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PALDA , CAS No.136181-87-8
an endogenous fatty acid dopamide
Basic Description
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 | CS-0028822 | HMS3268B22 | Q27164120 | SR-010009467
Storage Temp
Store at 2-8°C
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
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.
Taxonomic Classification
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.
Product Properties
pKa
pKₐ: 9.79 (Predicted)
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
N-[2-(3,4-dihydroxyphenyl)ethyl]hexadecanamide
INCHI
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)
InChIKey
TWJJFOWLTIEYFO-UHFFFAOYSA-N
Smiles
CCCCCCCCCCCCCCCC(=O)NCCC1=CC(=C(C=C1)O)O
Isomeric SMILES
CCCCCCCCCCCCCCCC(=O)NCCC1=CC(=C(C=C1)O)O
PubChem CID
16759163
Molecular Weight
391.6
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
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
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