1.02010-04-08 22:12:51 UTC2019-11-26 03:14:13 UTCFDB017114Epicatechin 3-gallateIsolated from tea and numerous other plant subspecies inc. rhubarb and grapes. Epicatechin 3-gallate is found in many foods, some of which are cucumber, muskmelon, black raspberry, and cashew nut.(-)-cis-3,3',4',5,7-Pentahydroxyflavane 3-gallate(-)-cis-3,3',4',5,7-Pentahydroxyflavane 3-gallic acid(-)-Epicatechin 3-gallate(-)-Epicatechin 3-O-gallate(-)-Epicatechin gallate(-)-Epicatechin-3-gallate(-)-Epicatechin-3-O-gallate3-Gallate(-)-epicatechol3-Gallic acid(-)-epicatechol3-O-GalloylepicatechinECGEpicatechin 3-gallateEpicatechin gallateEpicatechin gallate, (2R-cis)-isomerEpicatechol, 3-gallate, (-)-Epicatechol, gallateL-Epicatechin gallateTeatanninC22H18O10442.376442.08999678(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate(-)-epicatechin 3-O-gallate1257-08-5OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC2=C1)C1=CC=C(O)C(O)=C1InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1LSHVYAFMTMFKBA-TZIWHRDSSA-N belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin.Catechin gallatesOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsFlavansAromatic heteropolycyclic compounds1-benzopyrans1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids3'-hydroxyflavonoids4'-hydroxyflavonoids5-hydroxyflavonoids7-hydroxyflavonoidsAlkyl aryl ethersBenzoyl derivativesCarboxylic acid estersCatecholsGalloyl estersHydrocarbon derivativesMonocarboxylic acids and derivativesOrganic oxidesOxacyclic compoundsPolyolsPyrogallols and derivativesm-Hydroxybenzoic acid estersp-Hydroxybenzoic acid alkyl esters1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid3'-hydroxyflavonoid4'-hydroxyflavonoid5-hydroxyflavonoid7-hydroxyflavonoidAlkyl aryl etherAromatic heteropolycyclic compoundBenzenetriolBenzenoidBenzoate esterBenzoic acid or derivativesBenzopyranBenzoylCarboxylic acid derivativeCarboxylic acid esterCatechin gallateCatecholChromaneEtherGallic acid or derivativesGalloyl esterHydrocarbon derivativeHydroxyflavonoidM-hydroxybenzoic acid esterMonocarboxylic acid or derivativesMonocyclic benzene moietyOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleP-hydroxybenzoic acid alkyl esterP-hydroxybenzoic acid esterPhenolPolyolPyrogallol derivativeFlavans, Flavanols and Leucoanthocyanidinscatechingallate esterpolyphenollogp2.55logs-4.00solubility4.43e-02 g/lmelting_pointMp 257-258° (253°)logp3.38pka_strongest_acidic8.03pka_strongest_basic-4.9iupac(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoateaverage_mass442.376mono_mass442.08999678smilesOC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC2=C1)C1=CC=C(O)C(O)=C1formulaC22H18O10inchiInChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1inchikeyLSHVYAFMTMFKBA-TZIWHRDSSA-Npolar_surface_area177.14refractivity109.76polarizability41.64rotatable_bond_count4acceptor_count9donor_count7physiological_charge0formal_charge0Specdb::CMs18610Specdb::CMs45602Specdb::CMs155707Specdb::CMs155709Specdb::CMs155711Specdb::CMs168469Specdb::CMs280058Specdb::MsMs79422Specdb::MsMs79423Specdb::MsMs79424Specdb::MsMs140013Specdb::MsMs140014Specdb::MsMs140015Specdb::MsMs439785Specdb::MsMs439786Specdb::MsMs440504Specdb::MsMs440505Specdb::MsMs449946Specdb::MsMs449947Specdb::MsMs449948Specdb::MsMs449949Specdb::MsMs449950Specdb::MsMs449951Specdb::MsMs452117Specdb::MsMs2252527Specdb::MsMs2253941Specdb::MsMs2254567Specdb::MsMs2256018Specdb::MsMs2256610Specdb::MsMs2257963Specdb::MsMs2259933Specdb::MsMs2343779HMDB37944#<Reference:0x0000555675c58e30>AlmondType 1specificPrunus dulcis37550.00.00.0mg/100 gAppleType 1specificMalus pumila2832100.0071250.014250.0mg/100 gApple ciderType 2specific0.00.00.0mg/100 gApricotType 1specificPrunus armeniaca365960.00.00.0mg/100 gArabica coffeeType 1specificCoffea arabica134430.00.00.0mg/100 gAvocadoType 1specificPersea americana34350.00.00.0mg/100 gBananaType 1specificMusa acuminata46410.00.00.0mg/100 gBeerType 2specific0.00.00.0mg/100 gBlack raspberryType 1specificRubus occidentalis750790.00.00.0mg/100 gBlack teaType 1390.7008681551.00.553333322mg/100 gBlackcurrantType 1specificRibes nigrum785110.00.00.0mg/100 gBrazil nutType 1specificBertholletia excelsa36450.00.00.0mg/100 gBroad beanType 1specificVicia faba39060.00.00.0mg/100 gBroccoliType 1specificBrassica oleracea var. italica367740.00.00.0mg/100 gBrussel sproutsType 1specificBrassica oleracea var. gemmifera1786160.00.00.0mg/100 gCarobType 1specificCeratonia siliqua20340CarrotType 1specificDaucus carota ssp. sativus792000.00.00.0mg/100 gCashew nutType 1specificAnacardium occidentale1719290.20.2000000080.200000008mg/100 gCauliflowerType 1specificBrassica oleracea var. botrytis37150.00.00.0mg/100 gChestnutType 1specificCastanea210190.00.00.0mg/100 gChickpeaType 1specificCicer arietinum38270.00.00.0mg/100 gChocolateType 2specific0.00.00.0mg/100 gCoffeeType 1genericCoffea134420.00.00.0mg/100 gCommon beanType 1specificPhaseolus vulgaris38850.00.00.0mg/100 gCommon buckwheatType 1specificFagopyrum esculentum3617Common cabbageType 1specificBrassica oleracea37120.00.00.0mg/100 gCommon grapeType 1specificVitis vinifera297600.9621431.6785713950.24571429mg/100 gCommon hazelnutType 1specificCorylus avellana134510.00.00.0mg/100 gCommon peaType 1specificPisum sativum38880.00.00.0mg/100 gCommon walnutType 1specificJuglans regia512400.00.00.0mg/100 gCommon wheatType 1specificTriticum aestivum45650.00.00.0mg/100 gCornType 1specificZea mays45770.00.00.0mg/100 gCucumberType 1specificCucumis sativus36590.00.00.0mg/100 gCucurbitaType 1specificCucurbita36600.00.00.0mg/100 gCustard appleType 1specificAnnona reticulata3018620.040.0399999990.039999999mg/100 gEggplantType 1specificSolanum melongena41110.00.00.0mg/100 gEuropean cranberryType 1specificVaccinium oxycoccos5169480.00.00.0mg/100 gEuropean plumType 1specificPrunus domestica37580.00.00.0mg/100 gFigType 1specificFicus carica34940.00.00.0mg/100 gGarden rhubarbType 1specificRheum rhabarbarum36210.60.6000000240.600000024mg/100 gGarden tomato (var.)Type 1specificSolanum lycopersicum var. lycopersicum3977550.00.00.0mg/100 gGerman camomileType 1specificMatricaria recutita1279860.780.7800000160.780000016mg/100 gGooseberryType 1specificRibes uva-crispa1355180.00.00.0mg/100 gGrape wineType 2specific0.2630790.7684028940.0mg/100 gGreen beanType 1specificPhaseolus vulgaris38850.00.00.0mg/100 gGreen bell pepperType 1specificCapsicum annuum40720.00.00.0mg/100 gGreen teaType 1390.7008681551.00.553333322mg/100 gGreen vegetablesUnknowngenericGreen zucchiniType 1specificCucurbita pepo var. cylindrica0.00.00.0mg/100 gHerbal teaType 11551.01551.01551.0mg/100 gHighbush blueberryType 1specificVaccinium corymbosum692660.00.00.0mg/100 gHot chocolateType 2specific0.00.00.0mg/100 gItalian sweet red pepperType 1specificCapsicum annuum40720.00.00.0mg/100 gJapanese persimmonType 1specificDiospyros kaki359250.00.00.0mg/100 gKiwiType 1specificActinidia chinensis36250.00.00.0mg/100 gLentilsType 1genericLens culinaris38640.00.00.0mg/100 gLettuceType 1specificLactuca sativa42360.00.00.0mg/100 gMacadamia nut (M. tetraphylla)Type 1specificMacadamia tetraphylla5125630.00.00.0mg/100 gMangoType 1specificMangifera indica297800.00.00.0mg/100 gMedlarType 1specificMespilus germanica366160.230.2299999990.229999999mg/100 gMuskmelonType 1specificCucumis melo36560.00.00.0mg/100 gNectarineType 1specificPrunus persica var. nucipersica3238510.00.00.0mg/100 gOliveType 1specificOlea europaea41460.00.00.0mg/100 gOxheart cabbageType 1specificBrassica oleracea var. conica0.00.00.0mg/100 gPeach (var.)Type 1specificPrunus persica var. persica3238520.0050.010.0mg/100 gPeanutType 1specificArachis hypogaea38180.00.00.0mg/100 gPearType 1specificPyrus communis232110.00.00.0mg/100 gPecan nutType 1specificCarya illinoinensis322010.00.00.0mg/100 gPepperType 1specificCapsicum annuum40720.00.00.0mg/100 gPeppermintType 1specificMentha X piperita342569.249.2400001299.240000129mg/100 gPine nutType 1specificPinus33370.00.00.0mg/100 gPineappleType 1specificAnanas comosus46150.00.00.0mg/100 gPistachioType 1specificPistacia vera555130.00.00.0mg/100 gPomegranateType 1specificPunica granatum226630.00.00.0mg/100 gPotatoType 1specificSolanum tuberosum41130.00.00.0mg/100 gQuinceType 1specificCydonia oblonga366100.00.00.0mg/100 gRed beetrootType 1specificBeta vulgaris var. rubra0.00.00.0mg/100 gRed bell pepperType 1specificCapsicum annuum40720.00.00.0mg/100 gRed raspberryType 1specificRubus idaeus322470.00.00.0mg/100 gRed teaType 11551.01551.01551.0mg/100 gRedcurrantType 1specificRibes rubrum1752280.00.00.0mg/100 gRobusta coffeeType 1specificCoffea canephora493900.00.00.0mg/100 gRubus (Blackberry, Raspberry)Type 1specificRubus232160.00.00.0mg/100 gStar fruitType 1specificAverrhoa carambola28974StrawberryType 1specificFragaria X ananassa37470.1414290.2828571460.0mg/100 gSweet cherryType 1specificPrunus avium422290.0857140.0857142890.085714289mg/100 gSweet orangeType 1specificCitrus sinensis27110.00.00.0mg/100 gTeaType 1specificCamellia sinensis4442224.9438491551.00.553333322mg/100 gWheat breadType 2specific0.00.00.0mg/100 gWhite wineType 21.521.521.52mg/100 gYellow wax beanType 1specificPhaseolus vulgaris38850.00.00.0mg/100 gYellow zucchiniType 1specificCucurbita pepo var. cylindrica0.00.00.0mg/100 gbitteracetyl-CoA-carboxylase inhibitor19A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.alpha-amylase inhibitor44An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-amylase (EC 3.2.1.1).angiotensin converting enzyme inhibitor18An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).anti cariogenic165Any substance introduced into a living organism with therapeutic or diagnostic purpose.anti hepatotoxic328Any compound that is able to prevent damage to the liver.anti HIV333A substance that destroys or inhibits replication of viruses.anti mutagenic451anti peroxidant519anti viral689A substance that destroys or inhibits replication of viruses.antioxidant502A 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.cancer preventive754A substance that inhibits or prevents the proliferation of neoplasms.catechol O-methyltransferase inhibitor782An EC 2.1.1.* (methyltransferase) inhibitor that interferes with the action of catechol O-methyltransferase (EC 2.1.1.6).cytotoxic859A role played by the molecular entity or part thereof which causes the development of a pathological process.glucosyl-transferase inhibitor953A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.immunostimulant1032A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity.lipoxygenase inhibitor1077A 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.methyl-guanidine inhibitor1103A substance that diminishes the rate of a chemical reaction.mitogen1107A chemical substance that encourages a cell to commence cell division, triggering mitosis.nephroprotective1147Any protective agent that is able to prevent damage to the kidney.xanthine oxidase inhibitor1431An 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).