H6524
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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关于此项目
经验公式（希尔记法）:
C24H47NO3
化学文摘社编号:
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)
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
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
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
Daisuke Yamaguchi et al.
Scientific reports, 9(1), 7742-7742 (2019-05-28)
Phenotypic screening in drug discovery has been revived with the expectation of providing promising lead compounds and drug targets and improving the success rate of drug approval. However, target identification remains a major bottleneck in phenotype-based drug discovery. We identified
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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