C2 Phytoceramide (t18:0/2:0)

C2 Phytoceramide is a bioactive semisynthetic sphingolipid that inhibits formyl peptide-induced oxidant release (IC50 = 0.38 µM) in suspended polymorphonuclear cells. It increases COX-2 protein levels 15-fold through ERK signaling. It induces death of keratinocytes (20% viability) with an ED50 value of 30 µM, the same concentration at which 35% of cells in a TUNEL assay are apoptotic. C2 Phytoceramide also has antiproliferative effects in CHO cells, with greater than 80% cytotoxicity achieved at a concentration of 20 µM, and induces internucleosomal DNA fragmentation. In addition, it inhibits the activation of phospholipase D (PLD) mediated by muscarinic acetylcholine receptors in vitro. [Matreya, LLC. Catalog No. 1897]Formal Name: N-[(1S,2S,3R)-2,3-dihydroxy-1-(hydroxymethyl)heptadecyl]-acetamide. CAS Number: 21830-28-4. Synonyms: N-Acetyl Phytosphingosine, C2:0 Phytoceramide, Cer(t18:0/2:0), Ceramide (t18:0/2:0), NAPS. Molecular Formula: C20H41NO4. Formula Weight: 359.6. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMSO: Soluble, Ethanol: Soluble, Methanol: Soluble. SMILES: OC[C@H](NC(C)=O)[C@@H]([C@@H](CCCCCCCCCCCCCC)O)O. InChi Code: InChI=1S/C20H41NO4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-19(24)20(25)18(16-22)21-17(2)23/h18-20,22,24-25H,3-16H2,1-2H3,(H,21,23)/t18-,19+,20-/m0/s1. InChi Key: SZUJJDLBXJCDNT-ZCNNSNEGSA-N.