A sterol lipid
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N-Sterol

Item No. 42924

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl (E)-3-((2-methoxyethyl)(methyl)amino)acrylate
Molecular Formula
C34H57NO3
Formula Weight
527.8
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Ethanol: Slightly soluble: 0.1-1 mg/ml
SMILES
O=C(O[C@H]1CC[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@]([C@H](C)CCCC(C)C)([H])CC[C@@]4([H])[C@]3([H])CC=C2C1)/C=C/N(C)CCOC
InChi Code
InChI=1S/C34H57NO3/c1-24(2)9-8-10-25(3)29-13-14-30-28-12-11-26-23-27(38-32(36)17-20-35(6)21-22-37-7)15-18-33(26,4)31(28)16-19-34(29,30)5/h11,17,20,24-25,27-31H,8-10,12-16,18-19,21-23H2,1-7H3/b20-17+/t25-,27+,28+,29-,30+,31+,33+,34-/m1/s1
InChi Key
UUWZGCKMDOULLI-LDVQOAMASA-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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    Cayman Chemical
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    Product Description

    N-Sterol is a sterol lipid that has been used in the generation of lipid nanoparticles (LNPs) for the delivery of mRNA in vitro and in vivo.1 LNPs containing N-sterol and encapsulating mRNA encoding a reporter are uptaken via clathrin-coated pits, caveolin-mediated endocytosis, micropinocytosis, or phagocytosis with different frequencies in a lipid composition-dependent manner in J774A.1 macrophages. The same LNPs demonstrate improved endosomal escape in J774A.1 macrophages over LNPs containing SM-102 (Item No. 33474). In vivo, N-sterol LNPs encapsulating an mRNA reporter selectively accumulate in mouse spleens.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Narasipura, E.A., Ma, Y., Tiwade, P.B., et al. A chemoinformatic-guided synthesis of a spleen-expressing mRNA lipid nanoparticle platform. Bioconjug. Chem. 36(1), 54-65 (2025).