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
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
产品名称
N-己酰基-D-鞘氨醇, ≥98% (TLC), synthetic
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
SMILES string
OC[C@]([H])(NC(CCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC
InChI key
NPRJSFWNFTXXQC-QFWQFVLDSA-N
biological source
synthetic
assay
≥98% (TLC)
lipid type
sphingolipids
storage temp.
−20°C
Quality Level
Biochem/physiol Actions
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
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
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
Jin Yao et al.
International journal of molecular sciences, 14(5), 10355-10368 (2013-05-21)
Ultraviolet (UV) radiation and reactive oxygen species (ROS) impair the physiological functions of retinal pigment epithelium (RPE) cells by inducing cell apoptosis, which is the main cause of age-related macular degeneration (AMD). The mechanism by which UV/ROS induces RPE cell
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
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