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Merck
CN

43799

N-Palmitoyl-D-sphingosine

≥98.0% (TLC)

Synonym(s):

Cer(d18:1/16:0), (2S,3R,4E)-2-(Palmitoylamino)-4-octadecene-1,3-diol, N-Hexadecanoyl-D-sphingosine, N-Palmitoyl-D-erythro-sphingosine, N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]hexadecanamide, C16 Ceramide (d18:1/16:0), C16-Ceramide

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About This Item

Empirical Formula (Hill Notation):
C34H67NO3
CAS Number:
Molecular Weight:
537.90
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
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Quality Level

assay

≥98.0% (TLC)

form

powder or solid

composition

carbon content, 75.92% , hydrogen content, 12.55% , nitrogen content, 2.60%

functional group

amide

lipid type

sphingolipids

shipped in

wet ice

storage temp.

−20°C

SMILES string

OC[C@]([H])(NC(CCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

InChI

1S/C34H67NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/b29-27+/t32-,33+/m0/s1

InChI key

YDNKGFDKKRUKPY-TURZORIXSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Gloria I Perez et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 19(7), 860-862 (2005-02-25)
An age-dependent acceleration of apoptosis occurs in female germ cells (oocytes), and this requires communication between the oocyte and its surrounding somatic (cumulus) cells. Here we show in aged mice that ceramide is translocated from cumulus cells into the adjacent
S White-Gilbertson et al.
Oncogene, 28(8), 1132-1141 (2009-01-13)
We have previously shown that the death receptor ligand TRAIL (tumor necrosis factor-related apoptosis-inducing ligand) induces an increase of intracellular C(16)-ceramide in sensitive SW480 but not in resistant SW620 cells. Resistance in SW620 cells was overcome by exogenous ceramide, leading
Claudia Almeida et al.
PloS one, 13(8), e0201373-e0201373 (2018-08-11)
Biological membranes contain a large variety of lipids species compartmentalized in different domains heterogeneous in size, composition and dynamics. Cholesterol induces membrane ordered domains thanks to its affinity for saturated lipids. Membrane domains had been studied with fluorescent probes either



Global Trade Item Number

SKUGTIN
43799-50MG04061832122816
43799-250MG04061833380697