Phytochemical Database for Neurological Disease

Phytochemical Name : Violanone

Pubchem CID : 24772948

Molecular formula: C17H16O6

Molecular weight : 316.300

Canonical SMILES : COC1=C(C(=C(C=C1)C2COC3=C(C2=O)C=CC(=C3)O)OC)O

Synonymes : Violanone|52250-38-1|7,3'-Dihydroxy-2',4'-dimethoxyisoflavanone|CHEBI:175064|DTXSID901341672|HY-N9842|LMPK12050467|AKOS040762708|CS-0203971|7-hydroxy-3-(3-hydroxy-2,4-dimethoxyphenyl)-2,3-dihydrochromen-4-one

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C17H16O6

Molecular weight (g/mol) : 316.300

Num. heavy atoms : 23

Num. arom. heavy atoms : 12

Fraction Csp3 : 0.240

Num. rotatable bonds : 3

Num. H-bond acceptors : 6

Num. H-bond donors : 2

Molar Refractivity : 82.530

Plasma TPSA : 85.220

Lipophilicity

Log P_o/w (iLOGP) : 2.170

Log P_o/w (XLOGP3) : 2.300

Log P_o/w (WLOGP) : 2.470

Log P_o/w (MLOGP) : 0.660

Log P_o/w (SILICOS-IT) : 2.610

Consensus Log P_o/w : 2.040

Water Solubility

Log S (ESOL) : -3.440

Solubility : 1.15E-01 mg/ml; 3.65E-04 mol/l

Class : Soluble

Log S (Ali) : -3.730

Solubility : 5.92E-02 mg/ml; 1.87E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -4.230

Solubility : 1.86E-02 mg/ml; 5.89E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 93.477

BBB permeant : -0.413

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : No

CYP2C19 inhibitor : Yes

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.795

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Phenylpropanoids and polyketides

Class : Isoflavonoids

Subclass : O-methylated isoflavonoids

Parent Level 1 : 4'-O-methylated isoflavonoids