Phytochemical Database for Neurological Disease

Phytochemical Name : CID 17750970

Pubchem CID : 17750970

Molecular formula: C20H22O6

Molecular weight : 358.400

Canonical SMILES : COC1=C(C=CC(=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)O)OC)O

Synonymes : Pinoresinol|SCHEMBL15394782|AKOS032948366|4-[(3aR,6S,6aR)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C20H22O6

Molecular weight (g/mol) : 358.400

Num. heavy atoms : 26

Num. arom. heavy atoms : 12

Fraction Csp3 : 0.400

Num. rotatable bonds : 4

Num. H-bond acceptors : 6

Num. H-bond donors : 2

Molar Refractivity : 94.900

Plasma TPSA : 77.380

Lipophilicity

Log P_o/w (iLOGP) : 2.670

Log P_o/w (XLOGP3) : 2.280

Log P_o/w (WLOGP) : 2.540

Log P_o/w (MLOGP) : 1.170

Log P_o/w (SILICOS-IT) : 2.660

Consensus Log P_o/w : 2.260

Water Solubility

Log S (ESOL) : -3.580

Solubility : 9.52E-02 mg/ml; 2.66E-04 mol/l

Class : Soluble

Log S (Ali) : -3.540

Solubility : 1.03E-01 mg/ml; 2.87E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -4.190

Solubility : 2.29E-02 mg/ml; 6.40E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 93.290

BBB permeant : -0.439

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : No

CYP2C19 inhibitor : Yes

CYP2C9 inhibitor : Yes

CYP2D6 inhibitor : No

CYP3A4 inhibitor : Yes

Log Kp (skin permeation) : -2.843

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lignans, neolignans and related compounds

Class : Furanoid lignans

Parent Level 1 : Furanoid lignans