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Lyso-Sphingomyelin

Catalog No.
C4010
A bioactive sphingolipid involved in the regulation of cell signaling, tumors, and inflammation.
Grouped product items
SizePriceStock Qty
1mg
$149.00
In stock
5mg
$663.00
In stock
10mg
$1,172.00
In stock
25mg
$2,561.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

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Background

Lyso-Sphingomyelin (CAS No.: 1670-26-4) is a bioactive sphingolipid metabolite, also known as sphingosylphosphorylcholine, that functions as an important regulator of cellular signaling pathways and is commonly detected as a component of plasma lipoproteins. It acts as an agonist of multiple G protein-coupled receptors, including sphingosine-1-phosphate receptors S1P1, S1P2, and S1P3, as well as OGR1, where it induces intracellular calcium mobilization and downstream signaling events with activities typically observed in the nanomolar to low micromolar range. Mechanistically, Lyso-Sphingomyelin modulates diverse biological processes such as cell proliferation, differentiation, apoptosis, and inflammatory responses, in part through pathways involving Smad2 phosphorylation, TRPM3 activation, and upregulation of markers such as α-smooth muscle actin, uPA, and its receptor. It has been reported to exert anti-apoptotic and cytoprotective effects, contribute to wound healing responses, and influence cardiovascular and immune-related processes. Elevated levels have been associated with pathological conditions including atopic dermatitis and lysosomal storage disorders, supporting its relevance as both a biomarker and signaling mediator. In biomedical research, Lyso-Sphingomyelin is widely utilized in studies of tumor biology, receptor pharmacology, lipid signaling networks, and disease modeling in cell-based and animal systems, where experimental concentrations are selected based on specific assay requirements and mechanistic endpoints.

Chemical Properties

Physical AppearanceA crystalline solid
Storage-20°C
M.Wt464.62
Cas No.1670-26-4
FormulaC23H49N2O5P
SynonymsD- erythro Lyso SM(18:1); D- erythro -Sphingophosphorylcholine; D- erythro Sphingosine-1-Phosphocholine (d18:1); Lyso-SM(d18:1); Lysosphingomyelin (d18:1)
Solubility≤15mg/ml in ethanol
Chemical Name(2S,3R,E)-2-amino-3-hydroxyoctadec-4-en-1-yl (2-(trimethylammonio)ethyl) phosphate
Canonical SMILESCCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)COP([O-])(OCC[N+](C)(C)C)=O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

User Guide