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C5157

Sigma-Aldrich

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
Beilstein:
3216975
EC Number:
207-484-4
MDL number:
MFCD00010475
UNSPSC Code:
12352211
PubChem Substance ID:
24892762
NACRES:
NA.28

biological source

Glycine max (soybean)

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.

Quality

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).

Preparation Note

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

Pictograms

Exclamation mark
GHS07

Signal Word

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
Jeroen Bogie et al.
Scientific reports, 9(1), 4908-4908 (2019-03-22)
Activation of liver X receptors (LXRs) by synthetic agonists was found to improve cognition in Alzheimer's disease (AD) mice. However, these LXR agonists induce hypertriglyceridemia and hepatic steatosis, hampering their use in the clinic. We hypothesized that phytosterols as LXR
Tim Vanmierlo et al.
Journal of lipid research, 53(4), 726-735 (2012-01-27)
Plant sterols such as sitosterol and campesterol are frequently administered as cholesterol-lowering supplements in food. Recently, it has been shown in mice that, in contrast to the structurally related cholesterol, circulating plant sterols can enter the brain. We questioned whether
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