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

Item No. 24472

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]-tricyclo[3.3.1.13,7]decane-1-acetamide
CAS Number
574738-16-2
Synonyms
  • AdaGalCer(d18:1/2:0)
  • Admantanyl Galactosylceramide (d18:1/2:0)
  • Admantanyl GalCer(d18:1/2:0)
  • N-(1-adamantaneacetyl) Galactosylceramide
Molecular Formula
C36H63NO8
Formula Weight
637.9
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleChloroform:Methanol (9:1): SolubleMethanol: Soluble
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/CCCCCCCCCCCCC)[C@@H]1O
InChi Code
InChI=1S/C36H63NO8/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/h14-15,25-30,32-35,38-39,41-43H,2-13,16-24H2,1H3,(H,37,40)/b15-14+/t25-,26+,27-,28-,29+,30+,32-,33-,34+,35+,36?/m0/s1
InChi Key
JJKSFVGDPSOVJH-WQVUVXLKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $384

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    Product Description

    C2 Adamantanyl Galactosylceramide (d18:1/2:0) (AdaGalCer) is a bioactive sphingolipid.1 It reduces globotriaosylceramide 3 synthesis from exogenous lactosylceramide in microsomes. AdaGalCer stimulates recombinant glucocerebrosidase activity in a pH-dependent manner. It activates glucocerebrosidase to decrease glucosylceramide accumulation in fibroblasts and lymphoblasts isolated from patients with Gaucher and Fabry disease, respectively. [Matreya, LLC. Catalog No. 1946]

    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).