Phytochemical Database for Neurological Disease

Phytochemical Name : (1S)-4-[(1E,3Z,5E,7Z,9E,11Z,13E,15Z,17E)-18-[(1R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-ol

Pubchem CID : 102514741

Molecular formula: C40H56O2

Molecular weight : 568.900

Canonical SMILES : CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2C(=CC(CC2(C)C)O)C)C)C

Synonymes : Luteine|XANTHOPHYLL|127-40-2|beta,?-carotene-3,3'-diol|C40H56O2|Beta, e- carotene- 3, 3'- diol|C40-H56-O2

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C40H56O2

Molecular weight (g/mol) : 568.900

Num. heavy atoms : 42

Num. arom. heavy atoms : 0

Fraction Csp3 : 0.450

Num. rotatable bonds : 10

Num. H-bond acceptors : 2

Num. H-bond donors : 2

Molar Refractivity : 186.760

Plasma TPSA : 40.460

Lipophilicity

Log P_o/w (iLOGP) : 7.150

Log P_o/w (XLOGP3) : 11.010

Log P_o/w (WLOGP) : 10.400

Log P_o/w (MLOGP) : 6.960

Log P_o/w (SILICOS-IT) : 10.510

Consensus Log P_o/w : 9.210

Water Solubility

Log S (ESOL) : -9.640

Solubility : 1.29E-07 mg/ml; 2.27E-10 mol/l

Class : Poorly soluble

Log S (Ali) : -11.830

Solubility : 8.49E-10 mg/ml; 1.49E-12 mol/l

Class : Insoluble

Log S (SILICOS-IT) : -5.490

Solubility : 1.84E-03 mg/ml; 3.23E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 89.781

BBB permeant : -0.215

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) : -2.741

Druglikeness

Bioavailability Score : 0.170

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lipids and lipid-like molecules

Class : Prenol lipids

Subclass : Tetraterpenoids

Parent Level 1 : Carotenoids