[(2S)-3-(hexanoyloxy)-2-hydroxypropoxy]phosphonic acid

• ChemBase ID: 3812
• Molecular Formular: C9H19O7P
• Molecular Mass: 270.216721
• Monoisotopic Mass: 270.08683958
• SMILES: OP(=O)(O)OC[C@@H](O)COC(=O)CCCCC
• Canonical SMILES: CCCCCC(=O)OC[C@@H](COP(=O)(O)O)O
• InChI: InChI=1S/C9H19O7P/c1-2-3-4-5-9(11)15-6-8(10)7-16-17(12,13)14/h8,10H,2-7H2,1H3,(H2,12,13,14)/t8-/m0/s1
• InChIKey: FIMVTNBZKNVWDN-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S)-3-(hexanoyloxy)-2-hydroxypropoxy]phosphonic acid
• IUPAC Traditional name: (2S)-3-(hexanoyloxy)-2-hydroxypropoxyphosphonic acid
• Synonyms: 1-Monohexanoyl-2-Hydroxy-Sn-Glycero-3-Phosphate

Database IDs

• PubChem SID: 46506979; 160967249
• PubChem CID: 657119

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5053178
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.8918049
• LogD (pH = 7.4): -2.774165
• Log P: 0.5127872
• Molar Refractivity: 58.9704 cm^3
• Polarizability: 23.859968 Å^3
• Polar Surface Area: 113.29 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.03
• LOG S: -1.48
• Solubility (Water): 8.94e+00 g/l

DETAILS

DrugBank - DB04199

Drug information: experimental