[(2S)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy]phosphonic acid

• ChemBase ID: 4301
• Molecular Formular: C37H69O8P
• Molecular Mass: 672.912721
• Monoisotopic Mass: 672.4730058
• SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](COP(=O)(O)O)OC(=O)CCCCCCC/C=C\CCCCCC
• Canonical SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](OC(=O)CCCCCCC/C=C\CCCCCC)COP(=O)(O)O
• InChI: InChI=1S/C37H69O8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(38)43-33-35(34-44-46(40,41)42)45-37(39)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16-18,35H,3-13,15,19-34H2,1-2H3,(H2,40,41,42)/b16-14-,18-17-/t35-/m0/s1
• InChIKey: ABDVMXLJKAKVKI-DATDAJMQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy]phosphonic acid
• IUPAC Traditional name: phosphatidyl ethanol
• Synonyms: (2S)-2-[(9E)-HEXADEC-9-ENOYLOXY]-3-{[HYDROXY(2-HYDROXYETHOXY)PHOSPHORYL]OXY}PROPYL (9E)-OCTADEC-9-ENOATE; PEth; Phosphatidyl ethanol

Database IDs

• PubChem SID: 46504958; 160967733
• PubChem CID: 4369442

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.317406
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 9.617164
• LogD (pH = 7.4): 8.595532
• Log P: 12.044822
• Molar Refractivity: 190.007 cm^3
• Polarizability: 74.77388 Å^3
• Polar Surface Area: 119.36 Å^2
• Rotatable Bonds: 36
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 8.73
• LOG S: -6.92
• Solubility (Water): 8.06e-05 g/l

DETAILS

DrugBank - DB04752

Drug information: experimental