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Merck

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號碼:
分類程式碼代碼:
12352211
PubChem物質ID:
NACRES:
NA.77

生物源

synthetic

品質等級

化驗

≥98% (TLC)

脂質類型

sphingolipids

儲存溫度

−20°C

SMILES 字串

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 密鑰

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

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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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
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
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
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
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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