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Merck
CN

H6524

Sigma-Aldrich

N-己酰基-D-鞘氨醇

≥98% (TLC), synthetic

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别名:
C6 神经酰胺, N-己酰基-D-鞘氨醇, 己酰神经酰胺
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

检测方案

≥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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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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
Cristina Velasco et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 311(4), R658-R668 (2016-07-29)
We hypothesize that ceramides are involved in the regulation of food intake in fish. Therefore, we assessed in rainbow trout (Oncorhynchus mykiss) the effects of intracerebroventricular treatment with C6:0 ceramide on food intake. In a second experiment, we assessed the
Susanne Vetterkind et al.
Scientific reports, 7(1), 9302-9302 (2017-08-26)
Ceramide, a bioactive lipid and signaling molecule associated with cardiovascular disease, is known to activate extracellular signal regulated kinases 1 and 2 (ERK1/2). Here, we determined that the effect of ceramide on ERK1/2 is mediated by ceramide signaling on an

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