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Piperlonguminine
Cayman Chemical Item Number 9001155
NSC 125178; N-Isobutylpiperamide (CAS 5950-12-9)
Description
Piperlonguminine is an alkaloid amide from species of the genus Piper, a plant used in traditional medicine that demonstrates antifungal, anticancer, antihyperlipidemic, and anti-inflammatory properties.1↗,2↗ Piperlonguminine (3-12.5 μM) has been shown to dose dependently decrease expression of amyloid precursor protein and amyloid β peptide in human neuroblastoma cells, suggesting it may have implication in treating Alzheimer’s disease.3↗
1 Kumar, S., Kamboj, J., Suman, et al. Overview for various aspects of the health benefits of Piper longum Linn. fruit. J Acupunct Meridian Stud 4(2) 134-140 (2011).
2 Silva, D.R., Baroni, S., Svidzinski, A.E., et al. Anti-inflammatory activity of the extract, fractions and amides from the leaves of Piper ovatum Vahl (Piperaceae). J Ethnopharmacol 116 569-573 (2008).
3 Qi, H., Liu, P., Gao, S., et al. Inhibitory effect of piperlonguminine/dihydropiperlonguminine on the production of amyloid β and APP in SK-N-SH cells. Chin J Physiol 52(3) 160-168 (2009).
Synonyms NSC 125178
N-Isobutylpiperamide
Formal Name 5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)-2E,4E-pentadienamide
CAS Number 5950-12-9
Molecular Formula C16H19NO3
Formula Weight 273.3
Formulation A crystalline solid
Purity ≥98%
λmax 242, 252, 308, 339 nm
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES Copy O=C(/C=C/C=C/C1=CC=C(OCO2)C2=C1)NCC(C)C
InCHI Code Copy 1S/C16H19NO3/c1-12(2)10-17-16(18)6-4-3-5-13-7-8-14-15(9-13)20-11-19-14/h3-9,12H,10-11H2,1-2H3,(H,17,18)/b5-3+,6-4+
InCHI Key Copy WHAAPCGHVWVUEX-GGWOSOGESA-N |