A sphingolipid
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C16 Dihydrosphingomyelin (d18:0/16:0)

Item No. 46258

Product Insert (PDF)
Technical Information
Formal Name
4-hydroxy-7S-[(1R)-1-hydroxyhexadecyl]-N,N,N-trimethyl-9-oxo-3,5-dioxa-8-aza-4-phosphatetracosan-1-aminium, 4-oxide, inner salt
CAS Number
60322-02-3
Synonyms
  • DHSM(d18:0/16:0)
  • dihydro-SM(d18:0/16:0)
  • Dihydrosphingomyelin (d18:0/16:0)
  • N-Palmitoyl-D-erythro-Dihydrosphingosylphosphorylcholine
  • Palmitoyl Dihydrosphingomyelin
  • N-Palmitoyl-sphinganine-phosphocholine
Molecular Formula
C39H81N2O6P
Formula Weight
705.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol (2:1): Slightly soluble: 0.1-1 mg/ml
SMILES
O=C(CCCCCCCCCCCCCCC)N[C@@H](COP(OCC[N+](C)(C)C)([O-])=O)[C@H](O)CCCCCCCCCCCCCCC
InChi Code
InChI=1S/C39H81N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h37-38,42H,6-36H2,1-5H3,(H-,40,43,44,45)/t37-,38+/m0/s1
InChi Key
QHZIGNLCLJPLCU-QPPIDDCLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    C16 Dihydrosphingomyelin is a sphingolipid and saturated form of C16 sphingomyelin (Item No. 10007946). It is the most abundant phospholipid in the human lens and redistributes to the barrier region with increasing age, and serum levels of C16 dihydrosphingomyelin are decreased in patients with chronic migraine.1,2 C16 Dihydrosphingomyelin has been used as a helper lipid in the generation of liposomal lipid nanoparticles (LNPs) for the delivery of mRNA in vitro and in vivo.3 Incorporation of C16 dihydrosphingomyelin into liposomal LNPs increases blood circulation half-life and improves extrahepatic distribution and transfection in mice compared with liposomal LNPs containing egg sphingomyelin (ESM; Item No. 24345).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Deeley, J.M., Hankin, J.A., Friedrich, M.G., et al. Sphingolipid distribution changes with age in the human lens. J. Lipid Res. 51(9), 2753-2760 (2010).

    2. Ouro, A., Castro-Mosquera, M., Rodríguez-Arrizabalaga, M., et al. Elevated serum levels of acid sphingomyelinase in female patients with episodic and chronic migraine. Antioxidants (Basel) 14(2), 159 (2025).

    3. Liao, S., Fox, K., Birkenshaw, A., et al. Liposomal lipid nanoparticles containing dihydrosphingomyelin exhibit improved stability and extended hepatic and extrahepatic transfection. J. Control Release 396, 115098 (2026).