Phytochemical Database for Neurological Disease

Phytochemical Name : (1R,11S,13S)-11,16,17-trimethoxy-6,8,12-trioxa-22-azapentacyclo[11.9.0.02,10.05,9.014,19]docosa-2(10),3,5(9),14,16,18-hexaene

Pubchem CID : 12309624

Molecular formula: C21H23NO6

Molecular weight : 385.400

Canonical SMILES : COC1C2=C(C=CC3=C2OCO3)C4C(O1)C5=CC(=C(C=C5CCN4)OC)OC

Synonymes : Papaverrubine B|5140-39-6|DTXSID301107525|(5bR,12bS,14S)-5b,6,7,8,12b,14-Hexahydro-10,11,14-trimethoxy-1,3-dioxolo[7,8][2]benzopyrano[3,4-a][3]benzazepine

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C21H23NO6

Molecular weight (g/mol) : 385.400

Num. heavy atoms : 28

Num. arom. heavy atoms : 12

Fraction Csp3 : 0.430

Num. rotatable bonds : 3

Num. H-bond acceptors : 7

Num. H-bond donors : 1

Molar Refractivity : 103.950

Plasma TPSA : 67.410

Lipophilicity

Log P_o/w (iLOGP) : 3.700

Log P_o/w (XLOGP3) : 2.050

Log P_o/w (WLOGP) : 1.680

Log P_o/w (MLOGP) : 1.670

Log P_o/w (SILICOS-IT) : 2.900

Consensus Log P_o/w : 2.400

Water Solubility

Log S (ESOL) : -3.640

Solubility : 8.83E-02 mg/ml; 2.29E-04 mol/l

Class : Soluble

Log S (Ali) : -3.090

Solubility : 3.10E-01 mg/ml; 8.05E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -5.470

Solubility : 1.32E-03 mg/ml; 3.42E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 92.909

BBB permeant : -0.964

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) : -2.775

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Rhoeadine alkaloids

Parent Level 1 : Rhoeadine alkaloids