ChemicalBook--->CAS DataBase List--->18836-52-7

18836-52-7

18836-52-7 Structure

18836-52-7 Structure
IdentificationBack Directory
[Name]

pellitorine
[CAS]

18836-52-7
[Synonyms]

pellitorine
2-dioxetane
trans-Pellitorine
isobutyl (E,E)-2,4-decadienamide
N-ISOBUTYL(E,E)-2,4-DECADIENAMIDE
(2E,4E)-N-Isobutyl-2,4-decadienamide
(2E,4E)-N-Isobutyldeca-2,4-dienamide
(2E,4E)-Decadienoic acid N-isobutylamide
N-ISOBUTYLDECA-TRANS-2-TRANS-4-DIENAMIDE
(E,E)-N-(2-Methylpropyl)-2,4-decadienamide
(2E,4E)-N-Isobutyldecadienamide (Pellitorine)
2,4-Decadienamide, N-(2-methylpropyl)-, (2E,4E)-
3-(2'-Spiroadamantane)-4-methoxy-4-(3''-phosphoryloxy)phenyl-1
[Molecular Formula]

C14H25NO
[MOL File]

18836-52-7.mol
[Molecular Weight]

223.35
Chemical PropertiesBack Directory
[Melting point ]

88-89℃
[Boiling point ]

368.7±15.0 °C(Predicted)
[density ]

0.882
[FEMA ]

4148 | N-ISOBUTYLDECA-TRANS-2-TRANS-4-DIENAMIDE
[storage temp. ]

Store at -20°C
[solubility ]

DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble
[form ]

A crystalline solid
[pka]

14.74±0.46(Predicted)
[color ]

Yellow to beige
[Odor]

at 1.00 % in dipropylene glycol. spicy herbal
[Odor Type]

spicy
[JECFA Number]

1598
[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+
[InChIKey]

MAGQQZHFHJDIRE-BNFZFUHLSA-N
[SMILES]

N(CC(C)C)C(=O)\C=C\C=C\CCCCC
[LogP]

3.92
Safety DataBack Directory
[WGK Germany ]

WGK 3
[REACH Registrations]

Active
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Pellitorine is an ACAT (Acyl-CoA cholesteryl acyl transferase) and α-Glucosidase inhibitor.
[Definition]

ChEBI: A natural product found in Piper sarmentosum.
[Synthesis Reference(s)]

Synthetic Communications, 18, p. 77, 1988 DOI: 10.1080/00397918808057822
Tetrahedron Letters, 29, p. 3949, 1988 DOI: 10.1016/S0040-4039(00)80390-1
[Biological Activity]

Pellitorine is an α-Glucosidase inhibitor isolated from the roots of Piper Nigrum th at exhibit anti-diabeticanti-canceranti-bacterial and anti-inflammatory properties. Pellitorine is an AC at (Acyl-CoA cholesteryl acyl transferase) inhibitor th at 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 th at anti-adipogenic activity of pellitorine depends on TRPV1.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

pellitorine(18836-52-7)1HNMR
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