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C5157

Sigma-Aldrich

Campesterol

~65%

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C28H48O
Numéro CAS:
474-62-4
Poids moléculaire :
400.68
Numéro Beilstein :
3216975
Numéro CE :
207-484-4
Numéro MDL:
MFCD00010475
Code UNSPSC :
12352211
ID de substance PubChem :
24892762
Nomenclature NACRES :
NA.28

Source biologique

Glycine max (soybean)

Forme

powder

Concentration

~65%

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

[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

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

Clé InChI

SGNBVLSWZMBQTH-ZRUUVFCLSA-N

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Application

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

Actions biochimiques/physiologiques

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.

Qualité

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).

Notes préparatoires

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Fucosterol ≥93%

Sigma-Aldrich

F5379

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Stigmasterol phyproof® Reference Substance

PHL82658

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β-Sitosterol primary reference standard

02090580

β-Sitosterol

Cycloartenol ≥90% (GC)

Sigma-Aldrich

08172

Cycloartenol

Sigma-Aldrich

Sigma-Aldrich

S462330

STIGMASTANOL

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
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
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
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
S H Kasmas et al.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 45(11), 1095-1101 (2012-07-18)
Effective statin therapy is associated with a marked reduction of cardiovascular events. However, the explanation for full benefits obtained for LDL cholesterol targets by combined lipid-lowering therapy is controversial. Our study compared the effects of two equally effective lipid-lowering strategies
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