158983-53-0
Chemical Structure
C-8 Ceramide-1-phosphate
- CAS No.: 158983-53-0
- Formula:C26H52NO6P
- Molecular Weight:505.67
InChIKey: VSSNYUXSRXINIP-WRBRXSDHSA-N
SMILES: CCCCCCCC(N[C@@H](COP(O)(O)=O)[C@H](O)/C=C/CCCCCCCCCCCCC)=O
Biological Activity: C-8 Ceramide-1-phosphate ammonium is a short-chain synthetic C1P analog that inhibits apoptosis and increases cell survival. C-8 Ceramide-1-phosphate ammonium reduces MAPK activation and cytokine expression, induces Ca2+ mobilization and ERK1/2 phosphorylation, promotes M2-like polarization, and inhibits the M1 phenotype. C-8 Ceramide-1-phosphate ammonium inhibits acidic SMase, stimulates PI3-K/PIP3 generation, and interconverts with ceramide through kinase/phosphatase activity to maintain cellular homeostasis. C-8 Ceramide-1-phosphate ammonium can be used in research related to lipid metabolism and chronic wounds[1][2][3][4].
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C-8 Ceramide-1-phosphate | C-8 Ceramide-1-phosphate ammonium is a short-chain synthetic C1P analog that inhibits apoptosis and increases cell survival. C-8 Ceramide-1-phosphate ammonium reduces MAPK activation and cytokine expression, induces Ca2+ mobilization and ERK1/2 phosphorylation, promotes M2-like polarization, and inhibits the M1 phenotype. C-8 Ceramide-1-phosphate ammonium inhibits acidic SMase, stimulates PI3-K/PIP3 generation, and interconverts with ceramide through kinase/phosphatase activity to maintain cellular homeostasis. C-8 Ceramide-1-phosphate ammonium can be used in research related to lipid metabolism and chronic wounds. | |||||||||||||||||||||
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Similarity Score 0.99
HY-165099AC-8 Ceramide-1-phosphate ammonium -
Similarity Score 0.97
HY-179813C8 Ceramide-1-phosphate (d17:1/8:0) ammonium -
Similarity Score 0.92
HY-179791C12 Ceramide-1-phosphate (d18:1/12:0) ammonium -
Similarity Score 0.85
HY-179819C18:1 Ceramide-1-phosphate (d18:1/18:1(9Z)) ammonium -
Similarity Score 0.85
HY-160850C18 Ceramide-1-phosphate (d18:1/18:0) ammonium salt -
Similarity Score 0.84
HY-N15766C12 Sphingosyl PE (d17:1/12:0) -
Similarity Score 0.83
HY-145467C16 Ceramide-1-phosphate (d18:1/16:0) ammonium -
Similarity Score 0.83
HY-108391C8-Ceramide -
Similarity Score 0.83
HY-118358C8 L-threo ceramide (d18:1/8:0) -
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References
- [1]. Gómez-Muñoz A, et al. Ceramide 1-phosphate/ceramide, a switch between life and death. Biochimica et biophysica acta. 2006 Dec;1758(12):2049-56. [Content Brief]
- [2]. Ortiz Wilczyñski JM, et al. The synthetic phospholipid C8-C1P determines pro-angiogenic and pro-reparative features in human macrophages restraining the proinflammatory M1-like phenotype. Frontiers in immunology. 2023;14:1162671.
- [3]. Altura BM, et al. Sphingomyelinase and ceramide analogs induce vasoconstriction and leukocyte-endothelial interactions in cerebral venules in the intact rat brain: Insight into mechanisms and possible relation to brain injury and stroke. Brain research bulletin. 2002 Jul;58(3):271-8.
- [4]. Gomez-Muñoz A, et al. Short-chain ceramide-1-phosphates are novel stimulators of DNA synthesis and cell division: antagonism by cell-permeable ceramides. Molecular pharmacology. 1995 May;47(5):833-9. [Content Brief]
