Anandamide
Athanor · official
C22H37NO2 · 347.5 g/mol
IUPAC name: (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide
Also called AEA, N-arachidonoylethanolamine, endocannabinoid, bliss molecule
Names and identifiers
- IUPAC name
- (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide
- Synonyms
- AEA, N-arachidonoylethanolamine, endocannabinoid
+ 36 more
bliss molecule, Arachidonylethanolamide, Arachidonoyl ethanolamide, N-Arachidonoylethanolamine, (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide, arachidonoylethanolamide, Anandamide (20.4, n-6), N-arachidonoyl ethanolamine, N-Arachidonoyl-2-hydroxyethylamide, N-(2-Hydroxyethyl)anachidonamide, 5,8,11,14-Eicosatetraenoylethanolamide, Anandamide(20:4, n-6), UR5G69TJKH, DTXSID301017453, 5,8,11,14-Eicosatetraenamide, N-(2-hydroxyethyl)-, (all-Z)-, CHEBI:2700, anandamide (20.4,n-6), N-(2-hydroxyethyl)arachidonamide, n-arachidonoylethanolamide, 5,8,11,14-eicosatetraenamide, N-(2-hydroxyethyl)-, RefChem:915796, DTXCID701475649, C20:4 Anandamide (AEA), Anandamide (20:4, n-6), Arachidonoyl-EA, MFCD00153766, N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine, Arachidonic acid N-(hydroxyethyl)amide, CHEMBL15848, [3H]Anandamide, 5,8,11,14-Eicosatetraenamide, N-(2-hydroxyethyl)-, (5Z,8Z,11Z,14Z)-, Arachidonoyl Ethanolamide (In Ethanol), C22H37NO2, (5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)-5,8,11,14-eicosatetraenamide, N-(5Z,8Z,11Z,14Z-icosatetraenoyl)-ethanolamide, Arachidonoylethanolamide (AEA)
- Molecular formula
- C22H37NO2
- Empirical formula
- C22H37NO2
- Molecular weight
- 347.5 g/mol
- Exact mass
- 347.28243
- CAS number
- 94421-68-8
- PubChem CID
- 5281969
- Canonical SMILES
- CCCCCC=CCC=CCC=CCC=CCCCC(=O)NCCO
- Isomeric 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
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 25
- Rings
- 0
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.59
- H-bond donors
- 2
- H-bond acceptors
- 2
- Rotatable bonds
- 16
- TPSA (Ų)
- 49.3
- Formal charge
- 0
- XLogP3
- 5.4 PubChem
- Complexity
- 408 PubChem
- Stereocenters
- None
- Double-bond geometry
- C6=C7: Z · C9=C10: Z · C12=C13: Z · C15=C16: Z
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C76.03%
- H10.73%
- N4.03%
- O9.21%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 5.24 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -4.24 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 2.81 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 347.54
- log P ≤ 5 (Crippen): 5.24
- H-bond donors ≤ 5: 2
- H-bond acceptors ≤ 10: 2
Breaks 1 of the four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
No GHS hazard classification was found in the sources.
Safety data sheets on the supplier’s page: InvivoChem, Biosynth, Xianglong Pharmaceutical Standards (XL Standards).
Always read the supplier’s safety data sheet before working with it.
Spectra
- 13C NMRSpectraBase
- GC-MSHuman Metabolome Database (HMDB) (GC-EI-TOF · positive) · Human Metabolome Database (HMDB) (GC-EI-TOF · positive) · MassBank of North America (MoNA) (Leco Pegasus IV · GC-EI-TOF · positive) · MassBank of North America (MoNA) (Leco Pegasus IV · GC-EI-TOF · positive) · MassBank of North America (MoNA) (Leco Pegasus IV · GC-EI-TOF · positive) · NIST Mass Spectrometry Data Center
- MS-MSHuman Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · NIST Mass Spectrometry Data Center (IT/ion trap)
- LC-MSMassBank Europe (maXis plus UHR-ToF-MS, Bruker Daltonics · LC-ESI-QTOF · POSITIVE) · MassBank Europe (maXis plus UHR-ToF-MS, Bruker Daltonics · LC-ESI-QTOF · POSITIVE) · MassBank Europe (maXis plus UHR-ToF-MS, Bruker Daltonics · LC-ESI-QTOF · POSITIVE) · MassBank of North America (MoNA) (maXis plus UHR-ToF-MS, Bruker Daltonics · LC-ESI-QTOF · ESI) · MassBank of North America (MoNA) (maXis plus UHR-ToF-MS, Bruker Daltonics · LC-ESI-QTOF · ESI) · MassBank of North America (MoNA) (maXis plus UHR-ToF-MS, Bruker Daltonics · LC-ESI-QTOF · ESI)
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [2]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [3]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- [4]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
- [5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.