Phytochemical Database for Neurological Disease

Phytochemical Name : Tetrahydropalmatrubine

Pubchem CID : 11282465

Molecular formula: C20H23NO4

Molecular weight : 341.400

Canonical SMILES : COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)OC)C=C1)O

Synonymes : Tetrahydropalmatrubine|(S)-2-methylscoulerine|(S)-Tetrahydropalmatrubin|(S)-tetrahydropalmatrubine|CHEMBL522746|SCHEMBL20759895|BDBM50429053|(13aS)-2,3,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-9-ol

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C20H23NO4

Molecular weight (g/mol) : 341.400

Num. heavy atoms : 25

Num. arom. heavy atoms : 12

Fraction Csp3 : 0.400

Num. rotatable bonds : 3

Num. H-bond acceptors : 5

Num. H-bond donors : 1

Molar Refractivity : 99.520

Plasma TPSA : 51.160

Lipophilicity

Log P_o/w (iLOGP) : 3.370

Log P_o/w (XLOGP3) : 2.910

Log P_o/w (WLOGP) : 2.220

Log P_o/w (MLOGP) : 1.980

Log P_o/w (SILICOS-IT) : 3.210

Consensus Log P_o/w : 2.740

Water Solubility

Log S (ESOL) : -3.950

Solubility : 3.86E-02 mg/ml; 1.13E-04 mol/l

Class : Soluble

Log S (Ali) : -3.650

Solubility : 7.73E-02 mg/ml; 2.26E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -5.180

Solubility : 2.28E-03 mg/ml; 6.67E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 91.974

BBB permeant : 0.120

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) : -2.845

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