[(2R)-2,3-dihydroxypropoxy][(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy]phosphinic acid

• ChemBase ID: 4238
• Molecular Formular: C40H75O10P
• Molecular Mass: 746.991261
• Monoisotopic Mass: 746.50978523
• SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](CO[P@@](=O)(O)OC[C@H](O)CO)OC(=O)CCCCCCC/C=C\CCCCCC
• Canonical SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC/C=C\CCCCCC)CO[P@](=O)(OC[C@@H](CO)O)O
• InChI: InChI=1S/C40H75O10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(43)47-35-38(36-49-51(45,46)48-34-37(42)33-41)50-40(44)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16-18,37-38,41-42H,3-13,15,19-36H2,1-2H3,(H,45,46)/b16-14-,18-17-/t37-,38-/m1/s1
• InChIKey: QGIXWNRQEFVVRM-CTDKCSBDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R)-2,3-dihydroxypropoxy][(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy]phosphinic acid
• IUPAC Traditional name: (2R)-2,3-dihydroxypropoxy(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxyphosphinic acid
• Synonyms: (2R)-3-{[{[(2S)-2,3-DIHYDROXYPROPYL]OXY}(HYDROXY)PHOSPHORYL]OXY}-2-[(9E)-HEXADEC-9-ENOYLOXY]PROPYL (9E)-OCTADEC-9-ENOATE

Database IDs

• PubChem SID: 46507864; 160967670
• PubChem CID: 5288113

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8907738
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 8.750532
• LogD (pH = 7.4): 8.726265
• Log P: 11.102345
• Molar Refractivity: 206.7441 cm^3
• Polarizability: 81.80908 Å^3
• Polar Surface Area: 148.82 Å^2
• Rotatable Bonds: 40
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 8.02
• LOG S: -6.85
• Solubility (Water): 1.05e-04 g/l

DETAILS

DrugBank - DB04683

Drug information: experimental