N-(2-hydroxyethyl)octadeca-9,12-dienamide

• ChemBase ID: 155733
• Molecular Formular: C20H37NO2
• Molecular Mass: 323.51328
• Monoisotopic Mass: 323.28242943
• SMILES: CCCCC/C=C/C/C=C/CCCCCCCC(=O)NCCO
• Canonical SMILES: CCCCC/C=C/C/C=C/CCCCCCCC(=O)NCCO
• InChI: InChI=1S/C20H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h6-7,9-10,22H,2-5,8,11-19H2,1H3,(H,21,23)
• InChIKey: KQXDGUVSAAQARU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-hydroxyethyl)octadeca-9,12-dienamide
• IUPAC Traditional name: N-(2-hydroxyethyl)octadeca-9,12-dienamide
• Synonyms: Linoleyl ethanolamide

Database IDs

• CAS Number: 68171-52-8
• MDL Number: MFCD00674434
• PubChem SID: 162249871
• PubChem CID: 5353406

CALCULATED PROPERTIES

• Acid pKa: 15.469626
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.1485076
• LogD (pH = 7.4): 5.148508
• Log P: 5.148508
• Molar Refractivity: 101.53 cm^3
• Polarizability: 38.92794 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: ethanol solution
• Flash Point: 14 °C; 57.2 °F

Safety Information

• European Hazard Symbols: Flammable (F)
• UN Number: 1170
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11
• Safety Statements: 16
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H225
• GHS Precautionary statements: P210
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1170 3/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%
• Shipped in: wet ice
• Mol. Weight: apparent mol wt 323.5

DETAILS

Sigma Aldrich - L1164

Biochem/physiol Actions
A structural analogue of the endogenous cannabinoid receptor ligand anandamide.
Preparation Note
To change the solvent, evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice.