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Merck

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

Key Documents

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biological source

Glycine max (soybean)

Quality Level

200

form

powder

concentration

~65%

shipped in

ambient

storage temp.

−20°C

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

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

InChI key

SGNBVLSWZMBQTH-ZRUUVFCLSA-N

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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
0000367951
0000367950
0000352122

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Peik Lin Teoh et al.
Pharmaceutical biology, 55(1), 394-401 (2016-12-10)
Clinacanthus nutans Lindau (Acanthaceae) is a medicinal plant that has been reported to have anti-inflammatory, antiviral, antimicrobial and antivenom activities. In Malaysia, it has been widely claimed to be effective in various cancer treatments but scientific evidence is lacking. This
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)
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
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
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
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Product Information Sheet - C5157

Product Information Sheet

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