1.0 2010-04-08 22:13:37 UTC 2019-11-26 03:15:58 UTC FDB018281 (-)-Epiafzelechin 3-gallate Isolated from Camellia sinensis variety assamica (oolong tea). (-)-Epiafzelechin 3-gallate is found in tea. (-)-Epiafzelechin 3-gallate (-)-Epiafzelechin gallic acid 3-Galloyl-(-)-epiafzelechin Epiafzelechin 3-O-gallate C22H18O9 426.3729 426.095082174 (2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate epiafzelechin 3-O-gallate 108907-43-3 OC1=CC=C(C=C1)[C@H]1OC2=C(C[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1)C(O)=CC(O)=C2 InChI=1S/C22H18O9/c23-12-3-1-10(2-4-12)21-19(9-14-15(25)7-13(24)8-18(14)30-21)31-22(29)11-5-16(26)20(28)17(27)6-11/h1-8,19,21,23-28H,9H2/t19-,21-/m1/s1 SDZPYNMXGUHFMZ-TZIWHRDSSA-N belongs to the class of organic compounds known as flavan-3-ols. These are flavans that bear and hydroxyl group at position 3 (B ring), but not at position 4. Flavan-3-ols Organic compounds Phenylpropanoids and polyketides Flavonoids Flavans Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Benzoyl derivatives Carboxylic acid esters Galloyl esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Polyols Pyrogallols and derivatives m-Hydroxybenzoic acid esters p-Hydroxybenzoic acid alkyl esters 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alkyl aryl ether Aromatic heteropolycyclic compound Benzenetriol Benzenoid Benzoate ester Benzoic acid or derivatives Benzopyran Benzoyl Carboxylic acid derivative Carboxylic acid ester Chromane Ether Flavan-3-ol Gallic acid or derivatives Galloyl ester Hydrocarbon derivative Hydroxyflavonoid M-hydroxybenzoic acid ester Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle P-hydroxybenzoic acid alkyl ester P-hydroxybenzoic acid ester Phenol Polyol Pyrogallol derivative Flavans, Flavanols and Leucoanthocyanidins logp 2.74 ALOGPS logs -4.26 ALOGPS solubility 2.37e-02 g/l ALOGPS logp 3.68 ChemAxon pka_strongest_acidic 8.05 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac (2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate ChemAxon average_mass 426.3729 ChemAxon mono_mass 426.095082174 ChemAxon smiles OC1=CC=C(C=C1)[C@H]1OC2=C(C[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1)C(O)=CC(O)=C2 ChemAxon formula C22H18O9 ChemAxon inchi InChI=1S/C22H18O9/c23-12-3-1-10(2-4-12)21-19(9-14-15(25)7-13(24)8-18(14)30-21)31-22(29)11-5-16(26)20(28)17(27)6-11/h1-8,19,21,23-28H,9H2/t19-,21-/m1/s1 ChemAxon inchikey SDZPYNMXGUHFMZ-TZIWHRDSSA-N ChemAxon polar_surface_area 156.91 ChemAxon refractivity 107.78 ChemAxon polarizability 41.25 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 11602 Specdb::CMs 46096 Specdb::CMs 134465 Specdb::CMs 142199 Specdb::MsMs 82218 Specdb::MsMs 82219 Specdb::MsMs 82220 Specdb::MsMs 143523 Specdb::MsMs 143524 Specdb::MsMs 143525 Specdb::MsMs 2735999 Specdb::MsMs 2736000 Specdb::MsMs 2736001 Specdb::MsMs 2973849 Specdb::MsMs 2973850 Specdb::MsMs 2973851 HMDB38846 #<Reference:0x000055ce322f8220> Black tea Type 1 3.7 3.7 3.7 mg/100 g Green tea Type 1 3.7 3.7 3.7 mg/100 g Herbal tea Type 1 3.7 3.7 3.7 mg/100 g Red tea Type 1 3.7 3.7 3.7 mg/100 g Tea Type 1 specific Camellia sinensis 4442 3.7 3.7 3.7 mg/100 g