A bioactive sphingolipid
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C2 Galactosylceramide (d18:1/2:0)

Item No. 24465

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R,3E)-1-[(β-D-galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-acetamide
CAS Number
35823-61-1
Synonyms
  • Galactosylceramide (d18:1/2:0)
  • GalCer(d18:1/2:0)
  • β-Gal-C2-Cer
  • N-acetyl Psychosine
Molecular Formula
C26H49NO8
Formula Weight
503.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: solubleEthanol: solubleMethanol: soluble
SMILES
O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)NC(C)=O
InChi Code
InChI=1S/C26H49NO8/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-21(30)20(27-19(2)29)18-34-26-25(33)24(32)23(31)22(17-28)35-26/h15-16,20-26,28,30-33H,3-14,17-18H2,1-2H3,(H,27,29)/b16-15+/t20-,21+,22+,23-,24-,25+,26+/m0/s1
InChi Key
HJFSOLRPKRHPEE-VIEJJRQOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $290

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    Product Description

    C2 Galactosylceramide is a bioactive sphingolipid.1,2,3 It inhibits IL-4 production by 23.24% in EL4 T cells when used at a concentration of 10 μM.1 C2 Galactosylceramide stimulates NF-κB activity in C6 glioma cells and activates mast cells in a concentration-dependent manner. It is cytotoxic to U937 cells in vitro (IC50 = 33 μM). C2 Galactosylceramide also suppresses the allogeneic mixed leukocyte reaction (MLR) response in murine spleen cells in a concentration-dependent manner.3 [Matreya, LLC. Catalog No. 1325]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Park, J., Li, Q., Chang, Y.T., et al. Inhibitory activity of a ceramide library in interleukin-4 production from activated T cells. Bioorg. Med. Chem. 13(7), 2589-2595 (2005).

    2. Chang, Y.-T., Choi, J., Ding, S., et al. The synthesis and biological characterization of a ceramide library. J. Am. Chem. Soc. 124(9), 1856-1857 (2002).

    3. Sakai, T., Ueno, H., Natori, T., et al. Effects of α- and β-galactosylated C2-ceramides on the immune system. J. Med. Chem. 41(4), 650-652 (1998).