Classification Term: 1919
Catechins (ontology term: CHEMONTID:0001584)
Compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol." []
found 56 associated metabolites at family metabolite taxonomy ontology rank level.
Ancestor: Flavan-3-ols
Child Taxonomies: Catechin gallates, Epigallocatechins
Epicatechin
Epicatechin is an antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms. Catechin is a tannin peculiar to green and white tea because the black tea oxidation process reduces catechins in black tea. Catechin is a powerful, water soluble polyphenol and antioxidant that is easily oxidized. Several thousand types are available in the plant world. As many as two thousand are known to have a flavon structure and are called flavonoids. Catechin is one of them. Green tea is manufactured from fresh, unfermented tea leaves; the oxidation of catechins is minimal, and hence they are able to serve as antioxidants. Researchers believe that catechin is effective because it easily sticks to proteins, blocking bacteria from adhering to cell walls and disrupting their ability to destroy them. Viruses have hooks on their surfaces and can attach to cell walls. The catechin in green tea prevents viruses from adhering and causing harm. Catechin reacts with toxins created by harmful bacteria (many of which belong to the protein family) and harmful metals such as lead, mercury, chrome, and cadmium. From its NMR espectra, there is a doubt on 2 and 3 atoms configuration. It seems to be that they are in trans position. Epicatechin, also known as (+)-cyanidanol-3 or 2,3-cis-epicatechin, is a member of the class of compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol. Thus, epicatechin is considered to be a flavonoid lipid molecule. Epicatechin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Epicatechin can be found in cashew nut, which makes epicatechin a potential biomarker for the consumption of this food product. Epicatechin can be found primarily in blood, feces, and urine, as well as throughout most human tissues. Epicatechin is a flavan-3-ol, a type of natural phenol and antioxidant. It is a plant secondary metabolite. It belongs to the group of flavan-3-ols (or simply flavanols), part of the chemical family of flavonoids . (-)-epicatechin is a catechin with (2R,3R)-configuration. It has a role as an antioxidant. It is a polyphenol and a catechin. It is an enantiomer of a (+)-epicatechin. Epicatechin has been used in trials studying the treatment of Pre-diabetes. (-)-Epicatechin is a natural product found in Visnea mocanera, Litsea rotundifolia, and other organisms with data available. An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms. See also: Crofelemer (monomer of); Bilberry (part of); Cats Claw (part of) ... View More ... A catechin with (2R,3R)-configuration. [Raw Data] CB030_(-)-Epicatechin_pos_20eV_CB000016.txt [Raw Data] CB030_(-)-Epicatechin_pos_50eV_CB000016.txt [Raw Data] CB030_(-)-Epicatechin_pos_40eV_CB000016.txt [Raw Data] CB030_(-)-Epicatechin_pos_10eV_CB000016.txt [Raw Data] CB030_(-)-Epicatechin_pos_30eV_CB000016.txt [Raw Data] CB030_(-)-Epicatechin_neg_50eV_000009.txt [Raw Data] CB030_(-)-Epicatechin_neg_30eV_000009.txt [Raw Data] CB030_(-)-Epicatechin_neg_10eV_000009.txt [Raw Data] CB030_(-)-Epicatechin_neg_40eV_000009.txt [Raw Data] CB030_(-)-Epicatechin_neg_20eV_000009.txt Epicatechin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=490-46-0 (retrieved 2024-07-09) (CAS RN: 490-46-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). (-)-Epicatechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 3.2 μM. (-)-Epicatechin inhibits the IL-1β-induced expression of iNOS by blocking the nuclear localization of the p65 subunit of NF-κB. (-)-Epicatechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 3.2 μM. (-)-Epicatechin inhibits the IL-1β-induced expression of iNOS by blocking the nuclear localization of the p65 subunit of NF-κB. (-)-Epicatechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 3.2 μM. (-)-Epicatechin inhibits the IL-1β-induced expression of iNOS by blocking the nuclear localization of the p65 subunit of NF-κB. (-)-Epicatechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 3.2 μM. (-)-Epicatechin inhibits the IL-1β-induced expression of iNOS by blocking the nuclear localization of the p65 subunit of NF-κB.
Cianidanol
Catechin, also known as cyanidanol or catechuic acid, belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol. Catechin also belongs to the group of compounds known as flavan-3-ols (or simply flavanols), part of the chemical family of flavonoids. Catechin is one of the 4 catechin known diastereoisomers. Two of the isomers are in trans configuration and are called catechin and the other two are in cis configuration and are called epicatechin. The most common catechin isomer is the (+)-catechin. The other stereoisomer is (-)-catechin or ent-catechin. The most common epicatechin isomer is (-)-epicatechin. Catechin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Catechin is a bitter tasting compound and is associated with the bitterness in tea. Catechin is a plant secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Catechin is an antioxidant flavonoid, occurring especially in woody plants as both Catechin and (-)-Catechin (cis) forms. Outside of the human body, Catechin is found, on average, in the highest concentration in foods, such as blackcurrants (Ribes nigrum), evergreen blackberries (Rubus laciniatus), and blackberries (Rubus) and in a lower concentration in dills (Anethum graveolens), hot chocolates, and medlars (Mespilus germanica). Catechin has also been detected, but not quantified in, several different foods, such as rice (Oryza sativa), apple ciders, peanuts (Arachis hypogaea), fruit juices, and red teas. This could make catechin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Catechin. (+)-catechin is the (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite. It has a role as an antioxidant and a plant metabolite. It is an enantiomer of a (-)-catechin. An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms. Cianidanol is a natural product found in Visnea mocanera, Salacia chinensis, and other organisms with data available. Catechin is a metabolite found in or produced by Saccharomyces cerevisiae. An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms. See also: Gallocatechin (related); Crofelemer (monomer of); Bilberry (part of) ... View More ... Present in red wine. Widespread in plants; found in a variety of foodstuffs especies apricots, broad beans, cherries, chocolate, grapes, nectarines, red wine, rhubarb, strawberries and tea The (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite. Catechin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=154-23-4 (retrieved 2024-07-12) (CAS RN: 154-23-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). (±)-Catechin (rel-Cianidanol) is the racemate of Catechin. (±)-Catechin has two steric forms of (+)-Catechin and its enantiomer (-)-Catechin. (+)-Catechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM. Anticancer, anti-obesity, antidiabetic, anticardiovascular, anti-infectious, hepatoprotective, and neuroprotective effects[1]. (±)-Catechin (rel-Cianidanol) is the racemate of Catechin. (±)-Catechin has two steric forms of (+)-Catechin and its enantiomer (-)-Catechin. (+)-Catechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM. Anticancer, anti-obesity, antidiabetic, anticardiovascular, anti-infectious, hepatoprotective, and neuroprotective effects[1]. Catechin ((+)-Catechin) inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM. Catechin ((+)-Catechin) inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM.
(+)-Epicatechin
(+)-epicatechin is a catechin that is flavan carrying five hydroxy substituents at positions 3, 3, 4, 5 and 7 (the 2S,3S-stereoisomer). It has a role as a cyclooxygenase 1 inhibitor and a plant metabolite. It is a catechin and a polyphenol. It is an enantiomer of a (-)-epicatechin. (+)-Epicatechin is a natural product found in Gambeya perpulchra, Pavetta owariensis, and other organisms with data available. (+)-Epicatechin or ent-Epicatechin is one of the 4 catechin diastereoisomers. ent-Epicatechin is found in many foods, some of which are tea, apple, star fruit, and common buckwheat. A catechin that is flavan carrying five hydroxy substituents at positions 3, 3, 4, 5 and 7 (the 2S,3S-stereoisomer). (+)-Epicatechin is found in apple. (+)-Epicatechin or ent-Epicatechin is one of the 4 catechin diastereoisomers. C26170 - Protective Agent > C275 - Antioxidant Acquisition and generation of the data is financially supported in part by CREST/JST.
Gambiriin A1
Gambiriin A1 is found in herbs and spices. Gambiriin A1 is isolated from Sanguisorba officinalis (burnet bloodwort). Isolated from Sanguisorba officinalis (burnet bloodwort). Gambiriin A1 is found in tea and herbs and spices.
Gambiriin B3
Gambiriin B3 is found in herbs and spices. Gambiriin B3 is isolated from Sanguisorba officinalis (burnet bloodwort). Isolated from Sanguisorba officinalis (burnet bloodwort). Gambiriin B3 is found in tea and herbs and spices.
Theaflavin
Theaflavin is a biflavonoid that is 3,4,5-trihydroxybenzocyclohepten-6-one which is substituted at positions 1 and 8 by (2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl groups. It is the main red pigment in black tea. It has a role as an antioxidant, a chelator, a plant metabolite, a radiation protective agent and an antibacterial agent. It is a polyphenol and a biflavonoid. Theaflavine is a natural product found in Vicia faba, Camellia, and other organisms with data available. Theaflavin (TF) and its derivatives, known collectively as theaflavins, are antioxidant polyphenols that are formed from flavanols in tea leaves during the enzymatic oxidation (called fermentation by the tea trade) of tea leaves (Wikipedia). A biflavonoid that is 3,4,5-trihydroxybenzocyclohepten-6-one which is substituted at positions 1 and 8 by (2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl groups. It is the main red pigment in black tea. D064449 - Sequestering Agents > D002614 - Chelating Agents D020011 - Protective Agents > D000975 - Antioxidants C26170 - Protective Agent > C275 - Antioxidant Theaflavin is a suitable natural inhibitor against influenza A (H1N1) neuraminidase. Theaflavin is a suitable natural inhibitor against influenza A (H1N1) neuraminidase.
Isotheaflavin
Present in black tea. Isotheaflavin is found in tea. Isotheaflavin is found in tea (e.g. black tea). Isotheaflavin is a catechin.
Isoneotheaflavin
Isoneotheaflavin is a polyphenol compound found in foods of plant origin (PMID: 20428313)
Isoneotheaflavin 3-O-gallate
Isoneotheaflavin 3-O-gallate is a polyphenol compound found in foods of plant origin (PMID: 20428313)
3'-O-methyl-(-)-epicatechin
3-O-methyl-(-)-epicatechin is an urinary and gut-derived metabolite of epicatechin.
4beta-(2-Aminoethylthio)catechin
4beta-(2-Aminoethylthio)epicatechin is found in alcoholic beverages. 4beta-(2-Aminoethylthio)epicatechin is a constituent of Vitis vinifera (wine grape). Constituent of Vitis vinifera (wine grape). 4beta-(2-Aminoethylthio)catechin is found in alcoholic beverages and fruits.
Epicatechin-(6'->8)-epicatechin
Epicatechin-(6->8)-catechin is found in alcoholic beverages. Epicatechin-(6->8)-catechin is isolated from Chardonnay grape pomace. Isolated from Chardonnay grape pomace. Epicatechin-(6->8)-epicatechin is found in alcoholic beverages and fruits. Procyanidin B2 is a natural flavonoid, with anti-cancer, antioxidant activities. Procyanidin B2 is a natural flavonoid, with anti-cancer, antioxidant activities.
(±)-3',4'-Methylenedioxy-5,7-dimethylepicatechin
(±)-3,4-Methylenedioxy-5,7-dimethylepicatechin is found in chinese cinnamon. (±)-3,4-Methylenedioxy-5,7-dimethylepicatechin is isolated from bark of Chinese cinnamon (Cinnamomum cassia). Isolated from bark of Chinese cinnamon (Cinnamomum cassia). (±)-3,4-Methylenedioxy-5,7-dimethylepicatechin is found in chinese cinnamon and herbs and spices.
Luteolin 7-O-(2-apiosyl-4-glucosyl-6-malonyl)-glucoside
Luteolin 7-O-(2-apiosyl-4-glucosyl-6-malonyl)-glucoside is a polyphenol compound found in foods of plant origin (PMID: 20428313)
Theaflavic acid
Epitheaflavic acid is found in tea. Epitheaflavic acid is isolated from black tea Camellia sinensis. Isolated from black tea Camellia sinensis. Epitheaflavic acid is found in tea.
4'-O-methyl-(-)-epicatechin
4-O-methyl-(-)-epicatechin is an urinary and gut-derived metabolite of epicatechin.
3,3'-Dihydroxy-4',5,7-trimethoxyflavan
3,3-Dihydroxy-4,5,7-trimethoxyflavan is found in chinese cinnamon. 3,3-Dihydroxy-4,5,7-trimethoxyflavan is a constituent of Chinese cinnamon (Cinnamomum cassia) and commercial rhubarb Constituent of Chinese cinnamon (Cinnamomum cassia) and commercial rhubarb. 5,7,4-Trimethylcatechin is found in chinese cinnamon, herbs and spices, and green vegetables.
4',7-Di-O-methylcatechin
4,7-Di-O-methylcatechin is found in chinese cinnamon. 4,7-Di-O-methylcatechin is a constituent of Chinese cinnamon (Cinnamomum cassia) Constituent of Chinese cinnamon (Cinnamomum cassia). 4,7-Dimethylcatechin is found in chinese cinnamon and herbs and spices.
6-Chlorocatechin
6-Chlorocatechin is a constituent of the roots of Rumex patientia (patience dock). Constituent of the roots of Rumex patientia (patience dock)
8,8'-Methylenebiscatechin
8,8-Methylenebiscatechin is found in cocoa and cocoa products. 8,8-Methylenebiscatechin is a constituent of cacao liquor, Theobroma cacao. Constituent of cacao liquor, Theobroma cacao. 8,8-Methylenebiscatechin is found in cocoa and cocoa products and cocoa bean.
3-(4-Hydroxybenzoyl)epicatechin
3-(4-Hydroxybenzoyl)epicatechin is found in tea. 3-(4-Hydroxybenzoyl)epicatechin is isolated from oolong tea (Camellia sinensis var. assamica). Isolated from oolong tea (Camellia sinensis variety assamica). Epicatechin 3-p-hydroxybenzoate is found in tea.
Theadibenzotropolone A
Theadibenzotropolone A is found in tea. Theadibenzotropolone A is a constituent of black tea (Camellia sinensis). Constituent of black tea (Camellia sinensis). Theadibenzotropolone A is found in tea.
3'-O-Methyl-(-)-epicatechin-7-O-sulphate
3-O-Methyl-(-)-epicatechin-7-O-sulphate is an urinary and gut-derived metabolite of epicatechin.
4-Methyl-epicatechin
4-methyl-epicatechin is a cocoa and Tea metabolite found in plasma.
3-Methyl-epicatechin
3-methyl-epicatechin is one of the cocoa and tea metabolites.
Castavinol
Castavinol is found in alcoholic beverages. Castavinol is isolated from a Bordeaux red win
4'-O-Methylcatechin
4-O-Methylcatechin is found in chinese cinnamon. 4-O-Methylcatechin is a constituent of Chinese cinnamon (Cinnamomum cassia) Constituent of Chinese cinnamon (Cinnamomum cassia). 4-Methylcatechin is found in chinese cinnamon and herbs and spices.
Theaflavate B
Theaflavate B is found in tea. Theaflavate B is a constituent of black tea (Camellia sinensis). Constituent of black tea (Camellia sinensis). Theaflavate B is found in tea.
Procyanidin B6
Isolated from leaves and fruit of cowberry Vaccinium vitis-idaea and other plants. Procyanidin B6 is found in fruits, lingonberry, and common grape. Procyanidin B6 is found in common grape. Procyanidin B6 is isolated from leaves and fruit of cowberry Vaccinium vitis-idaea and other plants.
Procyanidin B7
Isolated from unripe fruits of cowberry Vaccinium vitis-idaea. Procyanidin B7 is found in many foods, some of which are common wheat, pomegranate, pineapple, and apricot. Procyanidin B7 is found in apple. Procyanidin B7 is isolated from unripe fruits of cowberry Vaccinium vitis-idaea.
Procyanidin B8
Present in fruit and leaves of blackberry (Rubus fruticosus), raspberry (Rubus idaeus) and cowberry (Vaccinium vitis idaea). Procyanidin B8 is found in many foods, some of which are fruits, red raspberry, lingonberry, and common grape. Procyanidin B8 is found in acorn. Procyanidin B8 is present in fruit and leaves of blackberry (Rubus fruticosus), raspberry (Rubus idaeus) and cowberry (Vaccinium vitis idaea).
Arachidoside
Arachidoside is found in nuts. Arachidoside is isolated from shells of peanuts (Arachis hypogaea). Isolated from shells of peanuts (Arachis hypogaea). Arachidoside is found in nuts.
3'-O-Methylcatechin
3-O-Methylcatechin is a constituent of Pinus sylvestris (Scotch pine). 3-O-Methylcatechin is a flavonoid metabolite. C78276 - Agent Affecting Digestive System or Metabolism > C29701 - Anti-ulcer Agent D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents Constituent of Pinus sylvestris (Scotch pine) D004791 - Enzyme Inhibitors
Catechin 7-sulfate
Catechin 3-sulfate
4'-Methylepicatechin 3'-sulfate
4'-Methylepicatechin 5-sulfate
4'-Methylepicatechin 7-sulfate
Catechin 3'-sulfate
Catechin 4'-sulfate
Catechin 5-sulfate
Epicatechin 3-sulfate
A human metabolite taken as a putative food compound of mammalian origin [HMDB]. Epicatechin sulfate in the urine is a biomarker for the consumption of legumes.
Epicatechin 3'-sulfate
Epicatechin 4'-glucuronide
Epicatechin 4'-sulfate
Epicatechin 5-sulfate
Epicatechin 7-sulfate
2-Methoxy-5,7,3',4'-tetrahydroxyflavan
D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents D004791 - Enzyme Inhibitors
3-Palmitoylcatechin
Neotheaflavin
2-(3,4-Dihydroxyphenyl)-2-methyl-3,4-dihydrochromene-3,5,7-triol
Theaflavin monogallate
Theaflavin monogallate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Theaflavin monogallate can be found in tea, which makes theaflavin monogallate a potential biomarker for the consumption of this food product.
3,5,7-Trimethylepicatechin
3,5,7-trimethylepicatechin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 3,5,7-trimethylepicatechin can be found in chinese cinnamon, which makes 3,5,7-trimethylepicatechin a potential biomarker for the consumption of this food product.
Leucocyanidin
Leucocyanidin, also known as 3,3,4,4,5,7-flavanhexol or resivit, is a member of the class of compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol. Thus, leucocyanidin is considered to be a flavonoid lipid molecule. Leucocyanidin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Leucocyanidin can be found in a number of food items such as climbing bean, black mulberry, corn salad, and caraway, which makes leucocyanidin a potential biomarker for the consumption of these food products. Leucocyanidin is a colorless chemical compound that is a member of the class of natural products known as leucoanthocyanidins . Leucocyanidin is an active anti-ulcerogenic ingredient was extracted from Litchi Chinensis. Leucocyanidin demonstrates a significant protective effect against Aspirin-induced erosions in rat models[1]. Leucocyanidin is an active anti-ulcerogenic ingredient was extracted from Litchi Chinensis. Leucocyanidin demonstrates a significant protective effect against Aspirin-induced erosions in rat models[1].
