IMPPAT Phytochemical information: 
Epigallocatechin
Epigallocatechin
Summary

SMILES: Oc1cc2O[C@H](c3cc(O)c(c(c3)O)O)[C@@H](Cc2c(c1)O)O
InChI: InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1
InChIKey: XMOCLSLCDHWDHP-IUODEOHRSA-N
DeepSMILES: OcccO[C@H]cccO)ccc6)O))O)))))[C@@H]Cc6cc%10)O))))O
Scaffold Graph/Node/Bond level: c1ccc(C2CCc3ccccc3O2)cc1
Scaffold Graph/Node level: C1CCC(C2CCC3CCCCC3O2)CC1
Scaffold Graph level: C1CCC(C2CCC3CCCCC3C2)CC1
Functional groups: cO; cOC; CO
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:
Epigallocatechol, (-)-, epigallocatechin (-), catechin, gallo, epi, (-), epigallocatechin, Epigallocatechol, Epigallocatechin, l-, Epigallocatechin,(-)-, Epigallocatechol, l-, (-)-epi-gallo-catechol, epigallocatechol, gallocatechin, epi (-), Epigallocatechin,, (-)-epigallocatechol, (-)-epigallocatechin, Epigallocatechin, epigallo catechin
External chemical identifiers:
CID:CID_72277; ChEMBL:CHEMBL47386; ChEBI:CHEBI:42255; ZINC:ZINC000003870336; FDASRS:7Z197MG6QL; SureChEMBL:SCHEMBL19553; MolPort-003-665-790
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Epigallocatechin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 306.27
Log P RDKit 1.25
Topological polar surface area (Å2) RDKit 130.61
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.13
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.2
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
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 3
Epigallocatechin
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.437094
Epigallocatechin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.17
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Epigallocatechin
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000061ENSG00000134538SLCO1B110599ChEMBL, NPASS
TAR_EXP_000132ENSG00000137491SLCO2B111309ChEMBL
TAR_EXP_001678ENSG00000158125XDH7498BindingDB, ChEMBL, NPASS
TAR_EXP_000166ENSG00000163297ANTXR2118429NPASS
TAR_EXP_000187ENSG00000118432CNR11268BindingDB, ChEMBL, NPASS
TAR_EXP_000188ENSG00000188822CNR21269BindingDB, NPASS
TAR_EXP_000401ENSG00000163631ALB213ChEMBL
TAR_EXP_000616ENSG00000111700SLCO1B328234ChEMBL, NPASS
TAR_EXP_001003ENSG00000112038OPRM14988ChEMBL, NPASS
TAR_EXP_001002ENSG00000082556OPRK14986ChEMBL, NPASS
TAR_EXP_001101ENSG00000142657PGD5226BindingDB, NPASS
TAR_EXP_001273ENSG00000100804PSMB55693BindingDB, NPASS
TAR_EXP_001359ENSG00000171791BCL2596ChEMBL, NPASS
TAR_EXP_001511ENSG00000008130NADK65220BindingDB, ChEMBL
TAR_EXP_001341ENSG00000002016RAD525893ChEMBL, NPASS
TAR_EXP_001551ENSG00000145335SNCA6622ChEMBL, NPASS
TAR_EXP_001632ENSG00000116918TSNAX7257ChEMBL, NPASS
TAR_EXP_001001ENSG00000116329OPRD14985ChEMBL, NPASS