1.0 2010-04-08 22:13:36 UTC 2019-11-26 03:15:56 UTC FDB018264 Epigallocatechin 3-cinnamate Isolated from Assam tea (Camellia sinensis variety assamica). Epigallocatechin 3-cinnamate is found in tea. (-)-Epigallocatechin 3-cinnamate (-)-Epigallocatechin 3-O-cinnamate 3-Cinnamoylepigallocatechin Epigallocatechin 3-cinnamate Epigallocatechin 3-O-cinnamate C24H20O8 436.4108 436.115817616 (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl (2E)-3-phenylprop-2-enoate epigallocatechin 3-O-cinnamate 108907-46-6 OC1=CC2=C(C[C@@H](OC(=O)\C=C\C3=CC=CC=C3)[C@H](O2)C2=CC(O)=C(O)C(O)=C2)C(O)=C1 InChI=1S/C24H20O8/c25-15-10-17(26)16-12-21(31-22(29)7-6-13-4-2-1-3-5-13)24(32-20(16)11-15)14-8-18(27)23(30)19(28)9-14/h1-11,21,24-28,30H,12H2/b7-6+/t21-,24-/m1/s1 GQGIIUWXMCBYIJ-UMMIVNDFSA-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 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Carbonyl compounds Cinnamic acid esters Enoate esters Fatty acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Polyols Pyrogallols and derivatives Styrenes 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alkyl aryl ether Alpha,beta-unsaturated carboxylic ester Aromatic heteropolycyclic compound Benzenetriol Benzenoid Benzopyran Carbonyl group Carboxylic acid derivative Carboxylic acid ester Chromane Cinnamic acid ester Cinnamic acid or derivatives Enoate ester Epigallocatechin Ether Fatty acid ester Fatty acyl Hydrocarbon derivative Hydroxyflavonoid Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Polyol Pyrogallol derivative Styrene Flavans, Flavanols and Leucoanthocyanidins logp 3.56 ALOGPS logs -4.65 ALOGPS solubility 9.86e-03 g/l ALOGPS logp 4.53 ChemAxon pka_strongest_acidic 8.64 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl (2E)-3-phenylprop-2-enoate ChemAxon average_mass 436.4108 ChemAxon mono_mass 436.115817616 ChemAxon smiles OC1=CC2=C(C[C@@H](OC(=O)\C=C\C3=CC=CC=C3)[C@H](O2)C2=CC(O)=C(O)C(O)=C2)C(O)=C1 ChemAxon formula C24H20O8 ChemAxon inchi InChI=1S/C24H20O8/c25-15-10-17(26)16-12-21(31-22(29)7-6-13-4-2-1-3-5-13)24(32-20(16)11-15)14-8-18(27)23(30)19(28)9-14/h1-11,21,24-28,30H,12H2/b7-6+/t21-,24-/m1/s1 ChemAxon inchikey GQGIIUWXMCBYIJ-UMMIVNDFSA-N ChemAxon polar_surface_area 136.68 ChemAxon refractivity 115.55 ChemAxon polarizability 43.73 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19657 Specdb::CMs 46089 Specdb::CMs 131709 Specdb::CMs 139443 Specdb::MsMs 82587 Specdb::MsMs 82588 Specdb::MsMs 82589 Specdb::MsMs 143997 Specdb::MsMs 143998 Specdb::MsMs 143999 Specdb::MsMs 2323741 Specdb::MsMs 2323742 Specdb::MsMs 2323743 Specdb::MsMs 2615334 Specdb::MsMs 2615335 Specdb::MsMs 2615336 HMDB38831 #<Reference:0x000055ce3006a1e0> Black tea Type 1 1.3 1.3 1.3 mg/100 g Green tea Type 1 1.3 1.3 1.3 mg/100 g Herbal tea Type 1 1.3 1.3 1.3 mg/100 g Red tea Type 1 1.3 1.3 1.3 mg/100 g Tea Type 1 specific Camellia sinensis 4442 1.3 1.3 1.3 mg/100 g