trisodium (2R)-1-[(9Z)-octadec-9-enoyloxy]-3-(phosphonatooxy)propan-2-yl octadec-9-enoate (2R)-3-(hydrogen phosphonatooxy)-2-[(9Z)-octadec-9-enoyloxy]propyl octadec-9-enoate

• ChemBase ID: 155070
• Molecular Formular: C78H143Na3O16P2
• Molecular Mass: 1467.877252
• Monoisotopic Mass: 1466.9544446
• SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@H](COP(=O)(O)[O-])OC(=O)CCCCCCC/C=C\CCCCCCCC.CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCC/C=C/CCCCCCCC.[Na+].[Na+].[Na+]
• Canonical SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC/C=C/CCCCCCCC)COP(=O)([O-])[O-].CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)(O)[O-].[Na+].[Na+].[Na+]
• InChI: InChI=1S/2C39H73O8P.3Na/c2*1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;;;/h2*17-20,37H,3-16,21-36H2,1-2H3,(H2,42,43,44);;;/q;;3*+1/p-3/b19-17?,20-18-;19-17-,20-18?;;;/t2*37-;;;/m11.../s1
• InChIKey: VSEVTEXNDGQEBO-YFEKXFIXSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium (2R)-1-[(9Z)-octadec-9-enoyloxy]-3-(phosphonatooxy)propan-2-yl octadec-9-enoate (2R)-3-(hydrogen phosphonatooxy)-2-[(9Z)-octadec-9-enoyloxy]propyl octadec-9-enoate
• IUPAC Traditional name: trisodium (2R)-1-[(9Z)-octadec-9-enoyloxy]-3-(phosphonatooxy)propan-2-yl octadec-9-enoate (2R)-3-(hydrogen phosphonatooxy)-2-[(9Z)-octadec-9-enoyloxy]propyl octadec-9-enoate
• Synonyms: L-α-Phosphatidic acid, dioleoyl sodium salt; 1,2-Di(cis-9-octadecenoyl)-sn-glycerol 3-phosphate sodium salt

Database IDs

• CAS Number: 108392-02-5
• PubChem SID: 24898361; 162249208
• PubChem CID: 71312070

CALCULATED PROPERTIES

• Acid pKa: 1.317406
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 10.506301
• LogD (pH = 7.4): 9.48467
• Log P: 12.933959
• Molar Refractivity: 198.0873 cm^3
• Polarizability: 78.342766 Å^3
• Polar Surface Area: 122.19 Å^2
• Rotatable Bonds: 76
• 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: ≥97% (TLC); ≥99% (GC)
• Empirical Formula (Hill Notation): C39H73O8P