Structure Database (LMSD)
Common Name
Campestanol
Systematic Name
5α-campestan-3β-ol
Synonyms
3D model of Campestanol
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Campestanol is a phytosterol found in vegetables, fruits, nuts, and seeds.1 Dietary administration of vegetable stanol esters (1% w/w) containing campestanol (30.1%) and sitostanol (65.7%) lower serum cholesterol, LDL, VLDL, and intermediate-density lipoprotein (IDL) cholesterol levels in an APOE*3-Leiden transgenic mouse model of atherosclerosis.2 This combination of campestanol with sitostanol also reduces atherosclerotic lesion area by 91% and the proportion of lesions with extensive macrophage infiltration.
This information has been provided by Cayman Chemical
References
1. Gylling, H., and Miettinen, T.A. Cholesterol reduction by different plant stanol mixtures and with variable fat intake. Metabolism 48(5), 575-580 (1999).
2. Volger, O.L., Mensink, R.P., Plat, J., et al. Dietary vegetable oil and wood derived plant stanol esters reduce atherosclerotic lesion size and severity in apoE*3-Leiden transgenic mice. Atherosclerosis 157(2), 375-381 (2001).
String Representations
InChiKey (Click to copy)
ARYTXMNEANMLMU-ATEDBJNTSA-N
InChi (Click to copy)
InChI=1S/C28H50O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h18-26,29H,7-17H2,1-6H3/t19-,20-,21+,22+,23+,24-,25+,26+,27+,28-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CC[C@@H](C)C(C)C)CC[C@@]4([H])[C@]3([H])CC[C@@]2([H])C[C@@H](O)C1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
29
Rings
4
Aromatic Rings
0
Rotatable Bonds
5
Van der Waals Molecular Volume
452.31
Topological Polar Surface Area
20.23
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
1
logP
8.00
Molar Refractivity
124.14
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Updated at
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