A long-chain ceramide-1-phosphate
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Labeled Version(s)
24464C18 Ceramide-1-phosphate-d3 (d18:1/18:0-d3)
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C18 Ceramide-1-phosphate (d18:1/18:0) (ammonium salt)

Item No. 39228

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R,3E)-2-hydroxy-1-[(phosphonooxy)methyl]-3-heptadecen-1-yl]-octadecanamide, ammonium salt
Synonyms
  • C18 C1P
  • C18 Ceramide-1-phosphate
  • Ceramide-1-phosphate (d18:1/18:0)
  • CerP(d18:1/18:0)
  • N-octadecanoyl-D-erythro-Sphingosine-1-phosphate
  • N-stearoyl-D-erythro-Sphingosine-1-phosphate
Molecular Formula
C36H72NO6P • XNH3
Formula Weight
645.9
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
CHCl3:MeOH:H2O (10:15:1): 1 mg/mlMethanol: Soluble
SMILES
O=C(CCCCCCCCCCCCCCCCC)N[C@@H](COP(O)(O)=O)[C@H](O)/C=C/CCCCCCCCCCCCC.N
InChi Code
InChI=1S/C36H72NO6P.H3N/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(39)37-34(33-43-44(40,41)42)35(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2;/h29,31,34-35,38H,3-28,30,32-33H2,1-2H3,(H,37,39)(H2,40,41,42);1H3/b31-29+;/t34-,35+;/m0./s1
InChi Key
HPIRYNODPHIXSE-KPLZBHHASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    C18 Ceramide-1-phosphate (d18:1/18:0) is a long-chain ceramide-1-phosphate that has been found in murine skin.1 It induces migration of isolated mouse bone marrow-derived multipotent stromal cells and human umbilical vein endothelial cells (HUVECs) when used at concentrations ranging from 0.5 to 5 µM.2 C18 Ceramide-1-phosphate (d18:1/18:0) levels are increased in CFPAC-1 pancreatic ductal adenocarcinoma cells compared with pancreatic cancer stem cells.3 Myocardial levels of C18 ceramide-1-phosphate (d18:1/18:0) are increased in Langendorff isolated perfused mouse hearts in an ex vivo model of ischemia.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yamashita, R., Tabata, Y., Iga, E., et al. Analysis of molecular species profiles of ceramide-1-phosphate and sphingomyelin using MALDI-TOF mass spectrometry. Lipids 51(2), 263-270 (2016).

    2. Kim, C., Schneider, G., Abdel-Latif, A., et al. Ceramide-1-phosphate regulates migration of multipotent stromal cells and endothelial progenitor cells – implications for tissue regeneration. Stem Cells 31(3), 500-510 (2013).

    3. Kuc, N., Doermann, A., Shirey, C., et al. Pancreatic ductal adenocarcinoma cell secreted extracellular vesicles containing ceramide-1-phosphate promote pancreatic cancer stem cell motility. Biochem. Pharmacol. 156, 458-466 (2018).