[(2R)-2,3-dihydroxypropoxy][(2S)-3-(hexadecanoyloxy)-2-hydroxypropoxy]phosphinic acid

• ChemBase ID: 3117
• Molecular Formular: C22H45O9P
• Molecular Mass: 484.561061
• Monoisotopic Mass: 484.28011965
• SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](O)CO[P@@](=O)(O)OC[C@H](O)CO
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](CO[P@](=O)(OC[C@@H](CO)O)O)O
• InChI: InChI=1S/C22H45O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(26)29-17-21(25)19-31-32(27,28)30-18-20(24)16-23/h20-21,23-25H,2-19H2,1H3,(H,27,28)/t20-,21+/m1/s1
• InChIKey: BVJSKAUUFXBDOB-RTWAWAEBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R)-2,3-dihydroxypropoxy][(2S)-3-(hexadecanoyloxy)-2-hydroxypropoxy]phosphinic acid
• IUPAC Traditional name: (2R)-2,3-dihydroxypropoxy(2S)-3-(hexadecanoyloxy)-2-hydroxypropoxyphosphinic acid
• Synonyms: Lysophosphatidylglycerol

Database IDs

• PubChem SID: 46508152; 160966561
• PubChem CID: 46936675; 46936676

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8910573
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.6641995
• LogD (pH = 7.4): 1.6399169
• Log P: 4.0159974
• Molar Refractivity: 121.7175 cm^3
• Polarizability: 49.11334 Å^3
• Polar Surface Area: 142.75 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.57
• LOG S: -5.18
• Solubility (Water): 3.29e-03 g/l

DETAILS

DrugBank - DB03438

Drug information: experimental