1.0 2010-04-08 22:14:37 UTC 2025-11-19 02:25:46 UTC FDB019837 8,8'-Methylenebiscatechin Constituent of cacao liquor, Theobroma cacao. 8,8'-Methylenebiscatechin is found in cocoa and cocoa products and cocoa bean. 8,8'-Methylenebiscatechin Bis-8,8'-Catechinylmethane Di(8-Catechinyl)methane C31H28O12 592.5468 592.15807636 (2R,3S)-2-(3,4-dihydroxyphenyl)-8-{[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}-3,4-dihydro-2H-1-benzopyran-3,5,7-triol (2R,3S)-2-(3,4-dihydroxyphenyl)-8-{[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}-3,4-dihydro-2H-1-benzopyran-3,5,7-triol 81555-08-0 O[C@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C=C1)C(CC1=C(O)C=C(O)C3=C1O[C@@H]([C@@H](O)C3)C1=CC=C(O)C(O)=C1)=C(O)C=C2O InChI=1S/C31H28O12/c32-18-3-1-12(5-24(18)38)28-26(40)8-16-22(36)10-20(34)14(30(16)42-28)7-15-21(35)11-23(37)17-9-27(41)29(43-31(15)17)13-2-4-19(33)25(39)6-13/h1-6,10-11,26-29,32-41H,7-9H2/t26-,27-,28+,29+/m0/s1 KATSZCAOGZFWJD-QUAHOIDUSA-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 logp 2.17 ALOGPS logs -4.04 ALOGPS solubility 5.42e-02 g/l ALOGPS logp 3.71 ChemAxon pka_strongest_acidic 7.63 ChemAxon pka_strongest_basic -5.4 ChemAxon iupac (2R,3S)-2-(3,4-dihydroxyphenyl)-8-{[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}-3,4-dihydro-2H-1-benzopyran-3,5,7-triol ChemAxon average_mass 592.5468 ChemAxon mono_mass 592.15807636 ChemAxon smiles O[C@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C=C1)C(CC1=C(O)C=C(O)C3=C1O[C@@H]([C@@H](O)C3)C1=CC=C(O)C(O)=C1)=C(O)C=C2O ChemAxon formula C31H28O12 ChemAxon inchi InChI=1S/C31H28O12/c32-18-3-1-12(5-24(18)38)28-26(40)8-16-22(36)10-20(34)14(30(16)42-28)7-15-21(35)11-23(37)17-9-27(41)29(43-31(15)17)13-2-4-19(33)25(39)6-13/h1-6,10-11,26-29,32-41H,7-9H2/t26-,27-,28+,29+/m0/s1 ChemAxon inchikey KATSZCAOGZFWJD-QUAHOIDUSA-N ChemAxon polar_surface_area 220.76 ChemAxon refractivity 151.68 ChemAxon polarizability 58.6 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 12 ChemAxon donor_count 10 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 319963 Specdb::MsMs 319964 Specdb::MsMs 319965 Specdb::MsMs 367237 Specdb::MsMs 367238 Specdb::MsMs 367239 Specdb::MsMs 2469169 Specdb::MsMs 2469170 Specdb::MsMs 2469171 Specdb::MsMs 2493398 Specdb::MsMs 2493399 Specdb::MsMs 2493400 Specdb::CMs 24373 Specdb::CMs 46686 Specdb::CMs 282910 Specdb::CMs 423775 Specdb::CMs 423776 Specdb::CMs 423777 Specdb::CMs 423778 Specdb::CMs 423779 Specdb::CMs 423780 Specdb::CMs 423781 Specdb::CMs 423782 Specdb::CMs 423783 Specdb::CMs 423784 Specdb::CMs 423785 Specdb::CMs 423786 Specdb::CMs 423787 Specdb::CMs 423788 Specdb::CMs 423789 Specdb::CMs 423790 Specdb::CMs 423791 Specdb::CMs 423792 Specdb::CMs 423793 Specdb::CMs 423794 Specdb::CMs 423795 Specdb::CMs 423796 HMDB40140 #<Reference:0x000055ce32468a10> Cocoa and cocoa products Unknown generic Cocoa bean Type 1 specific Theobroma cacao 3641