1.0 2010-04-08 22:12:25 UTC 2019-11-26 03:13:13 UTC FDB016425 Punicalagin Constituent of Punica granatum (pomegranate) Punicalagin is the major tannin component of Terminalia catappa and have been characterized to possess antioxidative and anti-genotoxic activities. ; T. catappa has been a popular folk medicine for preventing hepatoma and treating hepatitis in Taiwan; the leaves contain many hydrolyzable tannins. Although the leaves of T. catappa have been claimed to be effective in preventing hepatoma, the mechanism of its chemopreventive effect remains to be elucidated, and their effects on reactive oxygen species (ROS) mediated carcinogenesis are still unclear. (PMID: 16242868). Punicalagin is found in fruits and pomegranate. 2,3-(S)-Hexahydroxydiphenoyl-4,6-(S,S)-gallagyl-D-glucose 2,3-(S)-Hexahydroxydiphenoyl-4,6-(S,S)-gallagylglucose C48H28O30 1084.7179 1084.066539556 6,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-heptadecahydroxy-2,14,21,33,36,39,54-heptaoxaundecacyclo[33.20.0.0^{4,9}.0^{10,19}.0^{13,18}.0^{16,25}.0^{17,22}.0^{26,31}.0^{38,55}.0^{41,46}.0^{47,52}]pentapentaconta-4(9),5,7,10,12,16(25),17(22),18,23,26(31),27,29,41,43,45,47(52),48,50-octadecaene-3,15,20,32,40,53-hexone 6,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-heptadecahydroxy-2,14,21,33,36,39,54-heptaoxaundecacyclo[33.20.0.0^{4,9}.0^{10,19}.0^{13,18}.0^{16,25}.0^{17,22}.0^{26,31}.0^{38,55}.0^{41,46}.0^{47,52}]pentapentaconta-4(9),5,7,10,12,16(25),17(22),18,23,26(31),27,29,41,43,45,47(52),48,50-octadecaene-3,15,20,32,40,53-hexone 65995-63-3 OC1OC2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C4C(=O)OC5=C6C(C(=O)OC(C(O)=C3O)=C46)=C(C(O)=C5O)C3=C(O)C(O)=C(O)C=C3C(=O)OC2C2OC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC12 InChI=1S/C48H28O30/c49-10-1-6-17(31(59)27(10)55)19-23-21-22-24(47(70)76-38(21)35(63)33(19)61)20(34(62)36(64)39(22)75-46(23)69)18-9(4-13(52)28(56)32(18)60)43(66)74-37-14(5-72-42(6)65)73-48(71)41-40(37)77-44(67)7-2-11(50)25(53)29(57)15(7)16-8(45(68)78-41)3-12(51)26(54)30(16)58/h1-4,14,37,40-41,48-64,71H,5H2 ZJVUMAFASBFUBG-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-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 2-benzopyrans 7,8-dihydroxycoumarins Carboxylic acid esters Ellagic acids and derivatives Gallic acid and derivatives Hemiacetals Heteroaromatic compounds Hydrocarbon derivatives Isocoumarins and derivatives Lactones Monosaccharides Organic oxides Oxacyclic compounds Oxanes Polyols Pyranones and derivatives Tetracarboxylic acids and derivatives 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 2-benzopyran 7,8-dihydroxycoumarin Aromatic heteropolycyclic compound Benzenoid Benzopyran Carboxylic acid derivative Carboxylic acid ester Coumarin Ellagic_acid Gallic acid or derivatives Hemiacetal Heteroaromatic compound Hydrocarbon derivative Hydrolyzable tannin Isocoumarin Lactone Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Pyran Pyranone Tetracarboxylic acid or derivatives Solid logp 3.24 ALOGPS logs -2.72 ALOGPS solubility 2.06e+00 g/l ALOGPS logp 3.94 ChemAxon pka_strongest_acidic 5.12 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac 6,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-heptadecahydroxy-2,14,21,33,36,39,54-heptaoxaundecacyclo[33.20.0.0^{4,9}.0^{10,19}.0^{13,18}.0^{16,25}.0^{17,22}.0^{26,31}.0^{38,55}.0^{41,46}.0^{47,52}]pentapentaconta-4(9),5,7,10,12,16(25),17(22),18,23,26(31),27,29,41,43,45,47(52),48,50-octadecaene-3,15,20,32,40,53-hexone ChemAxon average_mass 1084.7179 ChemAxon mono_mass 1084.066539556 ChemAxon smiles OC1OC2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C4C(=O)OC5=C6C(C(=O)OC(C(O)=C3O)=C46)=C(C(O)=C5O)C3=C(O)C(O)=C(O)C=C3C(=O)OC2C2OC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC12 ChemAxon formula C48H28O30 ChemAxon inchi InChI=1S/C48H28O30/c49-10-1-6-17(31(59)27(10)55)19-23-21-22-24(47(70)76-38(21)35(63)33(19)61)20(34(62)36(64)39(22)75-46(23)69)18-9(4-13(52)28(56)32(18)60)43(66)74-37-14(5-72-42(6)65)73-48(71)41-40(37)77-44(67)7-2-11(50)25(53)29(57)15(7)16-8(45(68)78-41)3-12(51)26(54)30(16)58/h1-4,14,37,40-41,48-64,71H,5H2 ChemAxon inchikey ZJVUMAFASBFUBG-UHFFFAOYSA-N ChemAxon polar_surface_area 510.94 ChemAxon refractivity 246.82 ChemAxon polarizability 94.85 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 24 ChemAxon donor_count 17 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 93018 Specdb::MsMs 93019 Specdb::MsMs 93020 Specdb::MsMs 156729 Specdb::MsMs 156730 Specdb::MsMs 156731 HMDB05795 #<Reference:0x000055ce3273d7e0> Fruits Unknown generic Pomegranate Type 1 specific Punica granatum 22663 106.304444 140.0 43.603334427 mg/100 g Anti HIV 333 A substance that destroys or inhibits replication of viruses. Anti methicillin-resistant Staphylococcus aureus 447 A substance that kills or slows the growth of bacteria. Anti plasmodial 532 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-malarial 416 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. 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. Hepatoprotective 981 Any compound that is able to prevent damage to the liver. Hepatotoxic 984 A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals. Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. 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. Toxic 1371 A role played by the molecular entity or part thereof which causes the development of a pathological process. Trypanocide 1384