1.0 2010-04-08 22:07:40 UTC 2019-11-26 03:01:42 UTC FDB007547 Brevilagin I Brevilagin i is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Brevilagin i can be found in common grape, which makes brevilagin i a potential biomarker for the consumption of this food product. C34H24O24 816.54 816.065751696 (1S,3R,4R,21R,22S)-10,10,14,15,16,28,28,32,33,34-decahydroxy-3-(hydroxymethyl)-2,5,20,23,38-pentaoxaheptacyclo[19.17.0.0⁴,²².0⁷,¹².0¹³,¹⁸.0²⁵,³⁰.0³¹,³⁶]octatriaconta-7,13(18),14,16,25,31(36),32,34-octaen-6,9,11,19,24,27,29,37-octone (1S,3R,4R,21R,22S)-10,10,14,15,16,28,28,32,33,34-decahydroxy-3-(hydroxymethyl)-2,5,20,23,38-pentaoxaheptacyclo[19.17.0.0⁴,²².0⁷,¹².0¹³,¹⁸.0²⁵,³⁰.0³¹,³⁶]octatriaconta-7,13(18),14,16,25,31(36),32,34-octaen-6,9,11,19,24,27,29,37-octone OC[C@H]1O[C@H]2OC(=O)C3=C(C4C(=O)C(O)(O)C(=O)C=C4C(=O)O[C@H]4[C@@H]1OC(=O)C1=CC(=O)C(O)(O)C(=O)C1C1=C(C=C(O)C(O)=C1O)C(=O)O[C@@H]24)C(O)=C(O)C(O)=C3 InChI=1S/C34H24O24/c35-5-12-23-24-25(57-28(46)6-1-10(36)19(40)21(42)15(6)17-8(29(47)55-23)3-13(38)33(50,51)26(17)44)32(54-12)58-31(49)7-2-11(37)20(41)22(43)16(7)18-9(30(48)56-24)4-14(39)34(52,53)27(18)45/h1-4,12,17-18,23-25,32,35-37,40-43,50-53H,5H2/t12-,17?,18?,23-,24+,25-,32+/m1/s1 AYNMLAODZDEPLH-ZJMIEWIGSA-N belongs to the class of organic compounds known as tannins. These are naturally occurring polyphenols which be categorized into four main classes: hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol). Tannins Organic compounds Phenylpropanoids and polyketides Tannins Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Acetals Carbonyl hydrates Cyclohexenones Enoate esters Gallic acid and derivatives Hydrocarbon derivatives Lactones Monosaccharides Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Tetracarboxylic acids and derivatives 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Acetal Alcohol Alpha,beta-unsaturated carboxylic ester Aromatic heteropolycyclic compound Benzenoid Carbonyl group Carbonyl hydrate Carboxylic acid derivative Carboxylic acid ester Cyclic ketone Cyclohexenone Enoate ester Gallic acid or derivatives Hydrocarbon derivative Ketone Lactone Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Primary alcohol Tannin Tetracarboxylic acid or derivatives logp 0.91 ALOGPS logs -2.62 ALOGPS solubility 1.97e+00 g/l ALOGPS logp 0.042 ChemAxon pka_strongest_acidic 4.54 ChemAxon pka_strongest_basic -6.1 ChemAxon iupac (1S,3R,4R,21R,22S)-10,10,14,15,16,28,28,32,33,34-decahydroxy-3-(hydroxymethyl)-2,5,20,23,38-pentaoxaheptacyclo[19.17.0.0⁴,²².0⁷,¹².0¹³,¹⁸.0²⁵,³⁰.0³¹,³⁶]octatriaconta-7,13(18),14,16,25,31(36),32,34-octaen-6,9,11,19,24,27,29,37-octone ChemAxon average_mass 816.54 ChemAxon mono_mass 816.065751696 ChemAxon smiles OC[C@H]1O[C@H]2OC(=O)C3=C(C4C(=O)C(O)(O)C(=O)C=C4C(=O)O[C@H]4[C@@H]1OC(=O)C1=CC(=O)C(O)(O)C(=O)C1C1=C(C=C(O)C(O)=C1O)C(=O)O[C@@H]24)C(O)=C(O)C(O)=C3 ChemAxon formula C34H24O24 ChemAxon inchi InChI=1S/C34H24O24/c35-5-12-23-24-25(57-28(46)6-1-10(36)19(40)21(42)15(6)17-8(29(47)55-23)3-13(38)33(50,51)26(17)44)32(54-12)58-31(49)7-2-11(37)20(41)22(43)16(7)18-9(30(48)56-24)4-14(39)34(52,53)27(18)45/h1-4,12,17-18,23-25,32,35-37,40-43,50-53H,5H2/t12-,17?,18?,23-,24+,25-,32+/m1/s1 ChemAxon inchikey AYNMLAODZDEPLH-ZJMIEWIGSA-N ChemAxon polar_surface_area 405.24 ChemAxon refractivity 175.52 ChemAxon polarizability 70.1 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 20 ChemAxon donor_count 11 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 102783 Specdb::MsMs 102784 Specdb::MsMs 102785 Specdb::MsMs 168663 Specdb::MsMs 168664 Specdb::MsMs 168665 Specdb::MsMs 3604130 Specdb::MsMs 3604131 Specdb::MsMs 3604132 Specdb::MsMs 3604133 Specdb::MsMs 3604134 Specdb::MsMs 3604135 Common grape Type 1 specific Vitis vinifera 29760 53.3 53.3 53.3 mg/100 g