1.0 2016-09-30 23:18:31 UTC 2020-04-22 15:16:19 UTC BMDB0005788 BMDB05788 Theaflavin C29H24O12 564.4937 564.126776232 3,4,6-trihydroxy-2,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-5H-benzo[7]annulen-5-one 3,4,6-trihydroxy-2,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]benzo[7]annulen-5-one O[C@@H]1CC2=C(O[C@@H]1C1=CC3=C(C(O)=C1O)C(=O)C(O)=CC(=C3)[C@H]1OC3=C(C[C@H]1O)C(O)=CC(O)=C3)C=C(O)C=C2O InChI=1S/C29H24O12/c30-12-4-17(32)14-8-20(35)28(40-22(14)6-12)11-1-10-2-16(25(37)27(39)24(10)26(38)19(34)3-11)29-21(36)9-15-18(33)5-13(31)7-23(15)41-29/h1-7,20-21,28-33,35-37,39H,8-9H2,(H,34,38)/t20-,21-,28-,29-/m1/s1 MKTFRRIBCBTOKJ-CRFHJIRQSA-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. Organic compounds Phenylpropanoids and polyketides Flavonoids Flavans Flavan-3-ols 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 3-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Cyclic ketones Organic oxides Oxacyclic compounds Polyols Secondary alcohols Tropolones 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 3-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alcohol Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromane Cyclic ketone Ether Flavan-3-ol Hydrocarbon derivative Hydroxyflavonoid Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Polyol Secondary alcohol Tropolone Tropone Aromatic heteropolycyclic compounds Solid logp 1.87 ALOGPS logs -3.44 ALOGPS logp 2.83 ChemAxon pka_strongest_acidic 2.9 ChemAxon pka_strongest_basic 7.8 ChemAxon iupac 3,4,6-trihydroxy-2,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-5H-benzo[7]annulen-5-one ChemAxon average_mass 564.4937 ChemAxon mono_mass 564.126776232 ChemAxon smiles O[C@@H]1CC2=C(O[C@@H]1C1=CC3=C(C(O)=C1O)C(=O)C(O)=CC(=C3)[C@H]1OC3=C(C[C@H]1O)C(O)=CC(O)=C3)C=C(O)C=C2O ChemAxon formula C29H24O12 ChemAxon inchi InChI=1S/C29H24O12/c30-12-4-17(32)14-8-20(35)28(40-22(14)6-12)11-1-10-2-16(25(37)27(39)24(10)26(38)19(34)3-11)29-21(36)9-15-18(33)5-13(31)7-23(15)41-29/h1-7,20-21,28-33,35-37,39H,8-9H2,(H,34,38)/t20-,21-,28-,29-/m1/s1 ChemAxon inchikey MKTFRRIBCBTOKJ-CRFHJIRQSA-N ChemAxon polar_surface_area 217.6 ChemAxon refractivity 144.27 ChemAxon polarizability 55.15 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 12 ChemAxon donor_count 9 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 6 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 20341 Specdb::CMs 38887 Specdb::MsMs 96576 Specdb::MsMs 96577 Specdb::MsMs 96578 Specdb::MsMs 161091 Specdb::MsMs 161092 Specdb::MsMs 161093 22833651 Theaflavin Tanaka, Takashi; Betsumiya, Yayoi; Mine, Chie; Kouno, Isao. Theanaphthoquinone, a novel pigment oxidatively derived from theaflavin during tea-fermentation. Chemical Communications (Cambridge) (2000), (15), 1365-1366.