(2-{[(2R)-2,3-bis(octadecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

• ChemBase ID: 132012
• Molecular Formular: C44H88NO8P
• Molecular Mass: 790.145181
• Monoisotopic Mass: 789.62475541
• SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)COP(=O)(OCC[N+](C)(C)C)[O-]
• InChI: InChI=1S/C44H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h42H,6-41H2,1-5H3/t42-/m1/s1
• InChIKey: NRJAVPSFFCBXDT-HUESYALOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(2R)-2,3-bis(octadecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: distearoyl phosphatidylcholine
• Synonyms: 1,2-Dioctadecanoyl-sn-glycero-3-phosphocholine; 1,2-Distearoyl-sn-glycero-3-phosphocholine; 3-sn-Phosphatidylcholine, 1,2-distearoyl; L-α-Phosphatidylcholine, distearoyl; L-β,γ-Distearoyl-α-lecithin; DSPC; PC(18:0/18:0); pre-Liposomes Formulation 5; 1,2-Distearoyl-sn-glycero-3-phosphocholine; (R)-2,3-Bis(stearoyloxy)propyl (2-(triMethylaMMonio)ethyl) phosphate

Database IDs

• CAS Number: 816-94-4
• EC Number: 212-440-2
• MDL Number: MFCD00036905
• Beilstein Number: 3923978
• PubChem SID: 24898160; 162226289
• PubChem CID: 94190

CALCULATED PROPERTIES

• Acid pKa: 1.8550572
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 11.915575
• LogD (pH = 7.4): 11.915671
• Log P: 9.892071
• Molar Refractivity: 234.2691 cm^3
• Polarizability: 89.74931 Å^3
• Polar Surface Area: 111.19 Å^2
• Rotatable Bonds: 44
• Lipinski's Rule of Five: false

PROPERTIES

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%; ≥99% (TLC); ≥99.0% (TLC); 97%
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C44H88NO8P

DETAILS

Sigma Aldrich - P1138

General description
Non-pyrogenic, well-defined liposomes, loaded with a molecule of choice, are formed by a single hydration step.

Sigma Aldrich - P6517

General description
Non-pyrogenic, well-defined liposomes, loaded with a molecule of choice, are formed by a single hydration step.
Preparation Note
A further purification by crystallization of P1138.

Sigma Aldrich - L3156

Application
For preparation of neutral surface liposomes with high melting lipids.
General description
Non-pyrogenic, well-defined liposomes, loaded with a molecule of choice, are formed by a single hydration step.
Other Notes
L-α-phosphatidylcholine, distearoyl
包装
Procedure for liposome preparation is included.

Sigma Aldrich - 43698

General description
Non-pyrogenic, well-defined liposomes, loaded with a molecule of choice, are formed by a single hydration step.