Phytochemical Database for Neurological Disease

Phytochemical Name : (6S)-6-hydroxy-1,6-dimethyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione

Pubchem CID : 56967683

Molecular formula: C18H16O4

Molecular weight : 296.300

Canonical SMILES : CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4(C)O

Synonymes :

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C18H16O4

Molecular weight (g/mol) : 296.300

Num. heavy atoms : 22

Num. arom. heavy atoms : 11

Fraction Csp3 : 0.330

Num. rotatable bonds : 0

Num. H-bond acceptors : 4

Num. H-bond donors : 1

Molar Refractivity : 81.050

Plasma TPSA : 67.510

Lipophilicity

Log P_o/w (iLOGP) : 2.380

Log P_o/w (XLOGP3) : 2.170

Log P_o/w (WLOGP) : 3.070

Log P_o/w (MLOGP) : 1.160

Log P_o/w (SILICOS-IT) : 4.370

Consensus Log P_o/w : 2.630

Water Solubility

Log S (ESOL) : -3.410

Solubility : 1.14E-01 mg/ml; 3.85E-04 mol/l

Class : Soluble

Log S (Ali) : -3.220

Solubility : 1.78E-01 mg/ml; 6.02E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -5.750

Solubility : 5.33E-04 mg/ml; 1.80E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 95.317

BBB permeant : -0.067

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 : No

Log Kp (skin permeation) : -2.866

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lipids and lipid-like molecules

Class : Prenol lipids

Subclass : Diterpenoids

Parent Level 1 : Tanshinones, isotanshinones, and derivatives