SML2503
Pellitorine
≥97% (HPLC)
Synonym(s):
(2E,4E)-N-(2-Methylpropyl)-2,4-decadienamide, (2E,4E)-N-Isobutyl-2,4-decadienamide, 2E,4E-Decadienoic acid N-isobutylamide, trans-Pellitorin, trans-Pellitorine
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About This Item
Empirical Formula (Hill Notation):
C14H25NO
CAS Number:
Molecular Weight:
223.35
UNSPSC Code:
51111800
NACRES:
NA.77
MDL number:
Assay:
≥97% (HPLC)
Form:
powder
Storage condition:
desiccated
assay
≥97% (HPLC)
form
powder
storage condition
desiccated
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
−20°C
SMILES string
N(CC(C)C)C(=O)\C=C\C=C\CCCCC
InChI
1S/C14H25NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h8-11,13H,4-7,12H2,1-3H3,(H,15,16)/b9-8+,11-10+
InChI key
MAGQQZHFHJDIRE-BNFZFUHLSA-N
Biochem/physiol Actions
ACAT inhibitor; α-Glucosidase inhibitor; anti-inflammatory;
Pellitorine is an α-Glucosidase inhibitor isolated from the roots of Piper Nigrum that exhibit anti-diabetic, anti-cancer, anti-bacterial and anti-inflammatory properties. Pellitorine is an ACAT (Acyl-CoA cholesteryl acyl transferase) inhibitor that inhibits cholesterol esterification in HepG2 cells. Also pellitorine exhibit potent larvicide activity in mosquito by Inhibition of gene expression encoding V-type H+-ATPase and aquaporine 4. Some new research suggests that anti-adipogenic activity of pellitorine depends on TRPV1.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Haribalan Perumalsamy et al.
PloS one, 8(11), e80226-e80226 (2013-11-22)
The yellow fever mosquito, Aedes aegypti, is a vector for transmitting dengue fever and yellow fever. In this study, we assessed the histopathological and molecular effects of pellitorine, an isobutylamide alkaloid, on the third instar of Ae. aegypti larvae. At
Gwendoline Cheng Lian Ee et al.
Molecules (Basel, Switzerland), 15(4), 2398-2404 (2010-04-30)
Pellitorine (1), which was isolated from the roots of Piper nigrum, showed strong cytotoxic activities against HL60 and MCT-7 cell lines. Microbial transformation of piperine (2) gave a new compound 5-[3,4-(methylenedioxy)phenyl]-pent-2-ene piperidine (3). Two other alkaloids were also found from
Barbara Lieder et al.
Frontiers in pharmacology, 8, 316-316 (2017-06-18)
Adipose tissue is an important endocrine organ in the human body. However, pathological overgrowth is associated with chronic illness. Regulation of adipogenesis and maturation of adipocytes via bioactive compounds in our daily diet has been in focus of research in