1.0 2010-04-08 22:07:04 UTC 2019-11-26 03:01:04 UTC FDB006297 Oenotherin Oenotherin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Oenotherin can be found in evening primrose, which makes oenotherin a potential biomarker for the consumption of this food product. Oenotherin T1 C102H72O67 2369.6229 2368.222681978 (10R,11S,12R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(23),2,4,6,19,21-hexaen-12-yl 2-{[(11R,12S,13R,14R,25S,39R,42R,59R,60S)-4,5,6,24,24,25,28,32,33,34,40,49,50,53,54,65-hexadecahydroxy-9,17,23,37,45,57,62-heptaoxo-12,60-bis(3,4,5-trihydroxybenzoyloxy)-2,10,16,26,30,38,41,44,58,63,64-undecaoxadodecacyclo[37.15.6.2¹¹,¹⁴.2¹³,²¹.1¹⁸,²⁹.0³,⁸.0¹⁹,²⁷.0²⁰,²⁵.0³¹,³⁶.0⁴²,⁵⁹.0⁴⁶,⁵¹.0⁵²,⁵⁶]pentahexaconta-1(54),3,5,7,18(61),19(27),21,28,31,33,35,46,48,50,52,55-hexadecaen-48-yl]oxy}-3,4,5-trihydroxybenzoate (10R,11S,12R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(23),2,4,6,19,21-hexaen-12-yl 2-{[(11R,12S,13R,14R,25S,39R,42R,59R,60S)-4,5,6,24,24,25,28,32,33,34,40,49,50,53,54,65-hexadecahydroxy-9,17,23,37,45,57,62-heptaoxo-12,60-bis(3,4,5-trihydroxybenzoyloxy)-2,10,16,26,30,38,41,44,58,63,64-undecaoxadodecacyclo[37.15.6.2¹¹,¹⁴.2¹³,²¹.1¹⁸,²⁹.0³,⁸.0¹⁹,²⁷.0²⁰,²⁵.0³¹,³⁶.0⁴²,⁵⁹.0⁴⁶,⁵¹.0⁵²,⁵⁶]pentahexaconta-1(54),3,5,7,18(61),19(27),21,28,31,33,35,46,48,50,52,55-hexadecaen-48-yl]oxy}-3,4,5-trihydroxybenzoate OC1O[C@@H]2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)O[C@H]2[C@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1OC1=C(O)C(O)=C2C(=C1)C(=O)OC[C@H]1OC(O)[C@@H]3OC(=O)C4=CC(O)=C(O)C(O)=C4OC4=C(O)C5=C6C7C(=CC(=O)C(O)(O)[C@@]7(O)O5)C(=O)O[C@@H]5[C@@H](COC(=O)C6=C4)OC(O)[C@H](OC(=O)C4=CC(O)=C(O)C(O)=C4OC4=C(O)C(O)=C2C(=C4)C(=O)O[C@H]1[C@@H]3OC(=O)C1=CC(O)=C(O)C(O)=C1)[C@H]5OC(=O)C1=CC(O)=C(O)C(O)=C1 InChI=1S/C102H72O67/c103-31-1-19(2-32(104)55(31)115)86(133)163-80-76-45(16-151-89(136)22-7-37(109)58(118)66(126)49(22)50-23(92(139)160-76)8-38(110)59(119)67(50)127)157-98(145)83(80)166-95(142)28-9-39(111)60(120)70(130)73(28)154-42-12-24-51(68(128)63(42)123)52-25-13-43(64(124)69(52)129)155-74-29(10-40(112)61(121)71(74)131)96(143)168-85-82(165-88(135)21-5-35(107)57(117)36(108)6-21)78-47(159-100(85)147)18-153-91(138)26-14-44(65(125)79-53(26)54-27(94(141)162-78)15-48(114)101(148,149)102(54,150)169-79)156-75-30(11-41(113)62(122)72(75)132)97(144)167-84-81(164-87(134)20-3-33(105)56(116)34(106)4-20)77(161-93(25)140)46(158-99(84)146)17-152-90(24)137/h1-15,45-47,54,76-78,80-85,98-100,103-113,115-132,145-150H,16-18H2/t45-,46-,47-,54?,76-,77-,78-,80+,81+,82+,83-,84-,85-,98?,99?,100?,102+/m1/s1 RDGXVBJDIDOODN-DKGFRMGKSA-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 Benzoyl derivatives Carbonyl hydrates Coumarans Cyclohexenones Diarylethers Enoate esters Galloyl esters Hemiacetals Hydrocarbon derivatives Lactones Macrolides and analogues Monosaccharides Organic oxides Oxacyclic compounds Oxanes Phenol ethers Phenoxy compounds Polyols Pyrogallols and derivatives m-Hydroxybenzoic acid esters p-Hydroxybenzoic acid alkyl esters 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alpha,beta-unsaturated carboxylic ester Aromatic heteropolycyclic compound Benzenetriol Benzenoid Benzoate ester Benzoic acid or derivatives Benzoyl Carbonyl group Carbonyl hydrate Carboxylic acid derivative Carboxylic acid ester Coumaran Cyclic ketone Cyclohexenone Diaryl ether Dihydroxybenzoic acid Enoate ester Ether Gallic acid or derivatives Galloyl ester Hemiacetal Hydrocarbon derivative Hydrolyzable tannin Ketone Lactone M-hydroxybenzoic acid ester Macrolide Monocyclic benzene moiety Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane P-hydroxybenzoic acid alkyl ester P-hydroxybenzoic acid ester Phenol Phenol ether Phenoxy compound Polyol Pyrogallol derivative logp 3.80 ALOGPS logs -2.52 ALOGPS solubility 7.20e+00 g/l ALOGPS logp 6.19 ChemAxon pka_strongest_acidic 5.15 ChemAxon pka_strongest_basic -5.6 ChemAxon iupac (10R,11S,12R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]tricosa-1(23),2,4,6,19,21-hexaen-12-yl 2-{[(11R,12S,13R,14R,25S,39R,42R,59R,60S)-4,5,6,24,24,25,28,32,33,34,40,49,50,53,54,65-hexadecahydroxy-9,17,23,37,45,57,62-heptaoxo-12,60-bis(3,4,5-trihydroxybenzoyloxy)-2,10,16,26,30,38,41,44,58,63,64-undecaoxadodecacyclo[37.15.6.2¹¹,¹⁴.2¹³,²¹.1¹⁸,²⁹.0³,⁸.0¹⁹,²⁷.0²⁰,²⁵.0³¹,³⁶.0⁴²,⁵⁹.0⁴⁶,⁵¹.0⁵²,⁵⁶]pentahexaconta-1(54),3,5,7,18(61),19(27),21,28,31,33,35,46,48,50,52,55-hexadecaen-48-yl]oxy}-3,4,5-trihydroxybenzoate ChemAxon average_mass 2369.6229 ChemAxon mono_mass 2368.222681978 ChemAxon smiles OC1O[C@@H]2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)O[C@H]2[C@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1OC1=C(O)C(O)=C2C(=C1)C(=O)OC[C@H]1OC(O)[C@@H]3OC(=O)C4=CC(O)=C(O)C(O)=C4OC4=C(O)C5=C6C7C(=CC(=O)C(O)(O)[C@@]7(O)O5)C(=O)O[C@@H]5[C@@H](COC(=O)C6=C4)OC(O)[C@H](OC(=O)C4=CC(O)=C(O)C(O)=C4OC4=C(O)C(O)=C2C(=C4)C(=O)O[C@H]1[C@@H]3OC(=O)C1=CC(O)=C(O)C(O)=C1)[C@H]5OC(=O)C1=CC(O)=C(O)C(O)=C1 ChemAxon formula C102H72O67 ChemAxon inchi InChI=1S/C102H72O67/c103-31-1-19(2-32(104)55(31)115)86(133)163-80-76-45(16-151-89(136)22-7-37(109)58(118)66(126)49(22)50-23(92(139)160-76)8-38(110)59(119)67(50)127)157-98(145)83(80)166-95(142)28-9-39(111)60(120)70(130)73(28)154-42-12-24-51(68(128)63(42)123)52-25-13-43(64(124)69(52)129)155-74-29(10-40(112)61(121)71(74)131)96(143)168-85-82(165-88(135)21-5-35(107)57(117)36(108)6-21)78-47(159-100(85)147)18-153-91(138)26-14-44(65(125)79-53(26)54-27(94(141)162-78)15-48(114)101(148,149)102(54,150)169-79)156-75-30(11-41(113)62(122)72(75)132)97(144)167-84-81(164-87(134)20-3-33(105)56(116)34(106)4-20)77(161-93(25)140)46(158-99(84)146)17-152-90(24)137/h1-15,45-47,54,76-78,80-85,98-100,103-113,115-132,145-150H,16-18H2/t45-,46-,47-,54?,76-,77-,78-,80+,81+,82+,83-,84-,85-,98?,99?,100?,102+/m1/s1 ChemAxon inchikey RDGXVBJDIDOODN-DKGFRMGKSA-N ChemAxon polar_surface_area 1105.33 ChemAxon refractivity 526.44 ChemAxon polarizability 208.56 ChemAxon rotatable_bond_count 14 ChemAxon acceptor_count 52 ChemAxon donor_count 35 ChemAxon physiological_charge -5 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 3602753 Specdb::MsMs 3602754 Specdb::MsMs 3602755 Specdb::MsMs 3602756 Specdb::MsMs 3602757 Specdb::MsMs 3602758 Evening primrose Type 1 specific Oenothera biennis 3942