Phytochemical Database for Neurological Disease

Phytochemical Name : (1R,2S,5S,8R,9S,10S,11R,18R)-9,10,18-trihydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one

Pubchem CID : 102117144

Molecular formula: C20H28O5

Molecular weight : 348.400

Canonical SMILES : CC1(CCCC23C1C(C(C45C2CCC(C4O)C(=C)C5=O)(OC3)O)O)C

Synonymes : Longikaurin A|75207-67-9|CHEMBL3823566

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C20H28O5

Molecular weight (g/mol) : 348.400

Num. heavy atoms : 25

Num. arom. heavy atoms : 0

Fraction Csp3 : 0.850

Num. rotatable bonds : 0

Num. H-bond acceptors : 5

Num. H-bond donors : 3

Molar Refractivity : 91.240

Plasma TPSA : 86.990

Lipophilicity

Log P_o/w (iLOGP) : 2.850

Log P_o/w (XLOGP3) : 1.420

Log P_o/w (WLOGP) : 1.400

Log P_o/w (MLOGP) : 1.670

Log P_o/w (SILICOS-IT) : 2.130

Consensus Log P_o/w : 1.890

Water Solubility

Log S (ESOL) : -2.890

Solubility : 4.44E-01 mg/ml; 1.27E-03 mol/l

Class : Soluble

Log S (Ali) : -2.850

Solubility : 4.90E-01 mg/ml; 1.41E-03 mol/l

Class : Soluble

Log S (SILICOS-IT) : -2.420

Solubility : 1.33E+00 mg/ml; 3.83E-03 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 99.417

BBB permeant : -0.524

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : No

CYP1A2 inhibitor : No

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -3.833

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lipids and lipid-like molecules

Class : Prenol lipids

Subclass : Diterpenoids

Parent Level 1 : Kaurane diterpenoids