C3652
5α-Cholest-7-en-3β-ol
Synonym(s):
3β-Hydroxy-5α,7-cholestene, Lathosterol
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About This Item
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Assay
≥98% (TLC)
Quality Level
form
powder
shipped in
ambient
storage temp.
−20°C
SMILES string
CC(CCC[C@@H](C)[C@@](CC[C@]1(C2=CC[C@@]3([H])C[C@@](O)(CC[C@]43C)[H])[H])([C@]1(CC[C@@]24[H])C)[H])C
InChI
1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h10,18-21,23-25,28H,6-9,11-17H2,1-5H3/t19-,20+,21?,23?,24?,25?,26?,27?/m1/s1
InChI key
IZVFFXVYBHFIHY-IRRCOBOTSA-N
Application
5α-Cholest-7-en-3β-ol was used as a substrate in enzymatic assay for plasma cholesterol. It was used to supplement diet of Daphnia galeata to study the effect on life-history traits.
Biochem/physiol Actions
5α-Cholest-7-en-3β-ol (Lathosterol) is an intermediate in cholesterol biosynthesis pathway. Lathosterol in serum is carried on lipoproteins and is indicative of the rate of cholesterol synthesis. It acts as a marker of synthesis of cholesterol and is not affected by dietary consumption of cholesterol.
Preparation Note
5α-Cholest-7-en-3β-ol yields clear, colorless solution in chloroform at 10 mg/ml.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Investigate possible associations of white matter hyperintensities (WMHs) with the metabolism of cholesterol and insulin in two subgroups of patients with memory complaints and different CSF Aβ42 and CSF tau levels. 59 patients from the memory clinic at Karolinska Hospital
Journal of lipid research, 36(2), 343-348 (1995-02-01)
We measured serum lathosterol levels and whole body cholesterol synthesis by sterol balance in 12 human subjects on a metabolic ward in four randomly allocated, 6-7 week periods: 1) lovastatin (40 mg b.i.d.) + low cholesterol diet (mean 246 mg/day);
Journal of chemical ecology, 30(3), 483-500 (2004-05-14)
In crustaceans, cholesterol is an essential nutrient, which they must directly obtain from their food or by bioconversion from other dietary sterols. Eukaryotic phytoplankton contain a great variety of sterols that differ from cholesterol in having additional substituents or different
Biochemistry, 50(46), 9982-9997 (2011-09-29)
We performed differential scanning calorimetry (DSC) and Fourier transform infrared (FTIR) spectroscopic measurements to study the effects of lathosterol (Lath) on the thermotropic phase behavior and organization of dipalmitoylphosphatidylcholine (DPPC) bilayer membranes and compared our results with those previously reported
Current biology : CB, 22(23), R1004-R1006 (2012-12-12)
Host-plant specialization plays a key role in insect evolution, but little is known about its molecular basis. A new paper shows that a cactus-feeding fly became restricted to its host by changes in an enzyme that converts dietary sterols into
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