Phytochemical Database for Neurological Disease

Phytochemical Name : Tanshinol A

Pubchem CID : 5321622

Molecular formula: C18H12O4

Molecular weight : 292.300

Canonical SMILES : CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C(C=CC=C43)CO

Synonymes : Tanshinol A|6-(Hydroxymethyl)-1-methylphenanthro[1,2-b]furan-10,11-dione|189290-28-6

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C18H12O4

Molecular weight (g/mol) : 292.300

Num. heavy atoms : 22

Num. arom. heavy atoms : 15

Fraction Csp3 : 0.110

Num. rotatable bonds : 1

Num. H-bond acceptors : 4

Num. H-bond donors : 1

Molar Refractivity : 81.400

Plasma TPSA : 67.510

Lipophilicity

Log P_o/w (iLOGP) : 2.230

Log P_o/w (XLOGP3) : 2.440

Log P_o/w (WLOGP) : 3.130

Log P_o/w (MLOGP) : 0.970

Log P_o/w (SILICOS-IT) : 4.330

Consensus Log P_o/w : 2.620

Water Solubility

Log S (ESOL) : -3.630

Solubility : 6.88E-02 mg/ml; 2.36E-04 mol/l

Class : Soluble

Log S (Ali) : -3.500

Solubility : 9.22E-02 mg/ml; 3.16E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -6.340

Solubility : 1.33E-04 mg/ml; 4.55E-07 mol/l

Class : Poorly soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 97.131

BBB permeant : -0.118

P-gp substrate : No

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : Yes

CYP2C19 inhibitor : Yes

CYP2C9 inhibitor : Yes

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.748

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