Phytochemical Database for Neurological Disease

Phytochemical Name : Guggulsterol IV

Pubchem CID : 101297585

Molecular formula: C27H44O3

Molecular weight : 416.600

Canonical SMILES : CC(C)CCCC(C)C1CCC2C1(CCC3C2CC(=O)C4(C3(CCC(=O)C4)C)O)C

Synonymes : Guggulsterol IV|5-hydroxy-5a-cholestane-3,6-dione|5.alpha.-Cholestane-3,6-dione, 5-hydroxy-|Cholestane-3,6-dione, 5-hydroxy-, (5.alpha.)-|20281-70-3

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C27H44O3

Molecular weight (g/mol) : 416.600

Num. heavy atoms : 30

Num. arom. heavy atoms : 0

Fraction Csp3 : 0.930

Num. rotatable bonds : 5

Num. H-bond acceptors : 3

Num. H-bond donors : 1

Molar Refractivity : 124.530

Plasma TPSA : 54.370

Lipophilicity

Log P_o/w (iLOGP) : 3.970

Log P_o/w (XLOGP3) : 6.560

Log P_o/w (WLOGP) : 5.970

Log P_o/w (MLOGP) : 4.420

Log P_o/w (SILICOS-IT) : 6.200

Consensus Log P_o/w : 5.420

Water Solubility

Log S (ESOL) : -6.230

Solubility : 2.48E-04 mg/ml; 5.94E-07 mol/l

Class : Poorly soluble

Log S (Ali) : -7.500

Solubility : 1.32E-05 mg/ml; 3.16E-08 mol/l

Class : Poorly soluble

Log S (SILICOS-IT) : -6.000

Solubility : 4.20E-04 mg/ml; 1.01E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 94.663

BBB permeant : -0.088

P-gp substrate : No

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) : -3.159

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lipids and lipid-like molecules

Class : Steroids and steroid derivatives

Subclass : Cholestane steroids

Parent Level 1 : Cholesterols and derivatives