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Merck
CN

C5157

Campesterol

~65%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C28H48O
CAS Number:
474-62-4
Molecular Weight:
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

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number
0000370711
0000370712
0000367950
0000367951
0000352125

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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
Bernd Genser et al.
European heart journal, 33(4), 444-451 (2012-02-16)
The impact of increased serum concentrations of plant sterols on cardiovascular risk is unclear. We conducted a systematic review and meta-analysis aimed to investigate whether there is an association between serum concentrations of two common plant sterols (sitosterol, campesterol) and
Myung-Hee Lee et al.
Journal of ginseng research, 41(3), 428-433 (2017-07-14)
In this study, the fermentation of ginseng seeds was hypothesized to produce useful physiologically-active substances, similar to that observed for fermented ginseng root. Ginseng seed was fermented using The ginseng seed was fermented inoculating 1% of each strain on sterilized
C Gälman et al.
Journal of internal medicine, 270(6), 580-588 (2011-10-19)
Bile acid (BA) synthesis is essential in cholesterol and lipid homoeostasis. Serum samples from 435 normal and 23 cholecystectomized subjects were obtained after overnight fasting and assayed for markers of BA and cholesterol synthesis, as well as cholesterol absorption. We
Chaiyasit Sittiwet et al.
Journal of the American Geriatrics Society, 68(2), 281-287 (2020-01-14)
In many studies, low serum cholesterol is paradoxically associated with a higher mortality risk among older adults. Therefore, we studied whole-body cholesterol metabolism and its role in all-cause mortality of older men in two subcohorts of different ages. Prospective long-term
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Product Information Sheet - C5157

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