A bioactive sphingolipid
Technical Support & Resources

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.

C2 Adamantanyl Glucosylceramide (d18:1/2:0)

Item No. 24623

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-((3S,5S,7S)-adamantan-1-yl)-N-((2S,3R,4E,8E)-3-hydroxy-1-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)octadeca-4,8-dien-2-yl)acetamide
Synonyms
  • N-(1-Adamantaneacetyl) Glucosylceramide
  • Adamantanyl GluCer(d18:1/2:0)
  • Adamantanyl Glucosylceramide (d18:1/2:0)
  • AdaGluCer(d18:1/2:0)
Molecular Formula
C36H61NO8
Formula Weight
635.9
Purity
≥98%
Formulation
A solid
SMILES
O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC[C@H](NC(CC23C[C@H](C[C@H](C3)C4)C[C@H]4C2)=O)[C@H](O)/C=C/CC/C=C/CCCCCCCCC)[C@@H]1O
InChi Code
InChI=1S/C36H61NO8/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-29(39)28(24-44-35-34(43)33(42)32(41)30(23-38)45-35)37-31(40)22-36-19-25-16-26(20-36)18-27(17-25)21-36/h10-11,14-15,25-30,32-35,38-39,41-43H,2-9,12-13,16-24H2,1H3,(H,37,40)/b11-10+,15-14+/t25-,26+,27-,28-,29+,30+,32+,33-,34+,35+,36?/m0/s1
InChi Key
IZNODOFHHDPHST-MBCMVAOSSA-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

    1 mg

    $255

    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

    C2 Adamantanyl glucosylceramide (AdaGluCer) is a bioactive sphingolipid.1 It increases levels of glycosphingolipids in Vero cells at low concentrations (≤20 μM) but decreases them at high concentrations (≥40 μM). Pretreatment of microsomes with AdaGluCer increases production of adamantanyl lactosylceramide (AdaLacCer) and reduces synthesis of LacCer from exogenous GlcCer. AdaGluCer inhibits glucocerebrosidase activity in vitro in a pH-dependent manner. [Matreya, LLC. Catalog No. 1945]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kamani, M., Mylvaganam, M., Tian, R., et al. Adamantyl glycosphingolipids provide a new approach to the selective regulation of cellular glycosphingolipid metabolism. The Journal of Biological Chemisty 286(24), 21413-21426 (2011).