PDND
Phytochemical Database for Neurological Disorders
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Phytochemical Name : [(1S,4R,5R,6S,7S,8R,9R,10R,13R,14R,16S,18R)-8-acetyloxy-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate
PCNDIDOT0285
Pubchem CID : 44660542
Molecular formula: C33H45NO11

Molecular weight : 631.700

Canonical SMILES : CC(=O)OC12C3C(CC(C3OC(=O)C4=CC=CC=C4)(C(C1O)OC)O)C56C(CC(C7(C5C(C2C6N(C7)C)OC)COC)O)OC

Synonymes : Mesaconitine|2752-64-9|STL578240|AKOS040892152

Structure
3D structure 2D structure
44660542
SDF ↓   MOL ↓   SMILES ↓
Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C33H45NO11
Molecular weight (g/mol) : 631.700
Num. heavy atoms : 45
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.760
Num. rotatable bonds : 10
Num. H-bond acceptors : 12
Num. H-bond donors : 3
Molar Refractivity : 160.690
Plasma TPSA : 153.450

Lipophilicity

Log Po/w (iLOGP) : 3.560
Log Po/w (XLOGP3) : -0.090
Log Po/w (WLOGP) : -0.120
Log Po/w (MLOGP) : 0.050
Log Po/w (SILICOS-IT) : 0.650
Consensus Log Po/w : 0.810

Water Solubility

Log S (ESOL) : -3.140
Solubility : 4.59E-01 mg/ml; 7.27E-04 mol/l
Class : Soluble
Log S (Ali) : -2.680
Solubility : 1.32E+00 mg/ml; 2.09E-03 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.130
Solubility : 4.67E-01 mg/ml; 7.40E-04 mol/l
Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 89.569
BBB permeant : -1.167
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) : -2.735

Druglikeness

Lipinski : 2
Ghose : 3
Veber : 1
Egan : 1
Muegge : 3
Bioavailability Score : 0.170

Phytochemical classification

Kingdom : Organic compounds
Superclass : Lipids and lipid-like molecules
Class : Prenol lipids
Subclass : Diterpenoids
Parent Level 1 : Aconitane-type diterpenoid alkaloids