An inhibitor of CERT
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HPA-12

Item No. 28350

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1R,3S)-3-hydroxy-1-(hydroxymethyl)-3-phenylpropyl]-dodecanamide
CAS Number
383418-30-2
Synonyms
  • (1R,3S)-HPA-12
Molecular Formula
C22H37NO3
Formula Weight
363.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: solubleDMSO: soluble
SMILES
OC[C@H](NC(CCCCCCCCCCC)=O)C[C@H](O)C1=CC=CC=C1
InChi Code
InChI=1S/C22H37NO3/c1-2-3-4-5-6-7-8-9-13-16-22(26)23-20(18-24)17-21(25)19-14-11-10-12-15-19/h10-12,14-15,20-21,24-25H,2-9,13,16-18H2,1H3,(H,23,26)/t20-,21+/m1/s1
InChi Key
YCAKBKAOFSILDC-RTWAWAEBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $263

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    25 mg

    $1,052

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    Product Description

    HPA-12 is a ceramide analog and inhibitor of ceramide transfer protein (CERT).1,2 It inhibits binding of a ceramide probe to the isolated steroidogenic acute regulatory protein-related lipid transfer (START) domain of CERT with an EC50 value of 4 μM in a TR-FRET assay.2 HPA-12 (2.5 μM) inhibits conversion of the fluorescent ceramide analog C5-DMB-Cer to C5-DMB-sphingomyelin in CHO and HeLa cells.1 It also inhibits sphingomyelin synthesis in wild-type, but not ATP-dependent ceramide transport-deficient, CHO cells when used at a concentration of 1 μM.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yasuda, S., Kitagawa, H., Ueno, M., et al. A novel inhibitor of ceramide trafficking from the endoplasmic reticulum to the site of sphingomyelin synthesis. The Journal of Biological Chemisty 276(47), 43994-44002 (2001).

    2. Santos, C., Fluery, L., Rodriguez, F., et al. The CERT antagonist HPA-12: First practical synthesis and individual binding evaluation of the four stereoisomers. Bioorg. Med. Chem. 23(9), 2004-2009 (2015).