Classification Term: 3148
Lignan glycosides (ontology term: CHEMONTID:0001511)
Aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones." []
found 47 associated metabolites at class metabolite taxonomy ontology rank level.
Ancestor: Lignans, neolignans and related compounds
Child Taxonomies: There is no child term of current ontology term.
(-)-Arctiin
Natural compounds from herbs are recognized as an important source of therapeutic agents. Seeking for natural products with high selectivity and less side effects merits considerable efforts. Arctium lappa, also known as burdock, is widely consumed in East Asia, Europe and America to promote well-being for hundreds of years. In Chinese traditional medicine, Arctium lappa (mainly roots, and, to a less extend, seeds and leaves) is an important herbal medicinal preparation. It is commonly used for alleviating symptoms of inflammatory disorders, such as anemopyretic cold, cough, measles, urticaria and furuncle (Shin et al., 2015; Zhao et al., 2009). In addition, Arctium lappa is applied to treat various skin disorders including eczema and acne (Chan et al., 2011; Miglani and Manchanda, 2014). Lignans are the most characteristic phytoconstituents of Arctium lappa. Among them, ATG (Formula:C21H24O6; PubChem CID:64,981) and its glycoside, arctiin are the major bioactive compounds (Fig. 1). ATG, rich in roots and seeds of Arctium lappa, has attracted a great deal of attention due to its prominent therapeutic potential. It possesses many biological activities such as anti-oxidative stress (Lü et al., 2016), anti-cancer (He et al., 2018; Shabgah et al., 2021), anti-virus (Gao et al., 2018a) and anti-inflammation (Hyam et al., 2013; Zhao et al., 2009). Significant curative effects of ATG have been demonstrated on a wide range of human diseases including cancers, autoimmune disorders, chronic diseases, viral infections and other health concerns. The bioactivity of ATG largely depend on its chemical structure. For instance, the chiral carbon atom in the lactone ring is essential for the anti-tumor effect of ATG as (–)-arctigenin exhibits greater tumor suppression effect than (+)-arctigenin (Awale et al., 2014). Furthermore, the dibenzyl butyrolactone is key for the interactions between ATG and proteins. (-)-arctiin is a member of the class of compounds known as lignan glycosides. Lignan glycosides are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones (-)-arctiin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (-)-arctiin can be found in burdock, which makes (-)-arctiin a potential biomarker for the consumption of this food product. Arctiin is a glycoside and a lignan. Arctiin is a natural product found in Abeliophyllum distichum, Forsythia suspensa, and other organisms with data available. Arctiin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=20362-31-6 (retrieved 2024-06-28) (CAS RN: 20362-31-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Arctiin (NSC 315527) is a plant lignan extracted from burdock seeds and has anti-cancer activity. Arctiin (NSC 315527) is a plant lignan extracted from burdock seeds and has anti-cancer activity.
(-)-Pinoresinol
(-)-pinoresinol is a member of the class of compounds known as lignan glycosides. Lignan glycosides are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones (-)-pinoresinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (-)-pinoresinol can be found in a number of food items such as java plum, peach, soursop, and oregon yampah, which makes (-)-pinoresinol a potential biomarker for the consumption of these food products (-)-pinoresinol is a lignan found in Styrax species and in Forsythia suspensa. It is also found in the caterpillar of the cabbage butterfly, Pieris rapae where it serves as a defence against ants . (-)-Pinoresinol glucoside is a glycoside and a lignan. (-)-Pinoresinol glucoside is a natural product found in Balanophora japonica, Balanophora laxiflora, and other organisms with data available. Pinoresinol 4-O-β-D-glucopyranoside ((+)-Pinoresinol 4-O-β-D-glucopyranoside) is the major active furofuran type lignans in Fructus Forsythiae. Pinoresinol 4-O-β-D-glucopyranoside shows antioxidant, blood pressure reducing, and cyclic adenosine monophosphate (cAMP) phosphodiesterase inhibitory effects[1]. Pinoresinol 4-O-β-D-glucopyranoside ((+)-Pinoresinol 4-O-β-D-glucopyranoside) is the major active furofuran type lignans in Fructus Forsythiae. Pinoresinol 4-O-β-D-glucopyranoside shows antioxidant, blood pressure reducing, and cyclic adenosine monophosphate (cAMP) phosphodiesterase inhibitory effects[1].
Liriodendrin
Liriodendrin is a natural product found in Kalopanax septemlobus, Eleutherococcus gracilistylus, and other organisms with data available. Eleutheroside D is found in tea. Eleutheroside D is a constituent of Siberian ginseng (Eleutherococcus (Acanthopanax) senticosus). Isolated from Eleutherococcus senticosus (Siberian ginseng). Liriodendrin is found in tea. Eleutheroside E is an important component of Acanthopanax, which has anti-inflammatory and protective effects on ischemic heart. Eleutheroside E is an important component of Acanthopanax, which has anti-inflammatory and protective effects on ischemic heart. Syringaresinol diglucoside is a natural compound from bamboo leaves[1]. Syringaresinol diglucoside is a natural compound from bamboo leaves[1].
(+)-7-epi-Syringaresinol 4'-glucoside
(+)-7-epi-Syringaresinol 4-glucoside is found in tea. (+)-7-epi-Syringaresinol 4-glucoside is a constituent of the roots of Eleutherococcus senticosus (Siberian ginseng). Constituent of the roots of Eleutherococcus senticosus (Siberian ginseng). (+)-7-epi-Syringaresinol 4-glucoside is found in tea. Acanthoside B is a potential bioactive lignan with anti-inflammatory and anti-amnesic activities. Acanthoside B can be used for alzheimer's disease and lung inflammation research[1] Acanthoside B is a potential bioactive lignan with anti-inflammatory and anti-amnesic activities. Acanthoside B can be used for alzheimer's disease and lung inflammation research[1]
8-Hydroxypinoresinol 8-glucoside
8-Hydroxypinoresinol 8-glucoside is found in fats and oils. 8-Hydroxypinoresinol 8-glucoside is a constituent of Olea europaea (olive). Constituent of Olea europaea (olive). 8-Hydroxypinoresinol 8-glucoside is found in pomes, fats and oils, and herbs and spices. 8-Hydroxypinoresinol 8-glucoside is a glycoside and a lignan.
Sambacolignoside
Sambacolignoside is found in herbs and spices. Sambacolignoside is isolated from leaves of Jasminum sambac (Arabian jasmine). Isolated from leaves of Jasminum sambac (Arabian jasmine). Sambacolignoside is found in tea and herbs and spices.
Isolariciresinol 9'-O-beta-D-glucoside
Isolariciresinol 9-O-beta-D-glucoside is a constituent of Scots pine (Pinus sylvestris) needles. Constituent of Scots pine (Pinus sylvestris) needles
(7'R)-(+)-Lyoniresinol 9'-glucoside
(7R)-(+)-Lyoniresinol 9-glucoside is found in fruits. (7R)-(+)-Lyoniresinol 9-glucoside is a constituent of the bark of Aegle marmelos (bael fruit). Constituent of the bark of Aegle marmelos (bael fruit). (7R)-(+)-Lyoniresinol 9-glucoside is found in fruits.
Secoisolariciresinol 9,9'-diglucoside
Constituent of the seeds of flax (Linum usitatissimum). Secoisolariciresinol 9,9-diglucoside is found in many foods, some of which are tea, flaxseed, coffee and coffee products, and fats and oils. Secoisolariciresinol 9,9-diglucoside is found in coffee and coffee products. Secoisolariciresinol 9,9-diglucoside is a constituent of the seeds of flax (Linum usitatissimum) (R,R)-Secoisolariciresinol diglucoside ((R,R)-SDG) is the minor isomer of Secoisolariciresinol diglucoside in flaxseed. (R,R)-Secoisolariciresinol diglucoside ((R,R)-SDG) possesses antioxidant and free radical scavenging activities and DNA-radioprotective properties. (R,R)-Secoisolariciresinol diglucoside ((R,R)-SDG) inhibits myeloperoxidase (MPO) activity by suppressing both the peroxidase and chlorination cyclesin inflammatory cells[1][2][3].
Isoorientin 2'-[feruloyl-(->6)-glucoside]
Isoorientin 2-[feruloyl-(->6)-glucoside] is found in cereals and cereal products. Isoorientin 2-[feruloyl-(->6)-glucoside] is isolated from rice leaves (Oryza sativa) exposed to enhanced levels of UV-B. Isolated from rice leaves (Oryza sativa) exposed to enhanced levels of UV-B. Isoorientin 2-[feruloyl-(->6)-glucoside] is found in cereals and cereal products.
Citrusin A
Isolated from lemon (Citrus limon) and round kumquat (Fortunella japonica) peels. Citrusin A is found in lemon, citrus, and fruits. Citrusin A is found in citrus. Citrusin A is isolated from lemon (Citrus limon) and round kumquat (Fortunella japonica) peels.
(8R,8'R)-Secoisolariciresinol 9,9'-bis-[4-carboxy-3-hydroxy-3-methylbutanoyl-(->6)-glucoside]
(8R,8R)-Secoisolariciresinol 9,9-bis-[4-carboxy-3-hydroxy-3-methylbutanoyl-(->6)-glucoside] is found in coffee and coffee products. (8R,8R)-Secoisolariciresinol 9,9-bis-[4-carboxy-3-hydroxy-3-methylbutanoyl-(->6)-glucoside] is a constituent of the seeds of flax (Linum usitatissimum). Constituent of the seeds of flax (Linum usitatissimum). (8R,8R)-Secoisolariciresinol 9,9-bis-[4-carboxy-3-hydroxy-3-methylbutanoyl-(->6)-glucoside] is found in tea, coffee and coffee products, and fats and oils.
Sesaminol glucoside
Sesaminol glucoside is found in cereals and cereal products. Sesaminol glucoside is a constituent of sesame seed. Constituent of sesame seed. Sesaminol glucoside is found in cereals and cereal products.
Isolariciresinol 4'-O-beta-D-glucoside
Isolariciresinol 4-O-beta-D-glucoside is found in alcoholic beverages. Isolariciresinol 4-O-beta-D-glucoside is a constituent of Riesling wine. Constituent of Riesling wine. Isolariciresinol 4-O-beta-D-glucoside is found in alcoholic beverages.
(+)-Lyoniresinol 9-glucoside
(+)-Lyoniresinol 9-glucoside is found in fruits. (+)-Lyoniresinol 9-glucoside is a constituent of the bark of Aegle marmelos (bael fruit). Constituent of the bark of Aegle marmelos (bael fruit). (+)-Lyoniresinol 9-glucoside is found in fruits.
Isolariciresinol 9'-O-alpha-L-arabinofuranoside
Isolariciresinol 9-O-alpha-L-arabinofuranoside is a constituent of Scots pine (Pinus sylvestris) needles. Constituent of Scots pine (Pinus sylvestris) needles.
(8R,8'R)-Secoisolariciresinol 9-glucoside
(8R,8R)-Secoisolariciresinol 9-glucoside is found in alcoholic beverages. (8R,8R)-Secoisolariciresinol 9-glucoside is a constituent of Pinus sylvestris (Scotch pine), Riesling wine and nettles. Constituent of Pinus sylvestris (Scotch pine), Riesling wine and nettles. (8R,8R)-Secoisolariciresinol 9-glucoside is found in alcoholic beverages.
Saponin G
Saponin G is found in fruits. Saponin G is a constituent of Hovenia dulcis (raisin tree).
Tracheloside
Constituent of Carthamus tinctorius (safflower). Tracheloside is found in safflower, fats and oils, and herbs and spices. Tracheloside is found in fats and oils. Tracheloside is a constituent of Carthamus tinctorius (safflower) Tracheloside is an antiestrogenic lignin. Tracheloside promotes keratinocyte proliferation through ERK1/2 stimulation. Tracheloside is a good candidate to promote wound healing[1]. Tracheloside is an antiestrogenic lignin. Tracheloside promotes keratinocyte proliferation through ERK1/2 stimulation. Tracheloside is a good candidate to promote wound healing[1].
Neocuscutoside C
Neocuscutoside C is a polyphenol compound found in foods of plant origin (PMID: 20428313). A polyphenol compound found in foods of plant origin (PhenolExplorer)
Citrusin B
Isolated from lemon (Citrus limon) and the round kumquat (Fortunella japonica). Citrusin B is found in lemon, citrus, and fruits. Citrusin B is found in citrus. Citrusin B is isolated from lemon (Citrus limon) and the round kumquat (Fortunella japonica).
8-Acetoxy-4'-methoxypinoresinol 4-glucoside
8-Acetoxy-4-methoxypinoresinol 4-glucoside is found in fats and oils. 8-Acetoxy-4-methoxypinoresinol 4-glucoside is a constituent of Olea europaea (olive). Constituent of Olea europaea (olive). 8-Acetoxy-4-methoxypinoresinol 4-glucoside is found in pomes, fats and oils, and herbs and spices.
Isolariciresinol 9-O-beta-D-glucoside
Isolariciresinol 9-O-beta-D-glucoside is a constituent of Scots pine (Pinus sylvestris) needles. Constituent of Scots pine (Pinus sylvestris) needles.
Ssioriside
Ssioriside is found in fruits. Ssioriside is isolated from Prunus padus (bird cherry). Isolated from Prunus padus (bird cherry). Ssioriside is found in fruits.
Sesaminol glucosyl-(1->2)-glucoside
Sesaminol glucosyl-(1->2)-glucoside is found in cereals and cereal products. Sesaminol glucosyl-(1->2)-glucoside is a constituent of sesame seed. Constituent of sesame seed. Sesaminol glucosyl-(1->2)-glucoside is found in cereals and cereal products.
(7R*,8R*)-3-Methoxy-3',4,7,9,9'-pentahydroxy-8,4'-oxyneolignan 4-xyloside
(7R*,8R*)-3-Methoxy-3,4,7,9,9-pentahydroxy-8,4-oxyneolignan 4-xyloside is a constituent of Pinus sylvestris (Scotch pine). Constituent of Pinus sylvestris (Scotch pine)
3-Methylellagic acid 8-(2-acetylrhamnoside)
3-Methylellagic acid 8-(2-acetylrhamnoside) is a constituent of Eucalyptus globulus (Tasmanian blue gum).
(-)-Matairesinol 4'-[apiosyl-(1->2)-glucoside]
(-)-Matairesinol 4-[apiosyl-(1->2)-glucoside] is found in fats and oils. (-)-Matairesinol 4-[apiosyl-(1->2)-glucoside] is a constituent of safflower oil cake Carthamus tinctorius. Constituent of safflower oil cake Carthamus tinctorius. (-)-Matairesinol 4-[apiosyl-(1->2)-glucoside] is found in fats and oils.
Ramontoside
Isolated from Flacourtia ramontchii (governors plum). Ramontoside is found in herbs and spices and fruits. Ramontoside is found in fruits. Ramontoside is isolated from Flacourtia ramontchii (governors plum).
Occidentoside
Occidentoside is found in cashew nut. Occidentoside is isolated from Anacardium occidentale (cashew Isolated from Anacardium occidentale (cashew). Occidentoside is found in cashew nut and nuts.
Myricatomentoside I
Myricatomentoside I is found in herbs and spices. Myricatomentoside I is a constituent of Myrica gale var. tomentosa
Prupaside
Prupaside is found in fruits. Prupaside is isolated from Prunus padus (bird cherry). Isolated from Prunus padus (bird cherry). Prupaside is found in fruits.
Labadoside
Labadoside is found in herbs and spices. Labadoside is a constituent of the roots of Rumex patientia (patience dock). Constituent of the roots of Rumex patientia (patience dock). Labadoside is found in herbs and spices.
8-Hydroxypinoresinol 4-glucoside
8-Hydroxypinoresinol 4-glucoside is found in fats and oils. 8-Hydroxypinoresinol 4-glucoside is a constituent of Olea europaea (olive). Constituent of Olea europaea (olive). 8-Hydroxypinoresinol 4-glucoside is found in pomes, fats and oils, and herbs and spices.
Schidigeragenin B
Schidigeragenin B is found in fruits. Genin from Yucca schidigera (Mojave yucca
(8S,8'S)-Secoisolariciresinol 9-xyloside
(8S,8S)-Secoisolariciresinol 9-xyloside is found in herbs and spices. (8S,8S)-Secoisolariciresinol 9-xyloside is a constituent of Laurus nobilis (bay laurel). Constituent of Laurus nobilis (bay laurel). (8S,8S)-Secoisolariciresinol 9-xyloside is found in tea and herbs and spices.
Flaxseed lignan-HMGA oligomer
Flaxseed lignan-HMGA oligomer is found in fats and oils. Flaxseed lignan-HMGA oligomer is a constituent of the seeds of Linum usitatissimum (flax). Constituent of the seeds of Linum usitatissimum (flax). Flaxseed lignan-HMGA oligomer is found in tea and fats and oils.
6'-HMG SDG
Constituent of the seeds of flax (Linum usitatissimum). 6-HMG SDG is found in tea, coffee and coffee products, and fats and oils. 6-HMG SDG is found in coffee and coffee products. 6-HMG SDG is a constituent of the seeds of flax (Linum usitatissimum).
Enterolactone 3'-glucuronide
Enterolactone 3-glucuronide is a lignan metabolite produced in the liver. Enterolactone glucuronide is a potential urinary biomarker of whole grain intake (PMID: 23307617).
Enterolactone 3'-glucuronide
Enterolactone 3-glucuronide is a lignan metabolite produced in the liver. Enterolactone glucuronide is a potential urinary biomarker of whole grain intake (PMID: 23307617).
Dihydroresveratrol 4'-glucuronide
Isolariciresinol glucuronide
Hydroxymatairesinol glucuronide 1
2-Hydroxyarctiin
2-hydroxyarctiin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-hydroxyarctiin can be found in safflower, which makes 2-hydroxyarctiin a potential biomarker for the consumption of this food product.
Matairesinoside
Matairesinoside is a member of the class of compounds known as lignan glycosides. Lignan glycosides are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones. Matairesinoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Matairesinoside can be found in safflower, which makes matairesinoside a potential biomarker for the consumption of this food product. Matairesinoside is a lignan with antibacterial and antioxidant activities. Matairesinoside also shows virus-cell fusion inhibitory activity[1][2]. Matairesinoside is a lignan with antibacterial and antioxidant activities. Matairesinoside also shows virus-cell fusion inhibitory activity[1][2].
