A bioactive sphingolipid
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L-erythro Sphinganine (d18:0)

Item No. 24374

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2R-amino-1,3S-octadecanediol
CAS Number
6036-76-6
Synonyms
  • L-erythro Dihydrosphingosine
  • C18 L-erythro Sphinganine (d18:0)
Molecular Formula
C18H39NO2
Formula Weight
301.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: solubleDMSO: solubleEthanol: solubleMethanol: soluble
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+/m1/s1
InChi Key
OTKJDMGTUTTYMP-MSOLQXFVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $208

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    Product Description

    L-erythro Sphinganine (d18:0) is a synthetic bioactive sphingolipid and stereoisomer of sphinganine (d18:0) (Item No. 10007945) and D-threo sphinganine (Item No. 24375).1 It induces autophagy in HCT116 cells when used at a concentration of 12 μM. L-erythro Sphinganine induces cell cycle arrest of 7R4-LCB1 yeast cells.2 It is metabolized via sphinganine N-acyltransferase and sphinganine kinase in vivo in rat liver.3 [Matreya, LLC. Catalog No. 1846]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Coward, J., Ambrosini, G., Musi, E., et al. Safingol (L-threo-sphinganine) induces autophagy in solid tumor cells through inhibition of PKC and the PI3-kinase pathway. Autophagy 5(2), 184-193 (2009).

    2. Jenkins, G.M., and Hannun, Y.A. Role for de novo sphingoid base biosynthesis in the heat-induced transient cell cycle arrest of Saccharomyces cerevisiae. The Journal of Biological Chemisty 276(11), 8574-8581 (2001).

    3. Stoffel, W., and Bister, K. Stereospecificities in the metabolic reactions of the four isomeric sphinganines (dihydrosphingosines) in rat liver. Hoppe-Seylers Z. Physiol. Chem. 354(2), 169-181 (1973).