(2S)-2-amino-3-({[(2S)-2,3-bis(octadec-9-enoyloxy)propoxy](hydroxy)phosphoryl}oxy)propanoic acid

• ChemBase ID: 155369
• Molecular Formular: C42H78NO10P
• Molecular Mass: 788.043181
• Monoisotopic Mass: 787.53633433
• SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@@H](COP(=O)(O)OC[C@@H](C(=O)O)N)OC(=O)CCCCCCC/C=C/CCCCCCCC
• Canonical SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@H](OC(=O)CCCCCCC/C=C/CCCCCCCC)COP(=O)(OC[C@@H](C(=O)O)N)O
• InChI: InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,38-39H,3-16,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/t38-,39-/m0/s1
• InChIKey: WTBFLCSPLLEDEM-YDAXCOIMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-({[(2S)-2,3-bis(octadec-9-enoyloxy)propoxy](hydroxy)phosphoryl}oxy)propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-{[(2S)-2,3-bis(octadec-9-enoyloxy)propoxy(hydroxy)phosphoryl]oxy}propanoic acid
• Synonyms: L-α-Phosphatidyl-L-serine, dioleoyl sodium salt; 1,2-Dioleoyl-sn-glycero-3-phospho-L-serine sodium salt

Database IDs

• CAS Number: 70614-14-1(freeacid)
• MDL Number: MFCD00133436
• PubChem SID: 24898148; 162249507
• PubChem CID: 15409351

CALCULATED PROPERTIES

• Acid pKa: 1.468034
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 7.8420577
• LogD (pH = 7.4): 7.566593
• Log P: 10.547938
• Molar Refractivity: 217.471 cm^3
• Polarizability: 86.29067 Å^3
• Polar Surface Area: 171.68 Å^2
• Rotatable Bonds: 42
• 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: ~95%
• Linear Formula: C42H77NO10PNa