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Anandamide

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CAS Number
94421-68-8
Synonyms
(5Z,8Z,11Z,14Z) -N- (2-hydroxyethyl) icosa-5,8,11,14-tetraenamide; AEA; ANANDAMIDE; anandamide (20.4, n-6) ; ARACHIDONYLETHANOLAMIDE; ARACHIDONOYL ETHANOLAMIDE; N-ARACHIDONOYLETHANOLAMINE
Molecular Formula
C22H37NO2
Molecular Weight
347.55
API Name
Fatty Acid

Chemical Information

Anandamide

Anandamide is an N-acylethanolamine 20:4 resulting from the formal condensation of carboxy group of arachidonic acid with the amino group of ethanolamine. It has a role as a neurotransmitter, a vasodilator agent and a human blood serum metabolite. It is a N-acylethanolamine 20:4 and an endocannabinoid. It is functionally related to an arachidonic acid.

CAS Number94421-68-8
PubChem CID5281969
IUPAC Name(5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide
Molecular FormulaC22H37NO2
Molecular Weight347.5
XLogP5.4
Topological Polar Surface Area49.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count16
Heavy Atom Count25
Formal Charge0
Complexity408
SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCO
InChI
InChI=1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h6-7,9-10,12-13,15-16,24H,2-5,8,11,14,17-21H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-,16-15-
InChIKey
LGEQQWMQCRIYKG-DOFZRALJSA-N
Chemical Structure
2D Structure
2D structure of Anandamide
CAS: 94421-68-8
CID: 5281969
Formula: C22H37NO2
MW: 347.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight347.5
XLogP35.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count16
Exact Mass347.282429423
Monoisotopic Mass347.282429423
Topological Polar Surface Area49.3 Ų
Heavy Atom Count25
Formal Charge0
Complexity408
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

Alternative Products

CatalogName
900108Anandamide