A synthetic bioactive sphingolipid
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

C8 Galactosylceramide (d18:1/8:0)

Item No. 24346

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]-octanamide
CAS Number
41613-16-5
Synonyms
  • Galactosylceramide (d18:1/8:0)
  • N-octanoyl-β-D-Galactosylceramide
  • GalCer(d18:1/8:0)
Molecular Formula
C32H61NO8
Formula Weight
587.8
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol (9:1): solubleEthanol: solubleMethanol: soluble
SMILES
O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](OC[C@H](NC(CCCCCCC)=O)[C@H](O)/C=C/CCCCCCCCCCCCC)[C@@H]1O
InChi Code
InChI=1S/C32H61NO8/c1-3-5-7-9-10-11-12-13-14-15-16-18-19-21-26(35)25(33-28(36)22-20-17-8-6-4-2)24-40-32-31(39)30(38)29(37)27(23-34)41-32/h19,21,25-27,29-32,34-35,37-39H,3-18,20,22-24H2,1-2H3,(H,33,36)/b21-19+/t25-,26+,27+,29-,30-,31+,32+/m0/s1
InChi Key
LCEXEEHGNKGJES-SWMJIITPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    10 mg

    $502

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    C8 Galactosylceramide is a synthetic C8 short-chain derivative of known membrane microdomain-forming sphingolipids.1 It increases the amount delivered and toxicity of doxorubicin (Item No. 15007) in cancerous but not non-cancerous cells when incorporated into the nanoliposomal membrane of nanoliposomal-doxorubicin. C8 Galactosylceramide induces proliferation and cytokine production by splenocytes in vitro at concentrations ranging from 100-1,000 ng/ml but has no effect on natural killer T cell production in vivo.2 It also activates NF-κB production in C6 glioma cells when used at a concentration of 10 μM.3 [Matreya, LLC. Catalog No. 1334]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Parekh, V.V., Singh, A.K., Wilson, M.T., et al. Quantitative and qualitative differences in the in vivo response of NKT cells to distinct α- and β-anomeric glycolipids. J. Immunol. 173(6), 3693-3706 (2004).

    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).