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N-Arachidonyldopamine

CAT: 0957-E4585-01Size: 1 mgDry Ice: NoHazardous: No
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Description
N-Arachidonyldopamine is a potent agonist of cannabinoid receptor 1 (CB1), with a Ki of 250 nM in rat brain membranes, showing 40-fold selectivity for CB1 over CB2 receptors. It also triggers intracellular calcium mobilization in N18TG2 neuroblastoma cells.
CAS Number
199875-69-9
Target
Cannabinoid Receptor
Activity
Neuronal Signaling
Molecular Formula
C28H41NO3
Storage Conditions
2 years -20°C liquid

Chemical Information

N-Arachidonoyl dopamine

Arachidonoyl dopamine is a secondary carboxamide, a N-(fatty acyl)-dopamine, a fatty amide and a member of catechols. It is functionally related to an arachidonic acid and a dopamine.

CAS Number199875-69-9
PubChem CID5282105
IUPAC Name(5Z,8Z,11Z,14Z)-N-[2-(3,4-dihydroxyphenyl)ethyl]icosa-5,8,11,14-tetraenamide
Molecular FormulaC28H41NO3
Molecular Weight439.6
XLogP7.3
Topological Polar Surface Area69.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count17
Heavy Atom Count32
Formal Charge0
Complexity579
SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCC1=CC(=C(C=C1)O)O
InChI
InChI=1S/C28H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-28(32)29-23-22-25-20-21-26(30)27(31)24-25/h6-7,9-10,12-13,15-16,20-21,24,30-31H,2-5,8,11,14,17-19,22-23H2,1H3,(H,29,32)/b7-6-,10-9-,13-12-,16-15-
InChIKey
MVVPIAAVGAWJNQ-DOFZRALJSA-N
Chemical Structure
2D Structure
2D structure of N-Arachidonoyl dopamine
CAS: 199875-69-9
CID: 5282105
Formula: C28H41NO3
MW: 439.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight439.6
XLogP37.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count17
Exact Mass439.30864417
Monoisotopic Mass439.30864417
Topological Polar Surface Area69.6 Ų
Heavy Atom Count32
Formal Charge0
Complexity579
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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