SM-102
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MedKoo CAT#: 464358

CAS#: 2089251-47-6

Description: SM-102 is an ionizable amino lipid that has been used in combination with other lipids in the formation of lipid nanoparticles. Administration of luciferase mRNA in SM-102-containing lipid nanoparticles induces hepatic luciferase expression in mice. Formulations containing SM-102 have been used in the development of lipid nanoparticles for delivery of mRNA-based vaccines.


Chemical Structure

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SM-102
CAS# 2089251-47-6

Theoretical Analysis

MedKoo Cat#: 464358
Name: SM-102
CAS#: 2089251-47-6
Chemical Formula: C44H87NO5
Exact Mass: 709.6584
Molecular Weight: 710.18
Elemental Analysis: C, 74.42; H, 12.35; N, 1.97; O, 11.26

Price and Availability

Size Price Availability Quantity
10.0mg USD 110.0 Ready to ship
25.0mg USD 190.0 Ready to ship
50.0mg USD 350.0 Ready to ship
100.0mg USD 550.0 Ready to ship
200.0mg USD 950.0 Ready to ship
500.0mg USD 2150.0 Ready to ship
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Synonym: SM-102; SM102; SM 102;

IUPAC/Chemical Name: heptadecan-9-yl 8-((2-hydroxyethyl)(6-oxo-6-(undecyloxy)hexyl)amino)octanoate

InChi Key: BGNVBNJYBVCBJH-UHFFFAOYSA-N

InChi Code: InChI=1S/C44H87NO5/c1-4-7-10-13-16-17-18-24-32-41-49-43(47)35-29-25-31-38-45(39-40-46)37-30-23-19-22-28-36-44(48)50-42(33-26-20-14-11-8-5-2)34-27-21-15-12-9-6-3/h42,46H,4-41H2,1-3H3

SMILES Code: OCCN(CCCCCC(OCCCCCCCCCCC)=O)CCCCCCCC(OC(CCCCCCCC)CCCCCCCC)=O

Appearance: Oily liquid

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Biological target: Ionizable amino lipid that can be used for the formation of lipid nanoparticles (LNPs).
In vitro activity: 1. In MA-10 Leydig cells, the IK(erg) was also blocked by the presence of SM-102 or TurboFectin. The IC50 value for SM-102-induced inhibition of IK(erg) in MA-10 cells was 98 μM. In BV2 microglial cells, the amplitude of the inwardly rectifying K+ current was inhibited by SM-102. Taken together, the presence of SM-102 concentration-dependently inhibited IK(erg) in endocrine cells (e.g., GH3 or MA-10 cells), and such action may contribute to their functional activities, assuming that similar in vivo findings exist. Reference: Biomedicines. 2021 Oct 1;9(10):1367. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8533363/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
Chloroform 100.0 140.8
DMSO 100.0 140.8
Ethanol 100.0 140.8

Preparing Stock Solutions

The following data is based on the product molecular weight 710.18 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Cho HY, Chuang TH, Wu SN. 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. PMID: 34680484; PMCID: PMC8533363. 2. Wang W, Feng S, Ye Z, Gao H, Lin J, Ouyang D. Prediction of lipid nanoparticles for mRNA vaccines by the machine learning algorithm. Acta Pharm Sin B. 2022 Jun;12(6):2950-2962. doi: 10.1016/j.apsb.2021.11.021. Epub 2021 Dec 2. PMID: 35755271; PMCID: PMC9214321.
In vitro protocol: 1. Cho HY, Chuang TH, Wu SN. 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. PMID: 34680484; PMCID: PMC8533363.
In vivo protocol: 2. Wang W, Feng S, Ye Z, Gao H, Lin J, Ouyang D. Prediction of lipid nanoparticles for mRNA vaccines by the machine learning algorithm. Acta Pharm Sin B. 2022 Jun;12(6):2950-2962. doi: 10.1016/j.apsb.2021.11.021. Epub 2021 Dec 2. PMID: 35755271; PMCID: PMC9214321.

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SM-102

10.0mg / USD 110.0