1.0 2010-04-08 22:12:51 UTC 2019-11-26 03:14:15 UTC FDB017126 ent-Epicatechin (+)-Epicatechin or ent-Epicatechin is one of the 4 catechin diastereoisomers. ent-Epicatechin is found in many foods, some of which are tea, apple, star fruit, and common buckwheat. (+)-cis-3,3',4',5,7-Pentahydroxyflavan (+)-Epicatechin (+)-Epicatechol (2S-cis)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-Benzopyran-3,5,7-triol (2S,3S)-(+)-Epicatechin (2S,3S)-3,3',4',5,7-Pentahydroxyflavan (2S,3S)-3',4',5,7-Tetrahydroxyflavan-3-ol 3,3',4',5,7-Pentahydroxyflavan; (+)-cis-form 3,3',4',5,7-Pentahydroxyflavan; (2S,3S)-form Catechin C d-Epicatechin ent-Epicatechin C15H14O6 290.2681 290.07903818 (2S,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol l-epicatechin 35323-91-2 O[C@H]1CC2=C(O[C@H]1C1=CC=C(O)C(O)=C1)C=C(O)C=C2O InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m0/s1 PFTAWBLQPZVEMU-ZFWWWQNUSA-N belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol. Catechins 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 Catechols Hydrocarbon derivatives Oxacyclic compounds Polyols 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 Benzenoid Benzopyran Catechin Catechol Chromane Ether Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Polyol Secondary alcohol Condensed tannins (Proanthocyanidins) Flavan 3-ols Flavans, Flavanols and Leucoanthocyanidins catechin polyphenol logp 1.02 ALOGPS logs -2.65 ALOGPS solubility 6.45e-01 g/l ALOGPS melting_point Mp 235-237° logp 1.8 ChemAxon pka_strongest_acidic 9 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac (2S,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol ChemAxon average_mass 290.2681 ChemAxon mono_mass 290.07903818 ChemAxon smiles O[C@H]1CC2=C(O[C@H]1C1=CC=C(O)C(O)=C1)C=C(O)C=C2O ChemAxon formula C15H14O6 ChemAxon inchi InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m0/s1 ChemAxon inchikey PFTAWBLQPZVEMU-ZFWWWQNUSA-N ChemAxon polar_surface_area 110.38 ChemAxon refractivity 74 ChemAxon polarizability 28.39 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 6 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 23459 Specdb::CMs 45610 Specdb::CMs 137324 Specdb::CMs 145058 Specdb::MsMs 439159 Specdb::MsMs 448105 Specdb::MsMs 2236511 Specdb::MsMs 2236886 Specdb::MsMs 2238487 Specdb::MsMs 2238646 Specdb::MsMs 2238910 Specdb::MsMs 2239115 Specdb::MsMs 2240644 Specdb::MsMs 2241068 Specdb::MsMs 2241106 Specdb::MsMs 2242676 Specdb::MsMs 2243145 Specdb::MsMs 2243227 Specdb::MsMs 2244837 Specdb::MsMs 2245261 Specdb::MsMs 2250936 Specdb::MsMs 2251453 Specdb::MsMs 144111 Specdb::MsMs 144112 Specdb::MsMs 144113 Specdb::MsMs 2750266 Specdb::MsMs 2750267 Specdb::MsMs 2750268 Specdb::MsMs 82674 HMDB37954 #<Reference:0x000055ac4037eaf0> Apple Type 1 specific Malus pumila 283210 Asian pear Type 1 specific Pyrus pyrifolia 3767 Black tea Type 1 Common buckwheat Type 1 specific Fagopyrum esculentum 3617 Green tea Type 1 Herbal tea Type 1 Lettuce Type 1 specific Lactuca sativa 4236 Pear Type 1 specific Pyrus communis 23211 43.350772 280.0859 0.0 mg/100 g Red tea Type 1 Star fruit Type 1 specific Averrhoa carambola 28974 Tea Type 1 specific Camellia sinensis 4442