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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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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

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).

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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
SLCJ9224
SLCH0303
SLCD2451
SLBZ5211
SLBZ2905

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Protocols

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
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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Global Trade Item Number

SKUGTIN
C5157-10MG04061833501832
C5157-1MG04061833501849
C5157-5MG04061833501856