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Merck
CN

58199

N-Lauroyl-D-sphingosine

≥98.0% (TLC)

Synonym(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

Empirical Formula (Hill Notation):
C30H59NO3
CAS Number:
74713-60-3
Molecular Weight:
481.79
PubChem Substance ID:
329758407
UNSPSC Code:
12352211
Beilstein/REAXYS Number:
1717021
MDL number:
MFCD02259133

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SMILES string

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

InChI key

HXFPPRPLRSPNIB-VARSQMIESA-N

assay

≥98.0% (TLC)

composition

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

lipid type

sphingolipids

storage temp.

−20°C

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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Certificates of Analysis (COA)

Lot/Batch Number
BCBZ8049
BCBH6552V
BCBH6552

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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
T Momoi et al.
The Biochemical journal, 205(2), 419-425 (1982-08-01)
The specific activity of acid ceramidase (N-acylsphingosine deacylase, EC 3.5.1.23) was measured at pH4.5 in normal fibroblasts and in fibroblasts from patients with Farber disease and obligate heterozygotes. Greater activity was found when the synthetically made ceramide substrates contained shorter-chain
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)
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