[(2S)-2,3-bis(hexadecanoyloxy)propoxy][(2S)-2,3-dihydroxypropoxy]phosphinic acid

• ChemBase ID: 1808
• Molecular Formular: C38H75O10P
• Molecular Mass: 722.969861
• Monoisotopic Mass: 722.50978523
• SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](CO[P@@](=O)(O)OC[C@@H](O)CO)OC(=O)CCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](OC(=O)CCCCCCCCCCCCCCC)CO[P@](=O)(OC[C@H](CO)O)O
• InChI: InChI=1S/C38H75O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35-36,39-40H,3-34H2,1-2H3,(H,43,44)/t35-,36-/m0/s1
• InChIKey: BIABMEZBCHDPBV-ZPGRZCPFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S)-2,3-bis(hexadecanoyloxy)propoxy][(2S)-2,3-dihydroxypropoxy]phosphinic acid
• IUPAC Traditional name: (2S)-2,3-bis(hexadecanoyloxy)propoxy(2S)-2,3-dihydroxypropoxyphosphinic acid
• Synonyms: 1,2-Dipalmitoyl-Phosphatidyl-Glycerole

Database IDs

• PubChem SID: 160965264; 46508792
• PubChem CID: 46936292

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8907738
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 8.5852375
• LogD (pH = 7.4): 8.560971
• Log P: 10.937052
• Molar Refractivity: 195.3089 cm^3
• Polarizability: 78.623604 Å^3
• Polar Surface Area: 148.82 Å^2
• Rotatable Bonds: 40
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 7.8
• LOG S: -6.71
• Solubility (Water): 1.41e-04 g/l

DETAILS

DrugBank - DB02043

Drug information: experimental