A dual inhibitor of PKC and SPHK
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Safingol

Item No. 18624

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,3S)-2-amino1,3-octadecanediol
CAS Number
15639-50-6
Synonyms
  • L-threo-Dihydrosphingosine
  • L-threo-Sphinganine
Molecular Formula
C18H39NO2
Formula Weight
301.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Ethanol: 0.25 mg/ml
SMILES
OC[C@H](N)[C@@H](O)CCCCCCCCCCCCCCC
InChi Code
InChI=1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18-/m0/s1
InChi Key
OTKJDMGTUTTYMP-ROUUACIJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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.

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    1 mg

    $87

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    5 mg

    $322

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    10 mg

    $556

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    25 mg

    $970

    Add
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    Product Description

    Safingol is the L-threo diastereomer of D-erythro-sphinganine (Item No. 10007945) and a dual inhibitor of PKC and sphingosine kinase (SPHK).1,2 It inhibits PKC by binding at the regulatory phorbol-binding domain (IC50 = 24 µM).1 Safingol also inhibits SPHK (Ki = ~5 µM).2 Safingol (0.2-6 µM) restores sensitivity to cisplatin (Item No. 13119) in resistant AGScis5 cells and N87 gastric cancer cells in a concentration-dependent manner.3 [Matreya, LLC. Catalog No. 1807]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wilson, E., Olcott, M.C., Bell, R.M., et al. Inhibition of the oxidative burst in human neutrophils by sphingoid long-chain bases. Role of protein kinase C in activation of the burst. The Journal of Biological Chemisty 261(27), 12616-12623 (1986).

    2. Baek, D.J., Macritchie, N., Anthony, N.G., et al. Structure-activity relationships and molecular modeling of sphingosine kinase inhibitors. J. Med. Chem. 56(22), 9310-9327 (2013).

    3. Matula, K., Collie-Dugid, E., Murray, G., et al. Regulation of cellular sphingosine-1-phosphate by sphingosine kinase 1 and sphingosine-1-phopshate lyase determines chemotherapy resistance in gastroesophageal cancer. BMC Cancer 15:762, (2015).