1.0 2010-04-08 22:10:20 UTC 2025-11-18 23:39:18 UTC FDB012753 Pedunculagin Pedunculagin is a member of the class of compounds known as hydrolyzable tannins. Hydrolyzable tannins 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) 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. Pedunculagin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Pedunculagin can be found in a number of food items such as cloves, rubus (blackberry, raspberry), red raspberry, and guava, which makes pedunculagin a potential biomarker for the consumption of these food products. Pedunculagin is an ellagitannin. It is formed from casuarictin via the loss of a gallate group . 2,3;4,6-Bis-(S)-hexahydroxydiphenoyl-D-glucopyranose Juglanin (Ellagitannin) C34H24O22 784.5412 784.075922452 7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5,7,9,11,13,15,26(31),27,29,32(37),33,35-dodecaene-4,17,25,38-tetrone 7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5,7,9,11,13,15,26(31),27,29,32(37),33,35-dodecaene-4,17,25,38-tetrone 7045-42-3 OC1OC2COC(=O)C3=C(C(O)=C(O)C(O)=C3)C3=C(C=C(O)C(O)=C3O)C(=O)OC2C2OC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC12 InChI=1S/C34H24O22/c35-10-1-6-15(23(43)19(10)39)16-7(2-11(36)20(40)24(16)44)31(48)54-27-14(5-52-30(6)47)53-34(51)29-28(27)55-32(49)8-3-12(37)21(41)25(45)17(8)18-9(33(50)56-29)4-13(38)22(42)26(18)46/h1-4,14,27-29,34-46,51H,5H2 IYMHVUYNBVWXKH-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 Carboxylic acid esters Gallic acid and derivatives Hemiacetals Hydrocarbon derivatives Lactones Monosaccharides Organic oxides Oxacyclic compounds Oxanes Polyols Tetracarboxylic acids and derivatives 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Aromatic heteropolycyclic compound Benzenoid Carboxylic acid derivative Carboxylic acid ester Gallic acid or derivatives Hemiacetal Hydrocarbon derivative Hydrolyzable tannin Lactone Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Tetracarboxylic acid or derivatives logp 2.48 ALOGPS logs -2.45 ALOGPS solubility 2.79e+00 g/l ALOGPS logp 1.95 ChemAxon pka_strongest_acidic 7.25 ChemAxon pka_strongest_basic -6.2 ChemAxon iupac 7,8,9,12,13,14,20,28,29,30,33,34,35-tridecahydroxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.0²,¹⁹.0⁵,¹⁰.0¹¹,¹⁶.0²⁶,³¹.0³²,³⁷]nonatriaconta-5,7,9,11,13,15,26(31),27,29,32(37),33,35-dodecaene-4,17,25,38-tetrone ChemAxon average_mass 784.5412 ChemAxon mono_mass 784.075922452 ChemAxon smiles OC1OC2COC(=O)C3=C(C(O)=C(O)C(O)=C3)C3=C(C=C(O)C(O)=C3O)C(=O)OC2C2OC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC12 ChemAxon formula C34H24O22 ChemAxon inchi InChI=1S/C34H24O22/c35-10-1-6-15(23(43)19(10)39)16-7(2-11(36)20(40)24(16)44)31(48)54-27-14(5-52-30(6)47)53-34(51)29-28(27)55-32(49)8-3-12(37)21(41)25(45)17(8)18-9(33(50)56-29)4-13(38)22(42)26(18)46/h1-4,14,27-29,34-46,51H,5H2 ChemAxon inchikey IYMHVUYNBVWXKH-UHFFFAOYSA-N ChemAxon polar_surface_area 377.42 ChemAxon refractivity 177.14 ChemAxon polarizability 69.1 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 18 ChemAxon donor_count 13 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 104508 Specdb::MsMs 104509 Specdb::MsMs 104510 Specdb::MsMs 170811 Specdb::MsMs 170812 Specdb::MsMs 170813 Specdb::CMs 954605 Specdb::CMs 954606 Specdb::CMs 954607 Specdb::CMs 954608 Specdb::CMs 954609 Specdb::CMs 954610 Specdb::CMs 954611 Specdb::CMs 954612 Specdb::CMs 954613 Specdb::CMs 954614 Specdb::CMs 954615 Specdb::CMs 954616 Specdb::CMs 954617 Specdb::CMs 954618 Specdb::CMs 954619 Specdb::CMs 954620 Specdb::CMs 954621 Specdb::CMs 954622 Specdb::CMs 954623 Specdb::CMs 954624 Specdb::CMs 954625 Specdb::CMs 954626 Specdb::CMs 954627 Specdb::CMs 954628 Specdb::CMs 954629 Acorn Type 1 specific Quercus 3511 Black tea Type 1 Cloves Type 1 specific Syzygium aromaticum 219868 Green tea Type 1 Guava Type 1 specific Psidium guajava 120290 Herbal tea Type 1 Pomegranate Type 1 specific Punica granatum 22663 8.0 8.0 8.0 mg/100 g Red raspberry Type 1 specific Rubus idaeus 32247 Red tea Type 1 Rubus (Blackberry, Raspberry) Type 1 specific Rubus 23216 Tea Type 1 specific Camellia sinensis 4442 Walnut Type 1 specific Juglans 16718 Anti hepatotoxic 328 Any compound that is able to prevent damage to the liver. Anti lipolytic 406 Anti peroxidant 519 Anti-mutagenic 451 Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Beta-adrenergic receptor blocker 727 Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter. Topoisomerase-I inhibitor 1368 A topoisomerase inhibitor that inhibits the bacterial enzymes of the DNA topoisomerases, Type I class (EC 5.99.1.2) that catalyze ATP-independent breakage of one of the two strands of DNA, passage of the unbroken strand through the break, and rejoining of the broken strand. These bacterial enzymes reduce the topological stress in the DNA structure by relaxing negatively, but not positively, supercoiled DNA. Topoisomerase-II inhibitor 1366 A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (topoisomerase II), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands. Xanthine oxidase inhibitor 1431 An EC 1.17.3.* (oxidoreductase acting on CH or CH2 with oxygen as acceptor) inhibitor that interferes with the action of xanthine oxidase (EC 1.17.3.2).