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Pellitorine

CAT: 0804-HY-N3097-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N3097-02Size:5 mg
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Description
Pellitorine is a bioactive natural amide compound. Pellitorine can competitively antagonize the activation of TRPV1 by Capsaicin , thereby reducing pain signal transmission. Pellitorine improves cognitive dysfunction by upregulating the BDNF-ERK1/2-CREB and Nrf2-HO-1 pathways. Pellitorine exerts anti-inflammatory and anti-sepsis effects by inhibiting the release of high mobility group protein B1 (HMGB1) and the expression of RAGE/TLR4. Pellitorine exerts its antithrombotic effect by prolonging the clotting time, inhibiting the activity of clotting factors and thrombin. Pellitorine inhibits lipid peroxidation and resists ferroptosis by upregulating GPX4 and DHODH. Pellitorine kills Aedes aegypti mosquito larvae by inhibiting V-type H⁺-ATPase and aquaporin 4 (AaAQP4). Pellitorine exhibits anti-cancer activity (e.g., leukemia and breast cancer) and has inhibitory effects on certain bacteria[1][2][3][4][5][6][7].
CAS Number
18836-52-7
UNSPSC
12352211
Hazard Statement
H301, H315, H317, H319
Target
Amyloid-β; Bacterial; Dihydroorotate Dehydrogenase; ERK; Ferroptosis; Glutathione Peroxidase; Heme Oxygenase (HO) ; Insecticide; Keap1-Nrf2; NF-κB; PAI-1; Proton Pump; Thrombin; Toll-like Receptor (TLR) ; TRP Channel
Type
Natural Products
Related Pathways
Anti-infection; Apoptosis; Immunology/Inflammation; MAPK/ERK Pathway; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling; NF-κB; Others; Stem Cell/Wnt
Applications
Cancer-programmed cell death
Field of Research
Cancer; Infection; Inflammation/Immunology; Neurological Disease; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/pellitorine.html
Purity
99.84
Solubility
DMSO : 50 mg/mL (ultrasonic)
Smiles
CC(C)CNC(/C=C/C=C/CCCCC)=O
Molecular Formula
C14H25NO
Molecular Weight
223.35
Precautions
H301, H315, H317, H319
References & Citations
[1]Ee GC, et al. Pellitorine, a potential anti-cancer lead compound against HL6 and MCT-7 cell lines and microbial transformation of piperine from Piper Nigrum. Molecules. 2010;15 (4) :2398-2404.|[2]Oláh Z, et al. Pellitorine, an extract of Tetradium daniellii, is an antagonist of the ion channel TRPV1. Phytomedicine. 2017 Oct 15;34:44-49.|[3]Perumalsamy H, et al. Novel histopathological and molecular effects of natural compound pellitorine on larval midgut epithelium and anal gills of Aedes aegypti. PLoS One. 2013 Nov 18;8 (11) :e80226. |[4]Zhang JB, et al. Pellitorine protects chronic restraint stress-induced cognitive deficits via inhibiting neural inflammation and ferroptosis. Int Immunopharmacol. 2025 Sep 23;162:115166. |[5]Ku SK, et al. Antithrombotic activities of pellitorine in vitro and in vivo. Fitoterapia. 2013 Dec;91:1-8. doi: 10.1016/j.fitote.2013.08.004. Epub 2013 Aug 22. |[6]Lee W, et al. Vascular barrier protective effects of pellitorine in LPS-induced inflammation in vitro and in vivo. Fitoterapia. 2014 Jan;92:177-87. |[7]Reddy SV, et al. Antibacterial constituents from the berries of Piper nigrum. Phytomedicine. 2004 Nov;11 (7-8) :697-700.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
ERK1; ERK2; GPX4; HO-1; NF-κB; TLR4

Chemical Information

Pellitorine

Pellitorine is a fatty amide. It has a role as a metabolite.

CAS Number18836-52-7
PubChem CID5318516
IUPAC Name(2E,4E)-N-(2-methylpropyl)deca-2,4-dienamide
Molecular FormulaC14H25NO
Molecular Weight223.35
XLogP4.4
Topological Polar Surface Area29.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count8
Heavy Atom Count16
Formal Charge0
Complexity229
SMILES
CCCCC/C=C/C=C/C(=O)NCC(C)C
InChI
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
Chemical Structure
2D Structure
2D structure of Pellitorine
CAS: 18836-52-7
CID: 5318516
Formula: C14H25NO
MW: 223.35
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight223.35
XLogP34.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count8
Exact Mass223.193614421
Monoisotopic Mass223.193614421
Topological Polar Surface Area29.1 Ų
Heavy Atom Count16
Formal Charge0
Complexity229
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes