A cholesterol ester
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Cholesteryl Palmitoleate

Item No. 26474

Technical Information
Formal Name
(3β)-cholest-5-en-3-ol 3-[(9Z)-9-hexadecenoate]
CAS Number
16711-66-3
Synonyms
  • 16:1(9Z) CE
  • CE(16:1)
  • 16:1(9Z) Cholesterol ester
  • Cholesterol Palmitoleate
Molecular Formula
C43H74O2
Formula Weight
Purity
≥95%
A low melting solid
Chloroform: 10 mg/ml
SMILES
C[C@]12C(C[C@@H](OC(CCCCCCC/C=C\CCCCCC)=O)CC2)=CC[C@]3([H])[C@]1([H])CC[C@@]4(C)[C@@]3([H])CC[C@@]4([C@@H](CCCC(C)C)C)[H]
InChi Code
InChI=1S/C43H74O2/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/h12-13,24,33-34,36-40H,7-11,14-23,25-32H2,1-6H3/b13-12-/t34-,36+,37+,38-,39+,40+,42+,43-/m1/s1
InChi Key
HODJWNWCVNUPAQ-XDOSKZMUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Cholesteryl palmitoleate is a cholesterol ester.1,2,3 Plasma levels of cholesteryl palmitoleate are increased in ApoE-/- mice exposed to cigarette smoke and in pediatric patients with biliary atresia.1,2 Cholesteryl palmitoleate has been used as a standard for the identification of cholesterol esters in human meibomian gland secretions.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Boué, S., Tarasov, K., Jänis, M., et alModulation of atherogenic lipidome by cigarette smoke in apolipoprotein E-deficient mice. Atherosclerosis 225(2), 328-334 (2012).

    2. Robberecht, E., Koletzko, B., and Christophe, A. Several mechanisms contribute to the abnormal fatty acid composition of serum phospholipids and cholesterol esters in cholestatic children with extrahepatic biliary atresia. Prostaglandins Leukot. Essent. Fatty Acids 56(3), 199-204 (1997).

    3. Butovich, I.A. Fatty acid composition of cholesteryl esters of human meibomian gland secretions. Steroids 75(10), 726-733 (2010).