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		<updated>2026-05-27T08:55:43Z</updated>
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		<id>http://metabolomics.jp/mediawiki/index.php?title=Category:TP1&amp;diff=115388&amp;oldid=prev</id>
		<title>Adm: /* Monoterpene (C10) */</title>
		<link rel="alternate" type="text/html" href="http://metabolomics.jp/mediawiki/index.php?title=Category:TP1&amp;diff=115388&amp;oldid=prev"/>
				<updated>2010-07-23T02:42:43Z</updated>
		
		<summary type="html">&lt;p&gt;‎&lt;span dir=&quot;auto&quot;&gt;&lt;span class=&quot;autocomment&quot;&gt;Monoterpene (C10)&lt;/span&gt;&lt;/span&gt;&lt;/p&gt;
&lt;table class='diff diff-contentalign-left'&gt;
				&lt;col class='diff-marker' /&gt;
				&lt;col class='diff-content' /&gt;
				&lt;col class='diff-marker' /&gt;
				&lt;col class='diff-content' /&gt;
			&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 02:42, 23 July 2010&lt;/td&gt;
			&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot;&gt;Line 3:&lt;/td&gt;
&lt;td colspan=&quot;2&quot; class=&quot;diff-lineno&quot;&gt;Line 3:&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;{{Twocolumn|&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;{{Twocolumn|&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;The lightweight monoterpenes are usually volatile and many essential oils belong to this category.&amp;#160; Plant families that produce essential oils are limited: most belong to [[:Category:Lamiaceae|Lamiaceae]], [[:Category:Rutaceae|Rutaceae]], [[:Category:Apiaceae|Apiaceae]], and [[:Category:Zingiberaceae|Zingiberaceae]].&amp;#160; Their structural variation is extensive due to cyclization reactions by some promiscuous enzymes like the limonene synthase.&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;The lightweight monoterpenes are usually volatile and many essential oils belong to this category.&amp;#160; Plant families that produce essential oils are limited: most belong to [[:Category:Lamiaceae|Lamiaceae]], [[:Category:Rutaceae|Rutaceae]], [[:Category:Apiaceae|Apiaceae]], and [[:Category:Zingiberaceae|Zingiberaceae]].&amp;#160; Their structural variation is extensive due to cyclization reactions by some promiscuous enzymes like the limonene synthase.&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;&lt;del class=&quot;diffchange diffchange-inline&quot;&gt;&amp;lt;br/&amp;gt;&lt;/del&gt;&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;&lt;ins class=&quot;diffchange diffchange-inline&quot;&gt;|&lt;/ins&gt;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td colspan=&quot;2&quot;&gt;&amp;#160;&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;&lt;ins class=&quot;diffchange diffchange-inline&quot;&gt;モノテルペンは軽量のため揮発性で、多くのエッセンシャルオイルがここに含まれます。&lt;/ins&gt;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td colspan=&quot;2&quot;&gt;&amp;#160;&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;&lt;ins class=&quot;diffchange diffchange-inline&quot;&gt;エッセンシャルオイルを作る植物のグループは限られており、ほとんどが[[:Category:Lamiaceae|シソ科]], [[:Category:Rutaceae|ミカン科]], [[:Category:Apiaceae|セリ科]]　そして [[:Category:Zingiberaceae|ショウガ科]]に属します。&lt;/ins&gt;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td colspan=&quot;2&quot;&gt;&amp;#160;&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;&lt;ins class=&quot;diffchange diffchange-inline&quot;&gt;それらの分子構造は、リモネン合成酵素のような特異性の低い環化反応のおかげで様々に変化しています。&lt;/ins&gt;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td colspan=&quot;2&quot;&gt;&amp;#160;&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;&lt;ins class=&quot;diffchange diffchange-inline&quot;&gt;}}&lt;/ins&gt;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td colspan=&quot;2&quot;&gt;&amp;#160;&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;&lt;ins class=&quot;diffchange diffchange-inline&quot;&gt;{{Twocolumn|&lt;/ins&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;Stereochemistry of compound structures contributes much to their flavors.&amp;#160; For example, (+)- and (-)-limonene smell like orange ([[Species:Citrus|''Citrus sinensis'']], Rutaceae) and lime ([[Species:Citrus|''Citrus aurantifolia'']], Rutaceae), respectively, whereas peppermint ([[Species:Mentha|''Mentha x piperita'']], Lamiaceae) contains both.&amp;#160; Likewise, (+)- and (-)-carvone smell like caraway ([[Species:Carum|''Carum carvi'']], Apiaceae) and spearmint ([[Species:Mentha|''Mentha spicata'']], Lamiaceae), respectively.&amp;#160; Monoterpenes also include the iridoid structures, characterized by a cyclopentane ring fused with a six-membered heterocycle with oxygen.&amp;#160; One example is gentiopicroside, abundant in the roots of [[:Category:Gentianaceae|Gentianaceae]] plants (e.g. [[Species:Gentiana|''Gentiana lutea, G. scabra'']], and [[Species:Swertia|''Swertia japonica'']]).&amp;#160; These roots are still often used as bitter stomachic in traditional herbal medicine in Asian countries.&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;Stereochemistry of compound structures contributes much to their flavors.&amp;#160; For example, (+)- and (-)-limonene smell like orange ([[Species:Citrus|''Citrus sinensis'']], Rutaceae) and lime ([[Species:Citrus|''Citrus aurantifolia'']], Rutaceae), respectively, whereas peppermint ([[Species:Mentha|''Mentha x piperita'']], Lamiaceae) contains both.&amp;#160; Likewise, (+)- and (-)-carvone smell like caraway ([[Species:Carum|''Carum carvi'']], Apiaceae) and spearmint ([[Species:Mentha|''Mentha spicata'']], Lamiaceae), respectively.&amp;#160; Monoterpenes also include the iridoid structures, characterized by a cyclopentane ring fused with a six-membered heterocycle with oxygen.&amp;#160; One example is gentiopicroside, abundant in the roots of [[:Category:Gentianaceae|Gentianaceae]] plants (e.g. [[Species:Gentiana|''Gentiana lutea, G. scabra'']], and [[Species:Swertia|''Swertia japonica'']]).&amp;#160; These roots are still often used as bitter stomachic in traditional herbal medicine in Asian countries.&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;&lt;del style=&quot;color: red; font-weight: bold; text-decoration: none;&quot;&gt;&lt;/del&gt;&lt;/div&gt;&lt;/td&gt;&lt;td colspan=&quot;2&quot;&gt;&amp;#160;&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 colspan=&quot;2&quot;&gt;&amp;#160;&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;&lt;ins style=&quot;color: red; font-weight: bold; text-decoration: none;&quot;&gt;化合物の香りは光学異性体の間でも異なります。&lt;/ins&gt;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td colspan=&quot;2&quot;&gt;&amp;#160;&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;&lt;ins style=&quot;color: red; font-weight: bold; text-decoration: none;&quot;&gt;たとえば(+)-と(-)-リモネン （ミカンの皮に含まれる成分で発泡スチロールを良く溶かす） はそれぞれオレンジ ([[Species:Citrus|''Citrus sinensis'']], ミカン科) とライム ([[Species:Citrus|''Citrus aurantifolia'']], ミカン科) の香りを持ち、両方混ぜるとペパーミント ([[Species:Mentha|''Mentha x piperita'']], シソ科) の香りになります。&lt;/ins&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;/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;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td colspan=&quot;2&quot;&gt;&amp;#160;&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;&lt;ins style=&quot;color: red; font-weight: bold; text-decoration: none;&quot;&gt;同様に、(+)- と(-)-カルボンはそれぞれキャラウェイ ([[Species:Carum|''Carum carvi'']], セリ科) とスペアミント ([[Species:Mentha|''Mentha spicata'']], シソ科) の香りを持ちます。&lt;/ins&gt;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td colspan=&quot;2&quot;&gt;&amp;#160;&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;&lt;ins style=&quot;color: red; font-weight: bold; text-decoration: none;&quot;&gt;モノテルペンの中には、シクロペンタン環が酸素を含むヘテロ6員環とつながったイリドイド構造も含みます。&lt;/ins&gt;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td colspan=&quot;2&quot;&gt;&amp;#160;&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;&lt;ins style=&quot;color: red; font-weight: bold; text-decoration: none;&quot;&gt;代表例はゲンチオピクロシドで、[[:Category:Gentianaceae|リンドウ科]] (例えば生薬の龍胆[[Species:Gentiana|''Gentiana lutea, G. scabra'']] やセンブリ [[Species:Swertia|''Swertia japonica'']]) の根に多く含まれます。&lt;/ins&gt;&lt;/div&gt;&lt;/td&gt;&lt;/tr&gt;
&lt;tr&gt;&lt;td colspan=&quot;2&quot;&gt;&amp;#160;&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;&lt;ins style=&quot;color: red; font-weight: bold; text-decoration: none;&quot;&gt;これらはアジア諸国の民間療法で苦味健胃薬として使われます。&lt;/ins&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;&amp;#160;&lt;/td&gt;&lt;td style=&quot;background: #eee; color:black; font-size: smaller;&quot;&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;/td&gt;&lt;/tr&gt;
&lt;/table&gt;</summary>
		<author><name>Adm</name></author>	</entry>

	<entry>
		<id>http://metabolomics.jp/mediawiki/index.php?title=Category:TP1&amp;diff=115387&amp;oldid=prev</id>
		<title>Adm: New page: ==Monoterpene (C10)==  {{Twocolumn| The lightweight monoterpenes are usually volatile and many essential oils belong to this category.  Plant families that produce essential oils are limit...</title>
		<link rel="alternate" type="text/html" href="http://metabolomics.jp/mediawiki/index.php?title=Category:TP1&amp;diff=115387&amp;oldid=prev"/>
				<updated>2010-07-23T02:04:00Z</updated>
		
		<summary type="html">&lt;p&gt;New page: ==Monoterpene (C10)==  {{Twocolumn| The lightweight monoterpenes are usually volatile and many essential oils belong to this category.  Plant families that produce essential oils are limit...&lt;/p&gt;
&lt;p&gt;&lt;b&gt;New page&lt;/b&gt;&lt;/p&gt;&lt;div&gt;==Monoterpene (C10)==&lt;br /&gt;
&lt;br /&gt;
{{Twocolumn|&lt;br /&gt;
The lightweight monoterpenes are usually volatile and many essential oils belong to this category.  Plant families that produce essential oils are limited: most belong to [[:Category:Lamiaceae|Lamiaceae]], [[:Category:Rutaceae|Rutaceae]], [[:Category:Apiaceae|Apiaceae]], and [[:Category:Zingiberaceae|Zingiberaceae]].  Their structural variation is extensive due to cyclization reactions by some promiscuous enzymes like the limonene synthase.&lt;br /&gt;
&amp;lt;br/&amp;gt;&lt;br /&gt;
Stereochemistry of compound structures contributes much to their flavors.  For example, (+)- and (-)-limonene smell like orange ([[Species:Citrus|''Citrus sinensis'']], Rutaceae) and lime ([[Species:Citrus|''Citrus aurantifolia'']], Rutaceae), respectively, whereas peppermint ([[Species:Mentha|''Mentha x piperita'']], Lamiaceae) contains both.  Likewise, (+)- and (-)-carvone smell like caraway ([[Species:Carum|''Carum carvi'']], Apiaceae) and spearmint ([[Species:Mentha|''Mentha spicata'']], Lamiaceae), respectively.  Monoterpenes also include the iridoid structures, characterized by a cyclopentane ring fused with a six-membered heterocycle with oxygen.  One example is gentiopicroside, abundant in the roots of [[:Category:Gentianaceae|Gentianaceae]] plants (e.g. [[Species:Gentiana|''Gentiana lutea, G. scabra'']], and [[Species:Swertia|''Swertia japonica'']]).  These roots are still often used as bitter stomachic in traditional herbal medicine in Asian countries.&lt;br /&gt;
&lt;br /&gt;
|&lt;br /&gt;
&lt;br /&gt;
}}&lt;br /&gt;
&lt;br /&gt;
==Sesquiterpene (C15)==&lt;br /&gt;
&lt;br /&gt;
{{Twocolumn|&lt;br /&gt;
Sesquiterpenes are derived from farnesyl diphosphate (FPP) and several thousand lactones have been identified.  Many are found in [[:Category:Asteraceae|Asteraceae]], and are less volatile than monoterpenes.  Well known example include &amp;amp;gamma;-bisabolene, the flavor of ginger ([[Species:Zingiber|''Zingiber officinale'']], [[:Category:Zingiberaceae|Zingiberaceae]]), &amp;amp;alpha;-humulene in hops ([[Species:Humulus|''Humulus lupulus'']], [[:Category:Cannabaceae|Cannabaceae]]), and costunolide, the bitter component of chicory ([[Species:Cichorium|''Cichorium intybus'']], Asteraceae).  Not a few sesquiterpenes exhibit medicinal activity.  Artemisinin from Artemisia annua (Asteraceae) is a promising anti-malarial drug, gossypol from cotton seed oil ([[Species:Gossypium|''Gossypium spp.'']], [[:Category:Malvaceae|Malvaceae]]), which is a sesquiterpene dimer, causes male infertility, and trichothecenes are a family of fungal toxins found in grain food infected by Fusarium species.&lt;br /&gt;
|&lt;br /&gt;
&lt;br /&gt;
}}&lt;br /&gt;
&lt;br /&gt;
==Design of Mono- and Sesqui-terpene ID numbers ID番号の設計==&lt;br /&gt;
&amp;lt;center&amp;gt;&lt;br /&gt;
12-DIGIT&lt;br /&gt;
&amp;lt;table border=1&amp;gt;&lt;br /&gt;
&amp;lt;tr&amp;gt;&lt;br /&gt;
&amp;lt;td style=&amp;quot;background-color:green;&amp;quot; width=15px align=&amp;quot;center&amp;quot;&amp;gt;&amp;lt;big&amp;gt;T&amp;lt;/big&amp;gt;&lt;br /&gt;
&amp;lt;td style=&amp;quot;background-color:green;&amp;quot; width=15px align=&amp;quot;center&amp;quot;&amp;gt;&amp;lt;big&amp;gt;P&amp;lt;/big&amp;gt;&lt;br /&gt;
&amp;lt;td style=&amp;quot;background-color:green;&amp;quot; width=15px align=&amp;quot;center&amp;quot;&amp;gt;&amp;lt;big&amp;gt;1&amp;lt;/big&amp;gt;&lt;br /&gt;
&amp;lt;/tr&amp;gt;&lt;br /&gt;
&amp;lt;/table&amp;gt;&lt;br /&gt;
&amp;lt;/center&amp;gt;&lt;/div&gt;</summary>
		<author><name>Adm</name></author>	</entry>

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