(2-{[(2R)-3-(hexadecanoyloxy)-2-(octadeca-9,12-dienoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

• ChemBase ID: 156139
• Molecular Formular: C42H80NO8P
• Molecular Mass: 758.060261
• Monoisotopic Mass: 757.56215516
• SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C/C/C=C/CCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC/C=C/C/C=C/CCCCC)COP(=O)(OCC[N+](C)(C)C)[O-]
• InChI: InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h14,16,20-21,40H,6-13,15,17-19,22-39H2,1-5H3/t40-/m1/s1
• InChIKey: JLPULHDHAOZNQI-RRHRGVEJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[(2R)-3-(hexadecanoyloxy)-2-(octadeca-9,12-dienoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC Traditional name: (2-{[(2R)-3-(hexadecanoyloxy)-2-(octadeca-9,12-dienoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
• Synonyms: 1,2-Diacyl-sn-glycero-3-phosphocholine; 3-sn-Phosphatidylcholine; L-α-Lecithin; L-α-Phosphatidylcholine solution; 1,2-二酰基-sn-甘油-3-磷酸胆碱; 3-sn-磷脂酰胆碱; L-α-卵磷脂; L-α-磷脂酰胆碱 溶液

Database IDs

• CAS Number: 8002-43-5
• MDL Number: MFCD00082428
• Beilstein Number: 5209585
• PubChem SID: 162250277; 24874853; 24874850
• PubChem CID: 16213884

CALCULATED PROPERTIES

• Acid pKa: 1.8550572
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 10.302594
• LogD (pH = 7.4): 10.3026905
• Log P: 8.27909
• Molar Refractivity: 227.3003 cm^3
• Polarizability: 85.58359 Å^3
• Polar Surface Area: 111.19 Å^2
• Rotatable Bonds: 40
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 1888
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-38-40-48/20/22
• Safety Statements: 36/37
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H351-H373
• GHS Precautionary statements: P281-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1888 6.1/PG 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥99.0% (TLC)
• Concentration: ≥99.0% in chloroform (TLC, 100 mg/ml); 10% in chloroform
• Compostion: 16:0, ~14% (fatty acid); 16:0, ~33% (fatty acid); 18:0, ~14% (fatty acid); 18:0, ~4% (fatty acid); 18:1, ~12% (fatty acid); 18:1, ~30% (fatty acid); 18:2, ~14% (fatty acid); 18:2, ~65% (fatty acid); 18:3, ~5% (fatty acid); 20:4, ~4% (fatty acid)
• Biological Source: from fresh egg yolk; from soybean

DETAILS

Sigma Aldrich - 61752

Biochem/physiol Actions
Phosphatidyl cholines are the most abundant phospholipids in cell membranes. Phosphatidyl cholines also represent a large proportion of the body′s choline store1.

Sigma Aldrich - 61757

Other Notes
Culture medium component for the prolonged in vitro maintenance of human bone marrow progenitor cells2
Biochem/physiol Actions
Phosphatidyl cholines are the most abundant phospholipids in cell membranes. Phosphatidyl cholines also represent a large proportion of the body′s choline store1.