View source for Chemistry:4-Methoxyestrone

{{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
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| 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
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| Section3 = {{Chembox Hazards
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'''4-Methoxyestrone''' ('''4-ME1''') is an endogenous, [[Chemistry:Natural product|naturally occurring]] methoxylated [[Biology:Catechol estrogen|catechol estrogen]] and [[Biology:Metabolite|metabolite]] of [[Chemistry:Estrone|estrone]] that is formed by catechol O-methyltransferase via the intermediate 4-hydroxyestrone.<ref name="HMDB">{{cite HMDB|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 [[Biology:Estrogen|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>


==See also==
* [[Chemistry:2-Methoxyestradiol|2-Methoxyestradiol]]
* [[Chemistry:2-Methoxyestriol|2-Methoxyestriol]]
* [[Chemistry:2-Methoxyestrone|2-Methoxyestrone]]
* [[Chemistry:4-Methoxyestradiol|4-Methoxyestradiol]]

==References==
{{Reflist}}

{{Endogenous steroids}}
{{Estrogen receptor modulators}}

{{DEFAULTSORT:Methoxyestrone, 4-}}

[[Category:Phenols]]
[[Category:Estranes]]
[[Category:Estrogens]]
[[Category:Ethers]]
[[Category:Human metabolites]]
[[Category:Ketones]]
[[Category:Steroid hormones]]



{{Sourceattribution|4-Methoxyestrone}}