Phytochemical Database for Neurological Disease

Phytochemical Name : Isotanshinone IIB

Pubchem CID : 184102

Molecular formula: C19H18O4

Molecular weight : 310.300

Canonical SMILES : CC1=COC2=C1C(=O)C3=C(C2=O)C4=C(C=C3)C(CCC4)(C)CO

Synonymes : Isotanshinone IIB|109664-01-9|4-(hydroxymethyl)-4,8-dimethyl-1,2,3,4-tetrahydrophenanthro[3,2-b]furan-7,11-dione|CHEBI:66098|CHEMBL509426|DTXSID00911283|Q27134613

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C19H18O4

Molecular weight (g/mol) : 310.300

Num. heavy atoms : 23

Num. arom. heavy atoms : 11

Fraction Csp3 : 0.370

Num. rotatable bonds : 1

Num. H-bond acceptors : 4

Num. H-bond donors : 1

Molar Refractivity : 85.070

Plasma TPSA : 67.510

Lipophilicity

Log P_o/w (iLOGP) : 2.550

Log P_o/w (XLOGP3) : 3.480

Log P_o/w (WLOGP) : 2.950

Log P_o/w (MLOGP) : 1.390

Log P_o/w (SILICOS-IT) : 4.750

Consensus Log P_o/w : 3.020

Water Solubility

Log S (ESOL) : -4.240

Solubility : 1.77E-02 mg/ml; 5.70E-05 mol/l

Class : Moderately soluble

Log S (Ali) : -4.580

Solubility : 8.16E-03 mg/ml; 2.63E-05 mol/l

Class : Moderately soluble

Log S (SILICOS-IT) : -6.140

Solubility : 2.23E-04 mg/ml; 7.19E-07 mol/l

Class : Poorly soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 97.622

BBB permeant : -0.054

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : Yes

CYP2C19 inhibitor : Yes

CYP2C9 inhibitor : Yes

CYP2D6 inhibitor : No

CYP3A4 inhibitor : Yes

Log Kp (skin permeation) : -2.776

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