Phytochemical Database for Neurological Disease

Phytochemical Name : (6aS)-1,2-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-10,11-diol;hydroxide

Pubchem CID : 72201752

Molecular formula: C20H25NO5

Molecular weight : 359.400

Canonical SMILES : C[N+]1(CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)O)O)OC)OC)C.[OH-]

Synonymes : dimethoxy(dimethyl)[?]diol hydroxide

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C20H25NO5

Molecular weight (g/mol) : 359.400

Num. heavy atoms : 26

Num. arom. heavy atoms : 12

Fraction Csp3 : 0.400

Num. rotatable bonds : 2

Num. H-bond acceptors : 5

Num. H-bond donors : 3

Molar Refractivity : 103.800

Plasma TPSA : 81.980

Lipophilicity

Log P_o/w (iLOGP) : -7.440

Log P_o/w (XLOGP3) : 2.260

Log P_o/w (WLOGP) : 2.130

Log P_o/w (MLOGP) : -2.520

Log P_o/w (SILICOS-IT) : 0.590

Consensus Log P_o/w : -1.000

Water Solubility

Log S (ESOL) : -3.700

Solubility : 7.14E-02 mg/ml; 1.99E-04 mol/l

Class : Soluble

Log S (Ali) : -3.620

Solubility : 8.66E-02 mg/ml; 2.41E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -5.690

Solubility : 7.39E-04 mg/ml; 2.06E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 95.725

BBB permeant : -0.499

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : Yes

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.741

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Aporphines

Parent Level 1 : Aporphines