[(2S)-2,3-dihydroxypropoxy][(2S)-3-(hexadecanoyloxy)-2-({8-[(1R,2R)-2-hexylcyclopropyl]octanoyl}oxy)propoxy]phosphinic acid

• ChemBase ID: 3609
• Molecular Formular: C39H75O10P
• Molecular Mass: 734.980561
• Monoisotopic Mass: 734.50978523
• SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](CO[P@@](=O)(O)OC[C@@H](O)CO)OC(=O)CCCCCCC[C@@H]1C[C@H]1CCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](OC(=O)CCCCCCC[C@@H]1C[C@H]1CCCCCC)CO[P@](=O)(OC[C@H](CO)O)O
• InChI: InChI=1S/C39H75O10P/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-38(42)46-32-37(33-48-50(44,45)47-31-36(41)30-40)49-39(43)28-24-20-17-18-22-26-35-29-34(35)25-21-8-6-4-2/h34-37,40-41H,3-33H2,1-2H3,(H,44,45)/t34-,35-,36+,37+/m1/s1
• InChIKey: JWIOKCJPLNKYBQ-MDOFDWFASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S)-2,3-dihydroxypropoxy][(2S)-3-(hexadecanoyloxy)-2-({8-[(1R,2R)-2-hexylcyclopropyl]octanoyl}oxy)propoxy]phosphinic acid
• IUPAC Traditional name: (2S)-2,3-dihydroxypropoxy(2S)-3-(hexadecanoyloxy)-2-({8-[(1R,2R)-2-hexylcyclopropyl]octanoyl}oxy)propoxyphosphinic acid
• Synonyms: 1-[Glycerolylphosphonyl]-2-[8-(2-Hexyl-Cyclopropyl)-Octanal-1-Yl]-3-[Hexadecanal-1-Yl]-Glycerol

Database IDs

• PubChem SID: 160967047; 46507734
• PubChem CID: 46936853

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8907738
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 8.250981
• LogD (pH = 7.4): 8.226714
• Log P: 10.602796
• Molar Refractivity: 198.0029 cm^3
• Polarizability: 79.73888 Å^3
• Polar Surface Area: 148.82 Å^2
• Rotatable Bonds: 39
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 7.7
• LOG S: -6.76
• Solubility (Water): 1.27e-04 g/l

DETAILS

DrugBank - DB03979

Drug information: experimental