| Identification | More | [Name]
C8 CERAMIDE | [CAS]
74713-59-0 | [Synonyms]
08:0 CERAMIDE
C8 CERAMIDE
C8 CERAMINE, D-ERYTHRO
C8-D-ERYTHRO-CERAMIDE
CERAMIDE C8
D-ERYTHRO-SPHINGOSINE, N-OCTANOYL-
N-OCTANOYL-D-ERYTHRO-SPHINGOSINE
N-OCTANOYL-D-SPHINGOSINE
N-OCTANOYLSPHINGOSINE
N-OCTANOYLSPHINGOSINE, D-ERYTHRO
D-erythro-N-Octanoylsphingosine
N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl]Octanamide
N-Octanoyl-C18-sphingosine
N-Octanoyl-D-erythr
Octanamide, N-[2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-, [R-[R*,S*-(E)]]-
N-Octanoyl-D-erythro-sp
N-OCTANOYL-D-ERYTHRO-SPHINGOSINE, 99+%, SYNTHETICAL
N-Octanoyl-D-erythro-sphingosine, synthetical | [Molecular Formula]
C26H51NO3 | [MDL Number]
MFCD00236496 | [Molecular Weight]
425.69 | [MOL File]
74713-59-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Off White Powder | [Melting point ]
68-70°C | [Boiling point ]
541.37°C (rough estimate) | [density ]
0.9974 (rough estimate) | [refractive index ]
1.6000 (estimate) | [storage temp. ]
−20°C
| [solubility ]
DMSO or ethanol: soluble
| [form ]
waxy solid
| [color ]
White | [Usage]
A biologically active, cell permeable, but nonphysiologic ceramide analog. It induces phosphorylation on Thr-669 in A-431 cells by stimulation of ceramide-activated protein kinase. It stimulates IL-2 secretion and induces apoptosis | [Stability:]
Temperature Sensitive | [InChIKey]
APDLCSPGWPLYEQ-WRBRXSDHSA-N | [SMILES]
C(N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC)(=O)CCCCCCC | [CAS DataBase Reference]
74713-59-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HS Code ]
29225000 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Description]
C8-ceramide (74713-59-0) is a cell permeable ceramide analog. Stimulates ceramide-activated protein kinase.1?Induces apoptosis.2?Reported to inhibit apoptosis and gap junction intercellular communication (GJIC) in rat liver epithelial cells.3?C8-ceramide induces the secretion of brain-derived neurotrophic factor (BDNF) from microglia?in vitro.4 | [Chemical Properties]
Off White Powder | [Uses]
A biologically active, cell permeable, but nonphysiologic ceramide analog. It induces phosphorylation on Thr-669 in A-431 cells by stimulation of ceramide-activated protein kinase. It stimulates IL-2 secretion and induces apoptosis | [Uses]
C-8 Ceramide is a ceramide analog. | [Definition]
ChEBI: N-octanoylsphingosine is an N-acylsphingosine in which the ceramide N-acyl group is specified as octanoyl. It is functionally related to an octanoic acid. | [in vivo]
C8-ceramide (0.1 mg/kg; intranasal administration) induces more robust CD8+ and CD4+ T cell responses to viral infections in virus infected mice[3].
| Animal Model: | C57BL/6 mice, with lymphocytic choriomeningitis virus infected[3] | | Dosage: | 0.1 mg/kg | | Administration: | Intranasal administration | | Result: | Increased the CD8+ T cell response to influenza in the lungs. |
| [IC 50]
PKC; apoptosis; autophagy | [storage]
Store at -20℃, stored under nitrogen | [References]
1) Mathias?et al. (1991) Characterization of a ceramide-activated protein kinase: stimulation by tumor necrosis factor alpha; Proc. Natl. Acad. Sci. USA,?88?109
2) Jarvis?et al. (1993)?Induction of apoptotic DNA damage and cell death by activation of the sphingomyelin pathway; Proc. Natl. Acad. Sci. USA?91?73
3) Upham?et al. (2003),?Differential roles of 2,6 and 8 carbon ceramides on the modulation of gap junctional communication and apoptosis during carcinogenesis; Cancer Lett.,?191?27
4) Nakajima?et al. (2002),?Ceramide activates microglia to enhance the production/secretion of brain-derived neurotrophic factor (BDNF) without induction of deleterious factors in vitro; J. Neurochem.,?80?697 |
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