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C4633

Sigma-Aldrich

Cholesteryl n-decanoate

~95% (HPLC; detection at 205 nm)

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Synonym(s):
Cholesteryl caprate, 3β-Hydroxy-5-cholestene 3-decanoate, 5-Cholesten-3β-ol 3-decanoate
Empirical Formula (Hill Notation):
C37H64O2
CAS Number:
1183-04-6
Molecular Weight:
540.90
EC Number:
214-660-4
MDL number:
MFCD00021150
PubChem Substance ID:
24892706

assay

~95% (HPLC; detection at 205 nm)

form

solid

functional group

ester

shipped in

ambient

storage temp.

room temp

SMILES string

CCCCCCCCCC(O[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCCC(C)C)=O

InChI

1S/C37H64O2/c1-7-8-9-10-11-12-13-17-35(38)39-30-22-24-36(5)29(26-30)18-19-31-33-21-20-32(28(4)16-14-15-27(2)3)37(33,6)25-23-34(31)36/h18,27-28,30-34H,7-17,19-26H2,1-6H3

Inchi Key

LJGMGXXCKVFFIS-UHFFFAOYSA-N

Biochem/physiol Actions

Cholesteryl n-decanoate is an ester of cholesterol that interferes with the absorption of cholesterol. The level of cholesterol in liver and plasma in leghorn chicks was decreased when fed on diet of Cholesteryl n-decanoate.

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Dietary constituents affecting plasma and liver cholesterol in cholesterol-fed chicks.
D W PETERSON et al.
The Journal of nutrition, 50(2), 191-201 (1953-06-01)
M P McCourt et al.
Journal of lipid research, 35(4), 584-591 (1994-04-01)
This paper describes the X-ray crystal structure analysis of a cholesteryl ester solid solution, cholesteryl decanoate/cholesteryl laurate, grown from a bulk concentration with molar ratio 0.56/0.43. The unit cell is monoclinic with a = 12.969, b = 9.048, c =
V Pattabhi et al.
Journal of lipid research, 20(6), 753-759 (1979-08-01)
Cholesteryl decanoate (C37H64O2) is monoclinic, space group P2I, with cell dimensions a = 12.931 (6), b = 9.066 (2), c = 30.22 (1) A, beta = 91.14 (4) degrees, and Z = 4. The atomic coordinates from cholesteryl laurate were
Akio Sugihara et al.
Bioscience, biotechnology, and biochemistry, 66(11), 2347-2355 (2003-01-01)
With the aim of developing a new cholesterol esterase for eliminating lipids on used contact lenses, microorganisms were screened for the enzyme activity. A Pseudomonas aeruginosa isolated from soil was found to produce a desirable enzyme. The enzyme had an
W Guo et al.
Biochemistry, 32(35), 9038-9052 (1993-09-07)
Cholesteryl esters are a major lipid constituent of plasma lipoproteins and atherosclerotic lesions. Crystalline and liquid crystalline phases of several cholesteryl esters [oleate (C18:1, omega-9), erucate (C22:1, omega-9), hexanoate (C6:0), decanoate (C10:0), undecanoate (C11:0), myristate (C14:0), palmitate (C16:0), and stearate
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