IMPPAT Phytochemical information: 
Phloretin
Phloretin
Summary

SMILES: Oc1ccc(cc1)CCC(=O)c1c(O)cc(cc1O)O
InChI: InChI=1S/C15H14O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-2,4-5,7-8,16-17,19-20H,3,6H2
InChIKey: VGEREEWJJVICBM-UHFFFAOYSA-N
DeepSMILES: Occcccc6))CCC=O)ccO)cccc6O)))O
Scaffold Graph/Node/Bond level: O=C(CCc1ccccc1)c1ccccc1
Scaffold Graph/Node level: OC(CCC1CCCCC1)C1CCCCC1
Scaffold Graph level: CC(CCC1CCCCC1)C1CCCCC1
Functional groups: cO; cC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Linear 1,3-diarylpropanoids
ClassyFire Subclass: Chalcones and dihydrochalcones
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Chalcones
Synonymous chemical names:
phloretin
External chemical identifiers:
CID:CID_4788; ChEMBL:CHEMBL45068; ChEBI:CHEBI:17276; ZINC:ZINC000000047553; FDASRS:S5J5OE47MK; SureChEMBL:SCHEMBL38131; MolPort-002-497-754
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Phloretin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 274.27
Log P RDKit 2.32
Topological polar surface area (Å2) RDKit 97.99
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.13
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2
Phloretin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.64
Phloretin
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 -6.11
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
Phloretin
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000362549UGT1A8734
ENSP00000390637SLC14A1863
ENSP00000359998GSTA4800
ENSP00000362525UGT1A7734
ENSP00000309845HRAS800
ENSP00000324806GSK3B700
ENSP00000335620GSTA1816
ENSP00000343838UGT1A10734
ENSP00000420168GSTA2816
ENSP00000361405MMP9800
ENSP00000263980SLC9A1724
ENSP00000323568SLC2A2908
ENSP00000261514CLCN3800
ENSP00000248935GSTT1800
ENSP00000416293SLC2A1959
ENSP00000216117HMOX1800
ENSP00000346762SND1858
ENSP00000354574SLC9B2727
ENSP00000211122GSTA3816
ENSP00000255226SLC14A2969
ENSP00000295256HPGDS800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.