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Merck
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58199

Sigma-Aldrich

N-Lauroyl-D-sphingosine

≥98.0% (TLC)

Synonyme(s) :

Cer(d18:1/12:0), (2S,3R,4E)-2-(Lauroylamino)-4-octadecene-1,3-diol, N-Dodecanoyl-D-sphingosine, N-Lauroyl-D-erythro-sphingosine, N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]dodecanamide, C12 Ceramide (d18:1/12:0), C12-Ceramide

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About This Item

Formule empirique (notation de Hill):
C30H59NO3
Numéro CAS:
74713-60-3
Poids moléculaire :
481.79
Numéro Beilstein :
1717021
Numéro MDL:
MFCD02259133
Code UNSPSC :
12352211
ID de substance PubChem :
329758407

Pureté

≥98.0% (TLC)

Composition

carbon content, 74.79%
hydrogen content, 12.34%
nitrogen content, 2.91%

Type de lipide

sphingolipids

Température de stockage

−20°C

Chaîne SMILES 

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

InChI

1S/C30H59NO3/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-29(33)28(27-32)31-30(34)26-24-22-20-17-12-10-8-6-4-2/h23,25,28-29,32-33H,3-22,24,26-27H2,1-2H3,(H,31,34)/b25-23+/t28-,29+/m0/s1

Clé InChI

HXFPPRPLRSPNIB-VARSQMIESA-N

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Sandra Buratta et al.
PloS one, 12(11), e0188840-e0188840 (2017-11-29)
Cells release extracellular vesicles (EVs) in their environment and cellular lipids play an important role in their formation, secretion and uptake. Besides, there is also evidence that EV transferred lipids impact on recipient's cell signaling. Cellular senescence is characterized by
Jin Park et al.
Biochemical pharmacology, 71(8), 1229-1239 (2006-02-02)
Allergic diseases are hypersensitivity disorders that are associated with the generation of specific immunoglobulin E (IgE) in response to environmental allergens. Interleukin (IL)-4, which is primarily produced by the CD4(+) T cells, is an important stimulus for the switching of
Igor O Shmarakov et al.
Biochimica et biophysica acta. Molecular and cell biology of lipids, 1864(5), 629-642 (2019-02-09)
Hepatic stellate cells (HSCs) are non-parenchymal liver cells that characteristically contain multiple retinoid (vitamin A)-containing lipid droplets. In this study, we addressed the metabolic fate of non-retinoid lipids originating from lipid droplet loss during HSCs activation. UPLC/MS/MS and qRT-PCR were
Eunice W M Chin et al.
Neuromolecular medicine, 18(3), 364-377 (2016-07-06)
Rett syndrome (RTT) is a postnatal neurodevelopmental disorder that primarily affects girls. Mutations in the methyl-CpG-binding protein 2 (MECP2) gene account for approximately 95 % of all RTT cases. To model RTT in vitro, we generated induced pluripotent stem cells (iPSCs)
G van Echten-Deckert et al.
Journal of lipid research, 38(12), 2569-2579 (1998-02-11)
De novo synthesis and turnover of endogenous ceramide in cultured skin fibroblasts from patients affected with Farber lipogranulomatosis were studied by biosynthetical labeling of cellular sphingolipids with [14C]serine. The cellular uptake of [14C]serine and incorporation into de novo synthesized ceramide
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