PALDA , CAS No.136181-87-8

CAS: 136181-87-8 Cat. No.: P340925 Molecular Weight: 391.6 PubChem CID: 16759163

Synonyms

Hexadecanamide,N-[2-(3,4-dihydroxyphenyl)ethyl]- | NCGC00092335-04 | J-006818 | Palmitoyl dopamine | Hexadecanamide, N-[2-(3,4-dihydroxyphenyl)ethyl]- | HMS3650I11 | PALDA | SCHEMBL875454 | CHEBI:134058 | HMS3268B22 | Q27164120 | SR-01000946793 | N-hexade

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

PALDA is an endogenous fatty acid dopamide that displays 'entourage' effects on endovanilloids NADA and anandamide. PALDA is inactive at TRPV1 and CB1 receptors (at concentrations up to 5 μM) and does not inhibit AMT or FAAH (IC|50|> 25 μM). PALDA additionally potentiates TRPV1-mediated effects of NADA and lowers EC|50|from ~ 90 to ~ 30 nM.

Specifications

Synonyms

Hexadecanamide, N-[2-(3, 4-dihydroxyphenyl)ethyl]- | NCGC00092335-04 | J-006818 | Palmitoyl dopamine | Hexadecanamide, N-[2-(3, 4-dihydroxyphenyl)ethyl]- | HMS3650I11 | PALDA | SCHEMBL875454 | CHEBI:134058 | HMS3268B22 | Q27164120 | SR-01000946793 | N-hexade

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Action Type

ACTIVATOR

Product Properties

• pKa: pKₐ: 9.79 (Predicted)

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCCCC(=O)NCCC1=CC(=C(C=C1)O)O
• IUPAC Name: N-[2-(3,4-dihydroxyphenyl)ethyl]hexadecanamide
• InChIKey: TWJJFOWLTIEYFO-UHFFFAOYSA-N
• INCHI: 1S/C24H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-24(28)25-19-18-21-16-17-22(26)23(27)20-21/h16-17,20,26-27H,2-15,18-19H2,1H3,(H,25,28)
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)NCCC1=CC(=C(C=C1)O)O
• PubChem CID: 16759163
• Molecular Weight: 391.6

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenols
      • Subclass Benzenediols
        • Level5 Catechols
          • Level6 Catecholamines and derivatives
            • Level7 N-acyldopamines

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenols
• Subclass: Benzenediols
• Intermediate Tree Nodes: Catechols - Catecholamines and derivatives
• Direct Parent: N-acyldopamines
• Alternative Parents: 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids N-acyl amines Benzene and substituted derivatives Secondary carboxylic acid amides Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: N-acyldopamine - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Fatty amide - N-acyl-amine - Fatty acyl - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acyldopamines. These are aromatic heterocyclic compounds containing a dopamine, in which the amine group is acylated.
• External Descriptors: Not available

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)

HaCaT (4069 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)

Discover Target: HSD17B10

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

RAW264.7 (28094 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RBL-2H3 (1162 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO (~20 mg/ml), DMF (~20 mg/ml), and ethanol (5 mM).
• Refractive Index: n20D1.52 (Predicted)
• Boil Point(°C): 589.55° C at 760 mmHg (Predicted)
• Molecular Weight: 391.600 g/mol
• XLogP3: 6.600
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 17
• Exact Mass: 391.309 Da
• Monoisotopic Mass: 391.309 Da
• Topological Polar Surface Area: 69.600 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 375.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1