1.0 2010-04-08 22:13:15 UTC 2019-11-26 03:15:04 UTC FDB017700 Epigallocatechin Widespread in plants; broad beans are an especies good source; present in green and black tea. Potential nutriceutical. Epigallocatechin is found in many foods, some of which are common hazelnut, quince, cucumber, and green bell pepper. (-)-3,3',4',5,5',7-Flavanhexol (-)-cis-3,3',4',5,5',7-Hexahydroxyflavan (-)-cis-3,3',4',5,5',7-Hexahydroxyflavane (-)-Epigallocatechin (-)-Epigallocatechol (2R,3R)-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol 2,3-cis-Epigallocatechin 3,3',4',5,5',7-Hexahydroxyflavan; (-)-cis-form Antiscurvy factor C2 EGC Epigallocatechin Epigallocatechol L-Epigallocatechin L-Epigallocatechol C15H14O7 306.2675 306.073952802 (2R,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol epigallocatechin 970-74-1 O[C@@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C(O)=C1)C=C(O)C=C2O InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1 XMOCLSLCDHWDHP-IUODEOHRSA-N belongs to the class of organic compounds known as epigallocatechins. Epigallocatechins are compounds containing epigallocatechin or a derivative. Epigallocatechin is a flavan-3-ol containing a benzopyran-3,5,7-triol linked to a 3,4,5-hydroxyphenyl moiety. Epigallocatechins Organic compounds Phenylpropanoids and polyketides Flavonoids Flavans Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 3-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Benzene and substituted derivatives Hydrocarbon derivatives Oxacyclic compounds Polyols Pyrogallols and derivatives Secondary alcohols 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 3-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alcohol Alkyl aryl ether Aromatic heteropolycyclic compound Benzenetriol Benzenoid Benzopyran Chromane Epigallocatechin Ether Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Polyol Pyrogallol derivative Secondary alcohol Flavan 3-ols Flavans, Flavanols and Leucoanthocyanidins Flavans, Flavanols and Leucoanthocyanidins catechin flavan-3,3',4',5,5',7-hexol logp 0.71 ALOGPS logs -2.55 ALOGPS solubility 8.71e-01 g/l ALOGPS melting_point Mp 219-221° dec. logp 1.49 ChemAxon pka_strongest_acidic 8.73 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac (2R,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol ChemAxon average_mass 306.2675 ChemAxon mono_mass 306.073952802 ChemAxon smiles O[C@@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C(O)=C1)C=C(O)C=C2O ChemAxon formula C15H14O7 ChemAxon inchi InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1 ChemAxon inchikey XMOCLSLCDHWDHP-IUODEOHRSA-N ChemAxon polar_surface_area 130.61 ChemAxon refractivity 75.98 ChemAxon polarizability 29.14 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 7 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 296155 Specdb::NmrOneD 296156 Specdb::NmrOneD 296157 Specdb::NmrOneD 296158 Specdb::NmrOneD 296159 Specdb::NmrOneD 296160 Specdb::NmrOneD 296161 Specdb::NmrOneD 296162 Specdb::NmrOneD 296163 Specdb::NmrOneD 296164 Specdb::NmrOneD 296165 Specdb::NmrOneD 296166 Specdb::NmrOneD 296167 Specdb::NmrOneD 296168 Specdb::NmrOneD 296169 Specdb::NmrOneD 296170 Specdb::NmrOneD 296171 Specdb::NmrOneD 296172 Specdb::NmrOneD 296173 Specdb::NmrOneD 296174 Specdb::MsMs 63021 Specdb::MsMs 63022 Specdb::MsMs 63023 Specdb::MsMs 119889 Specdb::MsMs 119890 Specdb::MsMs 119891 Specdb::MsMs 285732 Specdb::MsMs 285733 Specdb::MsMs 285734 Specdb::MsMs 285735 Specdb::MsMs 373969 Specdb::MsMs 373970 Specdb::MsMs 373971 Specdb::MsMs 373972 Specdb::MsMs 374092 Specdb::MsMs 374093 Specdb::MsMs 438613 Specdb::MsMs 439859 Specdb::MsMs 439860 Specdb::MsMs 440452 Specdb::MsMs 440453 Specdb::MsMs 440454 Specdb::MsMs 447301 Specdb::MsMs 450083 Specdb::MsMs 450084 Specdb::CMs 20728 Specdb::CMs 30536 Specdb::CMs 32041 Specdb::CMs 45782 Specdb::CMs 101960 Specdb::CMs 101961 Specdb::CMs 155720 HMDB38361 42255 EGT #<Reference:0x000055ce333c0120> #<Reference:0x000055ce333c0c88> #<Reference:0x000055ce333c1958> #<Reference:0x00007f093c10be08> Allium Type 1 specific Allium 4678 0.0 0.0 0.0 mg/100 g Almond Type 1 specific Prunus dulcis 3755 2.595 2.599999905 2.59 mg/100 g American cranberry Type 1 specific Vaccinium macrocarpon 13750 0.74 0.74 0.74 mg/100 g Apple Type 1 specific Malus pumila 283210 0.502308 1.52 0.0 mg/100 g Apple cider Type 2 specific 0.0 0.0 0.0 mg/100 g Apricot Type 1 specific Prunus armeniaca 36596 0.0 0.0 0.0 mg/100 g Arabica coffee Type 1 specific Coffea arabica 13443 0.02 0.04 0.0 mg/100 g Avocado Type 1 specific Persea americana 3435 0.0 0.0 0.0 mg/100 g Banana Type 1 specific Musa acuminata 4641 0.001071 0.002142857 0.0 mg/100 g Beer Type 2 specific 0.0 0.0 0.0 mg/100 g Bilberry Type 1 specific Vaccinium myrtillus 180763 Black tea Type 1 138.307507 1593.1 0.0 mg/100 g Blackcurrant Type 1 specific Ribes nigrum 78511 0.0 0.0 0.0 mg/100 g Brazil nut Type 1 specific Bertholletia excelsa 3645 0.0 0.0 0.0 mg/100 g Broad bean Type 1 specific Vicia faba 3906 10.306 17.379999797 0.0 mg/100 g Broccoli Type 1 specific Brassica oleracea var. italica 36774 0.0 0.0 0.0 mg/100 g Brussel sprouts Type 1 specific Brassica oleracea var. gemmifera 178616 0.0 0.0 0.0 mg/100 g Carrot Type 1 specific Daucus carota ssp. sativus 79200 0.0 0.0 0.0 mg/100 g Cashew nut Type 1 specific Anacardium occidentale 171929 0.0 0.0 0.0 mg/100 g Cauliflower Type 1 specific Brassica oleracea var. botrytis 3715 0.0 0.0 0.0 mg/100 g Chestnut Type 1 specific Castanea 21019 0.0 0.0 0.0 mg/100 g Chickpea Type 1 specific Cicer arietinum 3827 0.0 0.0 0.0 mg/100 g Chicory Type 1 specific Cichorium intybus 13427 0.0 0.0 0.0 mg/100 g Chinese cabbage Type 1 specific Brassica rapa 3711 0.0 0.0 0.0 mg/100 g Chocolate Type 2 specific 0.0 0.0 0.0 mg/100 g Cocoa bean Type 1 specific Theobroma cacao 3641 156.67 156.67 156.67 mg/100 g Coffee Type 1 generic Coffea 13442 0.02 0.04 0.0 mg/100 g Colorado pinyon Type 1 specific Pinus edulis 3340 0.49 0.49 0.49 mg/100 g Common bean Type 1 specific Phaseolus vulgaris 3885 0.014286 0.050000002 0.0 mg/100 g Common beet Type 1 specific Beta vulgaris 161934 0.0 0.0 0.0 mg/100 g Common cabbage Type 1 specific Brassica oleracea 3712 0.0 0.0 0.0 mg/100 g Common grape Type 1 specific Vitis vinifera 29760 0.017143 0.034285714 0.0 mg/100 g Common hazelnut Type 1 specific Corylus avellana 13451 2.8 2.8 2.8 mg/100 g Common mushroom Type 1 specific Agaricus bisporus 5341 0.0 0.0 0.0 mg/100 g Common pea Type 1 specific Pisum sativum 3888 0.0 0.0 0.0 mg/100 g Common persimmon Type 1 specific Diospyros virginiana 13493 0.0 0.0 0.0 mg/100 g Common walnut Type 1 specific Juglans regia 51240 0.0 0.0 0.0 mg/100 g Common wheat Type 1 specific Triticum aestivum 4565 0.0 0.0 0.0 mg/100 g Corn Type 1 specific Zea mays 4577 0.0 0.0 0.0 mg/100 g Cottonseed Type 1 specific Gossypium 3633 4.0 4.0 4.0 mg/100 g Cucumber Type 1 specific Cucumis sativus 3659 0.0 0.0 0.0 mg/100 g Cucurbita Type 1 specific Cucurbita 3660 0.0 0.0 0.0 mg/100 g Custard apple Type 1 specific Annona reticulata 301862 0.0 0.0 0.0 mg/100 g Date Type 1 specific Phoenix dactylifera 42345 0.0 0.0 0.0 mg/100 g Eggplant Type 1 specific Solanum melongena 4111 0.0 0.0 0.0 mg/100 g Endive Type 1 specific Cichorium endivia 114280 0.0 0.0 0.0 mg/100 g European chestnut Type 1 specific Castanea sativa 21020 0.0 0.0 0.0 mg/100 g European cranberry Type 1 specific Vaccinium oxycoccos 516948 0.0 0.0 0.0 mg/100 g European plum Type 1 specific Prunus domestica 3758 0.08 0.24 0.0 mg/100 g Fig Type 1 specific Ficus carica 3494 0.0 0.0 0.0 mg/100 g Fruit-flavor drink Type 2 specific 0.0 0.0 0.0 mg/100 g Garden rhubarb Type 1 specific Rheum rhabarbarum 3621 0.0 0.0 0.0 mg/100 g Garden tomato Type 1 specific Solanum lycopersicum 4081 0.0 0.0 0.0 mg/100 g Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 0.0 0.0 0.0 mg/100 g German camomile Type 1 specific Matricaria recutita 127986 0.0 0.0 0.0 mg/100 g Ginkgo nuts Type 1 specific Ginkgo biloba 3311 Globe artichoke Type 1 specific Cynara scolymus 59895 0.0 0.0 0.0 mg/100 g Gooseberry Type 1 specific Ribes uva-crispa 135518 0.0 0.0 0.0 mg/100 g Grape Type 1 specific Vitis 3603 0.033333 0.08 0.0 mg/100 g Grape wine Type 2 specific 0.042667 0.070000003 0.0 mg/100 g Grapefruit Type 1 specific Citrus X paradisi 37656 0.0 0.0 0.0 mg/100 g Green bean Type 1 specific Phaseolus vulgaris 3885 0.025 0.050000002 0.0 mg/100 g Green bell pepper Type 1 specific Capsicum annuum 4072 0.0 0.0 0.0 mg/100 g Green tea Type 1 138.307507 1593.1 0.0 mg/100 g Green zucchini Type 1 specific Cucurbita pepo var. cylindrica 0.0 0.0 0.0 mg/100 g Hazelnut Type 1 specific Corylus 13450 2.78 2.78 2.78 mg/100 g Herbal tea Type 1 99.098235 1593.1 0.0 mg/100 g Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 0.0 0.0 0.0 mg/100 g Hot chocolate Type 2 specific 0.0 0.0 0.0 mg/100 g Italian sweet red pepper Type 1 specific Capsicum annuum 4072 0.0 0.0 0.0 mg/100 g Japanese persimmon Type 1 specific Diospyros kaki 35925 0.0 0.0 0.0 mg/100 g Kiwi Type 1 specific Actinidia chinensis 3625 0.0 0.0 0.0 mg/100 g Lentils Type 1 generic Lens culinaris 3864 0.0 0.0 0.0 mg/100 g Lettuce Type 1 specific Lactuca sativa 4236 0.0 0.0 0.0 mg/100 g Lingonberry Type 1 specific Vaccinium vitis-idaea 180772 Macadamia nut Type 1 specific Macadamia 4329 0.0 0.0 0.0 mg/100 g Macadamia nut (M. tetraphylla) Type 1 specific Macadamia tetraphylla 512563 0.0 0.0 0.0 mg/100 g Mango Type 1 specific Mangifera indica 29780 0.0 0.0 0.0 mg/100 g Medlar Type 1 specific Mespilus germanica 36616 0.01 0.01 0.01 mg/100 g Muscadine grape Type 1 specific Vitis rotundifolia 103349 0.0 0.0 0.0 mg/100 g Muskmelon Type 1 specific Cucumis melo 3656 0.013333 0.04 0.0 mg/100 g Nectarine Type 1 specific Prunus persica var. nucipersica 323851 0.0 0.0 0.0 mg/100 g Olive Type 1 specific Olea europaea 4146 0.0 0.0 0.0 mg/100 g Other candy Type 2 specific 0.0 0.0 0.0 mg/100 g Oxheart cabbage Type 1 specific Brassica oleracea var. conica 0.0 0.0 0.0 mg/100 g Pasta Type 2 specific 0.0 0.0 0.0 mg/100 g Peach Type 1 specific Prunus persica 3760 0.52 1.04 0.0 mg/100 g Peach (var.) Type 1 specific Prunus persica var. persica 323852 0.0 0.0 0.0 mg/100 g Peanut Type 1 specific Arachis hypogaea 3818 0.33 0.66 0.0 mg/100 g Pear Type 1 specific Pyrus communis 23211 0.118 0.59 0.0 mg/100 g Pecan nut Type 1 specific Carya illinoinensis 32201 5.615 5.63 5.600000109 mg/100 g Pepper Type 1 specific Capsicum annuum 4072 0.0 0.0 0.0 mg/100 g Peppermint Type 1 specific Mentha X piperita 34256 0.24 0.239999995 0.239999995 mg/100 g Pine nut Type 1 specific Pinus 3337 0.0 0.0 0.0 mg/100 g Pineapple Type 1 specific Ananas comosus 4615 0.0 0.0 0.0 mg/100 g Pistachio Type 1 specific Pistacia vera 55513 2.075 2.099999837 2.05 mg/100 g Pomegranate Type 1 specific Punica granatum 22663 0.16 0.16 0.159999996 mg/100 g Potato Type 1 specific Solanum tuberosum 4113 0.0 0.0 0.0 mg/100 g Prunus (Cherry, Plum) Type 1 specific Prunus 3754 13.06 13.06 13.06 mg/100 g Quince Type 1 specific Cydonia oblonga 36610 0.0 0.0 0.0 mg/100 g Radish Type 1 specific Raphanus sativus 3726 0.0 0.0 0.0 mg/100 g Rapini Type 1 specific Brassica ruvo 1204434 0.0 0.0 0.0 mg/100 g Red beetroot Type 1 specific Beta vulgaris var. rubra 0.0 0.0 0.0 mg/100 g Red bell pepper Type 1 specific Capsicum annuum 4072 0.0 0.0 0.0 mg/100 g Red raspberry Type 1 specific Rubus idaeus 32247 0.0 0.0 0.0 mg/100 g Red tea Type 1 99.098235 1593.1 0.0 mg/100 g Redcurrant Type 1 specific Ribes rubrum 175228 0.076071 0.15428572 0.0 mg/100 g Rice Type 1 specific Oryza sativa 4530 0.0 0.0 0.0 mg/100 g Robusta coffee Type 1 specific Coffea canephora 49390 0.02 0.04 0.0 mg/100 g Rubus (Blackberry, Raspberry) Type 1 specific Rubus 23216 0.238095 0.46 0.1 mg/100 g Star fruit Type 1 specific Averrhoa carambola 28974 Strawberry Type 1 specific Fragaria X ananassa 3747 0.211071 0.78 0.0 mg/100 g Sweet bay Type 1 specific Laurus nobilis 85223 Sweet cherry Type 1 specific Prunus avium 42229 0.193571 0.34 0.047142855 mg/100 g Sweet orange Type 1 specific Citrus sinensis 2711 0.0 0.0 0.0 mg/100 g Tea Type 1 specific Camellia sinensis 4442 75.055659 1593.1 0.0 mg/100 g Vaccinium (Blueberry, Cranberry, Huckleberry) Type 1 specific Vaccinium 13749 0.66 0.66 0.66 mg/100 g Watermelon Type 1 specific Citrullus lanatus 3654 0.0 0.0 0.0 mg/100 g Wheat bread Type 2 specific 0.0 0.0 0.0 mg/100 g Wild celery Type 1 specific Apium graveolens 4045 0.0 0.0 0.0 mg/100 g Wild leek Type 1 specific Allium ampeloprasum 4681 0.0 0.0 0.0 mg/100 g Yellow wax bean Type 1 specific Phaseolus vulgaris 3885 0.05 0.050000002 0.050000002 mg/100 g Yellow zucchini Type 1 specific Cucurbita pepo var. cylindrica 0.0 0.0 0.0 mg/100 g bitter Aldose reductase inhibitor 40 An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21). Angiotensin converting enzyme inhibitor 18 An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1). Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti carcinogenic 161 A substance that inhibits or prevents the proliferation of neoplasms. Anti caries 164 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti radicular 572 Anti-acne 78 A drug used to treat or prevent skin disorders or for the routine care of skin. Anti-amebic 107 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-giardial 296 Anti-mutagenic 451 Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Anti-streptococcic 631 A substance that kills or slows the growth of bacteria. Beta-adrenergic receptor blocker 727 Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter. Catechol O-methyltransferase inhibitor 782 An EC 2.1.1.* (methyltransferase) inhibitor that interferes with the action of catechol O-methyltransferase (EC 2.1.1.6). Lipoxygenase inhibitor 1077 A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes. Neuroprotective 1158 Any compound that can be used for the treatment of neurodegenerative disorders. Peroxynitrite scavenger 1209 Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Protisticide 1266 Xanthine oxidase inhibitor 1431 An EC 1.17.3.* (oxidoreductase acting on CH or CH2 with oxygen as acceptor) inhibitor that interferes with the action of xanthine oxidase (EC 1.17.3.2).