Phytochemical Database for Neurological Disease

Phytochemical Name : [(1R,2S,3S,5R,8S,10S,11R,13R)-8-(furan-3-yl)-10-methyl-6,15-dioxo-7,14-dioxatetracyclo[11.2.1.02,11.05,10]hexadecan-3-yl] acetate

Pubchem CID : 139035029

Molecular formula: C21H24O7

Molecular weight : 388.400

Canonical SMILES : CC(=O)OC1CC2C(=O)OC(CC2(C3C1C4CC(C3)OC4=O)C)C5=COC=C5

Synonymes : 8-epidiosbulbin E acetate|91095-48-6|HY-N7047|AKOS040760253|MS-26438|CS-0022197

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C21H24O7

Molecular weight (g/mol) : 388.400

Num. heavy atoms : 28

Num. arom. heavy atoms : 5

Fraction Csp3 : 0.670

Num. rotatable bonds : 3

Num. H-bond acceptors : 7

Num. H-bond donors : 0

Molar Refractivity : 95.720

Plasma TPSA : 92.040

Lipophilicity

Log P_o/w (iLOGP) : 2.530

Log P_o/w (XLOGP3) : 2.250

Log P_o/w (WLOGP) : 2.470

Log P_o/w (MLOGP) : 1.990

Log P_o/w (SILICOS-IT) : 2.260

Consensus Log P_o/w : 2.300

Water Solubility

Log S (ESOL) : -3.600

Solubility : 9.76E-02 mg/ml; 2.51E-04 mol/l

Class : Soluble

Log S (Ali) : -3.820

Solubility : 5.89E-02 mg/ml; 1.52E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -3.520

Solubility : 1.18E-01 mg/ml; 3.03E-04 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 100.000

BBB permeant : -0.675

P-gp substrate : No

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) : -3.192

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Organoheterocyclic compounds

Class : Naphthopyrans

Parent Level 1 : Naphthopyrans