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Merck
CN

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:
18836-52-7
Molecular Weight:
223.35
UNSPSC Code:
51111800
NACRES:
NA.77
MDL number:
MFCD01735995

Key Documents

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Product Name

Pellitorine, ≥97% (HPLC)

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

assay

≥97% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

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Related Categories

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000433533
0000433533
0000433532
0000433532
0000429406

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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
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
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

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