2-aminoethyl icosa-5,8,11,14-tetraenoate hydrochloride

• ChemBase ID: 154204
• Molecular Formular: C22H38ClNO2
• Molecular Mass: 383.99562
• Monoisotopic Mass: 383.25910714
• SMILES: CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)OCCN.Cl
• Canonical SMILES: CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)OCCN.Cl
• InChI: InChI=1S/C22H37NO2.ClH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(24)25-21-20-23;/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21,23H2,1H3;1H
• InChIKey: BNTZVCDZOZGRSZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-aminoethyl icosa-5,8,11,14-tetraenoate hydrochloride
• IUPAC Traditional name: 2-aminoethyl icosa-5,8,11,14-tetraenoate hydrochloride
• Synonyms: Arachidonic acid-(2-aminoethyl)-ester hydrochloride; O-AEA hydrochloride; O-Arachidonoyl ethanolamine hydrochloride; Virodhamine hydrochloride

Database IDs

• CAS Number: 443129-35-9
• MDL Number: MFCD05863982
• PubChem SID: 162248343; 24724661
• PubChem CID: 71311815

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.983023
• LogD (pH = 7.4): 4.129463
• Log P: 5.936081
• Molar Refractivity: 112.6729 cm^3
• Polarizability: 42.625507 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF: soluble ≥20 mg/mL; DMSO: soluble ≥20 mg/mL; ethanol: soluble ≥20 mg/mL
• Apperance: pale yellow oil

Safety Information

• Storage Condition: protect from light; under inert gas
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: -70°C

Product Information

• Purity: >90% (GC)
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C22H37NO2 · HCl

DETAILS

Sigma Aldrich - V2389

Biochem/physiol Actions
Endogenous cannabinoid; partial CB1 receptor agonist; full CB2 receptor agonist.
Other Notes
Not stable in solution; use dilutions immediately.
Packaging
Air- and light-sensitive