View source for Category:FLI

{{Huge|Isoflavonoid}}

{{Hierarchy|{{PAGENAME}}}}

=={{Bilingual|イソフラボノイドの概要|Overview}}==
{| class="wikitable" border="1" cellspacing="0"
 |-
 ! colspan="8"|2nd Class
 |-
 |FLIA||[[:Category:FLIA|Isoflavone]]<br>[[Image:Flia.png|90px]]
 |FLIB||[[:Category:FLIB|Isoflavanone]]<br>[[Image:Flib.png|90px]]
 |FLIC||[[:Category:FLIC|Isoflavan]]<br>[[Image:Flic.png|90px]]
 |FLID||[[:Category:FLID|Pterocarpane]]<br>[[Image:Flid.png|90px]]
 |-
 |FLIE||[[:Category:FLIE|Coumestan]]<br>[[Image:Flie.png|90px]]
 |FLIF||[[:Category:FLIF|Rotenoid]]<br>[[Image:Flif.png|90px]]
 |FLIG||[[:Category:FLIG|Coumaranochromone]]<br>[[Image:Flig.png|90px]]
 |FLIH||[[:Category:FLIH|3-Arylcoumarin]]<br>[[Image:Flih.png|90px]]
 |-
 |FLII||[[:Category:FLII|2-Arylbenzofuran]]<br>[[Image:Flii.png|90px]]
 |FLIJ||[[:Category:FLIJ|alpha-Methoxynbenzoin]]<br>[[Image:Flij.png|90px]]
 |}

{{Twocolumn|
The discovery of isoflavonoid was in 1842, when Reinsch and Hlasiwetz obtained ononin from the roots of spiny restharrow ([[Species:Ononis|''Ononis spinosa'' L.]])<ref>Reinsch H, ''Repert. Pharm.'' 26:12-31, 1842; Reinsch H, ''Repert. Pharm.'' 28:18-25, 1842; Hlasiwetz H, ''J. Prakt. Chem.'' 65:419-450, 1855; Hlasiwetz H, ''Sitzungsber. Kais. Akad. Wiss. Wien, Math.-Naturwiss. Kl.'' 15:142-168, 1855</ref>. Its structure was later determined by [[Reference:Baker_W:Robinson_R:Simpson_NM:%2CJ._Chem._Soc.%2C1933%2C_%2C274|Baker et al.]] as [[FLIA1AGS0002|Formononetin 7-O-glucoside]] (1933). Since then, most isoflavonoids have been found in [[:Category:Fabaceae|Fabaceae]] (bean family).
<br/>
First isoflavonoid found in non-bean family was [[FLIAEGGS0001|iridin]] from the rhizomes of [[Species:Iris|''Iris florentina'']] ([[:Category:Iridaceae|Iridaceae]])<ref>de Laire G and Tiemann F, ''Chem. Ber.'', 26:2010, 1893</ref>.  The first structural identification was [[FLIACANS0001|Prunetin]] from [[Species:Prunus|Prunus]] species in 1910 by [[Reference:Finnemore_H:%2CPharm._J.%2C1910%2C31%2C604|Finnemore]]. Major isoflavonoids in iris are isoflavones and their O-glycosides. In iris, isoflavonoids are produced only in the rhizomes except for a trace of coumaranochromones in leaves <ref>Iwashita T, Ootani S: Flavonoids of the genus Iris: structures, distribution and function (review). Ann. Tsukuba Bot. Gard. 17:147-183 (in Japanese)</ref>.
|
イソフラボノイドの発見は1842年まで遡り、ReinschとHlasiwetzが
[[Species:Ononis|マメ科ハリモクシュ]]にononinを見出しました。
その構造を[[FLIA1AGS0002|Formononetin 7-O-glucoside]]と同定したのは [[Reference:Baker_W:Robinson_R:Simpson_NM:%2CJ._Chem._Soc.%2C1933%2C_%2C274|Baker et al.]] たちです(1933)。以降、イソフラボノイドのほとんどは[[:Category:Fabaceae|マメ科]]に見出されてきました。
<br/>
マメ科以外からはじめて見つかったイソフラボノイドは、アヤメ([[Species:Iris|''Iris florentina'']], [[:Category:Iridaceae|Iridaceae]])の根茎から抽出された[[FLIAEGGS0001|イリジン]]です。ただし初めて精製、構造が同定されたのは1910年の[[FLIACANS0001|プルネチン]] ([[Species:Prunus|Prunus]]属) です([[Reference:Finnemore_H:%2CPharm._J.%2C1910%2C31%2C604|Finnemore]])。アヤメにおける主なイソフラボノイドはイソフラボンとその配糖体です。アヤメでは葉に微量あるクマラノクロモンを除く全イソフラボノイドが根茎にあります。
}}

<references/>

==={{Bilingual|代表例|Representative Names}}===
{| style="vertical-align:top"
| [[FLIA1ANS0002|daidzein]]<br/>[[Image:FLIA1ANS0002.png|120px]]
| [[FLIAAANS0001|genistein]]<br/>[[Image:FLIAAANS0001.png|120px]]
| [[FLIE1ANS0001|coumestrol]]<br/>[[Image:FLIE1ANS0001.png|120px]]
| [[FLID1ANS0001|Medicarpin]]<br/>[[Image:FLID1ANS0001.png|120px]] 
|}

{{Twocolumn|
[[FLIA1AGS0001|Daidzin]] is its glycosylated form in soy beans. Daidzein (aglycon) is contained in fermented beans.
Medicarpin is the major phytoalexin in alfalfa ([[Species:Medicago|''Medicago sativa'']]) and clover ([[Species:Trifolium|Trifolium spp.]]), synthesized by bacterial infection<ref>Guo L, Dixon RA, Paiva NL (1994) Conversion of vestitone to medicarpin in alfalfa (Medicago sativa L.) is catalyzed by two independent enzymes. Identification, purification, and characterization of vestitone reductase and 7,2'-dihydroxy-4'-methoxyisoflavanol dehydratase. ''J Biol Chem'' 269:22372-22378</ref>.
|
大豆に含まれるのは、[[FLIA1AGS0001|ダイジン]]というダイゼインの配糖体。豆を醗酵させるとアグリコンであるダイゼインになる。
メディカルパンはアルファルファ([[Species:Medicago|''Medicago sativa'']])やクローバー([[Species:Trifolium|Trifolium spp.]])が微生物の感染に対抗して生産する防御物質として知られる。
}}
<references/>

=={{Bilingual|食品含有量|Food contents}}==

{| class="wikitable"
! colspan="5"| Isoflavone Contents (mg / 100g wet weight) <ref>荒井綜一 他編 「機能性食品の辞典」朝倉書店 p.341</ref>
|-
! food || daizein || genistein || glycitein || total isoflavone
|-
| {{Bilingual|大豆（全粒）乾|soybean (whole, dry)}} || 153 || 201 || 40 || 394
|-
| {{Bilingual|大豆（全粒）ゆで|soybean (whole, boiled)}} || 27 || 95 || 1 || 123
|-
| {{Bilingual|えだまめ　生|green soybean (whole, raw)}} || 3 || 6 || 0 || 10
|-
| {{Bilingual|えだまめ　ゆで|green soybean (whole, boiled)}} || 5 || 7 || 1 || 12
|-
| {{Bilingual|豆腐（木綿、絹、ゆし等）|tofu}} || 12-28 || 20-40 || 2 || 39-63
|-
| {{Bilingual|納豆、生揚げ、がんもどき|natto, fried tofu}} || 13-37 || 27-82 || 1-4 || 42-126
|-
| {{Bilingual|味噌（甘味噌、淡色辛、赤色辛）|bean pastes}} || 21-23 || 29-38 || 2-4 || 53-60
|-
| {{Bilingual|緑豆もやし、アルファルファ、えんどう、いんげん、そらまめ|other beans}} || 0 || 0 || 0 || 0
|}
<references/>

=={{Bilingual|生合成|Biosynthesis}}==

{{Twocolumn|
This pathway is said to exist as an enzyme complex at ER membrane. <ref>Hrazdina G: Compartmentation in aromatic metabolism. In HA Stafford, RK Ibrahim, eds, Recent Advances in Phytochemistry. Plenum Press, New York, 1992 pp 1–23</ref>
|
この経路はER膜に局在する酵素複合体を形成すると言われています。
}}

{| style="text-align:center"
|-
| style="background:whitesmoke"| liquiritigenin<br/>[[Image:FL2F1ANS0001.png|70px]]
| <br/>[[Image:Arrow00r35.png]]<br/>IFS
| style="background:oldlace" | daidzein<br/>[[Image:FLIA1ANS0002.png|70px]]
| <br/>[[Image:Arrow00r35.png]]<br/>IOMT
| style="background:oldlace" | formononetin<br/>[[Image:FLIA1ANS0001.png|70px]]
| <br/>[[Image:Arrow00r35.png]]<br/>I2'H + IFR
| style="background:whitesmoke" | vestitone<br/>[[Image:FLIB1LNS0002.png|70px]]
| <br/>[[Image:Arrow00r35.png]]<br/>VR + DMID
| style="background:mistyrose" | medicarpin<br/>[[Image:FLID1ANS0001.png|70px]]
|}


{| class="wikitable collapsible"
! colspan=4| Structural Genes (continued from [[:Category:FL|Flavonoid]])
|-
! Abbrev. || Name || Origin || Information
|-
| IFS
| isoflavone synthase
| cytochrome P450 oxygenase family <ref>Akashi T, Aoki T, Ayabe S: Cloning and functional expression of a cytochrome P450 cDNA encoding 2-hydroxyisoflavanone synthase involved in biosynthesis of the isoflavonoid skeleton in licorice. Plant Physiol 1999 121:821-828</ref><ref>Steele CL, Gijzen M, Qutob D, Dixon RA: Molecular characterization of the enzyme catalyzing the aryl migration reaction of isoflavonoid biosynthesis in soybean. Arch Biochem Biophys 1999 367: 146–150</ref>
<ref>Jung W, Yu O, Sze-Mei CL, O’Keefe DP, Odell J, Fader G, McGonigle B: Identification and expression of isoflavone synthase, the key enzyme for biosynthesis of isoflavones in legumes. Nat Biotechnol 2000 18: 208–213</ref>

* CYP93C subfamily in Fabaceae<ref>Ayabe S, Akashi T (2006) ''Phytochem Rev'' 5(2-3), 271-282</ref>
* ''IgIFS1'' in German iris (Iridaceae) shows low similarity (< 35%) with other P450<ref>Akashi T (2011) Proceedings of Biosynthetic Machinary (in Japanese)</ref>
| Use both liquiritigenin and naringenin as substrates to produce genistein and daidzein, respectively. 
|-
| IOMT
| isoflavone O-methyltransferase
|
|-
| I2'H
| isoflavone 2'-hydroxylase
| cytochrome P450 oxygenase family<ref>Akashi T, Aoki T, Ayabe S: CYP81E1, a cytochrome P450 cDNA of licorice (Glycyrrhiza echinata L.), encodes isoflavone 29-hydroxylase. 1998 Biochem Biophys Res Comm 251: 67–70</ref>
| 
|-
| IFR
| isoflavone reductase
|
|-
| VR
| vestitone reductase
| 
|-
| DMID
| 7,2'-dihydroxy,4'-methyxyisoflavanol dehydratase
|
|}

<references/>

=={{Bilingual|データベース統計|Database statistics}}==<!--- see FL1--->
{{#def:FLI|{{#SearchTitle:FLI|}}}}
{{#def:rFLI|{{#SearchLine:&&FLI|Reference}}}}
{{#graph:pie|size=350x200;title=Registered Molecules
({{#count:{{#var:FLI}}}} total);legend=0.01x0.1;label=;
FLIA={{#count:{{#choose:{{#var:FLI}}|FLIA}}}};
FLIB={{#count:{{#choose:{{#var:FLI}}|FLIB}}}};
FLIC={{#count:{{#choose:{{#var:FLI}}|FLIC}}}};
FLID={{#count:{{#choose:{{#var:FLI}}|FLID}}}};
FLIE={{#count:{{#choose:{{#var:FLI}}|FLIE}}}};
FLIF={{#count:{{#choose:{{#var:FLI}}|FLIF}}}};
FLIG={{#count:{{#choose:{{#var:FLI}}|FLIG}}}};
FLIH={{#count:{{#choose:{{#var:FLI}}|FLIH}}}};
FLII={{#count:{{#choose:{{#var:FLI}}|FLII}}}};
FLIJ={{#count:{{#choose:{{#var:FLI}}|FLIJ}}}};
}}
{{#graph:pie|size=350x200;title=Metabolite-Species Data ({{#countLine:&&FLI|Reference}} total);legend=0.01x0.1;label=;
FLIA={{#count:{{#choose:{{#var:rFLI}}|&&FLIA}}}};
FLIB={{#count:{{#choose:{{#var:rFLI}}|&&FLIB}}}};
FLIC={{#count:{{#choose:{{#var:rFLI}}|&&FLIC}}}};
FLID={{#count:{{#choose:{{#var:rFLI}}|&&FLID}}}};
FLIE={{#count:{{#choose:{{#var:rFLI}}|&&FLIE}}}};
FLIF={{#count:{{#choose:{{#var:rFLI}}|&&FLIF}}}};
FLIG={{#count:{{#choose:{{#var:rFLI}}|&&FLIG}}}};
FLIH={{#count:{{#choose:{{#var:rFLI}}|&&FLIH}}}};
FLII={{#count:{{#choose:{{#var:rFLI}}|&&FLII}}}};
FLIJ={{#count:{{#choose:{{#var:rFLI}}|&&FLIJ}}}};
}}

{{FL_pie_chart|FLI}}
[[Category:FL]]

<!--- Class Information (Do not delete. It is used by Template:Hierarchy.)
&&FLI&&Isoflavonoid&&
&&FLIA&&Isoflavone&&
&&FLIA19&&7,(3'),(5')-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIA19NM&&C-Methyl or C2/C3 substituted&&
&&FLIA1A&&Daidzein and O-methyl derivatives&&
&&FLIA1ACS&&C-Glycoside&&
&&FLIA1ADS&&O-Glycoside-C-glycoside&&
&&FLIA1AGI&&Non-cyclic prenyl substituted flavonoid O-glycoside&&
&&FLIA1AGS&&O-Glycoside&&
&&FLIA1ANI&&Non-cyclic prenyl substituted&&
&&FLIA1ANM&&C-Methyl or C2/C3 substituted&&
&&FLIA1ANP&&Pyranoflavonoid&&
&&FLIA1ANS&&Simple substitution&&
&&FLIA1C&&3'-Hydroxydaidzein and O-methyl derivatives&&
&&FLIA1CCS&&C-Glycoside&&
&&FLIA1CGS&&O-Glycoside&&
&&FLIA1CNI&&Non-cyclic prenyl substituted&&
&&FLIA1CNP&&Pyranoflavonoid&&
&&FLIA1CNS&&Simple substitution&&
&&FLIA1G&&Baptigenin and O-methyl derivatives&&
&&FLIA1GNP&&Pyranoflavonoid&&
&&FLIA1GNS&&Simple substitution&&
&&FLIA1L&&7,2',(3'),4',(5'),(6')-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIA1LGS&&O-Glycoside&&
&&FLIA1LNF&&Furanoflavonoid&&
&&FLIA1LNI&&Non-cyclic prenyl substituted&&
&&FLIA1LNP&&Pyranoflavonoid&&
&&FLIA1LNS&&Simple substitution&&
&&FLIA28&&6,7,2',(3'),(5'),(6')-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIA28NS&&Simple substitution&&
&&FLIA2A&&Demethyltexasin and O-methyl derivatives&&
&&FLIA2AGS&&O-Glycoside&&
&&FLIA2ANS&&Simple substitution&&
&&FLIA2C&&6,7,3',4'-Tetramethoxyisoflavone and O-methyl derivatives&&
&&FLIA2CGS&&O-Glycoside&&
&&FLIA2CNI&&Non-cyclic prenyl substituted&&
&&FLIA2CNP&&Pyranoflavonoid&&
&&FLIA2CNS&&Simple substitution&&
&&FLIA2G&&6,7,3',4',5'-Pentamethoxyisoflavone and O-methyl derivatives&&
&&FLIA2GNS&&Simple substitution&&
&&FLIA2L&&6,7,2',(3'),4',(5'),(6')-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIA2LGS&&O-Glycoside&&
&&FLIA2LNP&&Pyranoflavonoid&&
&&FLIA2LNS&&Simple substitution&&
&&FLIA3A&&8-Hydroxydaidzein and O-methyl derivatives&&
&&FLIA3AGS&&O-Glycoside&&
&&FLIA3ANS&&Simple substitution&&
&&FLIA3C&&7,8,3',4'-Tetramethoxyisoflavone and O-methyl derivatives&&
&&FLIA3CNI&&Non-cyclic prenyl substituted&&
&&FLIA3CNS&&Simple substitution&&
&&FLIA3L&&7,8,2',(3'),4',(5'),(6')-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIA3LNS&&Simple substitution&&
&&FLIA4A&&6,7,8,4'-Tetramethoxyisoflavone and O-methyl derivatives&&
&&FLIA4ANS&&Simple substitution&&
&&FLIA4C&&6,7,8,3',4'-Pentamethoxyisoflavone and O-methyl derivatives&&
&&FLIA4CNS&&Simple substitution&&
&&FLIA9A&&(5),(6),(8),4'-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIA9ANS&&Simple substitution&&
&&FLIAA8&&5,7,2',(3'),(5'),(6')-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIAA8GS&&O-Glycoside&&
&&FLIAA9&&5,7,(3'),(5')-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIAA9NI&&Non-cyclic prenyl substituted&&
&&FLIAA9NIN&&Nitrogen included&&
&&FLIAA9NS&&Simple substitution&&
&&FLIAAA&&Genistein&&
&&FLIAAACS&&C-Glycoside&&
&&FLIAAADS&&O-Glycoside-C-glycoside&&
&&FLIAAAGS&&O-Glycoside&&
&&FLIAAAND&&Furano and pyrano substituted&&
&&FLIAAANF&&Furanoflavonoid&&
&&FLIAAANI&&Non-cyclic prenyl substituted&&
&&FLIAAANP&&Pyranoflavonoid&&
&&FLIAAANS&&Simple substitution&&
&&FLIAAB&&Biochanin A&&
&&FLIAABGS&&O-Glycoside&&
&&FLIAABNI&&Non-cyclic prenyl substituted&&
&&FLIAABNP&&Pyranoflavonoid&&
&&FLIAABNS&&Simple substitution&&
&&FLIAAC&&Orobol&&
&&FLIAACCS&&C-Glycoside&&
&&FLIAACGS&&O-Glycoside&&
&&FLIAACNI&&Non-cyclic prenyl substituted&&
&&FLIAACNP&&Pyranoflavonoid&&
&&FLIAACNS&&Simple substitution&&
&&FLIAAD&&3'-O-Methylorobol&&
&&FLIAADCS&&C-Glycoside&&
&&FLIAADGS&&O-Glycoside&&
&&FLIAADNI&&Non-cyclic prenyl substituted&&
&&FLIAADNP&&Pyranoflavonoid&&
&&FLIAADNS&&Simple substitution&&
&&FLIAAE&&Pratensein&&
&&FLIAAEGS&&O-Glycoside&&
&&FLIAAENI&&Non-cyclic prenyl substituted&&
&&FLIAAENP&&Pyranoflavonoid&&
&&FLIAAENS&&Simple substitution&&
&&FLIAAF&&3'-O-Methylpratensein&&
&&FLIAAFNI&&Non-cyclic prenyl substituted&&
&&FLIAAFNP&&Pyranoflavonoid&&
&&FLIAAFNS&&Simple substitution&&
&&FLIAAI&&5,7,4-Trihydroxy-3,5-dimethoxyisoflavone&&
&&FLIAAINF&&Furanoflavonoid&&
&&FLIAAINI&&Non-cyclic prenyl substituted&&
&&FLIAAINP&&Pyranoflavonoid&&
&&FLIAAJ&&Junipegenin A&&
&&FLIAAJNS&&Simple substitution&&
&&FLIAAK&&5,7,3',4',5'-Pentahydroxyisoflavone O-methyl derivatives (5,7-Hydroxy, without FLIAAI,FLIAJ)&&
&&FLIAAKNS&&Simple substitution&&
&&FLIAAL&&5,7,2',(3'),4',(5'),(6')-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIAALND&&Furano and pyrano substituted&&
&&FLIAALNF&&Furanoflavonoid&&
&&FLIAALNI&&Non-cyclic prenyl substituted&&
&&FLIAALNP&&Pyranoflavonoid&&
&&FLIAALNS&&Simple substitution&&
&&FLIABA&&5-O-Methylgenistein&&
&&FLIABAGS&&O-Glycoside&&
&&FLIABANI&&Non-cyclic prenyl substituted&&
&&FLIABANP&&Pyranoflavonoid&&
&&FLIABANS&&Simple substitution&&
&&FLIABB&&5-O-Methylbiochanin A&&
&&FLIABBGM&&C-Methyl or C2/C3 substituted flavononoid O-glycoside&&
&&FLIABBNP&&Pyranoflavonoid&&
&&FLIABBNS&&Simple substitution&&
&&FLIABC&&5-O-Methylorobol&&
&&FLIABCNF&&Furanoflavonoid&&
&&FLIABCNI&&Non-cyclic prenyl substituted&&
&&FLIABCNP&&Pyranoflavonoid&&
&&FLIABCNS&&Simple substitution&&
&&FLIABE&&7,3'-Dihydroxy-5,4'-dimethoxyisoflavone&&
&&FLIABENI&&Non-cyclic prenyl substituted&&
&&FLIACA&&Prunetin&&
&&FLIACACS&&C-Glycoside&&
&&FLIACAGS&&O-Glycoside&&
&&FLIACANI&&Non-cyclic prenyl substituted&&
&&FLIACANS&&Simple substitution&&
&&FLIACB&&5-Hydroxy-7,4'-dimethoxyisoflavone&&
&&FLIACBCS&&C-Glycoside&&
&&FLIACD&&7,3'-Dimethylorobol&&
&&FLIACDNS&&Simple substitution&&
&&FLIACE&&5,3'-Dihydroxy-7,4'-dimethoxyisoflavone&&
&&FLIACENS&&Simple substitution&&
&&FLIACF&&5-Hydroxy-7,3',4'-trimethoxyisoflavone&&
&&FLIACFGM&&C-Methyl or C2/C3 substituted flavononoid O-glycoside&&
&&FLIADC&&3',4'-Dihydroxy-5,7-dimethoxyisoflavone&&
&&FLIADCNI&&Non-cyclic prenyl substituted&&
&&FLIADCNS&&Simple substitution&&
&&FLIAE8&&5,6,7,2',(3'),(5'),(6')-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIAE8NS&&Simple substitution&&
&&FLIAE9&&5,6,7,(3'),(5')-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIAE9GS&&O-Glycoside&&
&&FLIAE9NS&&Simple substitution&&
&&FLIAEA&&6-Hydroxygenistein and O-methyl derivatives&&
&&FLIAEACS&&C-Glycoside&&
&&FLIAEAGS&&O-Glycoside&&
&&FLIAEANI&&Non-cyclic prenyl substituted&&
&&FLIAEANS&&Simple substitution&&
&&FLIAEC&&6-Hydroxyorobol and O-methyl derivatives&&
&&FLIAECGS&&O-Glycoside&&
&&FLIAECNI&&Non-cyclic prenyl substituted&&
&&FLIAECNP&&Pyranoflavonoid&&
&&FLIAECNS&&Simple substitution&&
&&FLIAEG&&5,6,7,3',4',5'-Hexamethoxyisoflavone and O-methyl derivatives&&
&&FLIAEGGS&&O-Glycoside&&
&&FLIAEGNS&&Simple substitution&&
&&FLIAEL&&5,6,7,2',(3'),4',(5'),(6')-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIAELCS&&C-Glycoside&&
&&FLIAELGS&&O-Glycoside&&
&&FLIAELNS&&Simple substitution&&
&&FLIAF8&&5,7,8,2',(3'),(5'),(6')-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIAF8NS&&Simple substitution&&
&&FLIAFA&&5,7,8,4'-Tetramethoxyisoflavone and O-methyl derivatives&&
&&FLIAFAGS&&O-Glycoside&&
&&FLIAFANI&&Non-cyclic prenyl substituted&&
&&FLIAFANS&&Simple substitution&&
&&FLIAFC&&5,7,8,3',4'-Pentamethoxyisoflavone and O-methyl derivatives&&
&&FLIAFCGS&&O-Glycoside&&
&&FLIAFCNS&&Simple substitution&&
&&FLIAFL&&5,7,8,2',(3'),4',(5'),(6')-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIAFLGS&&O-Glycoside&&
&&FLIAFLNI&&Non-cyclic prenyl substituted&&
&&FLIAFLNS&&Simple substitution&&
&&FLIAG8&&5,6,7,8,2',(3'),(5'),(6')-Hydroxyisoflavone and O-methyl derivatives&&
&&FLIAG8NS&&Simple substitution&&
&&FLIAGA&&5,6,7,8,4'-Pentamethoxyisoflavone and O-methyl derivatives&&
&&FLIAGANS&&Simple substitution&&
&&FLIAGC&&5,6,7,8,3',4'-Hexamethoxyisoflavone and O-methyl derivatives&&
&&FLIAGCNS&&Simple substitution&&
&&FLIAQU&&Quinoisoflavone&&
&&FLIAQUNS&&Simple substitution&&
&&FLIB&&Isoflavanone&&
&&FLIB1A&&Dihydrodaidzein and O-methyl derivatives&&
&&FLIB1AGS&&O-Glycoside&&
&&FLIB1ANS&&Simple substitution&&
&&FLIB1C&&7,3',4'-Trihydroxyisoflavanone and O-methyl derivatives&&
&&FLIB1CNS&&Simple substitution&&
&&FLIB1G&&7,3',4',5'-Tetrahydroxyisoflavanone and O-methyl derivatives&&
&&FLIB1GNS&&Simple substitution&&
&&FLIB1L&&7,2',(3'),4',(5'),(6')-Hydroxyisoflavanone and O-methyl derivatives&&
&&FLIB1LGS&&O-Glycoside&&
&&FLIB1LNF&&Furanoflavonoid&&
&&FLIB1LNI&&Non-cyclic prenyl substituted&&
&&FLIB1LNS&&Simple substitution&&
&&FLIB2C&&6,7,3',4'-Tetrahydroxyisoflavanone and O-methyl derivatives&&
&&FLIB2CNS&&Simple substitution&&
&&FLIBAA&&5,7,4'-Trihydroxyisoflavanone&&
&&FLIBAANI&&Non-cyclic prenyl substituted&&
&&FLIBAB&&Dihydrobiochanin A&&
&&FLIBABNS&&Simple substitution&&
&&FLIBAE&&5,7,3'-Trihydroxy-4'-methoxyisoflavanone&&
&&FLIBAENI&&Non-cyclic prenyl substituted&&
&&FLIBAL&&5,7,2',(3'),4',(5'),(6')-Trihydroxyisoflavanone and O-methyl derivatives&&
&&FLIBALCF&&Furanoflavonoid C-glycoside&&
&&FLIBALCS&&C-Glycoside&&
&&FLIBALNI&&Non-cyclic prenyl substituted&&
&&FLIBALNM&&C-Methyl or C2/C3 substituted&&
&&FLIBALNP&&Pyranoflavonoid&&
&&FLIBALNS&&Simple substitution&&
&&FLIBBC&&7,3',4'-Trihydroxy-5-methoxyisoflavanone&&
&&FLIBBCNP&&Pyranoflavonoid&&
&&FLIBHX&&3-Hydroxyisoflavanone&&
&&FLIBHXNI&&Non-cyclic prenyl substituted&&
&&FLIBHXNP&&Pyranoflavonoid&&
&&FLIBHXNS&&Simple substitution&&
&&FLIC&&Isoflavan&&
&&FLIC1A&&Equol and O-methyl derivatives&&
&&FLIC1ANS&&Simple substitution&&
&&FLIC1L&&7,2',(3'),4',(5'),(6')-Hydroxyisoflavan and O-methyl derivatives&&
&&FLIC1LGS&&O-Glycoside&&
&&FLIC1LNF&&Furanoflavonoid&&
&&FLIC1LNI&&Non-cyclic prenyl substituted&&
&&FLIC1LNP&&Pyranoflavonoid&&
&&FLIC1LNS&&Simple substitution&&
&&FLIC2L&&6,7,2',(3'),4',(5'),(6')-Hydroxyisoflavan and O-methyl derivatives&&
&&FLIC2LNP&&Pyranoflavonoid&&
&&FLIC2LNS&&Simple substitution&&
&&FLIC3L&&7,8,2',(3'),4',(5'),(6')-Hydroxyisoflavan and O-methyl derivatives&&
&&FLIC3LNS&&Simple substitution&&
&&FLIC4L&&6,7,8,2',(3'),4',(5'),(6')-Hydroxyisoflavan and O-methyl derivatives&&
&&FLIC4LNS&&Simple substitution&&
&&FLICAL&&5,7,2',(3'),4',(5'),(6')-Hydroxyisoflavan and O-methyl derivatives&&
&&FLICALNI&&Non-cyclic prenyl substituted&&
&&FLICALNP&&Pyranoflavonoid&&
&&FLICALNS&&Simple substitution&&
&&FLICQU&&Isoflavanquinone&&
&&FLICQUNS&&Simple substitution&&
&&FLICUN&&Unsusual core isoflavan&&
&&FLICUNNS&&Simple substitution&&
&&FLICWX&&Flaven&&
&&FLICWXNP&&Pyranoflavonoid&&
&&FLICWXNS&&Simple substitution&&
&&FLID&&Pterocarpane&&
&&FLID1A&&Demethylmedicarpin and O-methyl derivatives&&
&&FLID1AGS&&O-Glycoside&&
&&FLID1ANF&&Furanoflavonoid&&
&&FLID1ANI&&Non-cyclic prenyl substituted&&
&&FLID1ANP&&Pyranoflavonoid&&
&&FLID1ANS&&Simple substitution&&
&&FLID1C&&3,8,9-Trihydroxypterocarpane or 3,9,10-Trihydroxypterocarpane and O-methyl derivatives&&
&&FLID1CGS&&O-Glycoside&&
&&FLID1CNF&&Furanoflavonoid&&
&&FLID1CNI&&Non-cyclic prenyl substituted&&
&&FLID1CNP&&Pyranoflavonoid&&
&&FLID1CNS&&Simple substitution&&
&&FLID1L&&3,7,(8),9,(10)-HydroxyPterocarpane and O-methyl derivatives&&
&&FLID1LNS&&Simple substitution&&
&&FLID2A&&2,3,9-Trihydroxypterocarpane and O-methyl derivatives&&
&&FLID2ANS&&Simple substitution&&
&&FLID2C&&2,3,8,9-Tetrahydroxypterocarpane or 2,3,9,10-Tetrahydroxypterocarpane and O-methyl derivatives&&
&&FLID2CNS&&Simple substitution&&
&&FLID2G&&2,3,8,9,10-Pentahydroxypterocarpane and O-methyl derivatives&&
&&FLID2GNS&&Simple substitution&&
&&FLID2L&&2,3,7,(8),9,(10)-HydroxyPterocarpane and O-methyl derivatives&&
&&FLID2LNS&&Simple substitution&&
&&FLID3A&&3,4,9-Trihydroxypterocarpane and O-methyl derivatives&&
&&FLID3ANS&&Simple substitution&&
&&FLID3C&&3,4,8,9-Tetrahydroxypterocarpane or 3,4,9,10-Tetrahydroxypterocarpane and O-methyl derivatives&&
&&FLID3CNI&&Non-cyclic prenyl substituted&&
&&FLID3CNS&&Simple substitution&&
&&FLID3G&&3,4,8,9,10-Pentahydroxypterocarpane and O-methyl derivatives&&
&&FLID3GNS&&Simple substitution&&
&&FLID4A&&2,3,4,9-Tetrahydroxypterocarpane and O-methyl derivatives&&
&&FLID4ANS&&Simple substitution&&
&&FLID4C&&2,3,4,8,9-Pentahydroxypterocarpane or 2,3,4,9,10-Pentahydroxypterocarpane and O-methyl derivatives&&
&&FLID4CNS&&Simple substitution&&
&&FLID4G&&2,3,4,8,9,10-Hexahydroxypterocarpane and O-methyl derivatives&&
&&FLID4GNS&&Simple substitution&&
&&FLIDAA&&1,3,9-Triihydroxypterocarpan&&
&&FLIDAANF&&Furanoflavonoid&&
&&FLIDAC&&1,3,8,9-Tetrahydroxypterocarpan&&
&&FLIDACNP&&Pyranoflavonoid&&
&&FLIDBA&&3,9-Dihydroxy-1-methoxypterocarpan&&
&&FLIDBANI&&Non-cyclic prenyl substituted&&
&&FLIDBANP&&Pyranoflavonoid&&
&&FLIDBB&&3-Hydroxy-1,9-dimethoxypterocarpan&&
&&FLIDBBNI&&Non-cyclic prenyl substituted&&
&&FLIDBBNP&&Pyranoflavonoid&&
&&FLIDBC&&3,8,9-Trihydroxy-1-methoxypterocarpan&&
&&FLIDBCNP&&Pyranoflavonoid&&
&&FLIDBD&&3,9-Dihydroxy-1,8-dimethoxypterocarpan&&
&&FLIDBDNP&&Pyranoflavonoid&&
&&FLIDCA&&Desmocarpin&&
&&FLIDCANS&&Simple substitution&&
&&FLIDEC&&1,2,3,8,9-Pentahydroxypterocarpan and O-methyl derivatives&&
&&FLIDECNS&&Simple substitution&&
&&FLIDHX&&6a-Hydroxypterocarpane&&
&&FLIDHXNF&&Furanoflavonoid&&
&&FLIDHXNI&&Non-cyclic prenyl substituted&&
&&FLIDHXNP&&Pyranoflavonoid&&
&&FLIDHXNS&&Simple substitution&&
&&FLIDHY&&6-Hydroxypterocarpane&&
&&FLIDHYNS&&Simple substitution&&
&&FLIDQU&&Pteroarpane quinone&&
&&FLIDQUNS&&Simple substitution&&
&&FLIDWX&&Puterocarpene&&
&&FLIDWXNF&&Furanoflavonoid&&
&&FLIDWXNI&&Non-cyclic prenyl substituted&&
&&FLIDWXNP&&Pyranoflavonoid&&
&&FLIDWXNS&&Simple substitution&&
&&FLIE&&Coumestan&&
&&FLIE1A&&Coumestrol and O-methyl derivtives&&
&&FLIE1AGS&&O-Glycoside&&
&&FLIE1ANF&&Furanoflavonoid&&
&&FLIE1ANI&&Non-cyclic prenyl substituted&&
&&FLIE1ANP&&Pyranoflavonoid&&
&&FLIE1ANS&&Simple substitution&&
&&FLIE1C&&3,8,9-Trihydroxycoumestan O-methyl derivatives&&
&&FLIE1CNF&&Furanoflavonoid&&
&&FLIE1CNI&&Non-cyclic prenyl substituted&&
&&FLIE1CNS&&Simple substitution&&
&&FLIE1L&&3,7,(8),9,(10)-Hydroxycoumestan O-methyl derivatives&&
&&FLIE1LNS&&Simple substitution&&
&&FLIE2A&&Lucernol and O-methyl derivatives&&
&&FLIE2ANS&&Simple substitution&&
&&FLIE2C&&2,3,8,9-Tetrahydroxycoumestan O-methyl derivatives&&
&&FLIE2CNS&&Simple substitution&&
&&FLIE3A&&3,4,9-Trihydroxycoumestan and O-methyl derivatives&&
&&FLIE3ANI&&Non-cyclic prenyl substituted&&
&&FLIE3ANS&&Simple substitution&&
&&FLIE3C&&3,4,8,9-Tetrahydroxycoumestan O-methyl derivatives&&
&&FLIE3CNS&&Simple substitution&&
&&FLIE9C&&(1),(2),(4),8,9-Hydroxycoumestan O-methyl derivatives&&
&&FLIE9CNM&&C-Methyl or C2/C3 substituted&&
&&FLIEAA&&Aureol&&
&&FLIEAANS&&Simple substitution&&
&&FLIEAC&&Demethylwedelolactone&&
&&FLIEACGS&&O-Glycoside&&
&&FLIEACNS&&Simple substitution&&
&&FLIEBA&&3,9-Dihydroxy-1-methoxycoumestan&&
&&FLIEBANI&&Non-cyclic prenyl substituted&&
&&FLIEBANP&&Pyranoflavonoid&&
&&FLIECA&&1,9-Dihydroxy-3-methoxycoumestan&&
&&FLIECANI&&Non-cyclic prenyl substituted&&
&&FLIECANP&&Pyranoflavonoid&&
&&FLIECC&&Wedelolactone&&
&&FLIECCNS&&Simple substitution&&
&&FLIEDA&&9-Hydroxy-1,3-dimethoxycoumestan&&
&&FLIEDANI&&Non-cyclic prenyl substituted&&
&&FLIEEC&&1,2,3,8,9-Pentahydroxycoumestan and O-methylderivatives&&
&&FLIEECNS&&Simple substitution&&
&&FLIF&&Rotenoid&&
&&FLIF1L&&(1),(2),3,(4),9-Hydroxyrotenone and O-methyl derivatives&&
&&FLIF1LGF&&Furanoflavonoid O-glycoside&&
&&FLIF1LNF&&Furanoflavonoid&&
&&FLIF1LNI&&Non-cyclic prenyl substituted&&
&&FLIF1LNP&&Pyranoflavonoid&&
&&FLIF1LNS&&Simple substitution&&
&&FLIF2L&&(1),(2),3,(4),9,10-Hydroxyrotenone and O-methyl derivatives&&
&&FLIF2LNP&&Pyranoflavonoid&&
&&FLIF3L&&(1),(2),3,(4),8,9-Hydroxyrotenone and O-methyl derivatives&&
&&FLIF3LNF&&Furanoflavonoid&&
&&FLIFAL&&(1),(2),3,(4),9,11-Hydroxyrotenone and O-methyl derivatives&&
&&FLIFALNF&&Furanoflavonoid&&
&&FLIFALNP&&Pyranoflavonoid&&
&&FLIFALNS&&Simple substitution&&
&&FLIFHV&&6-Hydroxyrotenoid&&
&&FLIFHVNF&&Furanoflavonoid&&
&&FLIFHX&&12a-Hydroxyrotenoid&&
&&FLIFHXGF&&Furanoflavonoid O-glycoside&&
&&FLIFHXNF&&Furanoflavonoid&&
&&FLIFHXNI&&Non-cyclic prenyl substituted&&
&&FLIFHXNM&&C-Methyl or C2/C3 substituted&&
&&FLIFHXNP&&Pyranoflavonoid&&
&&FLIFHXNS&&Simple substitution&&
&&FLIFHZ&&12-Hydroxyrotenoid&&
&&FLIFHZNF&&Furanoflavonoid&&
&&FLIFUN&&Unusual core rotenoid&&
&&FLIFUNNF&&Furanoflavonoid&&
&&FLIFUNNP&&Pyranoflavonoid&&
&&FLIFWX&&Dehydrorotenoid&&
&&FLIFWXNF&&Furanoflavonoid&&
&&FLIFWXNP&&Pyranoflavonoid&&
&&FLIFWY&&6-Hydroxydehydrorotenoid and 6-Oxodehydrorotenoids&&
&&FLIFWYNF&&Furanoflavonoid&&
&&FLIFWYNM&&C-Methyl or C2/C3 substituted&&
&&FLIFWYNP&&Pyranoflavonoid&&
&&FLIFWYNS&&Simple substitution&&
&&FLIG&&Coumaranochromone&&
&&FLIG1L&&5,7,(3'),4',(5'),(6')-Hydroxycoumaronochromone and O-methyl derivatives&&
&&FLIG1LNF&&Furanoflavonoid&&
&&FLIG1LNI&&Non-cyclic prenyl substituted&&
&&FLIG1LNP&&Pyranoflavonoid&&
&&FLIG1LNS&&Simple substitution&&
&&FLIH&&3-Arylcoumarin&&
&&FLIH1L&&(4),7,2',(3'),4',(5'),(6')-Hydroxy-3-phenylcoumarin and O-methyl derivatives&&
&&FLIH1LNF&&Furanoflavonoid&&
&&FLIH1LNS&&Simple substitution&&
&&FLIH3L&&(4),7,8,2',(3'),4',(5'),(6')-Hydroxy-3-phenylcoumarin and O-methyl derivatives&&
&&FLIH3LNF&&Furanoflavonoid&&
&&FLIHAL&&(4),5,7,2',(3'),4',(5'),(6')-Hydroxy-3-phenylcoumarin and O-methyl derivatives&&
&&FLIHALNI&&Non-cyclic prenyl substituted&&
&&FLIHALNP&&Pyranoflavonoid&&
&&FLIHBA&&(4),7,4'-Hydroxy-5-methoxy-3-phenylcoumarin&&
&&FLIHBANP&&Pyranoflavonoid&&
&&FLIHBB&&(4),7-Hydroxy-5,4'-methoxy-3-phenylcoumarin&&
&&FLIHBBNI&&Non-cyclic prenyl substituted&&
&&FLIHBBNP&&Pyranoflavonoid&&
&&FLIHBC&&(4),7,3',4'-Hydroxy-5-methoxy-3-phenylcoumarin&&
&&FLIHBCNF&&Furanoflavonoid&&
&&FLIHBCNP&&Pyranoflavonoid&&
&&FLIHDC&&(4),5,7,3',4'-Hydroxy-3-phenylcoumarin O-methyl derivatives (3',4'-Hydroxy-5,7-methoxy)&&
&&FLIHDCNS&&Simple substitution&&
&&FLIHFA&&(4),5,7,8,4'-Hydroxy-3-phenylcoumarin and O-methylderivatives&&
&&FLIHFANF&&Furanoflavonoid&&
&&FLIHFC&&(4),5,7,8,3',4'-Hydroxy-3-phenylcoumarin and O-methylderivatives&&
&&FLIHFCNF&&Furanoflavonoid&&
&&FLII&&2-Arylbenzofuran&&
&&FLII1A&&6,2',4'-Trihydroxy-2-phenylbenzofuran and O-methyl derivatives&&
&&FLII1ANI&&Non-cyclic prenyl substituted&&
&&FLII1ANS&&Simple substitution&&
&&FLII1C&&5,6,2',4'-Tetrahydroxy-2-phenylbenzofuran and O-methyl derivatives&&
&&FLII1CNS&&Simple substitution&&
&&FLII1L&&4,(5),6,(7),2',4'-Trihydroxy-2-phenylbenzofuran and O-methyl derivatives&&
&&FLII1LNI&&Non-cyclic prenyl substituted&&
&&FLII1LNP&&Pyranoflavonoid&&
&&FLII3A&&6,2',3',4'-Tetrahydroxy-2-phenylbenzofuran and O-methyl derivatives&&
&&FLII3ANS&&Simple substitution&&
&&FLII3C&&5,6,2',3',4'-Pentahydroxy-2-phenylbenzofuran and O-methyl derivatives&&
&&FLII3CNS&&Simple substitution&&
&&FLII9C&&5,6,(3'),(5')-Hydroxy-2-phenylbenzofuran and O-methyl derivatives&&
&&FLII9CNM&&C-Methyl or C2/C3 substituted&&
&&FLIIAC&&5,6,2',4',6'-Tetrahydroxy-2-phenylbenzofuran&&
&&FLIIACNM&&C-Methyl or C2/C3 substituted&&
&&FLIJ&&alpha-Methoxynbenzoin&&
&&FLIJ1A&&Angolensin and O-methyl derivatives&&
&&FLIJ1ANR&&Ring containing prenyl substituted&&
&&FLIJ1ANS&&Simple substitution&&
--->