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Merck

C3652

Sigma-Aldrich

5α-Cholest-7-en-3β-ol

Sinónimos:

3β-Hydroxy-5α,7-cholestene, Lathosterol

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About This Item

Fórmula empírica (notación de Hill):
C27H46O
Número de CAS:
Peso molecular:
386.65
Número MDL:
Código UNSPSC:
12352211
ID de la sustancia en PubChem:
NACRES:
NA.77

Ensayo

≥98% (TLC)

Nivel de calidad

Formulario

powder

Condiciones de envío

ambient

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

IZVFFXVYBHFIHY-IRRCOBOTSA-N

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Nota de preparación

5α-Cholest-7-en-3β-ol yields clear, colorless solution in chloroform at 10 mg/ml.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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A Besga et al.
Neuroscience letters, 510(2), 121-126 (2012-01-28)
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
W C Duane
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);
Dominik Martin-Creuzburg et al.
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
Matthew G K Benesch et al.
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
Artyom Kopp
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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