Phytochemical Database for Neurological Disease

Phytochemical Name : Piperolide

Pubchem CID : 101306872

Molecular formula: C15H14O4

Molecular weight : 258.269

Canonical SMILES : COC1=CC(=O)OC1=C(C=CC2=CC=CC=C2)OC

Synonymes : Piperolide|2(5H)-Furanone, 4-methoxy-5-(1-methoxy-3-phenyl-2-propenylidene)-, (Z,E)-|33458-59-2

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C15H14O4

Molecular weight (g/mol) : 258.269

Num. heavy atoms : 19

Num. arom. heavy atoms : 6

Fraction Csp3 : 0.130

Num. rotatable bonds : 4

Num. H-bond acceptors : 4

Num. H-bond donors : 0

Molar Refractivity : 70.580

Plasma TPSA : 44.760

Lipophilicity

Log P_o/w (iLOGP) : 2.850

Log P_o/w (XLOGP3) : 2.440

Log P_o/w (WLOGP) : 2.540

Log P_o/w (MLOGP) : 1.280

Log P_o/w (SILICOS-IT) : 2.770

Consensus Log P_o/w : 2.380

Water Solubility

Log S (ESOL) : -2.950

Solubility : 2.91E-01 mg/ml; 1.13E-03 mol/l

Class : Soluble

Log S (Ali) : -3.020

Solubility : 2.45E-01 mg/ml; 9.48E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -3.270

Solubility : 1.40E-01 mg/ml; 5.42E-04 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 96.818

BBB permeant : -0.111

P-gp substrate : No

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : Yes

CYP2C19 inhibitor : Yes

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.617

Druglikeness

Bioavailability Score : 0.850

Phytochemical classification

Kingdom : Organic compounds

Superclass : Benzenoids

Class : Benzene and substituted derivatives

Subclass : Styrenes

Parent Level 1 : Styrenes