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		<id>http://metabolomics.jp/mediawiki/index.php?action=history&amp;feed=atom&amp;title=Licoricesaponin_K2</id>
		<title>Licoricesaponin K2 - Revision history</title>
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		<updated>2026-04-10T03:43:02Z</updated>
		<subtitle>Revision history for this page on the wiki</subtitle>
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	<entry>
		<id>http://metabolomics.jp/mediawiki/index.php?title=Licoricesaponin_K2&amp;diff=107978&amp;oldid=prev</id>
		<title>Toyama: /* Spectroscopic Data */</title>
		<link rel="alternate" type="text/html" href="http://metabolomics.jp/mediawiki/index.php?title=Licoricesaponin_K2&amp;diff=107978&amp;oldid=prev"/>
				<updated>2010-02-09T03:22:16Z</updated>
		
		<summary type="html">&lt;p&gt;‎&lt;span dir=&quot;auto&quot;&gt;&lt;span class=&quot;autocomment&quot;&gt;Spectroscopic Data&lt;/span&gt;&lt;/span&gt;&lt;/p&gt;
&lt;table class='diff diff-contentalign-left'&gt;
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				&lt;col class='diff-content' /&gt;
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			&lt;tr valign='top'&gt;
			&lt;td colspan='2' style=&quot;background-color: white; color:black;&quot;&gt;← Older revision&lt;/td&gt;
			&lt;td colspan='2' style=&quot;background-color: white; color:black;&quot;&gt;Revision as of 03:22, 9 February 2010&lt;/td&gt;
			&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot;&gt;Line 19:&lt;/td&gt;
&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot;&gt;Line 19:&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class='diff-marker'&gt;&amp;#160;&lt;/td&gt;&lt;td style=&quot;background: #eee; color:black; font-size: smaller;&quot;&gt;&lt;div&gt;| '''IR''' (KBr)|| 3500-3100 (br), 2928, 1690, 1629, 1395, 1050 cm&amp;lt;sup&amp;gt;-1&amp;lt;/sup&amp;gt;&lt;/div&gt;&lt;/td&gt;&lt;td class='diff-marker'&gt;&amp;#160;&lt;/td&gt;&lt;td style=&quot;background: #eee; color:black; font-size: smaller;&quot;&gt;&lt;div&gt;| '''IR''' (KBr)|| 3500-3100 (br), 2928, 1690, 1629, 1395, 1050 cm&amp;lt;sup&amp;gt;-1&amp;lt;/sup&amp;gt;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class='diff-marker'&gt;&amp;#160;&lt;/td&gt;&lt;td style=&quot;background: #eee; color:black; font-size: smaller;&quot;&gt;&lt;div&gt;|-&lt;/div&gt;&lt;/td&gt;&lt;td class='diff-marker'&gt;&amp;#160;&lt;/td&gt;&lt;td style=&quot;background: #eee; color:black; font-size: smaller;&quot;&gt;&lt;div&gt;|-&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class='diff-marker'&gt;−&lt;/td&gt;&lt;td style=&quot;background: #ffa; color:black; font-size: smaller;&quot;&gt;&lt;div&gt;| '''&amp;lt;sup&amp;gt;1&amp;lt;/sup&amp;gt;H-NMR''' (C&amp;lt;sub&amp;gt;5&amp;lt;/sub&amp;gt;D&amp;lt;sub&amp;gt;5&amp;lt;/sub&amp;gt;N, 500 MHz)|| 0.72 (s, &lt;del class=&quot;diffchange diffchange-inline&quot;&gt;CH3&lt;/del&gt;), 0.88 (s, &lt;del class=&quot;diffchange diffchange-inline&quot;&gt;CH3&lt;/del&gt;), 1.07 (s, &lt;del class=&quot;diffchange diffchange-inline&quot;&gt;CH3&lt;/del&gt;), 1.33 (s, &lt;del class=&quot;diffchange diffchange-inline&quot;&gt;CH3&lt;/del&gt;), 1.37 (s, &lt;del class=&quot;diffchange diffchange-inline&quot;&gt;CH3&lt;/del&gt;), 1.45 (s, &lt;del class=&quot;diffchange diffchange-inline&quot;&gt;CH3&lt;/del&gt;), 1.47 (s, &lt;del class=&quot;diffchange diffchange-inline&quot;&gt;CH3&lt;/del&gt;), 3.50 (dd, ''J''=4.2, 9.6 Hz, H-3), 4.48 (d, ''J''=9.8 Hz, H-24A), 4.58 (d, ''J''=9.8 Hz, H-24B), 5.04 (d, ''J''=7.6 Hz, H-1 of GlcUA I), 5.54 (brd, ''J''=''ca.'' 12.0 Hz, H-11), 5.64 (d, ''J''=9.6 Hz, H-1 of GlcUA II), 6.52 (brd, ''J''=''ca.'' 12.0 Hz, H-12)&lt;/div&gt;&lt;/td&gt;&lt;td class='diff-marker'&gt;+&lt;/td&gt;&lt;td style=&quot;background: #cfc; color:black; font-size: smaller;&quot;&gt;&lt;div&gt;| '''&amp;lt;sup&amp;gt;1&amp;lt;/sup&amp;gt;H-NMR''' (C&amp;lt;sub&amp;gt;5&amp;lt;/sub&amp;gt;D&amp;lt;sub&amp;gt;5&amp;lt;/sub&amp;gt;N, 500 MHz)|| 0.72 (s, &lt;ins class=&quot;diffchange diffchange-inline&quot;&gt;CH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;&lt;/ins&gt;), 0.88 (s, &lt;ins class=&quot;diffchange diffchange-inline&quot;&gt;CH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;&lt;/ins&gt;), 1.07 (s, &lt;ins class=&quot;diffchange diffchange-inline&quot;&gt;CH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;&lt;/ins&gt;), 1.33 (s, &lt;ins class=&quot;diffchange diffchange-inline&quot;&gt;CH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;&lt;/ins&gt;), 1.37 (s, &lt;ins class=&quot;diffchange diffchange-inline&quot;&gt;CH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;&lt;/ins&gt;), 1.45 (s, &lt;ins class=&quot;diffchange diffchange-inline&quot;&gt;CH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;&lt;/ins&gt;), 1.47 (s, &lt;ins class=&quot;diffchange diffchange-inline&quot;&gt;CH&amp;lt;sub&amp;gt;3&amp;lt;/sub&amp;gt;&lt;/ins&gt;), 3.50 (dd, ''J''=4.2, 9.6 Hz, H-3), 4.48 (d, ''J''=9.8 Hz, H-24A), 4.58 (d, ''J''=9.8 Hz, H-24B), 5.04 (d, ''J''=7.6 Hz, H-1 of GlcUA I), 5.54 (brd, ''J''=''ca.'' 12.0 Hz, H-11), 5.64 (d, ''J''=9.6 Hz, H-1 of GlcUA II), 6.52 (brd, ''J''=''ca.'' 12.0 Hz, H-12)&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class='diff-marker'&gt;&amp;#160;&lt;/td&gt;&lt;td style=&quot;background: #eee; color:black; font-size: smaller;&quot;&gt;&lt;div&gt;|}&lt;/div&gt;&lt;/td&gt;&lt;td class='diff-marker'&gt;&amp;#160;&lt;/td&gt;&lt;td style=&quot;background: #eee; color:black; font-size: smaller;&quot;&gt;&lt;div&gt;|}&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td class='diff-marker'&gt;&amp;#160;&lt;/td&gt;&lt;td style=&quot;background: #eee; color:black; font-size: smaller;&quot;&gt;&lt;div&gt;{| class=&amp;quot;wikitable&amp;quot; style=&amp;quot;width:80%&amp;quot;&lt;/div&gt;&lt;/td&gt;&lt;td class='diff-marker'&gt;&amp;#160;&lt;/td&gt;&lt;td style=&quot;background: #eee; color:black; font-size: smaller;&quot;&gt;&lt;div&gt;{| class=&amp;quot;wikitable&amp;quot; style=&amp;quot;width:80%&amp;quot;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;/table&gt;</summary>
		<author><name>Toyama</name></author>	</entry>

	<entry>
		<id>http://metabolomics.jp/mediawiki/index.php?title=Licoricesaponin_K2&amp;diff=107977&amp;oldid=prev</id>
		<title>Toyama: New page: {{Hierarchy|{{PAGENAME}}}}  {{Metabolite |SysName=(3beta,4beta,20beta)-20-Carboxy-23-hydroxy-30-noroleana-11,13(18)-dien-3-yl 2-O-beta-D-glucopyranuronosyl-beta-D-glucopyranosiduronic acid...</title>
		<link rel="alternate" type="text/html" href="http://metabolomics.jp/mediawiki/index.php?title=Licoricesaponin_K2&amp;diff=107977&amp;oldid=prev"/>
				<updated>2010-02-09T02:07:52Z</updated>
		
		<summary type="html">&lt;p&gt;New page: {{Hierarchy|{{PAGENAME}}}}  {{Metabolite |SysName=(3beta,4beta,20beta)-20-Carboxy-23-hydroxy-30-noroleana-11,13(18)-dien-3-yl 2-O-beta-D-glucopyranuronosyl-beta-D-glucopyranosiduronic acid...&lt;/p&gt;
&lt;p&gt;&lt;b&gt;New page&lt;/b&gt;&lt;/p&gt;&lt;div&gt;{{Hierarchy|{{PAGENAME}}}}&lt;br /&gt;
&lt;br /&gt;
{{Metabolite&lt;br /&gt;
|SysName=(3beta,4beta,20beta)-20-Carboxy-23-hydroxy-30-noroleana-11,13(18)-dien-3-yl 2-O-beta-D-glucopyranuronosyl-beta-D-glucopyranosiduronic acid &lt;br /&gt;
|Common Name=&amp;amp;&amp;amp;Licoricesaponin K2&amp;amp;&amp;amp;&lt;br /&gt;
|CAS=135815-61-1&lt;br /&gt;
|KNApSAcK=&lt;br /&gt;
}}&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
==Spectroscopic Data==&lt;br /&gt;
&lt;br /&gt;
{| class=&amp;quot;wikitable&amp;quot; style=&amp;quot;width:80%&amp;quot;&lt;br /&gt;
&lt;br /&gt;
'''Free acid'''&lt;br /&gt;
|-&lt;br /&gt;
| '''M.P.''' || 207 - 209 °C &lt;br /&gt;
|-&lt;br /&gt;
| '''IR''' (KBr)|| 3500-3100 (br), 2928, 1690, 1629, 1395, 1050 cm&amp;lt;sup&amp;gt;-1&amp;lt;/sup&amp;gt;&lt;br /&gt;
|-&lt;br /&gt;
| '''&amp;lt;sup&amp;gt;1&amp;lt;/sup&amp;gt;H-NMR''' (C&amp;lt;sub&amp;gt;5&amp;lt;/sub&amp;gt;D&amp;lt;sub&amp;gt;5&amp;lt;/sub&amp;gt;N, 500 MHz)|| 0.72 (s, CH3), 0.88 (s, CH3), 1.07 (s, CH3), 1.33 (s, CH3), 1.37 (s, CH3), 1.45 (s, CH3), 1.47 (s, CH3), 3.50 (dd, ''J''=4.2, 9.6 Hz, H-3), 4.48 (d, ''J''=9.8 Hz, H-24A), 4.58 (d, ''J''=9.8 Hz, H-24B), 5.04 (d, ''J''=7.6 Hz, H-1 of GlcUA I), 5.54 (brd, ''J''=''ca.'' 12.0 Hz, H-11), 5.64 (d, ''J''=9.6 Hz, H-1 of GlcUA II), 6.52 (brd, ''J''=''ca.'' 12.0 Hz, H-12)&lt;br /&gt;
|}&lt;br /&gt;
{| class=&amp;quot;wikitable&amp;quot; style=&amp;quot;width:80%&amp;quot;&lt;br /&gt;
'''Trimethyl ester'''&lt;br /&gt;
|-&lt;br /&gt;
| '''M.P.''' || 179 - 181 °C &lt;br /&gt;
|-&lt;br /&gt;
| '''&amp;lt;sup&amp;gt;13&amp;lt;/sup&amp;gt;C-NMR''' (C&amp;lt;sub&amp;gt;5&amp;lt;/sub&amp;gt;D&amp;lt;sub&amp;gt;5&amp;lt;/sub&amp;gt;N, 22.5MHz)|| C-3) 89.8, (11) 125.3, (12) 126.4, (13) 135.2, (14) 135.8, (18) 135.2, (22) 36.2, (24) 62.4, (29) 28.1, (30) 178.2 '''GlcUA I''' (1) 104.0, (2) 80.8, (3) 76.6, (4) 72.1, (5) 77.7, (6) 169.8 '''GlcUA II''' (1)104.5, (2) 76.6, (3) 77.0, (4) 72.1, (5) 77.4, (6) 169.8  &lt;br /&gt;
|}&lt;br /&gt;
&amp;lt;small&amp;gt;M. Yoshikawa et al., Chem.Pharm.Bull., 41, 1337 (1993).&amp;lt;/small&amp;gt;&lt;/div&gt;</summary>
		<author><name>Toyama</name></author>	</entry>

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