(2S)-1-(hexadecanoyloxy)-3-{[(S)-((1r,2R,3S,4s,5R,6S)-2,3,4,5,6-pentahydroxycyclohexyl phosphonato)]oxy}propan-2-yl (9E)-octadec-9-enoate

• ChemBase ID: 1904
• Molecular Formular: C43H80O13P-
• Molecular Mass: 836.061261
• Monoisotopic Mass: 835.53365425
• SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](COP(=O)([O-])O[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCC/C=C/CCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](OC(=O)CCCCCCC/C=C/CCCCCCCC)COP(=O)(O[C@@H]1[C@@H](O)[C@H](O)[C@H]([C@@H]([C@H]1O)O)O)[O-]
• InChI: InChI=1S/C43H81O13P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(45)55-35(34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50)33-53-36(44)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,35,38-43,46-50H,3-16,19-34H2,1-2H3,(H,51,52)/p-1/b18-17+/t35-,38-,39-,40+,41+,42-,43-/m0/s1
• InChIKey: PDLAMJKMOKWLAJ-KGUAWZMVSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(hexadecanoyloxy)-3-{[(S)-((1r,2R,3S,4s,5R,6S)-2,3,4,5,6-pentahydroxycyclohexyl phosphonato)]oxy}propan-2-yl (9E)-octadec-9-enoate
• IUPAC Traditional name: (2S)-1-(hexadecanoyloxy)-3-{[(S)-((1r,2R,3S,4s,5R,6S)-2,3,4,5,6-pentahydroxycyclohexyl phosphonato)]oxy}propan-2-yl (9E)-octadec-9-enoate
• Synonyms: 1,2-Diacyl-Sn-Glycero-3-Phosphoinositol

Database IDs

• PubChem SID: 46506660; 160965359
• PubChem CID: 46936309

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8332553
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 7.1664834
• LogD (pH = 7.4): 7.145147
• Log P: 9.521272
• Molar Refractivity: 219.7647 cm^3
• Polarizability: 88.66186 Å^3
• Polar Surface Area: 212.34 Å^2
• Rotatable Bonds: 39
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 7.33
• LOG S: -6.03
• Solubility (Water): 8.01e-04 g/l

DETAILS

DrugBank - DB02144

Drug information: experimental