Classification Term: 3167
Dibenzylbutyrolactone lignans (ontology term: CHEMONTID:0001613)
Lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety." [DOI:10.1039/NP9971400043, DOI:10.5772/28471]
found 34 associated metabolites at family metabolite taxonomy ontology rank level.
Ancestor: 9,9'-epoxylignans
Child Taxonomies: There is no child term of current ontology term.
Matairesinol
Matairesinol belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Matairesinol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, matairesinol is found, on average, in the highest concentration in a few different foods such as sesame, burdocks, and flaxseeds, and in a lower concentration in oats, asparagus, and poppies. Matairesinol has also been detected, but not quantified in, several different foods, such as silver lindens, tamarinds, cherry tomato, skunk currants, and fireweeds. This could make matairesinol a potential biomarker for the consumption of these foods. Matairesinol is composed of gamma-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3R,4R-diastereomer). (-)-matairesinol is a lignan that is gamma-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3R,4R-diastereomer). It has a role as a phytoestrogen, a plant metabolite, an angiogenesis inhibitor and an anti-asthmatic agent. It is a polyphenol, a lignan and a gamma-lactone. Matairesinol is a natural product found in Crossosoma bigelovii, Brassica oleracea var. sabauda, and other organisms with data available. See also: Arctium lappa fruit (part of); Pumpkin Seed (part of). Matairesinol is a plant lignan. It occurs with secoisolariciresinol in numerous foods such as oil seeds, whole grains, vegetables, and fruits. (-)-Matairesinol is found in many foods, some of which are caraway, pecan nut, cereals and cereal products, and longan. A lignan that is gamma-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3R,4R-diastereomer). Matairesinol confers anti-allergic effects in an allergic dermatitis mouse model. DfE-induced changes in IL-4 and IFN-γ mRNA expression in the ears of NC/Nga mice were reversed by matairesinol application[1]. Matairesinol confers anti-allergic effects in an allergic dermatitis mouse model. DfE-induced changes in IL-4 and IFN-γ mRNA expression in the ears of NC/Nga mice were reversed by matairesinol application[1].
(-)-Arctigenin
(-)-Arctigenin is found in burdock. (-)-Arctigenin is isolated from Cnicus benedictus, Forsythia viridissima, Arctium lappa, Ipomoea cairica and others (CCD).Arctigenin is a lignan found in certain plants of the Asteraceae , including the Greater burdock (Arctium lappa) and Saussurea heteromalla. It has shown antiviral and anticancer effects. It is the aglycone of arctiin. (Wikipedia (-)-Arctigenin is a lignan. Arctigenin is a natural product found in Centaurea cineraria, Forsythia suspensa, and other organisms with data available. See also: Arctium lappa Root (part of); Arctium lappa fruit (part of); Pumpkin Seed (part of) ... View More ... Isolated from Cnicus benedictus, Forsythia viridissima, Arctium lappa, Ipomoea cairica and others (CCD) Arctigenin ((-)-Arctigenin), a biologically active lignan, can be used as an antitumor agent. Arctigenin exhibits potent antioxidant, anti-inflammatory and antiviral (influenza A virus) activities. Arctigenin can be used for the research of metabolic disorders, and central nervous system dysfunctions[1][2][3]. Arctigenin ((-)-Arctigenin), a biologically active lignan, can be used as an antitumor agent. Arctigenin exhibits potent antioxidant, anti-inflammatory and antiviral (influenza A virus) activities. Arctigenin can be used for the research of metabolic disorders, and central nervous system dysfunctions[1][2][3].
(-)-Wikstromol
(-)-Wikstromol is found in fruits. (-)-Wikstromol is obtained from Pinus palustris (pitch pine) and Carissa edulis (agam obtained from Pinus palustris (pitch pine) and Carissa edulis (agam). (-)-Wikstromol is found in fruits and sesame.
Enterolactone
Enterolactone (CAS: 78473-71-9) is a mammalian lignan that has a similar biphenolic structure to lignans from plants. Lignans are compounds with estrogenic properties and are probably the most important source of phytoestrogens in western diets. Mammalian lignans are formed from precursors that are contained mainly in vegetables, whole grain products, and berries, via the action of intestinal microflora. Enterolactone is produced in the colon by the action of bacteria on secoisolariciresinol, matairesinol, and its glycosides. Secoisolariciresinol is converted to enterodiol which is subsequently converted to enterolactone as it passes through the colon. Matairesinol is converted directly to enterolactone. Enterolactone has been shown to possess weakly estrogenic and antiestrogenic activities, and it has been suggested that the high production of this antiestrogenic mammalian lignans in the gut may serve to protect against breast cancer in women and prostate cancer in men; however epidemiological evidence to date is conflicting (PMID: 16168401, 12270221, 11216511, 12107024). Enterolactone is a biomarker for the consumption of soybeans and other soy products. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens
kaempferol 3-rhamnoside-7-glucoside
Hinokinin (Compound 1) is a compound isolated from the stems of Hypoestes aristate. Hinokinin exhibits moderate activity of HIV-1 protease enzyme[1]. Hinokinin (Compound 1) is a compound isolated from the stems of Hypoestes aristate. Hinokinin exhibits moderate activity of HIV-1 protease enzyme[1].
Cubebinone
Cubebinone is found in herbs and spices. Cubebinone is a constituent of Piper cubeba (cubeb pepper). Constituent of Piper cubeba (cubeb pepper). Cubebinone is found in herbs and spices.
Cubebininolide
Cubebininolide is found in herbs and spices. Cubebininolide is a constituent of Piper cubeba (cubeb pepper). Constituent of Piper cubeba (cubeb pepper). Cubebininolide is found in herbs and spices.
5-Methoxyhinokinin
5-Methoxyhinokinin is found in herbs and spices. 5-Methoxyhinokinin is isolated from fruits of Piper cubeba (cubeb pepper). Isolated from fruits of Piper cubeba (cubeb pepper). 5-Methoxyhinokinin is found in herbs and spices.
2'-Hydroxyenterolactone
2-Hydroxyenterolactone is a polyphenol metabolite detected in biological fluids (PMID: 20428313). A polyphenol metabolite detected in biological fluids [PhenolExplorer]
2-Hydroxyenterolactone
2-Hydroxyenterolactone is a polyphenol metabolite detected in biological fluids (PMID: 20428313). A polyphenol metabolite detected in biological fluids [PhenolExplorer]
4'-Hydroxyenterolactone
4-Hydroxyenterolactone is a polyphenol metabolite detected in biological fluids (PMID: 20428313). A polyphenol metabolite detected in biological fluids [PhenolExplorer]
4-Hydroxyenterolactone
4-Hydroxyenterolactone is a polyphenol metabolite detected in biological fluids (PMID: 20428313). A polyphenol metabolite detected in biological fluids [PhenolExplorer]
5-Hydroxyenterolactone
5-Hydroxyenterolactone is a polyphenol metabolite detected in biological fluids (PMID: 20428313). A polyphenol metabolite detected in biological fluids [PhenolExplorer]
6'-Hydroxyenterolactone
6-Hydroxyenterolactone is a polyphenol metabolite detected in biological fluids (PMID: 20428313). A polyphenol metabolite detected in biological fluids [PhenolExplorer]
6-Hydroxyenterolactone
6-Hydroxyenterolactone is a polyphenol metabolite detected in biological fluids (PMID: 20428313). A polyphenol metabolite detected in biological fluids [PhenolExplorer]
7-Hydroxyenterolactone
7-Hydroxyenterolactone is a lignan polyphenol metabolite detected in biological fluids (PMID: 20428313). 7-Hydroxyenterolactone is a potential biomarker of whole grain intake.
Enterolactone 3'-sulfate
Enterolactone 3'-sulfate
7'-Hydroxymatairesinol
hydroxymatairesinol
7-Hydroxymatairesinol
7-hydroxymatairesinol is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. 7-hydroxymatairesinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 7-hydroxymatairesinol can be found in sesame, which makes 7-hydroxymatairesinol a potential biomarker for the consumption of this food product. Hydroxymatairesinol (HMR) is a lignan found in Norway spruce (Picea abies). It is an enterolactone precursor with anticancer activities. In rats, HMR decreased the volume of induced tumours and stabilised established tumours, as well as preventing the development of new tumours. It has also shown anti-oxidant properties in vitro .
7-Oxomatairesinol
7-oxomatairesinol is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. 7-oxomatairesinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 7-oxomatairesinol can be found in sesame, which makes 7-oxomatairesinol a potential biomarker for the consumption of this food product.
Lappaol C
Lappaol c is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Lappaol c is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Lappaol c can be found in burdock, which makes lappaol c a potential biomarker for the consumption of this food product.
Diarctigenin
Diarctigenin is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Diarctigenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Diarctigenin can be found in burdock, which makes diarctigenin a potential biomarker for the consumption of this food product.
Arctignan A
Arctignan a is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Arctignan a is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Arctignan a can be found in burdock, which makes arctignan a a potential biomarker for the consumption of this food product.
Arctignan B
Arctignan b is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Arctignan b is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Arctignan b can be found in burdock, which makes arctignan b a potential biomarker for the consumption of this food product.
Lappaol E
Lappaol e is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Lappaol e is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Lappaol e can be found in burdock, which makes lappaol e a potential biomarker for the consumption of this food product.
Lappaol H
Lappaol h is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Lappaol h is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Lappaol h can be found in burdock, which makes lappaol h a potential biomarker for the consumption of this food product.
Neoarctin B
Neoarctin b is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Neoarctin b is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Neoarctin b can be found in burdock, which makes neoarctin b a potential biomarker for the consumption of this food product.
Quercetin 3-O-(2-O-beta-D-xylopyranosyl-beta-D-galactopyranoside)
Quercetin 3-o-(2-o-beta-d-xylopyranosyl-beta-d-galactopyranoside) is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Quercetin 3-o-(2-o-beta-d-xylopyranosyl-beta-d-galactopyranoside) can be found in horseradish, which makes quercetin 3-o-(2-o-beta-d-xylopyranosyl-beta-d-galactopyranoside) a potential biomarker for the consumption of this food product.
Dimethylmatairesinol
Dimethylmatairesinol is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Dimethylmatairesinol is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Dimethylmatairesinol can be found in sesame, which makes dimethylmatairesinol a potential biomarker for the consumption of this food product.
Trachelogenin
Trachelogenin is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Trachelogenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Trachelogenin can be found in burdock and grape wine, which makes trachelogenin a potential biomarker for the consumption of these food products.
