Term Name: lignan
Synonyms: lignan, lignans
Definition: Any phenylpropanoid derived from phenylalanine via dimerization of substituted cinnamic alcohols, known as monolignols, to a dibenzylbutane skeleton. Note that while individual members of the class have names ending ...lignane, ...lignene, ...lignadiene, etc., the class names lignan, neolignan, etc., do not end with an "e".
Ontology: ChEBI [CHEBI:25036]  ( EBI )

Relationships
is a type of: phenylpropanoid
has subtype: (+)-(7'S,8S,8'S)-3',4,4'-trihydroxy-5,5'-dimethoxy-2,7'-cyclolignan (+)-(7'S,8S,8'S)-3',4,4'-trihydroxy-5-methoxy-2,7'-cyclolignan (+)-(7'S,8S,8'S)-3',4-dihydroxy-2',3,4',5-tetramethoxy-6',9-epoxy-2,7'-cyclolignan-9'-ol (+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxylignan-9,9'-diol (+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol (+)-(7S,8S)-1',4-dihydroxy-3,3',5'-trimethoxy-7',8',9'-trinor-8,4'-oxyneolignan-7,9-diol (+)-(8R,8'R)-3',4,4'-trihydroxy-3-methoxylignan (+)-(8R,8'R)-4-hydroxy-5-methoxy-1',2',3',4',5',6'-hexanor-2,7'-cyclolignan-7'-one (+)-(8S,8'R)-3',4,4'-trihydroxy-5,5'-dimethoxylignan (+)-(8S,8'R)-4,4'-dihydroxy-3,3',5'-trimethoxylignan (+)-(8S,8'R)-4,4'-dihydroxy-3-methoxylignan (+)-(8S,8'R)-4-hydroxy-3,3',4',5'-tetramethoxylignan (+)-(8S,8'R)-4-hydroxy-5-methoxy-1',2',3',4',5',6'-hexanor-2,7'-cyclolignan-7'-one (+)-(8S,8'R)-9'-acetoxy-4,4'-dihydroxy-3,3',5'-trimethoxylignan (+)-(8S,8'R)-9-acetoxy-4,4'-dihydroxy-3,3',5'-trimethoxylignan (+)-3'-hydroxylarreatricin (+)-5'-methoxylariciresinol (+)-7-epi-Syringaresinol 4'-glucoside (+)-DCA-CC (+)-DCA-CL (+)-Eudesmin (+)-Fargesin (+)-Galbacin (+)-guaiacin (+)-isolariciresinol (+)-lariciresinol (+)-larreatricin (+)-Ligballinol (+)-lyoniresinol (+)-lyoniresinol 4,4'-bis-O-beta-D-glucopyranoside (+)-Lyoniresinol 9-glucoside (+)-lyoniresinol-3-alpha-O-beta-D-glucopyranoside (+)-Pinoresinol 4-O-glucoside (+)-sesamin (+)-sesamin dicatechol (+)-sesamin monocatechol (-)-(7'R,8R,8'R)-4,4'-dihydroxy-3,3',5-trimethoxy-2,7'-cyclolignan (-)-(7'S,8S,8'R)-4,4'-dihydroxy-3,3',5,5'-tetramethoxy-7',9-epoxylignan-9'-ol-7-one (-)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,9':7',9-diepoxylignane (-)-(7R,8R,8'R)-4,4'-dihydroxy-3,3',5'-trimethoxy-7,9'-epoxylignan (-)-(7S,7'S,8R,8'R)-4,4'-dihydroxy-3,3',5,5'-tetramethoxy-7,7'-epoxylignan-9,9'-diol (-)-(8R,8'S)-3,3',4-trimethoxy-4'-hydroxylignan (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin (-)-5'-desmethylyatein (-)-5'-methoxyisolariciresinol (-)-8'-epi-aristoligone (-)-Arctigenin (-)-bursehernin (-)-cubebin (-)-DCA-CC (-)-DCA-CL (-)-demethoxylpinoresinol (-)-isoguaiacin (-)-lariciresinol (-)-larreatricin (-)-matairesinol (-)-Matairesinol 4'-[apiosyl-(1->2)-glucoside] (-)-medioresinol (-)-Pinoresinol glucoside (-)-pluviatolide (-)-sanguinolignan A (-)-sanguinolignan B (-)-sanguinolignan C (-)-sanguinolignan D (-)-Syringaresnol-4-O-beta-D-apiofuranosyl-(1->2)-beta-D-glucopyranoside (2R,3R)-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}propyl beta-D-glucopyranoside (2R,3S,4R)-3a-[(beta-D-glucopyranosyl)oxy]lyoniresinol (2R,3S,4S)-3a-[(beta-D-glucopyranosyl)oxy]lyoniresinol (2S,3R,4R)-3a-[(beta-D-glucopyranosyl)oxy]lyoniresinol (2S,3R,4S)-3a-[(beta-D-glucopyranosyl)oxy]lyoniresinol (2S,3S)-(+)-1,4-Dimethoxy-2,3-diveratrylbutane (3S)-5-[(3S)-10-hydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-10-ol (3S,3'S,4S,4'S)-3,3'-Dimethyl-7,7',9,9'-tetramethoxy-3,3',4,4'-tetrahydro-5,6'-bi(1H-naphtho[2,3-c]pyran)-4,4',10,10'-tetrol (3S,3'S,4S,4'S,5R)-10,10'-dihydroxy-7,7',9,9'-tetramethoxy-3,3'-dimethyl-3,3',4,4'-tetrahydro-1H,1'H-5,5'-bibenzo[g]isochromene-4,4'-diyl diacetate (3S,3'S,4S,4'S,6'S)-10,10'-dihydroxy-7,7',9,9'-tetramethoxy-3,3'-dimethyl-3,3',4,4'-tetrahydro-1H,1'H-5,6'-bibenzo[g]isochromene-4,4'-diyl diacetate (3S,4S)-5-[(3S)-10-hydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-4,10-diol (3S,4S)-6-[(3S)-10-hydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-4,10-diol (3S,4S)-6-[(3S,4S)-4,10-dihydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-9-methoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-4,7,10-triol (3S,4S)-7-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-5-[(3S,4S)-7-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-4,10-dihydroxy-9-methoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-9-methoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-4,10-diol (7'R)-(+)-Lyoniresinol 9'-glucoside (7'S)-parabenzlactone (7R)-7-hydroxylariciresinol (7R)-7-hydroxytaxiresinol (7R*,8R*)-3-Methoxy-3',4,7,9,9'-pentahydroxy-8,4'-oxyneolignan 4-xyloside (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan (8S,8'S)-Secoisolariciresinol 9-xyloside 1,2,3,4-tetra phenylbutane-2,3-diol 1-Acetoxypinoresinol 2'-Hydroxyenterolactone 2,3-Bis(3-hydroxybenzyl)butane-1,4-diol 2,5-bis(4-hydroxy-3-methoxyphenyl)-3,4-dimethyloxolan-3-ol 2-(3-Methoxy-4-hydroxyphenyl)-5-(3,4-dimethoxyphenyl)-3,4-dimethyltetrahydrofuran 2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-7H-pyrano[2,3-g][1,4]benzodioxin-7-one 2-[4-[(3r,3ar,6s,6ar)-3-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol 2-[[(3S)-5-[(3S)-7-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-10-hydroxy-9-methoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-10-hydroxy-9-methoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-7-yl]oxy]-6-(hydroxymethyl)-5-methoxyoxane-3,4-diol 2-Hydroxyenterodiol 2-Hydroxyenterolactone 3,6-Bis(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan 3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one 3-Methyl-2-butenyl-(-)-piperitol 4'-demethyldeoxypodophyllotoxin 4'-Hydroxyenterolactone 4-(7-Hydroxy-6-methoxy-2,3-dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl)benzene-1,2-diol 4-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol 4-[(1s,3as,4r,6ar)-3a-hydroxy-4-(4-hydroxy-3-methoxyphenyl)tetrahydro-1h,3h-furo[3,4-c]furan-1-yl]-2-methoxyphenyl beta-d-glucopyranoside 4-[(2R,3R)-4-(4-hydroxy-3-methoxyphenyl)-2,3-bis(hydroxymethyl)butyl]-2-methoxyphenyl beta-D-glucopyranoside 4-[(2S,3R)-4-(1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxyphenol 4-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one 4-[4-(4-hydroxy-3-methoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl hexopyranoside 4-epi-julichrome Q10.10B 4-epi-julichrome Q10.10C 4-hydroxy-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butyl hexopyranoside 4-Hydroxy-9-(4-hydroxy-3,5-dimethoxy-phenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[6,5-f][1,3]benzodioxol-8-one 4-Hydroxyenterodiol 4-Hydroxyenterolactone 4-hydroxysesamin 4-methoxymagnaldehyde B 4-{(1S,3aR,4S,6aR)-4-[4-(hexopyranosyloxy)-3-methoxyphenyl]tetrahydro-1H,3H-furo[3,4-c]furan-1-yl}-2-methoxyphenyl hexopyranoside 4-{[(3s,4r,5s)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)tetrahydro-3-furanyl]methyl}-2-methoxyphenyl beta-d-glucopyranoside 4alpha-hydroxypinoresinol 4beta-[(beta-D-glucopyranosyl)hydroxy]-pinoresinol 5'-Demethoxydeoxypodophyllotoxin 5,5'-Bis({3-[(2H-1,3-benzodioxol-5-yl)methyl]-2-methylbutyl})-3,3'-dimethoxy-[1,1'-biphenyl]-2,2'-diol 5-(3,4-Dihydroxyphenyl)-6,7-dimethyl-5,6,7,8-tetrahydronaphthalene-2,3-diol 5-[(6-{2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butoxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid 5-Hydroxyenterolactone 5-Methoxygalbelgin 5-Methoxyhinokinin 5-{4-[4-(hexopyranosyloxy)-3,5-dimethoxyphenyl]tetrahydro-1H,3H-furo[3,4-c]furan-1-yl}-2-methoxyphenyl hexopyranoside 6'-Hydroxyenterolactone 6'-O-desmethyl ES-242-4 6-({8,11-dihydroxy-17-methoxy-10-oxo-2-oxatricyclo[13.2.2.1?,?]icosa-1(17),3,5,7(20),15,18-hexaen-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 6-Hydroxyenterodiol 6-Hydroxyenterolactone 6′-O-desmethyl ES-242-2 7-Hydroxyaustrobailignan 5 7-Hydroxyenterolactone 7-hydroxysecoisolariciresinol 8'-Episesaminone 8-Acetoxy-4'-methoxypinoresinol 8-Acetoxy-4'-methoxypinoresinol 4-glucoside 8-Acetoxypinoresinol 8-Acetoxypinoresinol 4-glucoside 8-Hydroxy-4'-methoxypinoresinol 8-Hydroxypinoresinol 8-Hydroxypinoresinol 4-glucoside 8-Hydroxypinoresinol 8-glucoside [(3S,4S)-5-[(3S)-7-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-10-hydroxy-9-methoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-10-hydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-4-yl] acetate [(3S,4S)-5-[(3S,4S)-4,10-dihydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-10-hydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-4-yl] acetate [(3S,4S)-6-[(3S)-7-[3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-10-hydroxy-9-methoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-10-hydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-4-yl] acetate [(3S,4S)-6-[(3S,4S)-4-acetyloxy-10-hydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-7,10-dihydroxy-9-methoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-4-yl] acetate [4-(4-hydroxy-3-methoxybenzyl)-2-(4-hydroxy-3-methoxyphenyl)tetrahydro-3-furanyl]methyl hexopyranoside A 39183A aiphanol alpha-Conidendrin alpha-peltatin ananolignan B ananolignan C ananolignan D ananolignan E ananolignan F ananolignan G ananolignan H ananolignan I ananolignan J ananolignan K ananolignan L ananolignan M ananolignan N Anhydropseudophlegmacin-9,10-quinone-3'-amino-8'-O-methyl ether anolignan A anolignan B Antibiotic ES 242-5 Arctiin Aschantin Austrobailignan 1 Austrobailignan 7 Austrocolorin A1 Austrocolorone B beilschminol A, rel- beta-D-Glucopyranoside, 2-methoxy-4-[(1S,2S,3S)-1,2,3,4-tetrahydro-3,7-dihydroxy-2,3-bis(hydroxymethyl)-6-methoxy-1-naphthalenyl]phenyl beta-peltatin beta-Peltatin A methyl ether Biondinin B Bioxanthracene 7 brugunin A buddlenol A buddlenol E burseran Carinol Carissanol Caruilignan D Citrusin A Citrusin B Cleistanone(rac) cleistanthins Clemaphenol A Clusin Conoideocrellone A Conoideocrellone B Crisamicin A Crisamicin C Cubebinin Cubebininolide Cubebinone cyclolignane Cycloolivil Dalpanin dehydrodiconiferyl dibenzoate Dehydrodiferulic dilactone demethoxyaschantin deoxypodophyllotoxin dihydroanhydropodorhizol Dihydroclusin dihydrocubebin Dihydrocubebin, rel- Diphyllin Divanillyltetrahydrofuran ferulate Dongtinganthracene A Dongtinganthracene B Dongtinganthracene C Dongtinganthracene D Eleutheroside E Enterodiol Enterolactone enterolactone 3'-sulfate ES 242-1 ES-242-1 ES-242-2 ES-242-3 ES-242-4 ES-242-6 ES-242-7 ES-242-8 Eucommin A Fargesin flavonolignan Forsythin Fragransin B2 Fragransin C1 Fragransin D1 Fragransin D3 futokadsurin A futokadsurin B futokadsurin C G b S r S acetate G b S r S b G acetate G(8-O-4)G' G(8-O-4)G(8-O-4)S(8-5)G' G(8-O-4)G(8-O-4)S(8-8)S G(8-O-4)S(8-8)S(8-O-4)G G(8-O-4)S(8-O-4)S(8-5)G G(8–O–4)S(8–O–4)S(8–8)S G(8–O–4)SP(8–8)S G-8-O-4 -S galgravin Ganschisandrin Gmelinol graminone B Grandisin GTRI-BB helioxanthin Hemiariensin Heterotropan hinokinin Hirtusneanoside interiotherin A interiotherin B interiotherin C Isolariciresinol 4'-O-beta-D-glucoside Isolariciresinol 9'-O-alpha-L-arabinofuranoside Isolariciresinol 9'-O-beta-D-glucoside Isolariciresinol 9-O-beta-D-glucoside isotaxiresinol Isoyatein Justicidin A Justicidin B Justicidin D Karwinskione Labadoside Lappaol C Lappaol D Lariciresinol 4-o-glucoside lignin cw compound-263 lignin cw compound-2008 lignin cw compound-2024 lignin cw compound-2025 lignin cw compound-2027 lignin cw compound-2030 lignin cw compound-2035 lignin cw compound-2036 lignin cw compound-2059 lignin cw compound-2062 lignin cw compound-3002 lignin cw compound-3014 lignin cw compound-3016 lignin cw compound-3017 lignin cw compound-3018 lignin cw compound-3042 Ligraminol A Ligraminol B longipedumin A LSM-4504 LSM-20517 LSM-34734 Lugdunomycin Lyoniresinol 9'-sulfate Maculalactone L Magnosalicin Magnosalin Malabaricano manassantin A manassantin B matairesinoside meso-3,3'-didemethoxynectandrin B meso-dihydroguaiaretic acid mitopodozide Myricatomentoside I negundin B Neoarctin A Neoarctin B Neocuscutoside C Neoisostegane Nordihydroguaiaretate nordihydroguaiaretic acid Nortrachelogenin O-Ethylcubebin Otobain Otobanone Phyllanthin Phyllanthostatin A picropodophyllotoxin pinoresinol Pinoresinol biphenyl Pinoresinol biphenyl acetate Pinoresinol diacetate Pinoresinol diglucoside Plicatic acid podophyllotoxin Podophyllotoxone Prostalidin A Prupaside Ramontoside rel-(+)-(7'S,8S,8'S)-4,4'-dihydroxy-3',5,5'-trimethoxy-2,7'-cyclolignan rel-(-)-(7S,7'R,8S,8'R)-4,4'-dihydroxy-3,3',5'-trimethoxy-7,7'-epoxylignan rel-(7R,8R,7'R,8'R)-3',4'-methylenedioxy-3,4,5,5'-tetramethoxy-7,7'-epoxylignan rel-(7R,8R,7'R,8'R)-3,4,3',4'-dimethylene-dioxy-5,5'-dimethoxy-7,7'-epoxylignan rel-(7S,8S,7'R,8'R)-3,3',4,4',5,5'-hexamethoxy-7.O.7',8.8'-lignan Rufoolivacin B Rufoolivacin D Rufoschweinitzin S b S r S S b S r S acetate salicifoliol Sanshodiol Saucernetin savinin secoisolariciresinol Secoisolariciresinol 9,9'-diglucoside Sesaminol glucoside Sesaminol glucosyl-(1->2)-glucoside Sesaminone Sesartemin Setomimycin Simplexoside Sinapicolone Sinapiquinone SP(8-8)S Spirodalesol Ssioriside Steganacin styraxin syringaresinol syringylresinol diacetate taiwanin C tanegool taxiresinol terameprocol Trachelogenin Tracheloside Veraguensin vladinol D Xanthoxylol Yangambin