IMPPAT Phytochemical information: 
Theaflavin monogallates
Theaflavin monogallates
Summary

SMILES: Oc1cc2O[C@@H]([C@@H](Cc2c(c1)O)OC(=O)c1cc(O)c(c(c1)O)O)c1cc2c(cc(c(c2c(c(=O)c1)O)O)O)[C@H]1Oc2cc(O)cc(c2C[C@H]1O)O
InChI: InChI=1S/C36H28O16/c37-14-5-20(39)18-10-26(45)35(51-27(18)7-14)17-9-25(44)33(48)30-16(17)1-12(2-24(43)32(30)47)34-29(11-19-21(40)6-15(38)8-28(19)50-34)52-36(49)13-3-22(41)31(46)23(42)4-13/h1-9,26,29,34-35,37-42,44-46,48H,10-11H2,(H,43,47)/t26-,29-,34-,35-/m1/s1
InChIKey: KMJPKUVSXFVQGZ-WQLSNUALSA-N
DeepSMILES: OcccO[C@@H][C@@H]Cc6cc%10)O))))OC=O)cccO)ccc6)O))O))))))))cccccccc6cc=O)c%11))O)))O))O)))[C@H]OcccO)ccc6C[C@H]%10O))))O
Scaffold Graph/Node/Bond level: O=C(OC1Cc2ccccc2OC1c1cc(=O)cc2cccc(C3CCc4ccccc4O3)c2c1)c1ccccc1
Scaffold Graph/Node level: OC1CC2CCCC(C3CCC4CCCCC4O3)C2CC(C2OC3CCCCC3CC2OC(O)C2CCCCC2)C1
Scaffold Graph level: CC1CC(C2CC3CCCCC3CC2CC(C)C2CCCCC2)CC2C(CCCC2C2CCC3CCCCC3C2)C1
Functional groups: CO; c=O; cC(=O)OC; cO; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Flavans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavan-3-ols
Synonymous chemical names:
theaflavin monogallate a, theaflavin monogallates
External chemical identifiers:
CID:169167; ChEMBL:CHEMBL3039319; ZINC:ZINC000003978504; SureChEMBL:SCHEMBL16909926; MolPort-044-831-687
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Theaflavin monogallates
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 716.6
Log P RDKit 3.19
Topological polar surface area (Å2) RDKit 284.36
Number of hydrogen bond acceptors RDKit 16
Number of hydrogen bond donors RDKit 11
Number of carbon atoms RDKit 36
Number of heavy atoms RDKit 52
Number of heteroatoms RDKit 16
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.11
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 30
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.17
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 5
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 5
Total number of rings RDKit 7
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 7
Theaflavin monogallates
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 Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.094
Theaflavin monogallates
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately 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 -9.4
Number of PAINS structural alerts SwissADME 1.0
Number of Brenk structural alerts SwissADME 1.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No