(2R)-2-methoxy-3-(octadecyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate

• ChemBase ID: 155623
• Molecular Formular: C27H58NO6P
• Molecular Mass: 523.726281
• Monoisotopic Mass: 523.40017521
• SMILES: CCCCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC
• Canonical SMILES: CCCCCCCCCCCCCCCCCCOC[C@H](COP(=O)(OCC[N+](C)(C)C)[O-])OC
• InChI: InChI=1S/C27H58NO6P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-32-25-27(31-5)26-34-35(29,30)33-24-22-28(2,3)4/h27H,6-26H2,1-5H3/t27-/m1/s1
• InChIKey: MHFRGQHAERHWKZ-HHHXNRCGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-methoxy-3-(octadecyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
• IUPAC Traditional name: (2R)-2-methoxy-3-(octadecyloxy)propyl 2-(trimethylammonio)ethyl phosphate
• Synonyms: ET-18-OCH3; 1-O-Octadecyl-2-O-methyl-sn-glycero-3-phosphorylcholine

Database IDs

• MDL Number: MFCD00063527
• PubChem SID: 24898067; 162249761
• PubChem CID: 6918215

CALCULATED PROPERTIES

• Acid pKa: 1.8552582
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 5.129306
• LogD (pH = 7.4): 5.1294017
• Log P: 3.1058018
• Molar Refractivity: 156.4723 cm^3
• Polarizability: 58.304554 Å^3
• Polar Surface Area: 77.05 Å^2
• Rotatable Bonds: 27
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: chloroform: soluble >25 mg/mL; DMSO: soluble; ethanol: soluble15 mg/mL at 45 °C
• Apperance: white waxy solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥99% (TLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C27H58NO6P

DETAILS

Sigma Aldrich - O9262

Biochem/physiol Actions
Phosphoinositide-specific phospholipase C (PI-PLC) inhibitor.