RGNCY-0024 (HPA-12)

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HPA-12 is a novel analog of ceramide that inhibits ATP-dependent transport of ceramide from the endoplasmic reticulum to the site of sphingomyelin synthesis as demonstrated in Chinese hamster ovary cells.  This occurs without the inhibition of protein trafficking, thereby inhibiting conversion of ceramide to sphingomyelin, but not to glucosylceramide, in cells.  HPA-12 is a possible prodrug for the development of a family of inhibitors of ceramide trafficking.

Systematic Name: N-((2R,4S)-1,4-dihydroxy-4-phenylbutan-2-yl)dodecanamide

SMILES: OC[C@H](NC(CCCCCCCCCCC)=O)C[C@H](O)C1=CC=CC=C1

Chemical Formula: C22H37NO3

Molecular Weight: 363.54

PubMed Ref.: 11546801 (Activity), 23701643 (Stereochemistry)

Reference: Yasuda, Satoshi, et al. "A novel inhibitor of ceramide trafficking from the endoplasmic reticulum to the site of sphingomyelin synthesis." Journal of Biological Chemistry 276.47 (2001): 43994-44002.

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