Phytochemical Database for Neurological Disease

Phytochemical Name : Caribine

Pubchem CID : 441590

Molecular formula: C19H22N2O3

Molecular weight : 326.400

Canonical SMILES : C1CC2C=C3C(CN4C3C(C2NC1)C5=CC6=C(C=C5C4)OCO6)O

Synonymes : Caribine|74483-60-6|(1R,17S,22S,23S)-5,7-dioxa-12,21-diazahexacyclo[10.10.1.02,10.04,8.015,23.017,22]tricosa-2,4(8),9,15-tetraen-14-ol|C08522|CHEBI:3417|DTXSID10331599|Q27106065

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C19H22N2O3

Molecular weight (g/mol) : 326.400

Num. heavy atoms : 24

Num. arom. heavy atoms : 6

Fraction Csp3 : 0.580

Num. rotatable bonds : 0

Num. H-bond acceptors : 5

Num. H-bond donors : 2

Molar Refractivity : 96.270

Plasma TPSA : 53.960

Lipophilicity

Log P_o/w (iLOGP) : 2.880

Log P_o/w (XLOGP3) : 0.510

Log P_o/w (WLOGP) : 0.450

Log P_o/w (MLOGP) : 1.790

Log P_o/w (SILICOS-IT) : 1.320

Consensus Log P_o/w : 1.390

Water Solubility

Log S (ESOL) : -2.370

Solubility : 1.39E+00 mg/ml; 4.27E-03 mol/l

Class : Soluble

Log S (Ali) : -1.210

Solubility : 2.00E+01 mg/ml; 6.12E-02 mol/l

Class : Very soluble

Log S (SILICOS-IT) : -2.860

Solubility : 4.54E-01 mg/ml; 1.39E-03 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 94.849

BBB permeant : 0.008

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : No

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.849

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Amaryllidaceae alkaloids

Subclass : Lycorine-type amaryllidaceae alkaloids

Parent Level 1 : Lycorine-type amaryllidaceae alkaloids