Phytochemical Database for Neurological Disease

Phytochemical Name : 1H-Naphtho(2,3-c)pyran-1-one, 3,4-dihydro-9,10-dihydroxy-7-methoxy-3-methylene-

Pubchem CID : 157661

Molecular formula: C15H12O5

Molecular weight : 272.250

Canonical SMILES : COC1=CC(=C2C(=C1)C=C3CC(=C)OC(=O)C3=C2O)O

Synonymes : 1H-Naphtho(2,3-c)pyran-1-one, 3,4-dihydro-9,10-dihydroxy-7-methoxy-3-methylene-|80503-54-4|Isotoralactone|DTXSID90230374

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C15H12O5

Molecular weight (g/mol) : 272.250

Num. heavy atoms : 20

Num. arom. heavy atoms : 10

Fraction Csp3 : 0.130

Num. rotatable bonds : 1

Num. H-bond acceptors : 5

Num. H-bond donors : 2

Molar Refractivity : 72.950

Plasma TPSA : 75.990

Lipophilicity

Log P_o/w (iLOGP) : 2.580

Log P_o/w (XLOGP3) : 3.340

Log P_o/w (WLOGP) : 2.490

Log P_o/w (MLOGP) : 1.480

Log P_o/w (SILICOS-IT) : 2.790

Consensus Log P_o/w : 2.530

Water Solubility

Log S (ESOL) : -3.940

Solubility : 3.15E-02 mg/ml; 1.16E-04 mol/l

Class : Soluble

Log S (Ali) : -4.610

Solubility : 6.64E-03 mg/ml; 2.44E-05 mol/l

Class : Moderately soluble

Log S (SILICOS-IT) : -3.900

Solubility : 3.45E-02 mg/ml; 1.27E-04 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 92.741

BBB permeant : 0.133

P-gp substrate : No

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : No

CYP1A2 inhibitor : Yes

CYP2C19 inhibitor : Yes

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.778

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Organoheterocyclic compounds

Class : Naphthopyrans

Subclass : Naphthopyranones

Parent Level 1 : Naphthopyranones