1.0 2010-04-08 22:13:15 UTC 2019-11-26 03:15:06 UTC FDB017709 Procyanidin B8 Present in fruit and leaves of blackberry (Rubus fruticosus), raspberry (Rubus idaeus) and cowberry (Vaccinium vitis idaea). Procyanidin B8 is found in many foods, some of which are fruits, red raspberry, lingonberry, and common grape. Catechin-(4alpha->6)-epicatechin Catechin(4a->6) epicatechin Procyanidin B8 C30H26O12 578.5202 578.142426296 (2R,3S,4R)-2-(3,4-dihydroxyphenyl)-4-[(3R,4R)-3-(3,4-dihydroxyphenyl)-4,6,8-trihydroxy-3,4-dihydro-1H-2-benzopyran-7-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol (2R,3S,4R)-2-(3,4-dihydroxyphenyl)-4-[(3R,4R)-3-(3,4-dihydroxyphenyl)-4,6,8-trihydroxy-3,4-dihydro-1H-2-benzopyran-7-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol 12798-60-6 O[C@@H]1[C@H](OC2=CC(O)=CC(O)=C2[C@H]1C1=C(O)C2=C(C=C1O)[C@@H](O)[C@H](OC2)C1=CC=C(O)C(O)=C1)C1=CC(O)=C(O)C=C1 InChI=1S/C30H26O12/c31-13-7-20(36)23-22(8-13)42-30(12-2-4-17(33)19(35)6-12)28(40)25(23)24-21(37)9-14-15(26(24)38)10-41-29(27(14)39)11-1-3-16(32)18(34)5-11/h1-9,25,27-40H,10H2/t25-,27+,28-,29+,30+/m0/s1 OHIUVDQGXUITJQ-VDKDFJRPSA-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 2-benzopyrans 3'-hydroxyflavonoids 3-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Benzene and substituted derivatives Catechols Dialkyl ethers Hydrocarbon derivatives Oxacyclic compounds Polyols Secondary alcohols 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 2-benzopyran 3'-hydroxyflavonoid 3-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alcohol Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Benzopyran Catechin Catechol Chromane Dialkyl ether Ether Hydrocarbon derivative Hydroxyflavonoid Isochromane Monocyclic benzene moiety Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Polyol Secondary alcohol logp 2.22 ALOGPS logs -3.62 ALOGPS solubility 1.40e-01 g/l ALOGPS logp 2.86 ChemAxon pka_strongest_acidic 8.55 ChemAxon pka_strongest_basic -5.2 ChemAxon iupac (2R,3S,4R)-2-(3,4-dihydroxyphenyl)-4-[(3R,4R)-3-(3,4-dihydroxyphenyl)-4,6,8-trihydroxy-3,4-dihydro-1H-2-benzopyran-7-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol ChemAxon average_mass 578.5202 ChemAxon mono_mass 578.142426296 ChemAxon smiles O[C@@H]1[C@H](OC2=CC(O)=CC(O)=C2[C@H]1C1=C(O)C2=C(C=C1O)[C@@H](O)[C@H](OC2)C1=CC=C(O)C(O)=C1)C1=CC(O)=C(O)C=C1 ChemAxon formula C30H26O12 ChemAxon inchi InChI=1S/C30H26O12/c31-13-7-20(36)23-22(8-13)42-30(12-2-4-17(33)19(35)6-12)28(40)25(23)24-21(37)9-14-15(26(24)38)10-41-29(27(14)39)11-1-3-16(32)18(34)5-11/h1-9,25,27-40H,10H2/t25-,27+,28-,29+,30+/m0/s1 ChemAxon inchikey OHIUVDQGXUITJQ-VDKDFJRPSA-N ChemAxon polar_surface_area 220.76 ChemAxon refractivity 146.86 ChemAxon polarizability 58.07 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 12 ChemAxon donor_count 10 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 87774 Specdb::MsMs 87775 Specdb::MsMs 87776 Specdb::MsMs 150354 Specdb::MsMs 150355 Specdb::MsMs 150356 Specdb::MsMs 2413936 Specdb::MsMs 2413937 Specdb::MsMs 2413938 Specdb::MsMs 2552663 Specdb::MsMs 2552664 Specdb::MsMs 2552665 Specdb::CMs 13744 Specdb::CMs 45790 Specdb::CMs 282493 Specdb::CMs 385401 Specdb::CMs 385402 Specdb::CMs 385403 Specdb::CMs 385404 Specdb::CMs 385405 Specdb::CMs 385406 Specdb::CMs 385407 Specdb::CMs 385408 Specdb::CMs 385409 Specdb::CMs 385410 Specdb::CMs 385411 Specdb::CMs 385412 Specdb::CMs 385413 Specdb::CMs 385414 Specdb::CMs 385415 Specdb::CMs 385416 Specdb::CMs 385417 Specdb::CMs 385418 Specdb::CMs 385419 Specdb::CMs 385420 Specdb::CMs 385421 Specdb::CMs 385422 HMDB38369 #<Reference:0x000055ce31e94878> Acorn Type 1 specific Quercus 3511 Common grape Type 1 specific Vitis vinifera 29760 Fruits Unknown generic Lingonberry Type 1 specific Vaccinium vitis-idaea 180772 Red raspberry Type 1 specific Rubus idaeus 32247