N-[2-(3,4-dihydroxyphenyl)ethyl]octadec-9-enamide

• ChemBase ID: 154161
• Molecular Formular: C26H43NO3
• Molecular Mass: 417.62452
• Monoisotopic Mass: 417.32429424
• SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)NCCc1ccc(c(c1)O)O
• Canonical SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)NCCc1ccc(c(c1)O)O
• InChI: InChI=1S/C26H43NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-26(30)27-21-20-23-18-19-24(28)25(29)22-23/h9-10,18-19,22,28-29H,2-8,11-17,20-21H2,1H3,(H,27,30)
• InChIKey: QQBPLXNESPTPNU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(3,4-dihydroxyphenyl)ethyl]octadec-9-enamide
• IUPAC Traditional name: N-[2-(3,4-dihydroxyphenyl)ethyl]octadec-9-enamide
• Synonyms: OLDA; N-Oleoyldopamine

Database IDs

• CAS Number: 105955-11-1
• MDL Number: MFCD05665144
• PubChem SID: 24278705; 162248300
• PubChem CID: 14230984

CALCULATED PROPERTIES

• Polarizability: 49.350536 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false
• Acid pKa: 9.2869005
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 7.6064644
• LogD (pH = 7.4): 7.6009736
• Log P: 7.6065354
• Molar Refractivity: 127.4505 cm^3

PROPERTIES

Physical Property

• Solubility: DMSO: soluble ≥20 mg/mL
• Apperance: white powder

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: >98%
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C26H43NO3

DETAILS

Sigma Aldrich - O2139

Biochem/physiol Actions
N-Oleoyldopamine is an endogenous vanilloid; weak CB1 receptor ligand.
Caution
Desiccate