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- HIT ID:HIT218832841
- Cas No:
- Common Name:Sphingosine (d16:1)
- alias:D-erythro-Sphingosine C-16
- InChIKey:BTUSGZZCQZACPT-UHFFFAOYSA-N
- Molecular Formula:C16H33NO2
- Molecular Weight:271.445
- Hydrogen Bond Donor (HBD):
- Hydrogen Bond Acceptor (HBA):
- LogP:
- Sphingosine (d16:1), an unconventional sphingolipid, is synthesized through enzymatic reactions starting with the condensation of myristoyl-CoA and serine by serine palmitoyltransferase long-chain base subunit 3 (SPTLC3), which shows a preference for myristoyl-CoA. This compound is found in minute quantities in its free form in human plasma and as a component of various plasma sphingolipids, such as sphingosine-1-phosphate, ceramides, sphingomyelins, and in brain cerebrosides, albeit at lower concentrations than the more common d18:1 sphingoid base. Sphingosine (d16:1) acts as an inhibitor of PKC in mixed micelle assays and diminishes superoxide production triggered by phorbol 12-myristate 13-acetate in isolated human neutrophils, as well as inhibiting the growth of CHO cells with IC50 values of 1 and 3.2 µM, respectively. Additionally, the concentration of sphingolipids containing sphingosine (d16:1) in the plasma is linked to the dietary consumption of saturated fatty acids and protein among ethnic Chinese populations.
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