SML2358

D-NMAPPD

≥98% (HPLC)

• Synonym(s): (1R, 2R)-N-myristoylamino-4′-nitro-phenylpropandiol-1, 3, (1R,2R)-B13, B13, N-[(1R,2R)-2-Hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]tetradecanamide, [R-(R*,R*)]-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-tetradecanamide
• Empirical Formula (Hill Notation): C₂₃H₃₈N₂O₅
• CAS Number: 35922-06-6
• Molecular Weight: 422.56
• UNSPSC Code: 12352200
• MDL number: MFCD08062172
• NACRES: NA.21
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D -28 to -34, c = 0.1 in chloroform-d
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: [N+](=O)([O-])c1ccc(cc1)[C@@H](O)[C@H](NC(=O)CCCCCCCCCCCCC)CO
• InChI: 1S/C23H38N2O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-22(27)24-21(18-26)23(28)19-14-16-20(17-15-19)25(29)30/h14-17,21,23,26,28H,2-13,18H2,1H3,(H,24,27)/t21-,23-/m1/s1
• InChI key: XUSDVLHKNBOGJY-FYYLOGMGSA-N

Description

Biochem/physiol Actions

D-NMAPPD (B13), a myristoyl-CoA analog, is a cell penetrant inhibitor of N-myristoyltransferases that suppressed FRS2α (fibroblast growth factor receptor substrate 2) myristoylation. D-NMAPPD inhibits wild-type FGFRs and drug-resistant mutants (FGFRsDRM) oncogenic signaling in cancer cells. D-NMAPPD potently inhibits growth of xenograft tumors in mice. D-NMAPPD is a potent inhibitor of ceramidase that elevates endogenous ceramide levels and suppress growth of cancer cells.

cell penetrant inhibitor of N-myristoyltransferases that suppressed FRS2α myristoylation; potent inhibitor of ceramidase that elevates endogenous ceramide levels.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable