Phytochemical Database for Neurological Disease

Phytochemical Name : 3,5-dihydroxy-2-(hydroxymethyl)-6-(1H-indol-3-yloxy)tetrahydropyran-4-one

Pubchem CID : 49771193

Molecular formula: C14H15NO6

Molecular weight : 293.270

Canonical SMILES : C1=CC=C2C(=C1)C(=CN2)OC3C(C(=O)C(C(O3)CO)O)O

Synonymes : Isatan B|Isatan B, 6|SCHEMBL19129829|BDBM86106|3,5-dihydroxy-2-(hydroxymethyl)-6-(1H-indol-3-yloxy)tetrahydropyran-4-one

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C14H15NO6

Molecular weight (g/mol) : 293.270

Num. heavy atoms : 21

Num. arom. heavy atoms : 9

Fraction Csp3 : 0.360

Num. rotatable bonds : 3

Num. H-bond acceptors : 6

Num. H-bond donors : 4

Molar Refractivity : 71.480

Plasma TPSA : 112.010

Lipophilicity

Log P_o/w (iLOGP) : 1.220

Log P_o/w (XLOGP3) : 0.320

Log P_o/w (WLOGP) : -0.450

Log P_o/w (MLOGP) : -1.210

Log P_o/w (SILICOS-IT) : 0.410

Consensus Log P_o/w : 0.060

Water Solubility

Log S (ESOL) : -1.980

Solubility : 3.08E+00 mg/ml; 1.05E-02 mol/l

Class : Very soluble

Log S (Ali) : -2.240

Solubility : 1.71E+00 mg/ml; 5.81E-03 mol/l

Class : Soluble

Log S (SILICOS-IT) : -1.790

Solubility : 4.75E+00 mg/ml; 1.62E-02 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 53.515

BBB permeant : -0.813

P-gp substrate : No

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : No

CYP1A2 inhibitor : No

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.801

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Organic oxygen compounds

Class : Organooxygen compounds

Subclass : Carbohydrates and carbohydrate conjugates

Parent Level 1 : Monosaccharides