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TCI

CAS 604-33-1

Cholesterol Linoleate TCI C0321

Cholesterol Linoleate TCI C0321

Chemical Identity

Other names
Linoleic Acid Cholesterol Ester
CAS No.
604-33-1
PubChem
CID 5287939·SID 87565465
Formula
C45H76O2
Molecular weight
649.10 g/mol
Purity
>95.0%(T)
Storage
<0°C
Reference databases
ChEBI·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (9Z,12Z)-octadeca-9,12-dienoate
SMILES
CCCCCC=CCC=CCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCCC(C)C)C)C
InChIKey
NAACPBBQTFFYQB-LJAITQKLSA-N
MDL
MDL00003644
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TCI C0321 Cholesterol Linoleate (CAS 604-33-1) is the cholesteryl ester of linoleic acid, combining a rigid steroid core with a polyunsaturated acyl chain. It serves both as a component in cholesteric liquid crystal studies and as a widely used reference material in lipid research, lipid oxidation work, and lipoprotein model systems. Because of its unsaturated chain, the product is best stored cold, tightly closed, and protected from light and air. It is supplied by Tokyo Chemical Industry in a 25 g pack and should be handled with standard laboratory personal protective equipment.

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  • Mori et al. (1992). Biosynthesis of cholesterol linoleate by polyethylene glycol‐modified cholesterol esterase in organic solvents. Biotechnology and Applied Biochemistry doi:10.1111/j.1470-8744.1992.tb00209.x
  • Havrilla et al. (2000). Coordination (Ag+) Ion Spray−Mass Spectrometry of Peroxidation Products of Cholesterol Linoleate and Cholesterol Arachidonate: High-Performance Liquid Chromatography−Mass Spectrometry Analysis of Peroxide Products from Polyunsaturated Lipid Autoxidation. Journal of the American Chemical Society doi:10.1021/ja001180f
  • Beadell et al. (2021). Nano- and Macroscale Imaging of Cholesterol Linoleate and Human Beta Defensin 2-Induced Changes in Pseudomonas aeruginosa Biofilms. Antibiotics doi:10.3390/antibiotics10111279

References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.