LIPID MAPS

Cholesteryl palmitate is a cholesterol ester. It is a major cholesterol ester found in human meibum and has been used to form a stable tear film to study amphiphilic block copolymers as surfactants for dry eyes.¹ Cholesteryl palmitate levels in amniotic fluid are decreased in pregnancies in which infants later developed respiratory distress syndrome and in patients with well-controlled diabetes.^2,3 Levels of cholesteryl palmitate are increased in bronchoalveolar lavage fluid (BALF) from patients with chronic interstitial pneumonia.⁴

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References

1. Shine, W.E., and McCulley, J.P. Polar lipids in human meibomian gland secretions. Curr. Eye Res. 26(2), 89-94 (2003).

2. Ludmir, J., Alvarez, J.G., Mennuti, M.T., et al. Cholesteryl palmitate as a predictor of fetal lung maturity. Am. J. Obstet. Gynecol. 157(1), 84-88 (1987).

3. Ludmir, J., Alvarez, J.G., Landon, M.B., et al. Amniotic fluid cholesteryl palmitate in pregnancies complicated by diabetes mellitus. Obstet. Gynecol. 73(3 Pt.1), 360-362 (1988).

4. Fukuhara, N., Tachihara, M., Tanino, Y., et al. Cholesteryl palmitate crystals in bronchoalveolar lavage fluid smears as a possible prognostic biomarker for chronic interstitial pneumonia: A preliminary study. Respir. Investig. 54(2), 109-115 (2016).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010

Pubmed ID: 20671299

DOI: 10.1194/jlr.M009449

String Representations

InChiKey (Click to copy)

BBJQPKLGPMQWBU-JADYGXMDSA-N

InChi (Click to copy)

InChI=1S/C43H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-23-41(44)45-36-28-30-42(5)35(32-36)24-25-37-39-27-26-38(34(4)22-20-21-33(2)3)43(39,6)31-29-40(37)42/h24,33-34,36-40H,7-23,25-32H2,1-6H3/t34-,36+,37+,38-,39+,40+,42+,43-/m1/s1

SMILES (Click to copy)

C1[C@H](OC(=O)CCCCCCCCCCCCCCC)CC2=CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@]([H])(C)CCCC(C)C)[C@@]4(C)CC[C@]3([H])[C@@]2(C)C1