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SML2503

Sigma-Aldrich

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
MDL number:
MFCD01735995
UNSPSC Code:
51111800
NACRES:
NA.77

Assay

≥97% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

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

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Biochem/physiol Actions

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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

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