A cholesterol ester and oxidized anionic lipid
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9CCN

Item No. 40739

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β)-cholest-5-en-3-ol, 3-(hydrogen nonanedioate)
CAS Number
596592-83-5
Synonyms
  • Cholesteryl-9-carboxynonanoate
Molecular Formula
C36H60O4
Formula Weight
556.9
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly soluble: 0.1-1 mg/mlEthanol: Slightly soluble: 0.1-1 mg/mlPBS (pH 7.2): Slightly soluble: 0.1-1 mg/ml
SMILES
C[C@H](CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](OC(CCCCCCCC(O)=O)=O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C
InChi Code
InChI=1S/C36H60O4/c1-25(2)12-11-13-26(3)30-18-19-31-29-17-16-27-24-28(20-22-35(27,4)32(29)21-23-36(30,31)5)40-34(39)15-10-8-6-7-9-14-33(37)38/h16,25-26,28-32H,6-15,17-24H2,1-5H3,(H,37,38)/t26-,28+,29+,30-,31+,32+,35+,36-/m1/s1
InChi Key
LSKNQPNXBZAGBW-ZTOACVCWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    9CCN is a cholesterol ester and oxidized anionic lipid.1 It has been found both intracellularly in plaque macrophages and extracellularly in atherosclerotic lesions where it acts as an ‘eat-me’ signal to facilitate phagocytic uptake of apoptotic debris. 9CCN has been used in the formation of lipid nanoparticles (LNPs) for the delivery of antagomiRs, chemically modified oligonucleotides that bind specifically to a particular miRNA, to macrophages in vitro and in vivo.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Maiseyeu, A., Mihai, G., Roy, S., et al. Detection of macrophages via paramagnetic vesicles incorporating oxidatively tailored cholesterol ester: An approach for atherosclerosis imaging. Nanomedicine (Lond) 5(9), 1341-1356 (2010).

    2. Mallén, A., Narváez-Narváez, D.A., Pujol, M.D., et al. Development of cationic solid lipid nanoparticles incorporating cholesteryl-9-carboxynonanoate (9CCN) for delivery of antagomiRs to macrophages. Eur. J. Pharm. Biopharm. 197:114238, (2024).