1.0 2010-04-08 22:10:55 UTC 2019-11-26 03:09:05 UTC FDB013801 Chestanin Isolated from Chinese chestnut (Castanea crenata) galls caused by the chestnut gall wasp Dryocosmus kuriphilus. Chestanin is found in nuts. Chestanin A MP3 C40H42O26 938.7459 938.196431516 (3,5-dihydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl 2-(5-{[(3,5-dihydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methoxy]carbonyl}-2,3-dihydroxyphenoxy)-3,4,5-trihydroxybenzoate (3,5-dihydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl 2-(5-{[(3,5-dihydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methoxy]carbonyl}-2,3-dihydroxyphenoxy)-3,4,5-trihydroxybenzoate 68325-50-8 OCC1OC(OC2=C(O)C=C(COC(=O)C3=CC(O)=C(O)C(OC4=C(O)C(O)=C(O)C=C4C(=O)OCC4=CC(O)=C(OC5OC(CO)C(O)C(O)C5O)C(O)=C4)=C3)C=C2O)C(O)C(O)C1O InChI=1S/C40H42O26/c41-8-23-27(51)29(53)32(56)39(63-23)65-35-18(45)1-12(2-19(35)46)10-60-37(58)14-5-16(43)25(49)22(6-14)62-34-15(7-17(44)26(50)31(34)55)38(59)61-11-13-3-20(47)36(21(48)4-13)66-40-33(57)30(54)28(52)24(9-42)64-40/h1-7,23-24,27-30,32-33,39-57H,8-11H2 NSFIWSANZNJXLP-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 heteromonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Acetals Benzoyl derivatives Benzyloxycarbonyls Carboxylic acid esters Catechols Diarylethers Dicarboxylic acids and derivatives Diphenylethers Galloyl esters Hydrocarbon derivatives Monosaccharides O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenol ethers Phenolic glycosides Phenoxy compounds Polyols Primary alcohols Pyrogallols and derivatives Resorcinols Secondary alcohols m-Hydroxybenzoic acid esters p-Hydroxybenzoic acid alkyl esters 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Acetal Alcohol Aromatic heteromonocyclic compound Benzenetriol Benzenoid Benzoate ester Benzoic acid or derivatives Benzoyl Benzyloxycarbonyl Carboxylic acid derivative Carboxylic acid ester Catechol Diaryl ether Dicarboxylic acid or derivatives Dihydroxybenzoic acid Diphenylether Ether Gallic acid or derivatives Galloyl ester Glycosyl compound Hydrocarbon derivative Hydrolyzable tannin M-hydroxybenzoic acid ester Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane P-hydroxybenzoic acid alkyl ester P-hydroxybenzoic acid ester Phenol Phenol ether Phenolic glycoside Phenoxy compound Polyol Primary alcohol Pyrogallol derivative Resorcinol Secondary alcohol logp 1.19 ALOGPS logs -2.96 ALOGPS solubility 1.04e+00 g/l ALOGPS logp -0.95 ChemAxon pka_strongest_acidic 6.65 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac (3,5-dihydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl 2-(5-{[(3,5-dihydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methoxy]carbonyl}-2,3-dihydroxyphenoxy)-3,4,5-trihydroxybenzoate ChemAxon average_mass 938.7459 ChemAxon mono_mass 938.196431516 ChemAxon smiles OCC1OC(OC2=C(O)C=C(COC(=O)C3=CC(O)=C(O)C(OC4=C(O)C(O)=C(O)C=C4C(=O)OCC4=CC(O)=C(OC5OC(CO)C(O)C(O)C5O)C(O)=C4)=C3)C=C2O)C(O)C(O)C1O ChemAxon formula C40H42O26 ChemAxon inchi InChI=1S/C40H42O26/c41-8-23-27(51)29(53)32(56)39(63-23)65-35-18(45)1-12(2-19(35)46)10-60-37(58)14-5-16(43)25(49)22(6-14)62-34-15(7-17(44)26(50)31(34)55)38(59)61-11-13-3-20(47)36(21(48)4-13)66-40-33(57)30(54)28(52)24(9-42)64-40/h1-7,23-24,27-30,32-33,39-57H,8-11H2 ChemAxon inchikey NSFIWSANZNJXLP-UHFFFAOYSA-N ChemAxon polar_surface_area 442.66 ChemAxon refractivity 211.65 ChemAxon polarizability 87.84 ChemAxon rotatable_bond_count 16 ChemAxon acceptor_count 23 ChemAxon donor_count 17 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 130158 Specdb::NmrOneD 130159 Specdb::NmrOneD 130160 Specdb::NmrOneD 130161 Specdb::NmrOneD 130162 Specdb::NmrOneD 130163 Specdb::NmrOneD 130164 Specdb::NmrOneD 130165 Specdb::NmrOneD 130166 Specdb::NmrOneD 130167 Specdb::NmrOneD 130168 Specdb::NmrOneD 130169 Specdb::NmrOneD 130170 Specdb::NmrOneD 130171 Specdb::NmrOneD 130172 Specdb::NmrOneD 130173 Specdb::NmrOneD 130174 Specdb::NmrOneD 130175 Specdb::NmrOneD 130176 Specdb::NmrOneD 130177 Specdb::MsMs 43449 Specdb::MsMs 43450 Specdb::MsMs 43451 Specdb::MsMs 153579 Specdb::MsMs 153580 Specdb::MsMs 153581 Specdb::MsMs 2717319 Specdb::MsMs 2717320 Specdb::MsMs 2717321 Specdb::MsMs 2961627 Specdb::MsMs 2961628 Specdb::MsMs 2961629 HMDB35163 #<Reference:0x000055ce32507ef8> Nuts Unknown generic