| Identification | Back Directory | [Name]
Octanoic acid, 8-[(2-hydroxyethyl)[6-oxo-6-(undecyloxy)hexyl]amino]-, 1-octylnonyl ester | [CAS]
2089251-47-6 | [Synonyms]
SM-102
Unii-T7obq65G2I
(heptadecan-9-yl 8-((2-hydroxyethyl)(6-oxO-6-(undecyloxy) hexyl) amino) octanoate),
Octanoic acid, 8-[(2-hydroxyethyl)[6-oxo-6-(undecyloxy)hexyl]amino]-, 1-octylnonyl ester | [Molecular Formula]
C44H87NO5 | [MDL Number]
MFCD34167521 | [MOL File]
2089251-47-6.mol | [Molecular Weight]
710.17 |
| Chemical Properties | Back Directory | [Boiling point ]
725.8±50.0 °C(Predicted) | [density ]
0.925±0.06 g/cm3(Predicted) | [solubility ]
Soluble in Ethanol, DMSO, DMF | [form ]
Liquid | [pka]
14.67±0.10(Predicted) | [color ]
Colorless to light yellow | [InChIKey]
BGNVBNJYBVCBJH-UHFFFAOYSA-N | [SMILES]
C(OC(CCCCCCCC)CCCCCCCC)(=O)CCCCCCCN(CCO)CCCCCC(=O)OCCCCCCCCCCC |
| Hazard Information | Back Directory | [Description]
SM-102, Heptadecan-9-yl 8-{(2-hydroxyethyl)[6-oxo-6-(undecyloxy)hexyl]amino}octanoate equivalent, is a ionizable cationic lipid used with other lipids to form lipid nanoparticles (LNP) in drug delivery. | [Uses]
SM-102 is an amino cationic lipid useful in the formation of lipid nanoparticles (LNPs). SM-102 has higher transfection efficiency. SM-102 plays an important role in the effectiveness of lipid nanoparticles (LNPs) in delivering mRNA therapeutics and vaccines[1][2]. | [References]
[1] Staci Sabnis, et al. A Novel Amino Lipid Series for mRNA Delivery: Improved Endosomal Escape and Sustained Pharmacology and Safety in Non-human Primates. Mol Ther. 2018 Jun 6;26(6):1509-1519. DOI:10.1016/j.ymthe.2018.03.010
[2] Escalona-Rayo O, et al. In vitro and in vivo evaluation of clinically-approved ionizable cationic lipids shows divergent results between mRNA transfection and vaccine efficacy. Biomed Pharmacother. 2023 Sep;165:115065. DOI:10.1016/j.biopha.2023.115065
[3] Cho HY, et al. Effective Perturbations on the Amplitude and Hysteresis of Erg-Mediated Potassium Current Caused by 1-Octylnonyl 8-[(2-hydroxyethyl)[6-oxo-6(undecyloxy)hexyl]amino]-octanoate (SM-102), a Cationic Lipid. Biomedicines. 2021 Oct 1;9(10):1367. DOI:10.3390/biomedicines9101367 |
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