Phytochemical Database for Neurological Disease

Phytochemical Name : Sesibiricin

Pubchem CID : 12315487

Molecular formula: C20H24O4

Molecular weight : 328.400

Canonical SMILES : CC(=CCC1=C(C=C(C2=C1OC(=O)C=C2)OCC=C(C)C)OC)C

Synonymes : Sesibiricin|26481-11-8|7-Methoxy-8-(3-methyl-2-butenyl)-5-[(3-methyl-2-butenyl)oxy]-2H-1-benzopyran-2-one

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C20H24O4

Molecular weight (g/mol) : 328.400

Num. heavy atoms : 24

Num. arom. heavy atoms : 10

Fraction Csp3 : 0.350

Num. rotatable bonds : 6

Num. H-bond acceptors : 4

Num. H-bond donors : 0

Molar Refractivity : 97.940

Plasma TPSA : 48.670

Lipophilicity

Log P_o/w (iLOGP) : 4.080

Log P_o/w (XLOGP3) : 5.280

Log P_o/w (WLOGP) : 4.660

Log P_o/w (MLOGP) : 3.160

Log P_o/w (SILICOS-IT) : 5.350

Consensus Log P_o/w : 4.510

Water Solubility

Log S (ESOL) : -5.110

Solubility : 2.52E-03 mg/ml; 7.68E-06 mol/l

Class : Moderately soluble

Log S (Ali) : -6.050

Solubility : 2.91E-04 mg/ml; 8.86E-07 mol/l

Class : Poorly soluble

Log S (SILICOS-IT) : -5.990

Solubility : 3.35E-04 mg/ml; 1.02E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 96.474

BBB permeant : 0.095

P-gp substrate : No

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : Yes

CYP2C19 inhibitor : Yes

CYP2C9 inhibitor : Yes

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.441

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Phenylpropanoids and polyketides

Class : Coumarins and derivatives

Parent Level 1 : Coumarins and derivatives