Phytochemical Database for Neurological Disease

Phytochemical Name : Icaceine

Pubchem CID : 441738

Molecular formula: C22H33NO4

Molecular weight : 375.500

Canonical SMILES : CC12CCC(C3(C1C(C=C4C2CCC5(C4OCC5N(C)C)C)OC3=O)C)O

Synonymes : Icaceine|74991-71-2|C08689|(1R,12R,15R,16S,19R)-6-(dimethylamino)-16-hydroxy-1,5,15-trimethyl-8,13-dioxapentacyclo[10.6.1.02,10.05,9.015,19]nonadec-10-en-14-one|AC1L9BKD|CHEBI:5858|DTXSID90331618|Q27106913|(3beta,6beta,9xi,13xi)-15-(dimethylamino)-3-hydroxy-6,18:14,16-diepoxypimar-7-en-18-one

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C22H33NO4

Molecular weight (g/mol) : 375.500

Num. heavy atoms : 27

Num. arom. heavy atoms : 0

Fraction Csp3 : 0.860

Num. rotatable bonds : 1

Num. H-bond acceptors : 5

Num. H-bond donors : 1

Molar Refractivity : 102.470

Plasma TPSA : 59.000

Lipophilicity

Log P_o/w (iLOGP) : 3.110

Log P_o/w (XLOGP3) : 1.960

Log P_o/w (WLOGP) : 2.380

Log P_o/w (MLOGP) : 2.520

Log P_o/w (SILICOS-IT) : 2.120

Consensus Log P_o/w : 2.420

Water Solubility

Log S (ESOL) : -3.340

Solubility : 1.73E-01 mg/ml; 4.60E-04 mol/l

Class : Soluble

Log S (Ali) : -2.820

Solubility : 5.63E-01 mg/ml; 1.50E-03 mol/l

Class : Soluble

Log S (SILICOS-IT) : -2.930

Solubility : 4.40E-01 mg/ml; 1.17E-03 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 96.180

BBB permeant : -0.095

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) : -3.479

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lipids and lipid-like molecules

Class : Steroids and steroid derivatives

Subclass : Hydroxysteroids

Parent Level 1 : 3-hydroxysteroids