1.0 2010-04-08 22:12:38 UTC 2025-11-19 01:49:43 UTC FDB016779 Proanthocyanidin A1 Isolated from cassia bark (Cinnamomum aromaticum). Proanthocyanidin A1 is found in many foods, some of which are lingonberry, peanut, cinnamon, and cocoa bean. EC-(4b,8)(2b,7)-C Epicatechin-(2b->7,4b->8)-catechin Proanthocyanidin A1 C30H24O12 576.5044 576.126776232 (1R,5R,6S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19,21-pentol (1R,5R,6S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19,21-pentol 103883-03-0 O[C@H]1CC2=C(O)C=C3O[C@@]4(OC5=CC(O)=CC(O)=C5[C@@H]([C@H]4O)C3=C2O[C@@H]1C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1 InChI=1S/C30H24O12/c31-13-7-20(37)24-22(8-13)41-30(12-2-4-16(33)19(36)6-12)29(39)26(24)25-23(42-30)10-17(34)14-9-21(38)27(40-28(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26-27,29,31-39H,9H2/t21-,26+,27+,29+,30-/m0/s1 NSEWTSAADLNHNH-TXZJYACMSA-N belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Biflavonoids and polyflavonoids Organic compounds Phenylpropanoids and polyketides Flavonoids Biflavonoids and polyflavonoids Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 3-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids A-type proanthocyanidins Alkyl aryl ethers Benzene and substituted derivatives Catechins Catechols Hydrocarbon derivatives Ketals Oxacyclic compounds Polyols Pyranochromenes Pyranoflavonoids Secondary alcohols 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 3-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid A-type proanthocyanidin Acetal Alcohol Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Benzopyran Bi- and polyflavonoid skeleton Catechin Catechol Chromane Ether Flavan Flavan-3-ol Hydrocarbon derivative Hydroxyflavonoid Ketal Monocyclic benzene moiety Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Polyol Proanthocyanidin Pyranochromene Pyranoflavonoid Secondary alcohol logp 2.43 ALOGPS logs -3.66 ALOGPS solubility 1.27e-01 g/l ALOGPS melting_point Mp 300° logp 3.59 ChemAxon pka_strongest_acidic 8.66 ChemAxon pka_strongest_basic -3.9 ChemAxon iupac (1R,5R,6S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19,21-pentol ChemAxon average_mass 576.5044 ChemAxon mono_mass 576.126776232 ChemAxon smiles O[C@H]1CC2=C(O)C=C3O[C@@]4(OC5=CC(O)=CC(O)=C5[C@@H]([C@H]4O)C3=C2O[C@@H]1C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1 ChemAxon formula C30H24O12 ChemAxon inchi InChI=1S/C30H24O12/c31-13-7-20(37)24-22(8-13)41-30(12-2-4-16(33)19(36)6-12)29(39)26(24)25-23(42-30)10-17(34)14-9-21(38)27(40-28(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26-27,29,31-39H,9H2/t21-,26+,27+,29+,30-/m0/s1 ChemAxon inchikey NSEWTSAADLNHNH-TXZJYACMSA-N ChemAxon polar_surface_area 209.76 ChemAxon refractivity 144.2 ChemAxon polarizability 55.85 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 12 ChemAxon donor_count 9 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19089 Specdb::CMs 45508 Specdb::CMs 282439 Specdb::CMs 375429 Specdb::CMs 375430 Specdb::CMs 375431 Specdb::CMs 375432 Specdb::CMs 375433 Specdb::CMs 375434 Specdb::CMs 375435 Specdb::CMs 375436 Specdb::CMs 375437 Specdb::CMs 375438 Specdb::CMs 375439 Specdb::CMs 375440 Specdb::CMs 375441 Specdb::CMs 375442 Specdb::CMs 375443 Specdb::CMs 375444 Specdb::CMs 375445 Specdb::CMs 375446 Specdb::CMs 375447 Specdb::CMs 375448 Specdb::CMs 375449 Specdb::CMs 375450 Specdb::MsMs 97116 Specdb::MsMs 97117 Specdb::MsMs 97118 Specdb::MsMs 161769 Specdb::MsMs 161770 Specdb::MsMs 161771 Specdb::MsMs 2308527 Specdb::MsMs 2308528 Specdb::MsMs 2308529 Specdb::MsMs 2654066 Specdb::MsMs 2654067 Specdb::MsMs 2654068 HMDB37656 #<Reference:0x000055ce330853e8> Cinnamon Type 1 specific Cinnamomum 13428 Cocoa bean Type 1 specific Theobroma cacao 3641 Herbs and Spices Unknown generic Lingonberry Type 1 specific Vaccinium vitis-idaea 180772 Peanut Type 1 specific Arachis hypogaea 3818