxyestrone 4-methyl ether <!-- Sections --> | Section1 = {{Chembox Identifiers | CASNo = 58562-33-7 | CASNo_Ref = {{cascite|correct|CAS}} | UNII_Ref = {{fdacite|correct|FDA}} | UNII = EX27GM9MHY | ChEBI = 136972 | ChEMBL = 1627349 | ChemSpiderID = 168393 | PubChem = 194066 | StdInChI = 1S/C19H24O3/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/h5,7,12-13,15,20H,3-4,6,8-10H2,1-2H3/t12-,13-,15+,19+/m1/s1 | StdInChIKey = PUEXVLNGOBYUEW-BFDPJXHCSA-N | SMILES = C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=C3C=CC(=C4OC)O }} | Section2 = {{Chembox Properties | C=19 | H=24 | O=3 | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = }} | Section3 = {{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} }} '''4-Methoxyestrone''' ('''4-ME1''') is an [[endogenous]], [[natural product|naturally occurring]] [[methoxyl]]ated [[catechol estrogen]] and [[metabolite]] of [[estrone]] that is formed by [[catechol O-methyltransferase]] via the [[chemical intermediate|intermediate]] [[4-hydroxyestrone]].<ref name="HMDB">{{cite HMDB|author1-link=David S. Wishart|http://www.hmdb.ca/metabolites/HMDB60088|title=Showing metabocard for 4-Methoxyestrone}}</ref><ref name="Hemnes2015">{{cite book| first = Anna R. | last = Hemnes | name-list-style = vanc |title=Gender, Sex Hormones and Respiratory Disease: A Comprehensive Guide|url=https://books.google.com/books?id=4So3CwAAQBAJ&pg=PA32|date=16 December 2015|publisher=Humana Press|isbn=978-3-319-23998-9|pages=32–}}</ref><ref name="LauritzenStudd2005">{{cite book | first1 = Christian | last1 = Lauritzen | first2 = John W. W. | last2 = Studd | name-list-style = vanc |title=Current Management of the Menopause|url=https://books.google.com/books?id=WD7S7677xUUC&pg=PA378|date=22 June 2005|publisher=CRC Press|isbn=978-0-203-48612-2|pages=378–379}}</ref> It has [[estrogen]]ic activity similarly to estrone and 4-hydroxyestrone.<ref name="pmid10865186">{{cite journal | vauthors = Bhavnani BR, Nisker JA, Martin J, Aletebi F, Watson L, Milne JK | title = Comparison of pharmacokinetics of a conjugated equine estrogen preparation (premarin) and a synthetic mixture of estrogens (C.E.S.) in postmenopausal women | journal = Journal of the Society for Gynecologic Investigation | volume = 7 | issue = 3 | pages = 175–83 | year = 2000 | pmid = 10865186 | doi = 10.1016/s1071-5576(00)00049-6 }}</ref> {{Selected biological properties of endogenous estrogens in rats}} ==See also== * [[2-Methoxyestradiol]] * [[2-Methoxyestriol]] * [[2-Methoxyestrone]] * [[4-Methoxyestradiol]] ==References== {{Reflist}} {{Endogenous steroids}} {{Estrogen receptor modulators}} {{DEFAULTSORT:Methoxyestrone, 4-}} [[Category:Hydroxyarenes]] [[Category:Estranes]] [[Category:Estrogens]] [[Category:Ethers]] [[Category:Human metabolites]] [[Category:Ketones]] [[Category:Steroid hormones]] {{Steroid-stub}}
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