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Arachidonyl-2-chloroethylamide

CAT: 0572-TRC-A765020-50MGSize: 50 mgDry Ice: NoHazardous: No
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CAT#:0572-TRC-A765020-50MGSize:50 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
220556-69-4
Synonyms
ACEA; 2'-chloro-AEA
Hazard Statement
Causes skin irritation
Smiles
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCCl
Molecular Formula
C22 H36 Cl N O
Molecular Weight
365.98
InChI
InChI=1S/C22H36ClNO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)24-21-20-23/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,24,25)/b7-6-,10-9-,13-12-,16-15-
Additionnal Information
IUPAC name: (5Z,8Z,11Z,14Z)-N-(2-chloroethyl)icosa-5,8,11,14-tetraenamide
Shipping Conditions
Room Temperature
Storage Conditions
+4°C

Chemical Information

Arachidonyl-2-chloroethylamide

Arachidonyl-2'-chloroethylamide is a fatty amide obtained by the formal condensation of arachidonic acid with 2-chloroethanamine. It is a potent agonist of the CB1 receptor (Ki = 1.4 nM) and also has a low affinity for the CB2 receptor (Ki = 3100 nM). It has a role as a CB2 receptor agonist, a CB1 receptor agonist and a neuroprotective agent. It is a secondary carboxamide, a fatty amide, an organochlorine compound and a synthetic cannabinoid. It is functionally related to an arachidonic acid.

CAS Number220556-69-4
PubChem CID5311006
IUPAC Name(5Z,8Z,11Z,14Z)-N-(2-chloroethyl)icosa-5,8,11,14-tetraenamide
Molecular FormulaC22H36ClNO
Molecular Weight366.0
XLogP6.6
Topological Polar Surface Area29.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count16
Heavy Atom Count25
Formal Charge0
Complexity410
SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCCl
InChI
InChI=1S/C22H36ClNO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)24-21-20-23/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,24,25)/b7-6-,10-9-,13-12-,16-15-
InChIKey
SCJNCDSAIRBRIA-DOFZRALJSA-N
Chemical Structure
2D Structure
2D structure of Arachidonyl-2-chloroethylamide
CAS: 220556-69-4
CID: 5311006
Formula: C22H36ClNO
MW: 366.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight366.0
XLogP36.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count16
Exact Mass365.2485425
Monoisotopic Mass365.2485425
Topological Polar Surface Area29.1 Ų
Heavy Atom Count25
Formal Charge0
Complexity410
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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CatalogName
259678-01Arachidonyl-2-chloroethylamide
002824-01Arachidonyl-2-chloroethylamide (ACEA)
MBS5798875Arachidonoyl 2'-Chloroethylamide
441735-01Arachidonyl-2'-fluoroethylamide
FA17965-012-Arachidonyl glycerol
259677-012-Arachidonyl Glycerol discontinued
sc-4805392-Arachidonyl Glycerol-d5
463886Arachidonyl Alcohol
T22582-01Arachidonyl serotonin
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