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C2205

Sigma-Aldrich

Cholesteryl (pyren-1-yl)hexanoate

≥98%

Synonym(s):

3β-Hydroxy-5-cholestene 3-(6-[1-pyrene])hexanoate, 5-Cholesten-3β-ol 3-(6-[1-pyrene])hexanoate

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About This Item

Empirical Formula (Hill Notation):
C49H64O2
CAS Number:
Molecular Weight:
685.03
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

≥98%

storage temp.

−20°C

SMILES string

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(=O)CCCCCc5ccc6ccc7cccc8ccc5c6c78)[C@H](C)CCCC(C)C

InChI

1S/C49H64O2/c1-32(2)11-9-12-33(3)42-25-26-43-41-24-22-38-31-39(27-29-48(38,4)44(41)28-30-49(42,43)5)51-45(50)16-8-6-7-13-34-17-18-37-20-19-35-14-10-15-36-21-23-40(34)47(37)46(35)36/h10,14-15,17-23,32-33,39,41-44H,6-9,11-13,16,24-31H2,1-5H3/t33-,39+,41+,42-,43+,44+,48+,49-/m1/s1

InChI key

YRAVQIYIXJZCDI-JOMFGNKPSA-N

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Storage Class Code

13 - Non 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)

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P Viani et al.
Biochimica et biophysica acta, 1315(2), 78-86 (1996-03-01)
Three different pyrene derivatives, pyrene decanoyl phosphatidylcholine (P10PC), pyrene dodecanoyl sulfatide (P12CS) and cholesteryl pyrenyl hexanoate (P6Chol), were used to follow lipid peroxidation in low and high density lipoproteins. Probe-labelled lipoproteins were subjected to Cu2+ catalyzed peroxidation. In all cases
R Cazzola et al.
Journal of nutritional science and vitaminology, 45(1), 39-48 (1999-06-09)
The effect of alpha-tocopherol enrichment of low- and high-density lipoproteins on Cu(2+)-catalyzed lipid peroxidation in the hydrophobic core and in the hydrophilic envelope of lipoproteins was investigated by using two pyrene derivatives, namely, cholesteryl pyrenyl hexanoate (P6Chol) and pyrene dodecanoyl
A Joutti et al.
Chemistry and physics of lipids, 36(4), 335-341 (1985-03-01)
A fluorescent cholesterylester analogue, cholesteryl 6-pyrenylhexanoate (ChPH), was used as a substrate for pancreatic cholesterylester hydrolase (CEH, EC 3.1.1.13). The substrate consisted of ChPH in egg phosphatidylcholine stabilized microemulsion with the aqueous phase containing deoxycholate below its critical micellar concentration.

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