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Merck

C5157

Campesterol

~65%

Sinónimos:

24α-Methyl-5-cholesten-3β-ol, 24(R)-Ergost-5-en-3β-ol

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Fórmula empírica (notación de Hill):
C28H48O
Número CAS:
474-62-4
Peso molecular:
400.68
UNSPSC Code:
12352211
NACRES:
NA.28
PubChem Substance ID:
24892762
EC Number:
207-484-4
Beilstein/REAXYS Number:
3216975
MDL number:
MFCD00010475

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InChI key

SGNBVLSWZMBQTH-ZRUUVFCLSA-N

InChI

1S/C28H48O/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/h9,18-20,22-26,29H,7-8,10-17H2,1-6H3/t19-,20+,22-,23-,24+,25-,26-,27-,28+/m0/s1

SMILES string

[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](CC[C@@]24[H])[C@H](C)CC[C@H](C)C(C)C

biological source

Glycine max (soybean)

form

powder

concentration

~65%

shipped in

ambient

storage temp.

−20°C

Quality Level

200

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Application

Campesterol was used as standard in GC and HPLC analysis of oil samples from plants.

Biochem/physiol Actions

Campesterol is a phytosterol, primarily found in nuts, fruits, legumes and seeds. Though an analogue of cholesterol, it is poorly absorbed in humans and competitively inhibits the absorption of cholesterol. Campesterol decreases the transcription of genes involved in cholesterol metabolism in hepatocytes and enterocytes and has positive impact in treatment of cardiovascular disease.
Plant sterol. May lower absorption of dietary cholesterol.

Preparation Note

Campesterol yields clear, colorless to faint yellow solution in chloroform at 20 mg/ml.

Analysis Note

Appears ~98% by HPLC and GC, but has been shown by 13C-NMR to contain ~35% dihydrobrassicasterol (24β-methyl-5-cholesten-3β-ol; 24[S]-ergost-5-en-3β-ol).

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000370711
0000370712
0000367951
0000367950
0000352122

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Juan P Barrios-Ramos et al.
Journal of the science of food and agriculture, 92(11), 2349-2357 (2012-03-21)
The effect of functional foods alone or in combination (cocoa + soy + oats + fish oil) on hepatic damage in rats affected with metabolic syndrome was investigated. Rats that were given cocoa showed a decrease in the levels of
Kang Jiang et al.
Journal of the American Society for Mass Spectrometry, 30(9), 1700-1712 (2019-05-22)
Phytosterols and tocopherols are essential for plant biochemistry, and they possess beneficial health effects for humans. Evaluating the tandem mass spectrometric (MS/MS) behavior of phytosterols and tocopherols is needed for the development of a qualitative and quantitative method for these
Hannu Päivä et al.
Clinical pharmacology and therapeutics, 78(1), 60-68 (2005-07-09)
Myopathy, probably caused by 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibition in skeletal muscle, rarely occurs in patients taking statins. This study was designed to assess the effect of high-dose statin treatment on cholesterol and ubiquinone metabolism and mitochondrial function in human skeletal
D Lütjohann et al.
Journal of lipid research, 36(8), 1763-1773 (1995-08-01)
Absorption of dietary cholesterol, campesterol, and sitosterol, cholesterol balance, and fecal excretion of plant sterols were determined in three unrelated patients with phytosterolemia and three healthy volunteers during constant intake of cholesterol and plant sterols using accurate gas-liquid chromatography-mass spectrometry
Phytosterol enrichment of rice bran oil by a supercritical carbon dioxide fractionation technique
Dunford NT and King JW
Journal of Food Science, 65, 1395-1399 (2000)
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Product Information Sheet - C5157

Product Information Sheet

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