A 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.

C2 L-erythro Ceramide (d18:1/2:0)

Item No. 24387

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1R,2S,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-acetamide
CAS Number
150338-90-2
Synonyms
  • L-erythro Cer(d18:1/2:0)
  • L-erythro Ceramide (d18:1/2:0)
  • N-acetyl-L-erythro-Sphingosine
Molecular Formula
C20H39NO3
Formula Weight
341.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: solubleDMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
CC(N[C@H](CO)[C@@H](O)/C=C/CCCCCCCCCCCCC)=O
InChi Code
InChI=1S/C20H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h15-16,19-20,22,24H,3-14,17H2,1-2H3,(H,21,23)/b16-15+/t19-,20+/m1/s1
InChi Key
BLTCBVOJNNKFKC-HEQKZDDYSA-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

    $203

    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 L-erythro Ceramide is a bioactive sphingolipid and a cell-permeable analog of naturally occurring ceramides.1 It stimulates cholesterol efflux in CHO cells expressing the human ABCA1 receptor when used at a concentration of 10 μM, however, this efflux is >50% less than that stimulated by C2 ceramide (Item No. 62510). C2 L-erythro Ceramide also induces cell cycle arrest in the G0\G1 phase and a 50-fold increase in sphingosine accumulation as well as inhibits growth of HL-60 leukemia cells.2,3 [Matreya, LLC. Catalog No. 1847]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ghering, A.B., and Davidson, W.S. Ceramide structural features required to stimulate ABCA1-mediated cholesterol efflux to apolipoprotein A-I. J. Lipid Res. 47(12), 2781-2788 (2006).

    2. Baek, M.Y., Yoo, H.S., Nakaya, K., et al. Sphingolipid metabolic changes during chiral C2-ceramides induced apoptosis in human leukemia cells. Arch. Pharm. Res. 24(2), 144-149 (2001).

    3. Bielawska, A., Crane, H.M., Liotta, D., et al. Selectivity of ceramide-mediated biology. Lack of activity of erythro-dihydroceramide. The Journal of Biological Chemisty 268(35), 26226-26232 (1993).