Pellitorine - Moligand™,≥97% , CAS No.18836-52-7

CAS: 18836-52-7 Cat. No.: P275555 Molecular Weight: 223.36 EC Number: 639-620-7 PubChem CID: 5318516

GRADE & PURITY Moligand™, ≥97%

Synonyms

trans-Pellitorin; trans-Pellitorine | NCGC00385817-01!(2E,4E)-N-(2-methylpropyl)deca-2,4-dienamide | (2E,4E)-N-(2-Methylpropyl)-2,4-decadienamide | SCHEMBL258097 | (2E,4E)-N-(2-methyl-propyl)-deca-2,4-dienoic acid amide | DTXSID301019978 | FEMA NO. 4148 |

Storage

Protected from light,Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

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 .

Specifications

Synonyms

trans-Pellitorin; trans-Pellitorine | NCGC00385817-01!(2E, 4E)-N-(2-methylpropyl)deca-2, 4-dienamide | (2E, 4E)-N-(2-Methylpropyl)-2, 4-decadienamide | SCHEMBL258097 | (2E, 4E)-N-(2-methyl-propyl)-deca-2, 4-dienoic acid amide | DTXSID301019978 | FEMA NO. 4148 |

Specifications & Purity

Moligand™, ≥97%

Biochemical and Physiological Mechanisms

Acyl-CoA cholesteryl acyl transferase and α-Glucosidase inhibitor. Inhibits LPS-induced barrier disruption. Shows anthelmintic, antibacterial, antiseptic and antithrombotic effects in vivo.

Storage

Protected from light, Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Note

Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥97%

Names and Identifiers

• Canonical Smiles: CCCCCC=CC=CC(=O)NCC(C)C
• IUPAC Name: (2E,4E)-N-(2-methylpropyl)deca-2,4-dienamide
• InChIKey: MAGQQZHFHJDIRE-BNFZFUHLSA-N
• 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+
• Isomeric SMILES: CCCCC/C=C/C=C/C(=O)NCC(C)C
• PubChem CID: 5318516
• Molecular Weight: 223.36

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty amides

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty amides
• Intermediate Tree Nodes: Not available
• Direct Parent: N-acyl amines
• Alternative Parents: Secondary carboxylic acid amides Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: N-acyl-amine - Secondary carboxylic acid amide - Carboxamide group - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acyl amines. These are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.
• External Descriptors: fatty amide

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ICAM1 Tchem Intercellular adhesion molecule-1 (260 Activities)

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THP-1 (11052 Activities)

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Associated Targets(non-human)

Mycobacterium tuberculosis (203094 Activities)

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Trypanosoma cruzi (99888 Activities)

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Aedes aegypti (630 Activities)

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Musca domestica (713 Activities)

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Mus musculus (284745 Activities)

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3T3-L1 (3664 Activities)

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BV-2 (3710 Activities)

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L929 (3802 Activities)

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Heliothis virescens (272 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO and in ethanol
• Sensitivity: light & Moisture sensitive
• Molecular Weight: 223.350 g/mol
• XLogP3: 4.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 8
• Exact Mass: 223.194 Da
• Monoisotopic Mass: 223.194 Da
• Topological Polar Surface Area: 29.100 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 229.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1