1.0 2010-04-08 22:08:04 UTC 2025-11-18 23:10:10 UTC FDB008415 Vescalin Isolated from wood of Castanea sativa (sweet chestnut). Vescalin is found in nuts. Vescalin C27H20O18 632.4369 632.064963836 7,8,9,12,13,14,17,18,19,25,29-undecahydroxy-24-(hydroxymethyl)-3,23,26-trioxahexacyclo[13.10.3.1²,⁶.0⁵,¹⁰.0¹¹,²⁸.0¹⁶,²¹]nonacosa-5,7,9,11(28),12,14,16(21),17,19-nonaene-4,22,27-trione castalin 34112-28-2 OCC1OC(=O)C2=C(C(O)=C(O)C(O)=C2)C2=C(O)C(O)=C(O)C3=C2C(=O)OC(C2OC(=O)C4=C(C2O)C(O)=C(O)C(O)=C34)C1O InChI=1S/C27H20O18/c28-2-5-14(31)23-24-20(37)12-11(27(42)45-24)9(18(35)22(39)19(12)36)8-10(26(41)44-23)7(16(33)21(38)17(8)34)6-3(25(40)43-5)1-4(29)13(30)15(6)32/h1,5,14,20,23-24,28-39H,2H2 PPUHUWSVCUJGTD-UHFFFAOYSA-N belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Hydrolyzable tannins Organic compounds Phenylpropanoids and polyketides Tannins Hydrolyzable tannins Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 2-benzopyrans Carboxylic acid esters Gallic acid and derivatives Hydrocarbon derivatives Lactones Organic oxides Oxacyclic compounds Polyols Primary alcohols Secondary alcohols Tricarboxylic acids and derivatives 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 2-benzopyran Alcohol Aromatic heteropolycyclic compound Benzenoid Benzopyran Carboxylic acid derivative Carboxylic acid ester Gallic acid or derivatives Hydrocarbon derivative Hydrolyzable tannin Isochromane Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Polyol Primary alcohol Secondary alcohol Tricarboxylic acid or derivatives logp 1.14 ALOGPS logs -1.66 ALOGPS solubility 1.38e+01 g/l ALOGPS logp -0.42 ChemAxon pka_strongest_acidic 7.24 ChemAxon pka_strongest_basic -5.4 ChemAxon iupac 7,8,9,12,13,14,17,18,19,25,29-undecahydroxy-24-(hydroxymethyl)-3,23,26-trioxahexacyclo[13.10.3.1²,⁶.0⁵,¹⁰.0¹¹,²⁸.0¹⁶,²¹]nonacosa-5,7,9,11(28),12,14,16(21),17,19-nonaene-4,22,27-trione ChemAxon average_mass 632.4369 ChemAxon mono_mass 632.064963836 ChemAxon smiles OCC1OC(=O)C2=C(C(O)=C(O)C(O)=C2)C2=C(O)C(O)=C(O)C3=C2C(=O)OC(C2OC(=O)C4=C(C2O)C(O)=C(O)C(O)=C34)C1O ChemAxon formula C27H20O18 ChemAxon inchi InChI=1S/C27H20O18/c28-2-5-14(31)23-24-20(37)12-11(27(42)45-24)9(18(35)22(39)19(12)36)8-10(26(41)44-23)7(16(33)21(38)17(8)34)6-3(25(40)43-5)1-4(29)13(30)15(6)32/h1,5,14,20,23-24,28-39H,2H2 ChemAxon inchikey PPUHUWSVCUJGTD-UHFFFAOYSA-N ChemAxon polar_surface_area 321.66 ChemAxon refractivity 142.08 ChemAxon polarizability 54.84 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 15 ChemAxon donor_count 12 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 165609 Specdb::NmrOneD 165610 Specdb::NmrOneD 165611 Specdb::NmrOneD 165612 Specdb::NmrOneD 165613 Specdb::NmrOneD 165614 Specdb::NmrOneD 165615 Specdb::NmrOneD 165616 Specdb::NmrOneD 165617 Specdb::NmrOneD 165618 Specdb::NmrOneD 165619 Specdb::NmrOneD 165620 Specdb::NmrOneD 165621 Specdb::NmrOneD 165622 Specdb::NmrOneD 165623 Specdb::NmrOneD 165624 Specdb::NmrOneD 165625 Specdb::NmrOneD 165626 Specdb::NmrOneD 165627 Specdb::NmrOneD 165628 Specdb::CMs 25285 Specdb::CMs 584496 Specdb::CMs 584497 Specdb::CMs 584498 Specdb::CMs 584499 Specdb::CMs 584500 Specdb::CMs 584501 Specdb::CMs 584502 Specdb::CMs 584503 Specdb::CMs 584504 Specdb::CMs 584505 Specdb::CMs 584506 Specdb::CMs 584507 Specdb::CMs 584508 Specdb::CMs 584509 Specdb::CMs 584510 Specdb::CMs 584511 Specdb::CMs 584512 Specdb::CMs 584513 Specdb::CMs 584514 Specdb::CMs 584515 Specdb::CMs 584516 Specdb::CMs 584517 Specdb::CMs 584518 Specdb::CMs 584519 Specdb::MsMs 66429 Specdb::MsMs 66430 Specdb::MsMs 66431 Specdb::MsMs 123993 Specdb::MsMs 123994 Specdb::MsMs 123995 Specdb::MsMs 2432260 Specdb::MsMs 2432261 Specdb::MsMs 2432262 Specdb::MsMs 2503835 Specdb::MsMs 2503836 Specdb::MsMs 2503837 HMDB0031746 Nuts Unknown generic