Phytochemical Database for Neurological Disease

Phytochemical Name : Kushenin

Pubchem CID : 5318889

Molecular formula: C16H14O5

Molecular weight : 286.280

Canonical SMILES : COC1=C(C=C2C(=C1)C3COC4=C(C3O2)C=CC(=C4)O)O

Synonymes : Kushenin|3,9-Dihydroxy-8-methoxypterocarpan|DTXSID401045291|8-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol|LMPK12070055|Q6447922|99217-66-0

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C16H14O5

Molecular weight (g/mol) : 286.280

Num. heavy atoms : 21

Num. arom. heavy atoms : 12

Fraction Csp3 : 0.250

Num. rotatable bonds : 1

Num. H-bond acceptors : 5

Num. H-bond donors : 2

Molar Refractivity : 75.190

Plasma TPSA : 68.150

Lipophilicity

Log P_o/w (iLOGP) : 2.460

Log P_o/w (XLOGP3) : 2.410

Log P_o/w (WLOGP) : 2.390

Log P_o/w (MLOGP) : 1.310

Log P_o/w (SILICOS-IT) : 2.260

Consensus Log P_o/w : 2.160

Water Solubility

Log S (ESOL) : -3.490

Solubility : 9.26E-02 mg/ml; 3.24E-04 mol/l

Class : Soluble

Log S (Ali) : -3.480

Solubility : 9.41E-02 mg/ml; 3.29E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -3.730

Solubility : 5.33E-02 mg/ml; 1.86E-04 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 94.183

BBB permeant : 0.081

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : Yes

CYP2C19 inhibitor : Yes

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : Yes

Log Kp (skin permeation) : -2.810

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Phenylpropanoids and polyketides

Class : Isoflavonoids

Subclass : Furanoisoflavonoids

Parent Level 1 : Pterocarpans