Punicalagin (CED0004620)

Record Information
Version1.0
Creation Date2016-05-26 02:14:51 UTC
Update Date2026-04-06 14:05:05 UTC
SynCED IDCED0004620
Secondary Accession Numbers
  • CHEM030896
Identification
Common NamePunicalagin
ClassSmall Molecule
Description
Punicalagin belongs to the hydrolyzable tannins, a subclass of tannins within the organic compounds. It is further classified under the superclass of phenylpropanoids and polyketides and has the chemical formula C48H28O30. With an average molecular weight of 1,085 g/mol, Punicalagin is a heavy molecule.
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
SynonymsNot Available
Chemical FormulaC48H28O30
Average Molecular Mass1084.718 g/mol
Monoisotopic Mass1084.067 g/mol
CAS Registry Number65995-63-3
IUPAC Name3,4,5,15,16,17-hexahydroxy-8,13-dioxo-11-{3,4,5,11,17,18,19,22,23,34,35-undecahydroxy-8,14,26,31-tetraoxo-9,13,25,32-tetraoxaheptacyclo[25.8.0.0²,⁷.0¹⁵,²⁰.0²¹,³⁰.0²⁴,²⁹.0²⁸,³³]pentatriaconta-1(27),2(7),3,5,15,17,19,21(30),22,24(29),28(33),34-dodecaen-10-yl}-9,12-dioxatricyclo[12.4.0.0²,⁷]octadeca-1(18),2,4,6,14,16-hexaene-10-carbaldehyde
Traditional Name3,4,5,15,16,17-hexahydroxy-8,13-dioxo-11-{3,4,5,11,17,18,19,22,23,34,35-undecahydroxy-8,14,26,31-tetraoxo-9,13,25,32-tetraoxaheptacyclo[25.8.0.0²,⁷.0¹⁵,²⁰.0²¹,³⁰.0²⁴,²⁹.0²⁸,³³]pentatriaconta-1(27),2(7),3,5,15,17,19,21(30),22,24(29),28(33),34-dodecaen-10-yl}-9,12-dioxatricyclo[12.4.0.0²,⁷]octadeca-1(18),2,4,6,14,16-hexaene-10-carbaldehyde
SMILESOC1OC2COC(=O)C3=C(C(O)=C(O)C(O)=C3)C3=C4C(=O)OC5=C(O)C(O)=C(C6=C5C4=C(OC6=O)C(O)=C3O)C3=C(C=C(O)C(O)=C3O)C(=O)OC2C2OC(=O)C3=C(C(O)=C(O)C(O)=C3)C3=C(O)C(O)=C(O)C=C3C(=O)OC12
InChI IdentifierInChI=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
InChI KeyZJVUMAFASBFUBG-UHFFFAOYSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassTannins
Sub ClassHydrolyzable tannins
Direct ParentHydrolyzable tannins
Alternative Parents
Substituents
  • Hydrolyzable tannin
  • Ellagic_acid
  • 7,8-dihydroxycoumarin
  • Tetracarboxylic acid or derivatives
  • Macrolide
  • Gallic acid or derivatives
  • Coumarin
  • Isocoumarin
  • Benzopyran
  • 2-benzopyran
  • 1-benzopyran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Vinylogous acid
  • Secondary alcohol
  • Lactone
  • Carboxylic acid ester
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Polyol
  • Alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Aldehyde
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic Effects
  • reddish brown colour ?
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.9 g/LALOGPS
logP3.28ALOGPS
logP3.96ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)5.12ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count24ChemAxon
Hydrogen Donor Count17ChemAxon
Polar Surface Area518.78 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity248.25 m³·mol⁻¹ChemAxon
Polarizability94.96 ųChemAxon
Number of Rings10ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ktr-9003205100-7243d10443d57493c72bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0aos-9020123000-a0d6f5ff3b5b9cd8fea5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0029032003-655df1f6b1240384469eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0019-9000000000-bc4c702ee30fc822936fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00kr-9001101201-6a1917b915e25ff05e50Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-9653148001-badb3a71eae23668c678Not AvailableView Spectrum
Toxicity Profile
Toxicity ValuesNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Health Effects
Health EffectRelationshipDirectionDescriptionReference
inflammationHas Therapeutic Effect OnNot AvailableNot AvailablePMC12032207
breast cancerHas Therapeutic Effect OnNot AvailableA breast cancer that has material basis in abnormally proliferating cells derives from epithelial cells. (DO)PMC13337392
obesityHas Therapeutic Effect OnNot AvailableA disorder characterized by having a high amount of body fat. (NCI CTCAE)PMC9598341
Oxidative StressHas Therapeutic Effect OnNot AvailableNot AvailablePMC12032207 , PMC9252012
Exposure Sources
Source IDSourceSectorReference
CEDs000545Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.Food, food processing & cookwarePubChem
CEDs000610Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.Personal care & cosmeticsPubChem
CEDs01151FruitsFood, food processing & cookwarePMC9857965
CEDs01155Red WineFood, food processing & cookwarePMC13337392
CEDs01208FruitFood, food processing & cookwarePMC9101441
CEDs01313JuiceFood, food processing & cookwarePMC9916361
CEDs01398Pomegranate JuiceFood, food processing & cookwarePMC6409025 , PMC3967193
Pathways
0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureSqualene monooxygenaseP52020Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.496
Applicability Domain
0.78
Statistical Significance
1.00e-05
Supporting Reference Compounds
12
E-value
0.0778492
Induced myeloid leukemia cell differentiation protein Mcl-1 structureClick to view 3D structureInduced myeloid leukemia cell differentiation protein Mcl-1Q07820HumansPredicted (SEA)
Prediction Confidence Score
0.337
Applicability Domain
0.855
Statistical Significance
0.0084
Supporting Reference Compounds
343
E-value
65.4712
Translin-associated protein X structureClick to view 3D structureTranslin-associated protein XQ99598HumansPredicted (SEA)
Prediction Confidence Score
0.304
Applicability Domain
0.304
Statistical Significance
1.80e-04
Supporting Reference Compounds
1
E-value
1.40129
Click to view 3D structureTyrosine-protein kinase LynQ07014Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.304
Applicability Domain
0.304
Statistical Significance
1.80e-04
Supporting Reference Compounds
1
E-value
1.40129
Click to view 3D structureTyrosine-protein kinase FgrQ6P6U0Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.304
Applicability Domain
0.304
Statistical Significance
1.80e-04
Supporting Reference Compounds
1
E-value
1.40129
Glutathione S-transferase structureClick to view 3D structureGlutathione S-transferaseQ8ILQ7Plasmodium falciparumPredicted (SEA)
Prediction Confidence Score
0.302
Applicability Domain
0.302
Statistical Significance
3.00e-05
Supporting Reference Compounds
1
E-value
0.233548
Beta-secretase 1 structureClick to view 3D structureBeta-secretase 1P56817HumansPredicted (SEA)
Prediction Confidence Score
0.278
Applicability Domain
0.493
Statistical Significance
0.0275
Supporting Reference Compounds
163
E-value
214.475
Bifunctional protein GlmU structureClick to view 3D structureBifunctional protein GlmUP9WMN3Mycobacterium tuberculosisPredicted (SEA)
Prediction Confidence Score
0.277
Applicability Domain
0.855
Statistical Significance
1.00e-05
Supporting Reference Compounds
4
E-value
0.0778492
Coagulation factor X structureClick to view 3D structureCoagulation factor XP00742HumansPredicted (SEA)
Prediction Confidence Score
0.268
Applicability Domain
0.78
Statistical Significance
0.0718
Supporting Reference Compounds
284
E-value
558.724
DNA repair protein RAD52 homolog structureClick to view 3D structureDNA repair protein RAD52 homologP43351HumansPredicted (SEA)
Prediction Confidence Score
0.259
Applicability Domain
0.493
Statistical Significance
3.70e-04
Supporting Reference Compounds
17
E-value
2.88042
Prothrombin structureClick to view 3D structureProthrombinP00735Bos taurusPredicted (SEA)
Prediction Confidence Score
0.259
Applicability Domain
0.78
Statistical Significance
0.0362
Supporting Reference Compounds
73
E-value
281.814
Click to view 3D structureEctonucleoside triphosphate diphosphohydrolase 1P55772Mus musculusPredicted (SEA)
Prediction Confidence Score
0.238
Applicability Domain
0.304
Statistical Significance
1.60e-04
Supporting Reference Compounds
2
E-value
1.24559
Click to view 3D structureGag-Pol polyproteinQ7ZJM1Human immunodeficiency virus 1Predicted (SEA)
Prediction Confidence Score
0.228
Applicability Domain
0.304
Statistical Significance
0.0409
Supporting Reference Compounds
96
E-value
318.637
Polypeptide N-acetylgalactosaminyltransferase 2 structureClick to view 3D structurePolypeptide N-acetylgalactosaminyltransferase 2Q10471HumansPredicted (SEA)
Prediction Confidence Score
0.227
Applicability Domain
0.304
Statistical Significance
6.60e-04
Supporting Reference Compounds
3
E-value
5.13805
Click to view 3D structurePolypeptide N-acetylgalactosaminyltransferase 1Q10472HumansPredicted (SEA)
Prediction Confidence Score
0.222
Applicability Domain
0.222 Low confidence
Statistical Significance
0.0016
Supporting Reference Compounds
1
E-value
12.5337
Click to view 3D structurePolypeptide N-acetylgalactosaminyltransferase 14Q96FL9HumansPredicted (SEA)
Prediction Confidence Score
0.222
Applicability Domain
0.222 Low confidence
Statistical Significance
0.0016
Supporting Reference Compounds
1
E-value
12.5337
Click to view 3D structurePolypeptide N-acetylgalactosaminyltransferase 6Q8NCL4HumansPredicted (SEA)
Prediction Confidence Score
0.222
Applicability Domain
0.222 Low confidence
Statistical Significance
0.0016
Supporting Reference Compounds
1
E-value
12.5337
Polypeptide N-acetylgalactosaminyltransferase 10 structureClick to view 3D structurePolypeptide N-acetylgalactosaminyltransferase 10Q86SR1HumansPredicted (SEA)
Prediction Confidence Score
0.222
Applicability Domain
0.222 Low confidence
Statistical Significance
0.0016
Supporting Reference Compounds
1
E-value
12.5337
Click to view 3D structurePolypeptide N-acetylgalactosaminyltransferase 3Q14435HumansPredicted (SEA)
Prediction Confidence Score
0.222
Applicability Domain
0.222 Low confidence
Statistical Significance
0.0016
Supporting Reference Compounds
1
E-value
12.5337
Serine/threonine-protein kinase PLK1 structureClick to view 3D structureSerine/threonine-protein kinase PLK1P53350HumansPredicted (SEA)
Prediction Confidence Score
0.222
Applicability Domain
0.304
Statistical Significance
0.5801
Supporting Reference Compounds
705
E-value
4515.96
Pyruvate kinase PKLR structureClick to view 3D structurePyruvate kinase PKLRP30613HumansPredicted (SEA)
Prediction Confidence Score
0.222
Applicability Domain
0.304
Statistical Significance
4.50e-04
Supporting Reference Compounds
7
E-value
3.50322
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)
Prediction Confidence Score
0.22
Applicability Domain
0.304
Statistical Significance
0.2342
Supporting Reference Compounds
242
E-value
1823.31
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)
Prediction Confidence Score
0.22
Applicability Domain
0.304
Statistical Significance
0.2953
Supporting Reference Compounds
332
E-value
2298.58
Amine oxidase [flavin-containing] A structureClick to view 3D structureAmine oxidase [flavin-containing] AP21397HumansPredicted (SEA)
Prediction Confidence Score
0.219
Applicability Domain
0.304
Statistical Significance
0.2585
Supporting Reference Compounds
241
E-value
2012.09
Glycogen synthase kinase-3 beta structureClick to view 3D structureGlycogen synthase kinase-3 betaP49841HumansPredicted (SEA)
Prediction Confidence Score
0.218
Applicability Domain
0.304
Statistical Significance
0.7283
Supporting Reference Compounds
1157
E-value
5670.15
Nuclear factor erythroid 2-related factor 2 structureClick to view 3D structureNuclear factor erythroid 2-related factor 2Q16236HumansKnownNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0005795
FooDB IDFDB016425
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPunicalagin
Chemspider ID17216347
ChEBI IDNot Available
PubChem Compound ID22833653
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available