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Merck
CN

H6524

Sigma-Aldrich

N-己酰基-D-鞘氨醇

≥98% (TLC), synthetic

别名:

C6 神经酰胺, N-己酰基-D-鞘氨醇, 己酰神经酰胺

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About This Item

经验公式(希尔记法):
C24H47NO3
分子量:
397.63
MDL编号:
UNSPSC代码:
12352211
PubChem化学物质编号:
NACRES:
NA.77

生物来源

synthetic

质量水平

方案

≥98% (TLC)

脂质类型

sphingolipids

储存温度

−20°C

SMILES字符串

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

InChI

1S/C24H47NO3/c1-3-5-7-8-9-10-11-12-13-14-15-16-18-19-23(27)22(21-26)25-24(28)20-17-6-4-2/h18-19,22-23,26-27H,3-17,20-21H2,1-2H3,(H,25,28)/b19-18+/t22-,23+/m0/s1

InChI key

NPRJSFWNFTXXQC-QFWQFVLDSA-N

生化/生理作用

神经酰胺的细胞可渗透类似物;刺激蛋白磷酸酯酶2A;激活MAP激酶;诱导人白血病HL-60细胞发生凋亡

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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K Pahan et al.
Journal of neurochemistry, 73(2), 513-520 (1999-07-31)
The present study reports the effect of ceramide generated by hydrolysis of membrane sphingomyelin with bacterial sphingomyelinase (SMase) and of cell-permeable ceramide analogues on the expression of manganese superoxide dismutase (MnSOD). Incubation of the rat primary astrocytes with SMase led
Gemma Villorbina et al.
Bioorganic & medicinal chemistry, 15(1), 50-62 (2006-11-04)
Solid-phase synthesis of a small combinatorial library of dihydroceramide analogues as mixtures of erythro and threo diastereomers is described. Some dihydroceramide analogues cause growth arrest and apoptosis in a dose-dependent manner in human alveolar epithelial cells. This activity is likely
C J Lo et al.
Shock (Augusta, Ga.), 11(6), 411-415 (1999-08-24)
Metabolism of macrophage (MO) membrane phospholipids produces key mediators of inflammation and major second messengers that modulate inflammatory responses during sepsis. Sphingomyelin is a major class of phospholipid that releases ceramide and sphingosine. This study was designed to investigate the
Nahuel Zamponi et al.
Traffic (Copenhagen, Denmark), 18(9), 604-621 (2017-07-12)
Our understanding of protein and lipid trafficking in eukaryotic cells has been challenged by the finding of different forms of compartmentalization and cargo processing in protozoan parasites. Here, we show that, in the absence of a Golgi compartment in Giardia
Joffrey De Larichaudy et al.
Skeletal muscle, 2(1), 2-2 (2012-01-20)
Muscle atrophy associated with various pathophysiological conditions represents a major health problem, because of its contribution to the deterioration of patient status and its effect on mortality. Although the involvement of pro-inflammatory cytokines in this process is well recognized, the

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