1.0 2010-04-08 22:13:57 UTC 2019-11-26 03:16:43 UTC FDB018809 Chesnatin A tannin constituent of Japanese chestnut galls (Castanea crenata) and from the leaf of Castanea mollissima (Chinese chestnut). Chesnatin is found in nuts. C27H26O18 638.4845 638.111914028 3-(6-{[(3,5-dihydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methoxy]carbonyl}-2,3,4-trihydroxyphenoxy)-4,5-dihydroxybenzoic acid 3-(6-{[(3,5-dihydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methoxy]carbonyl}-2,3,4-trihydroxyphenoxy)-4,5-dihydroxybenzoic acid 68735-76-2 OCC1OC(OC2=C(O)C=C(COC(=O)C3=CC(O)=C(O)C(O)=C3OC3=CC(=CC(O)=C3O)C(O)=O)C=C2O)C(O)C(O)C1O InChI=1S/C27H26O18/c28-6-16-19(35)20(36)22(38)27(44-16)45-24-13(31)1-8(2-14(24)32)7-42-26(41)10-5-12(30)18(34)21(37)23(10)43-15-4-9(25(39)40)3-11(29)17(15)33/h1-5,16,19-20,22,27-38H,6-7H2,(H,39,40) XNGJTVXWNURNOS-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 Benzoic acids Benzoyl derivatives Carboxylic acid esters Carboxylic acids Catechols Diarylethers Gallic acid and derivatives Hemiacetals Hydrocarbon derivatives Lactones Monosaccharides Organic oxides Oxacyclic compounds Oxanes Pentacarboxylic acids and derivatives Phenol ethers Phenoxy compounds Polyols 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Aromatic heteropolycyclic compound Benzenoid Benzoic acid Benzoic acid or derivatives Benzoyl Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Catechol Diaryl ether Dihydroxybenzoic acid Ether Gallic acid or derivatives Hemiacetal Hydrocarbon derivative Hydrolyzable tannin Hydroxybenzoic acid Lactone Monocyclic benzene moiety Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Pentacarboxylic acid or derivatives Phenol Phenol ether Phenoxy compound Polyol logp 1.18 ALOGPS logs -3.02 ALOGPS solubility 6.13e-01 g/l ALOGPS logp 0.16 ChemAxon pka_strongest_acidic 3.92 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac 3-(6-{[(3,5-dihydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methoxy]carbonyl}-2,3,4-trihydroxyphenoxy)-4,5-dihydroxybenzoic acid ChemAxon average_mass 638.4845 ChemAxon mono_mass 638.111914028 ChemAxon smiles OCC1OC(OC2=C(O)C=C(COC(=O)C3=CC(O)=C(O)C(O)=C3OC3=CC(=CC(O)=C3O)C(O)=O)C=C2O)C(O)C(O)C1O ChemAxon formula C27H26O18 ChemAxon inchi InChI=1S/C27H26O18/c28-6-16-19(35)20(36)22(38)27(44-16)45-24-13(31)1-8(2-14(24)32)7-42-26(41)10-5-12(30)18(34)21(37)23(10)43-15-4-9(25(39)40)3-11(29)17(15)33/h1-5,16,19-20,22,27-38H,6-7H2,(H,39,40) ChemAxon inchikey XNGJTVXWNURNOS-UHFFFAOYSA-N ChemAxon polar_surface_area 313.82 ChemAxon refractivity 144.18 ChemAxon polarizability 58.93 ChemAxon rotatable_bond_count 10 ChemAxon acceptor_count 16 ChemAxon donor_count 12 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 12365 Specdb::MsMs 12366 Specdb::MsMs 12367 Specdb::MsMs 19037 Specdb::MsMs 19038 Specdb::MsMs 19039 Specdb::MsMs 2323117 Specdb::MsMs 2323118 Specdb::MsMs 2323119 Specdb::MsMs 2614968 Specdb::MsMs 2614969 Specdb::MsMs 2614970 Specdb::CMs 24163 Specdb::CMs 596808 Specdb::CMs 596809 Specdb::CMs 596810 Specdb::CMs 596811 Specdb::CMs 596812 Specdb::CMs 596813 Specdb::CMs 596814 Specdb::CMs 596815 Specdb::CMs 596816 Specdb::CMs 596817 Specdb::CMs 596818 Specdb::CMs 596819 Specdb::CMs 596820 Specdb::CMs 596821 Specdb::CMs 596822 Specdb::CMs 596823 Specdb::CMs 596824 Specdb::CMs 596825 Specdb::CMs 596826 Specdb::CMs 596827 Specdb::CMs 596828 Specdb::CMs 596829 Specdb::CMs 596830 Specdb::CMs 596831 HMDB39267 #<Reference:0x000055ce32ddfd28> Nuts Unknown generic