IMPPAT Phytochemical information: 
Punicalagin
Punicalagin
Summary

SMILES: O=CC1OC(=O)c2cc(O)c(c(c2-c2c(C(=O)OC1C1OC(=O)c3cc(O)c(c(c3-c3c(O)c(O)c4c5c3c(=O)oc3c5c(c(-c5c(C(=O)OCC1O)cc(O)c(c5O)O)c(O)c3O)c(=O)o4)O)O)cc(c(c2O)O)O)O)O
InChI: InChI=1S/C48H28O30/c49-5-16-40(76-46(70)9-3-13(52)28(56)32(60)18(9)17-8(44(68)74-16)2-12(51)27(55)31(17)59)39-15(54)6-73-43(67)7-1-11(50)29(57)33(61)19(7)21-25-23-24-26(48(72)78-41(23)37(65)35(21)63)22(36(64)38(66)42(24)77-47(25)71)20-10(45(69)75-39)4-14(53)30(58)34(20)62/h1-5,15-16,39-40,50-66H,6H2
InChIKey: SKNLUADAGHCXKF-UHFFFAOYSA-N
DeepSMILES: O=CCOC=O)cccO)ccc6-ccC=O)OC%14COC=O)cccO)ccc6-ccO)cO)ccc6c=O)occ6cc-ccC=O)OCC%27O)))))ccO)cc6O))O))))))cO)c6O))))c=O)o%10))))))))))))))O))O)))))))))))cccc6O))O))O))))))O))O
Scaffold Graph/Node/Bond level: O=C1OCC(C2CCOC(=O)c3ccccc3-c3ccc4oc(=O)c5c(ccc6oc(=O)c3c4c65)-c3ccccc3C(=O)O2)OC(=O)c2ccccc2-c2ccccc21
Scaffold Graph/Node level: OC1OCC(C2CCOC(O)C3CCCCC3C3CCC4OC(O)C5C(CCC6OC(O)C3C4C65)C3CCCCC3C(O)O2)OC(O)C2CCCCC2C2CCCCC12
Scaffold Graph level: CC1CCC(C2CCCC(C)C3CCCCC3C3CCC4CC(C)C5C(CCC6CC(C)C3C4C65)C3CCCCC3C(C)C2)CC(C)C2CCCCC2C2CCCCC12
Functional groups: CC=O; cC(=O)OC; cO; c=O; coc; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Tannins
ClassyFire Subclass: Hydrolyzable tannins
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Phenolic acids (C6-C1)
NP Classifier Class: Gallotannins
Synonymous chemical names:
Punicalagin, punicalagin
External chemical identifiers:
CID:CID_16129719; ChEMBL:CHEMBL1984101; Molport-020-005-787
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Punicalagin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 1084.72
Log P RDKit 1.8
Topological polar surface area (Å2) RDKit 526.6
Number of hydrogen bond acceptors RDKit 30
Number of hydrogen bond donors RDKit 17
Number of carbon atoms RDKit 48
Number of heavy atoms RDKit 78
Number of heteroatoms RDKit 30
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.08
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 43
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.1
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 6
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 8
Total number of rings RDKit 10
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 10
Punicalagin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.0292951
Punicalagin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -11.88
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 5
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes