1.0 2010-04-08 22:13:15 UTC 2019-11-26 03:15:05 UTC FDB017707 Procyanidin B6 Isolated from leaves and fruit of cowberry Vaccinium vitis-idaea and other plants. Procyanidin B6 is found in fruits, lingonberry, and common grape. C-(4,6)-C Catechin-(4alpha->6)-catechin Catechin(4a->6)catechin Procyanidin B6 Procyanidin dimer B6 C30H26O12 578.5202 578.142426296 (2R,3S,4S)-2-(3,4-dihydroxyphenyl)-4-[(3R,4S)-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,4S)-2-(3,4-dihydroxyphenyl)-4-[(3R,4S)-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 12798-58-2 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-/m1/s1 OHIUVDQGXUITJQ-AARHSHDHSA-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,4S)-2-(3,4-dihydroxyphenyl)-4-[(3R,4S)-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-/m1/s1 ChemAxon inchikey OHIUVDQGXUITJQ-AARHSHDHSA-N ChemAxon polar_surface_area 220.76 ChemAxon refractivity 146.86 ChemAxon polarizability 57.99 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 12 ChemAxon donor_count 10 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 11886 Specdb::CMs 45788 Specdb::CMs 282491 Specdb::CMs 384523 Specdb::CMs 384524 Specdb::CMs 384525 Specdb::CMs 384526 Specdb::CMs 384527 Specdb::CMs 384528 Specdb::CMs 384529 Specdb::CMs 384530 Specdb::CMs 384531 Specdb::CMs 384532 Specdb::CMs 384533 Specdb::CMs 384534 Specdb::CMs 384535 Specdb::CMs 384536 Specdb::CMs 384537 Specdb::CMs 384538 Specdb::CMs 384539 Specdb::CMs 384540 Specdb::CMs 384541 Specdb::CMs 384542 Specdb::CMs 384543 Specdb::CMs 384544 Specdb::MsMs 110094 Specdb::MsMs 110095 Specdb::MsMs 110096 Specdb::MsMs 177690 Specdb::MsMs 177691 Specdb::MsMs 177692 Specdb::MsMs 2781166 Specdb::MsMs 2781167 Specdb::MsMs 2781168 Specdb::MsMs 2924698 Specdb::MsMs 2924699 Specdb::MsMs 2924700 HMDB38367 #<Reference:0x000055ce33529520> Common grape Type 1 specific Vitis vinifera 29760 Fruits Unknown generic Lingonberry Type 1 specific Vaccinium vitis-idaea 180772 Angiotensin converting enzyme inhibitor 18 An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).