Phytochemical Database for Neurological Disease

Phytochemical Name : (1R,2R,3S,8R,11R,12R)-5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione

Pubchem CID : 137795424

Molecular formula: C20H22O6

Molecular weight : 358.400

Canonical SMILES : CC12CCC3C(=O)OC(CC3(C1C4C=CC2(C(=O)O4)O)C)C5=COC=C5

Synonymes :

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C20H22O6

Molecular weight (g/mol) : 358.400

Num. heavy atoms : 26

Num. arom. heavy atoms : 5

Fraction Csp3 : 0.600

Num. rotatable bonds : 1

Num. H-bond acceptors : 6

Num. H-bond donors : 1

Molar Refractivity : 90.100

Plasma TPSA : 85.970

Lipophilicity

Log P_o/w (iLOGP) : 2.120

Log P_o/w (XLOGP3) : 2.160

Log P_o/w (WLOGP) : 2.210

Log P_o/w (MLOGP) : 1.760

Log P_o/w (SILICOS-IT) : 2.290

Consensus Log P_o/w : 2.110

Water Solubility

Log S (ESOL) : -3.500

Solubility : 1.14E-01 mg/ml; 3.17E-04 mol/l

Class : Soluble

Log S (Ali) : -3.600

Solubility : 9.04E-02 mg/ml; 2.52E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -3.480

Solubility : 1.19E-01 mg/ml; 3.33E-04 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 97.485

BBB permeant : -0.284

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : No

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -3.694

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Organoheterocyclic compounds

Class : Naphthopyrans

Parent Level 1 : Naphthopyrans