D-erythro-Sphingosine,N-Acetyl--CAS3102-57-6-Calbiochem , Biologicallyactive,cell-permeable,non-physiologicalceramideanalog. , 3102-57-6

Synonym(s):
C2 Ceramide (d18:1/2:0);N-acetoyl-D-erythro-sphingosine;(2S,3R,4E)-2-(Acetylamino)-4-octadecene-1,3-diol;N-Acetoyl-D-erythro-sphingosine;Acetyl ceramide

CAS NO.：3102-57-6

Empirical Formula: C20H39NO3

Molecular Weight: 341.53

MDL number: MFCD00153903

PRODUCT Properties

• Melting point: 93-96 °C
• Boiling point: 477.13°C (rough estimate)
• Density: 1.0283 (rough estimate)
• refractive index: 1.5614 (estimate)
• storage temp.: −20°C
• solubility: DMSO: soluble
• pka: 13.50±0.20(Predicted)
• form: powder
• color: white
• biological source: semisynthetic
• Stability: Moisture Sensitive
• InChI: InChI=1S/C20H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h15-16,19-20,22,24H,3-14,17H2,1-2H3,(H,21,23)/b16-15+/t19-,20+/m0/s1
• InChIKey: BLTCBVOJNNKFKC-QUDYQQOWSA-N
• SMILES: C(N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC)(=O)C

Description and Uses

C2 ceramide is a cell-permeable analog of naturally occurring ceramides. It mediates many diverse biological activities, as do natural ceramides. These processes include differentiation of HL-60 cells, induction of apoptosis, activation of protein phosphatase 2A, and inhibition of the mitochondrial respiratory chain. C2 ceramide also enhances the expression of COX-2 in human dermal fibroblasts and stimulates the growth of bovine aortic smooth muscle cells. The ability of C2 ceramide to destabilize membranes may be responsible for its inhibition of platelet aggregation.

Inhibits cell proliferation and induces monocytic differentiation of HL-60 cells. Activates protein phosphatases

Safety

• Safety Statements: 22-24/25
• WGK Germany: 3
• HS Code: 29241990