Phytochemical Database for Neurological Disease

Phytochemical Name : 2-Anthraquinonecarboxylic acid, 4-hydroxy-

Pubchem CID : 179447

Molecular formula: C15H8O5

Molecular weight : 268.220

Canonical SMILES : C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=CC(=C3)C(=O)O)O

Synonymes : Pachybasic acid|25186-77-0|2-Anthraquinonecarboxylic acid, 4-hydroxy-|SCHEMBL8197780|CHEMBL3884123|DTXSID90179855

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C15H8O5

Molecular weight (g/mol) : 268.220

Num. heavy atoms : 20

Num. arom. heavy atoms : 12

Fraction Csp3 : 0.000

Num. rotatable bonds : 1

Num. H-bond acceptors : 5

Num. H-bond donors : 2

Molar Refractivity : 68.730

Plasma TPSA : 91.670

Lipophilicity

Log P_o/w (iLOGP) : 1.380

Log P_o/w (XLOGP3) : 3.050

Log P_o/w (WLOGP) : 1.870

Log P_o/w (MLOGP) : 0.830

Log P_o/w (SILICOS-IT) : 2.440

Consensus Log P_o/w : 1.910

Water Solubility

Log S (ESOL) : -3.800

Solubility : 4.23E-02 mg/ml; 1.58E-04 mol/l

Class : Soluble

Log S (Ali) : -4.640

Solubility : 6.13E-03 mg/ml; 2.28E-05 mol/l

Class : Moderately soluble

Log S (SILICOS-IT) : -4.040

Solubility : 2.43E-02 mg/ml; 9.06E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 73.708

BBB permeant : -0.090

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) : -2.734

Druglikeness

Bioavailability Score : 0.560

Phytochemical classification

Kingdom : Organic compounds

Superclass : Benzenoids

Class : Anthracenes

Subclass : Anthracenecarboxylic acids and derivatives

Parent Level 1 : Anthracenecarboxylic acids