1.0 2010-04-08 22:13:15 UTC 2019-11-26 03:15:04 UTC FDB017701 Epigallocatechin 3-p-coumarate Isolated from leaves of green tea (Thea sinensis). Epigallocatechin 3-p-coumarate is found in tea. (-)-Epigallocatechin 3-O-p-coumaroate (-)-Epigallocatechin 3-p-coumarate 3-O-p-Coumaroylepigallocatechin Epigallocatechin 3-O-p-coumarate Epigallocatechin 3-p-coumarate C24H20O9 452.4102 452.110732238 (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate 89013-65-0 OC1=CC=C(\C=C\C(=O)O[C@@H]2CC3=C(O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C(O)C=C3O)C=C1 InChI=1S/C24H20O9/c25-14-4-1-12(2-5-14)3-6-22(30)32-21-11-16-17(27)9-15(26)10-20(16)33-24(21)13-7-18(28)23(31)19(29)8-13/h1-10,21,24-29,31H,11H2/b6-3+/t21-,24-/m1/s1 HKPGWUPXXPIOAN-XMTAIGAMSA-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 Coumaric acid esters Coumaric acids and derivatives 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 Coumaric acid ester Coumaric acid or derivatives Enoate ester Epigallocatechin Ether Fatty acid ester Fatty acyl Hydrocarbon derivative Hydroxycinnamic acid or derivatives 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 3.11 ALOGPS logs -4.55 ALOGPS solubility 1.29e-02 g/l ALOGPS logp 4.22 ChemAxon pka_strongest_acidic 8.57 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-(4-hydroxyphenyl)prop-2-enoate ChemAxon average_mass 452.4102 ChemAxon mono_mass 452.110732238 ChemAxon smiles OC1=CC=C(\C=C\C(=O)O[C@@H]2CC3=C(O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C(O)C=C3O)C=C1 ChemAxon formula C24H20O9 ChemAxon inchi InChI=1S/C24H20O9/c25-14-4-1-12(2-5-14)3-6-22(30)32-21-11-16-17(27)9-15(26)10-20(16)33-24(21)13-7-18(28)23(31)19(29)8-13/h1-10,21,24-29,31H,11H2/b6-3+/t21-,24-/m1/s1 ChemAxon inchikey HKPGWUPXXPIOAN-XMTAIGAMSA-N ChemAxon polar_surface_area 156.91 ChemAxon refractivity 117.53 ChemAxon polarizability 45 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 15630 Specdb::CMs 45783 Specdb::CMs 166861 Specdb::MsMs 76956 Specdb::MsMs 76957 Specdb::MsMs 76958 Specdb::MsMs 136929 Specdb::MsMs 136930 Specdb::MsMs 136931 Specdb::MsMs 2718705 Specdb::MsMs 2718706 Specdb::MsMs 2718707 Specdb::MsMs 2962854 Specdb::MsMs 2962855 Specdb::MsMs 2962856 HMDB38362 #<Reference:0x000055ce31f65d10> Black tea Type 1 8.3 8.3 8.3 mg/100 g Green tea Type 1 8.3 8.3 8.3 mg/100 g Herbal tea Type 1 8.3 8.3 8.3 mg/100 g Red tea Type 1 8.3 8.3 8.3 mg/100 g Tea Type 1 specific Camellia sinensis 4442 8.3 8.3 8.3 mg/100 g