Phytochemical Database for Neurological Disease

Phytochemical Name : 2,7-Dihydrohomoerysotrine

Pubchem CID : 296195

Molecular formula: C20H27NO3

Molecular weight : 329.400

Canonical SMILES : COC1CC=C2CCN3C2(C1)C4=CC(=C(C=C4CCC3)OC)OC

Synonymes : 2,7-dihydrohomoerysotrine|51095-85-3|(1S,17S)-4,5,17-trimethoxy-11-azatetracyclo[9.7.0.01,14.02,7]octadeca-2,4,6,14-tetraene|Homoerysotrine,2,7-dihydro-|NSC 166069|CHEMBL487209|DTXSID60304511|NSC166069|AKOS032948726|NSC-166069|B602425K094|C-Homoerythrinan,6-didehydro-3,15,16-trimethoxy-, (3.beta.)-

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C20H27NO3

Molecular weight (g/mol) : 329.400

Num. heavy atoms : 24

Num. arom. heavy atoms : 6

Fraction Csp3 : 0.600

Num. rotatable bonds : 3

Num. H-bond acceptors : 4

Num. H-bond donors : 0

Molar Refractivity : 98.390

Plasma TPSA : 30.930

Lipophilicity

Log P_o/w (iLOGP) : 3.590

Log P_o/w (XLOGP3) : 2.670

Log P_o/w (WLOGP) : 2.800

Log P_o/w (MLOGP) : 2.440

Log P_o/w (SILICOS-IT) : 3.350

Consensus Log P_o/w : 2.970

Water Solubility

Log S (ESOL) : -3.550

Solubility : 9.25E-02 mg/ml; 2.81E-04 mol/l

Class : Soluble

Log S (Ali) : -2.970

Solubility : 3.52E-01 mg/ml; 1.07E-03 mol/l

Class : Soluble

Log S (SILICOS-IT) : -4.650

Solubility : 7.41E-03 mg/ml; 2.25E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 95.335

BBB permeant : 0.236

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : No

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : Yes

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -3.054

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Erythrina alkaloids

Subclass : Homoerythrinane alkaloids

Parent Level 1 : Homoerythrinane alkaloids