Phytochemical Database for Neurological Disease

Phytochemical Name : epi-Wilsonine

Pubchem CID : 129317102

Molecular formula: C20H25NO4

Molecular weight : 343.400

Canonical SMILES : COC1CC23C4=CC(=C(C=C4CCCN2CC5C3(O5)C=C1)OC)OC

Synonymes : Wilsonine|epi-Wilsonine|(-)-Wilsonine|(+)-3-Epiwilsonine; 3-Epiwilsonine; 3-epi-Wilsonine|39024-12-9

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C20H25NO4

Molecular weight (g/mol) : 343.400

Num. heavy atoms : 25

Num. arom. heavy atoms : 6

Fraction Csp3 : 0.600

Num. rotatable bonds : 3

Num. H-bond acceptors : 5

Num. H-bond donors : 0

Molar Refractivity : 97.400

Plasma TPSA : 43.460

Lipophilicity

Log P_o/w (iLOGP) : 3.300

Log P_o/w (XLOGP3) : 1.750

Log P_o/w (WLOGP) : 1.780

Log P_o/w (MLOGP) : 1.610

Log P_o/w (SILICOS-IT) : 2.790

Consensus Log P_o/w : 2.250

Water Solubility

Log S (ESOL) : -3.050

Solubility : 3.05E-01 mg/ml; 8.89E-04 mol/l

Class : Soluble

Log S (Ali) : -2.280

Solubility : 1.80E+00 mg/ml; 5.25E-03 mol/l

Class : Soluble

Log S (SILICOS-IT) : -3.910

Solubility : 4.22E-02 mg/ml; 1.23E-04 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 94.731

BBB permeant : 0.332

P-gp substrate : No

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : No

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : Yes

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -3.100

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Erythrina alkaloids

Subclass : Homoerythrinane alkaloids

Parent Level 1 : Homoerythrinane alkaloids