Phytochemical Database for Neurological Disease

Phytochemical Name : 17-Methoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-16-ol;hydrochloride

Pubchem CID : 145994872

Molecular formula: C19H17ClNO4+

Molecular weight : 358.800

Canonical SMILES : COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)O.Cl

Synonymes : Berberrubine|s9237

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C19H17ClNO4+

Molecular weight (g/mol) : 358.800

Num. heavy atoms : 25

Num. arom. heavy atoms : 16

Fraction Csp3 : 0.210

Num. rotatable bonds : 1

Num. H-bond acceptors : 4

Num. H-bond donors : 2

Molar Refractivity : 97.370

Plasma TPSA : 51.800

Lipophilicity

Log P_o/w (iLOGP) : 0.000

Log P_o/w (XLOGP3) : 4.090

Log P_o/w (WLOGP) : 3.600

Log P_o/w (MLOGP) : 2.190

Log P_o/w (SILICOS-IT) : 3.210

Consensus Log P_o/w : 2.620

Water Solubility

Log S (ESOL) : -5.050

Solubility : 3.21E-03 mg/ml; 8.94E-06 mol/l

Class : Moderately soluble

Log S (Ali) : -4.880

Solubility : 4.70E-03 mg/ml; 1.31E-05 mol/l

Class : Moderately soluble

Log S (SILICOS-IT) : -5.230

Solubility : 2.11E-03 mg/ml; 5.89E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 93.580

BBB permeant : 0.148

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : Yes

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : Yes

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.734

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Protoberberine alkaloids and derivatives

Parent Level 1 : Protoberberine alkaloids and derivatives