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Cat. No.: HY-165099

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C-8 Ceramide-1-phosphate

Name: C-8 Ceramide-1-phosphate
Brand: MedChemExpress
SKU: HY-165099
Price: 209.00 USD
Availability: InStock
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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.

For research use only. We do not sell to patients.

CAS No.: 158983-53-0
Formula: C₂₆H₅₂NO₆P
Molecular Weight:505.67

Storage:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

C-8 Ceramide-1-phosphate Chemical Structure

CAS No.: 158983-53-0

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Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- In Vitro
- In Vivo
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Classifications
Bioz

Biological Activity

Description

All PI3K Isoforms :

All DNA/RNA Synthesis Isoforms :

All ERK Isoforms :

In Vitro

Adaptive ImmunityCell Cycle RegulationApoptosisLipid MetabolismInnate ImmunityCytokines & ChemokinesLocal Vascular Regulation

Adaptive Immunity

C-8 Ceramide-1-phosphate ammonium induces Ca²⁺ mobilization in CAPE, FRTL-5, and Jurkat T cells, with the Jurkat T cell response dependent on IP₃ accumulation^[1].

Cell Cycle Regulation

Apoptosis

Lipid Metabolism

C-8 Ceramide-1-phosphate ammonium stimulates DNA synthesis and cell division in rat fibroblasts and partially prevents serum deprivation-induced morphological changes and cell detachment^[1].

Innate Immunity

C-8 Ceramide-1-phosphate (1 µM) ammonium directly and indirectly promotes human CD14⁺ monocyte migration^[2].

Innate Immunity

Cytokines & Chemokines

C-8 Ceramide-1-phosphate (1 µM; 0-7 days) ammonium biases human MDM differentiation toward an M2-like CD163⁺CD206⁺ phenotype and reduces CD64⁺CD206^- M1-like cells, even under necrotic neutrophil exposure^[2].
C-8 Ceramide-1-phosphate (20 µM) ammonium inhibits the LTA+HA-driven inflammatory M1 program in human MDMs and reduces CD80 under inflammatory polarization^[2].

Innate Immunity

Cytokines & Chemokines

Apoptosis

Adaptive Immunity

C-8 Ceramide-1-phosphate (1-20 µM; 24-48 h) ammonium inhibits inflammatory activation of LPS (HY-D1056)-stimulated human CD14⁺ monocytes while promoting BCL-2 and ERK1/2 survival signaling^[2].

Innate Immunity

Cytokines & Chemokines

Lipid Metabolism

Local Vascular Regulation

C-8 Ceramide-1-phosphate (1-20 µM; day 0 to day 7) ammonium induces a distinct anti-inflammatory and pro-angiogenic transcriptional program in human MDMs^[2].

Innate Immunity

Local Vascular Regulation

C-8 Ceramide-1-phosphate (20 µM; 0-7 days) ammonium programs human MDM to secrete pro-angiogenic factors, thereby increasing hECFC branch point formation in vitro^[2].

Lipid Metabolism

C-8 Ceramide-1-phosphate ammonium induces PKB phosphorylation in cultured chicken otic vesicle explants^[1].
C-8 Ceramide-1-phosphate (1-10 µM; 22 h) ammonium stimulates DNA synthesis in Rat-1 fibroblasts^[4].
C-8 Ceramide-1-phosphate (5 µM; 48 h) ammonium increases the number of Rat-1 fibroblasts to 137% of the control, whereas C2-ceramide reverses this increase to 83%^[4].
C-8 Ceramide-1-phosphate (10 µM; 10 min) ammonium does not decrease cAMP concentration in Rat-1 fibroblasts either with or without Forskolin (HY-15371)^[4].
C-8 Ceramide-1-phosphate (50-150 µM) ammonium does not stimulate PLD in Rat-1 fibroblasts at mitogenic concentrations, and increases it 1.5-fold only at low concentrations^[4].
C-8 Ceramide-1-phosphate (5 µM; 5 min) ammonium does not stimulate 42 or 44 kDa MAP kinase activity in Rat-1 fibroblasts^[4].
C-8 Ceramide-1-phosphate (5 µM; 5 h) ammonium is metabolized to C8-ceramide in Rat-1 fibroblasts, with almost no conversion to S-1-P, sphingosine, or sphingomyelin^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Proliferation Assay^[4]

Cell Line:

Rat-1 fibroblasts
Concentration:

1, 2, 5 and 10 µM
Incubation Time:

22 h; [³H]thymidine during the last 6 h; effect maintained up to 28 h
Result:

Produced about a 2.4-fold stimulation of [³H]thymidine incorporation into DNA after 22 h.
Maximum incorporation was obtained at 5 µM.
Concentrations higher than 10 µM were less effective in stimulating DNA synthesis or were inhibitory.

Cell Proliferation Assay^[4]

Cell Line:

Rat-1 fibroblasts
Concentration:

5 µM
Incubation Time:

48 h
Result:

Relative cell number with this compound (5 µM) was 137 after 48 h.
Relative cell number with this compound + C2-ceramide was 83.
C2-Ceramide completely reversed the effect of 5 µMthis compound on cell number.

In Vivo

Local Vascular Regulation

C-8 Ceramide-1-phosphate (1 nM-100 μM; administered perivascularly or intra-arterially near a branch of the internal carotid artery) ammonium does not cause cerebral venoconstriction and produces only slight vasodilation in the intact rat cerebral microcirculation^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Related Protocols :

Chemical Information

CAS No. 158983-53-0
Appearance Solid
Molecular Weight 505.67
Formula C₂₆H₅₂NO₆P
Color Off-white to light yellow
SMILES

CCCCCCCC(N[C@@H](COP(O)(O)=O)[C@H](O)/C=C/CCCCCCCCCCCCC)=O
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (274 KB)
SDS (251 KB)
- English - EN (251 KB)
- Français - FR (251 KB)
- Deutsch - DE (251 KB)
- Norwegian - NO (251 KB)
- Español - ES (251 KB)
- Swedish - SV (251 KB)
- Italian - IT (251 KB)
- Korean - KR (251 KB)
- Portuguese - PT (251 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

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]

Calculators

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Bioz

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100 mg

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Biological Activity
- Description
- In Vitro
- In Vivo
Chemical Information
Purity & Documentation
References

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C-8 Ceramide-1-phosphate

All PI3K Isoforms

All DNA/RNA Synthesis Isoforms

All ERK Isoforms