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C3652

Sigma-Aldrich

5α-Cholest-7-en-3β-ol

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C27H46O
CAS-Nummer:
80-99-9
Molekulargewicht:
386.65
MDL-Nummer:
MFCD00056176
UNSPSC-Code:
12352211
PubChem Substanz-ID:
24892635
NACRES:
NA.77

Assay

≥98% (TLC)

Qualitätsniveau

200

Form

powder

Versandbedingung

ambient

Lagertemp.

−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

InChIKey

IZVFFXVYBHFIHY-IRRCOBOTSA-N

Anwendung

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. Wirkung

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.

Angaben zur Herstellung

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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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
Y H Han et al.
Biological & pharmaceutical bulletin, 23(10), 1247-1249 (2000-10-21)
From the butanol fraction of the starfish Asterina pectinifera Müler et Troschel (Asteriidae), we have isolated a new component, 5alpha-cholest-7-en-3beta-ol. Its antigenotoxic and antimutagenic activities were examined by the SOS chromotest with Escherichia coli PQ37 and by Ames test with
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
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);
A Rahier
Biochemistry, 40(1), 256-267 (2001-01-05)
Deuterium-labeled 5alpha-cholest-7-en-3beta-ol (1) bearing one or two deuteriums at the C-5alpha and (or) C-6alpha positions was synthesized in high isotopic and chiral purity. These compounds were used as substrates with the microsomal wild-type Zea mays and recombinant Arabidopsis thaliana Delta(7)-sterol-C5(6)-desaturases
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