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	<id>https://bsd.neuroinf.jp/w/index.php?action=history&amp;feed=atom&amp;title=3%CE%B1-Hydroxytibolone</id>
	<title>3α-Hydroxytibolone - 版の履歴</title>
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	<updated>2026-04-12T10:58:06Z</updated>
	<subtitle>このウィキのこのページに関する変更履歴</subtitle>
	<generator>MediaWiki 1.43.8</generator>
	<entry>
		<id>https://bsd.neuroinf.jp/w/index.php?title=3%CE%B1-Hydroxytibolone&amp;diff=49716&amp;oldid=prev</id>
		<title>WikiSysop: 1版 をインポートしました</title>
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		<updated>2025-03-18T10:27:07Z</updated>

		<summary type="html">&lt;p&gt;1版 をインポートしました&lt;/p&gt;
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				&lt;td colspan=&quot;2&quot; style=&quot;background-color: #fff; color: #202122; text-align: center;&quot;&gt;← 古い版&lt;/td&gt;
				&lt;td colspan=&quot;2&quot; style=&quot;background-color: #fff; color: #202122; text-align: center;&quot;&gt;2025年3月18日 (火) 19:27時点における版&lt;/td&gt;
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&lt;/table&gt;</summary>
		<author><name>WikiSysop</name></author>
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	<entry>
		<id>https://bsd.neuroinf.jp/w/index.php?title=3%CE%B1-Hydroxytibolone&amp;diff=49715&amp;oldid=prev</id>
		<title>bsd&gt;حسن علي البط: added Category:Tertiary alcohols using HotCat</title>
		<link rel="alternate" type="text/html" href="https://bsd.neuroinf.jp/w/index.php?title=3%CE%B1-Hydroxytibolone&amp;diff=49715&amp;oldid=prev"/>
		<updated>2024-07-12T00:52:44Z</updated>

		<summary type="html">&lt;p&gt;added &lt;a href=&quot;/w/index.php?title=%E3%82%AB%E3%83%86%E3%82%B4%E3%83%AA:Tertiary_alcohols&amp;amp;action=edit&amp;amp;redlink=1&quot; class=&quot;new&quot; title=&quot;カテゴリ:Tertiary alcohols (存在しないページ)&quot;&gt;Category:Tertiary alcohols&lt;/a&gt; using &lt;a href=&quot;/w/index.php?title=WP:HC&amp;amp;action=edit&amp;amp;redlink=1&quot; class=&quot;new&quot; title=&quot;WP:HC (存在しないページ)&quot;&gt;HotCat&lt;/a&gt;&lt;/p&gt;
&lt;p&gt;&lt;b&gt;新規ページ&lt;/b&gt;&lt;/p&gt;&lt;div&gt;{{Short description|Chemical compound}}&lt;br /&gt;
{{Drugbox&lt;br /&gt;
| Verifiedfields = &lt;br /&gt;
| Watchedfields = &lt;br /&gt;
| verifiedrevid = &lt;br /&gt;
| IUPAC_name = (3&amp;#039;&amp;#039;R&amp;#039;&amp;#039;,7&amp;#039;&amp;#039;R&amp;#039;&amp;#039;,8&amp;#039;&amp;#039;R&amp;#039;&amp;#039;,9&amp;#039;&amp;#039;S&amp;#039;&amp;#039;,13&amp;#039;&amp;#039;S&amp;#039;&amp;#039;,14&amp;#039;&amp;#039;S&amp;#039;&amp;#039;,17&amp;#039;&amp;#039;R&amp;#039;&amp;#039;)-17-Ethynyl-7,13-dimethyl-2,3,4,6,7,8,9,11,12,14,15,16-dodecahydro-1&amp;#039;&amp;#039;H&amp;#039;&amp;#039;-cyclopenta[&amp;#039;&amp;#039;a&amp;#039;&amp;#039;]phenanthrene-3,17-diol&lt;br /&gt;
| image = 3α-Hydroxytibolone.svg&lt;br /&gt;
| width = 225px&lt;br /&gt;
&lt;br /&gt;
&amp;lt;!--Clinical data--&amp;gt;&lt;br /&gt;
| tradename = &lt;br /&gt;
| pregnancy_AU = &amp;lt;!-- A / B1 / B2 / B3 / C / D / X --&amp;gt;&lt;br /&gt;
| pregnancy_US = &amp;lt;!-- A / B / C / D / X --&amp;gt;&lt;br /&gt;
| pregnancy_category = &lt;br /&gt;
| legal_AU = &amp;lt;!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 --&amp;gt;&lt;br /&gt;
| legal_CA = &lt;br /&gt;
| legal_UK = &lt;br /&gt;
| legal_US = &lt;br /&gt;
| legal_status = &lt;br /&gt;
| routes_of_administration = &lt;br /&gt;
| class = &lt;br /&gt;
&lt;br /&gt;
&amp;lt;!--Pharmacokinetic data--&amp;gt;&lt;br /&gt;
| bioavailability = &lt;br /&gt;
| protein_bound = &lt;br /&gt;
| metabolism = &lt;br /&gt;
| elimination_half-life = &lt;br /&gt;
| excretion = &lt;br /&gt;
&lt;br /&gt;
&amp;lt;!-- Identifiers --&amp;gt;&lt;br /&gt;
| CAS_number_Ref = &lt;br /&gt;
| CAS_number = 100239-44-9&lt;br /&gt;
| CAS_supplemental = &lt;br /&gt;
| ATC_prefix = &lt;br /&gt;
| ATC_suffix = &lt;br /&gt;
| ATC_supplemental = &lt;br /&gt;
| PubChem = 10087021&lt;br /&gt;
| IUPHAR_ligand = &lt;br /&gt;
| DrugBank_Ref = &lt;br /&gt;
| DrugBank = &lt;br /&gt;
| ChemSpiderID_Ref = &lt;br /&gt;
| ChemSpiderID = 8262558&lt;br /&gt;
| UNII = 37T303O94A&lt;br /&gt;
| KEGG = &lt;br /&gt;
| ChEBI = &lt;br /&gt;
| ChEMBL = &lt;br /&gt;
| synonyms = ORG-4094; 7α-Methyl-17α-ethynylestr-5(10)-ene-3α,17β-diol&lt;br /&gt;
&lt;br /&gt;
&amp;lt;!--Chemical data--&amp;gt;&lt;br /&gt;
| C=21 | H=30 | O=2&lt;br /&gt;
| SMILES = C[C@@H]1CC2=C(CC[C@H](C2)O)[C@@H]3[C@@H]1[C@@H]4CC[C@]([C@]4(CC3)C)(C#C)O&lt;br /&gt;
| StdInChI_Ref = &lt;br /&gt;
| StdInChI = 1S/C21H30O2/c1-4-21(23)10-8-18-19-13(2)11-14-12-15(22)5-6-16(14)17(19)7-9-20(18,21)3/h1,13,15,17-19,22-23H,5-12H2,2-3H3/t13-,15-,17-,18+,19-,20+,21+/m1/s1&lt;br /&gt;
| StdInChIKey_Ref = &lt;br /&gt;
| StdInChIKey = YLEUWNOTNJZCBN-CZTKNSHGSA-N&lt;br /&gt;
}}&lt;br /&gt;
&lt;br /&gt;
&amp;#039;&amp;#039;&amp;#039;3α-Hydroxytibolone&amp;#039;&amp;#039;&amp;#039; (developmental code name &amp;#039;&amp;#039;&amp;#039;ORG-4094&amp;#039;&amp;#039;&amp;#039;) is a [[synthetic compound|synthetic]] [[steroid]]al [[estrogen (medication)|estrogen]] which was never marketed.&amp;lt;ref name=&amp;quot;Kuhl2005&amp;quot;&amp;gt;{{cite journal|last1=Kuhl|first1=H|title=Pharmacology of estrogens and progestogens: influence of different routes of administration|journal=Climacteric|volume=8|issue=sup1|year=2005|pages=3–63|issn=1369-7137|doi=10.1080/13697130500148875|pmid=16112947|s2cid=24616324}}&amp;lt;/ref&amp;gt;&amp;lt;ref name=&amp;quot;pmid19464167&amp;quot;&amp;gt;{{cite journal | vauthors = Escande A, Servant N, Rabenoelina F, Auzou G, Kloosterboer H, Cavaillès V, Balaguer P, Maudelonde T | title = Regulation of activities of steroid hormone receptors by tibolone and its primary metabolites | journal = J. Steroid Biochem. Mol. Biol. | volume = 116 | issue = 1–2 | pages = 8–14 | year = 2009 | pmid = 19464167 | doi = 10.1016/j.jsbmb.2009.03.008 | s2cid = 18346113 | url = http://www.hal.inserm.fr/inserm-00396319/document}}&amp;lt;/ref&amp;gt; Along with [[3β-hydroxytibolone]] and [[δ4-tibolone|δ&amp;lt;sup&amp;gt;4&amp;lt;/sup&amp;gt;-tibolone]], it is a major [[active metabolite]] of [[tibolone]], and 3α-hydroxytibolone and 3β-hydroxytibolone are thought to be responsible for the [[estrogen (medication)|estrogen]]ic activity of tibolone.&amp;lt;ref name=&amp;quot;Kuhl2005&amp;quot; /&amp;gt;&amp;lt;ref name=&amp;quot;pmid19464167&amp;quot; /&amp;gt;&lt;br /&gt;
&lt;br /&gt;
==References==&lt;br /&gt;
{{Reflist}}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{{Estrogen receptor modulators}}&lt;br /&gt;
&lt;br /&gt;
{{DEFAULTSORT:Hydroxytibolone, 3α-}}&lt;br /&gt;
&lt;br /&gt;
[[Category:Abandoned drugs]]&lt;br /&gt;
[[Category:Alkene derivatives]]&lt;br /&gt;
[[Category:Ethynyl compounds]]&lt;br /&gt;
[[Category:Diols]]&lt;br /&gt;
[[Category:Estranes]]&lt;br /&gt;
[[Category:Human drug metabolites]]&lt;br /&gt;
[[Category:Synthetic estrogens]]&lt;br /&gt;
[[Category:Secondary alcohols]]&lt;br /&gt;
[[Category:Tertiary alcohols]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
{{Genito-urinary-drug-stub}}&lt;br /&gt;
{{Steroid-stub}}&lt;/div&gt;</summary>
		<author><name>bsd&gt;حسن علي البط</name></author>
	</entry>
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