1.02010-04-08 22:12:25 UTC2019-11-26 03:13:13 UTCFDB016425PunicalaginConstituent 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-glucose2,3-(S)-Hexahydroxydiphenoyl-4,6-(S,S)-gallagylglucoseC48H28O301084.71791084.0665395566,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-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-hexone6,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-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-hexone65995-63-3OC1OC2COC(=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)OC12InChI=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,5H2ZJVUMAFASBFUBG-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 tanninsOrganic compoundsPhenylpropanoids and polyketidesTanninsHydrolyzable tanninsAromatic heteropolycyclic compounds1-benzopyrans1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids2-benzopyrans7,8-dihydroxycoumarinsCarboxylic acid estersEllagic acids and derivativesGallic acid and derivativesHemiacetalsHeteroaromatic compoundsHydrocarbon derivativesIsocoumarins and derivativesLactonesMonosaccharidesOrganic oxidesOxacyclic compoundsOxanesPolyolsPyranones and derivativesTetracarboxylic acids and derivatives1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid2-benzopyran7,8-dihydroxycoumarinAromatic heteropolycyclic compoundBenzenoidBenzopyranCarboxylic acid derivativeCarboxylic acid esterCoumarinEllagic_acidGallic acid or derivativesHemiacetalHeteroaromatic compoundHydrocarbon derivativeHydrolyzable tanninIsocoumarinLactoneMonosaccharideOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePolyolPyranPyranoneTetracarboxylic acid or derivativesSolidlogp3.24logs-2.72solubility2.06e+00 g/llogp3.94pka_strongest_acidic5.12pka_strongest_basic-4.8iupac6,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-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-hexoneaverage_mass1084.7179mono_mass1084.066539556smilesOC1OC2COC(=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)OC12formulaC48H28O30inchiInChI=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,5H2inchikeyZJVUMAFASBFUBG-UHFFFAOYSA-Npolar_surface_area510.94refractivity246.82polarizability94.85rotatable_bond_count0acceptor_count24donor_count17physiological_charge-3formal_charge0Specdb::MsMs156729Specdb::MsMs156730Specdb::MsMs156731Specdb::MsMs93018Specdb::MsMs93019Specdb::MsMs93020HMDB05795#<Reference:0x0000555675c41cd0>FruitsUnknowngenericPomegranateType 1specificPunica granatum22663106.304444140.043.603334427mg/100 ganti HIV333A substance that destroys or inhibits replication of viruses.anti malarial416A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.anti methicillin-resistant Staphylococcus aureus447A substance that kills or slows the growth of bacteria.anti plasmodial532A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.antioxidant502A 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.hepatoprotective981Any compound that is able to prevent damage to the liver.hepatotoxic984A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.topoisomerase-II inhibitor1366A 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.toxic1371A role played by the molecular entity or part thereof which causes the development of a pathological process.trypanocide1384