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Merck
CN

860508P

Avanti

C8 Ceramide (d18:1/8:0)

Avanti Polar Lipids 860508P, powder

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别名:
N-octanoyl-D-erythro-sphingosine
经验公式(希尔记法):
C26H51NO3
CAS号:
分子量:
425.69
UNSPSC代码:
12352211
NACRES:
NA.25

形式

powder

包装

pkg of 1 × 5 mg (860508P-5mg)

制造商/商品名称

Avanti Polar Lipids 860508P

脂质类型

sphingolipids

运输

dry ice

储存温度

−20°C

SMILES字符串

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

InChI

1S/C26H51NO3/c1-3-5-7-9-10-11-12-13-14-15-16-18-19-21-25(29)24(23-28)27-26(30)22-20-17-8-6-4-2/h19,21,24-25,28-29H,3-18,20,22-23H2,1-2H3,(H,27,30)/b21-19+/t24-,25+/m0/s1

InChI key

APDLCSPGWPLYEQ-WRBRXSDHSA-N

一般描述

C8 Ceramide is a short chain ceramide and is cell permeable.

应用

C8 Ceramide (d18:1/8:0) has been used as an internal ceramide standard in electrospray ionization. It has also been used as a substrate for ceramide kinase activity assay. It is suitable for use as a substrate for galactocerebrosidase.

生化/生理作用

C8 Ceramide has anti-tumor functionality. Synthetic liposomal C8 ceramide inhibits hepatocellular carcinoma (HCC). Addition of exogenous C8 ceramide causes necrosis in hepatocytes by decreasing ATP levels and impairing mitochondrial functionality. C8 ceramide inhibition of serine palmitoyl transferase halts de novo sphingolipid biosynthesis. It also acts as chemotherapeutic agent by increasing the reactive oxygen species in lung cancer cells.

包装

5 mL Amber Glass Screw Cap Vial (860508P-5mg)

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Ceramide induces hepatocyte cell death through disruption of mitochondrial function in the rat
Arora AS, et al.
Hepatology, 25(4), 958-963 (1997)
Exogenous C8-Ceramide Induces Apoptosis by Overproduction of ROS and the Switch of Superoxide Dismutases SOD1 to SOD2 in Human Lung Cancer Cells
Chang Y, et al.
International Journal of Molecular Sciences, 19(10), 3010-3010 (2018)
Chronological ageing of human hair keratin fibres
Thibaut S, et al.
International Journal of Cosmetic Science, 32(6), 422-434 (2010)
Preclinical evaluation of liposomal C8 ceramide as a potent anti-hepatocellular carcinoma agent
Lv H, et al.
Testing, 11(1), e0145195-e0145195 (2016)
The ORMDL/Orm-serine palmitoyltransferase (SPT) complex is directly regulated by ceramide: Reconstitution of SPT regulation in isolated membranes
Davis DL, et al.
The Journal of Biological Chemistry, 294(13), 5146-5156 (2019)

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