ammonium (2R)-1-[(2,3-dihydroxypropyl phosphonato)oxy]-3-(hexadecanoyloxy)propan-2-yl (10Z)-octadec-10-enoate

• ChemBase ID: 134405
• Molecular Formular: C40H80NO10P
• Molecular Mass: 766.037661
• Monoisotopic Mass: 765.5519844
• SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC(CO)O)OC(=O)CCCCCCCC/C=C\CCCCCCC.[NH4+]
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCC/C=C\CCCCCCC)COP(=O)(OCC(CO)O)[O-].[NH4+]
• InChI: InChI=1S/C40H77O10P.H3N/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2;/h15,17,37-38,41-42H,3-14,16,18-36H2,1-2H3,(H,45,46);1H3/b17-15-;/t37?,38-;/m1./s1
• InChIKey: RVRILIVONLLHGP-FOVVTBNVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ammonium (2R)-1-[(2,3-dihydroxypropyl phosphonato)oxy]-3-(hexadecanoyloxy)propan-2-yl (10Z)-octadec-10-enoate
• IUPAC Traditional name: ammonium (2R)-1-[(2,3-dihydroxypropyl phosphonato)oxy]-3-(hexadecanoyloxy)propan-2-yl (10Z)-octadec-10-enoate
• Synonyms: L-α-Phosphatidyl-DL-glycerol, β-oleoyl-γ-palmitoyl (C18:1,[cis]-9/C16:0) ammonium salt; 1-Palmitoyl-2-oleoyl-sn-glycero-3-phospho-rac-(1-glycerol) ammonium salt

Database IDs

• PubChem SID: 24898808; 162228681
• PubChem CID: 16219887

CALCULATED PROPERTIES

• Acid pKa: 1.8907738
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 9.112453
• LogD (pH = 7.4): 9.088186
• Log P: 11.464267
• Molar Refractivity: 204.5058 cm^3
• Polarizability: 81.9419 Å^3
• Polar Surface Area: 151.65 Å^2
• Rotatable Bonds: 41
• 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%
• Biological Source: synthetic