lithium(1+) ion 6'-butoxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-3'-yl (1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl phosphate

• ChemBase ID: 171642
• Molecular Formular: C30H30LiO13P
• Molecular Mass: 636.466161
• Monoisotopic Mass: 636.1584072
• SMILES: [C@H]1([C@@H](O)[C@@H](O)[C@H]([C@H]([C@@H]1OP(=O)(Oc1ccc2c(c1)Oc1c(C32c2c(C(=O)O3)cccc2)ccc(c1)OCCCC)[O-])O)O)O.[Li+]
• Canonical SMILES: CCCCOc1ccc2c(c1)Oc1c(C32OC(=O)c2c3cccc2)ccc(c1)OP(=O)(O[C@@H]1[C@H](O)[C@@H](O)[C@H]([C@H]([C@H]1O)O)O)[O-].[Li+]
• InChI: InChI=1S/C30H31O13P.Li/c1-2-3-12-39-15-8-10-19-21(13-15)40-22-14-16(9-11-20(22)30(19)18-7-5-4-6-17(18)29(36)41-30)42-44(37,38)43-28-26(34)24(32)23(31)25(33)27(28)35;/h4-11,13-14,23-28,31-35H,2-3,12H2,1H3,(H,37,38);/q;+1/p-1/t23-,24-,25+,26-,27-,28-,30?;/m1./s1
• InChIKey: BFDHNUJWHDFDBA-WDBNBKSRSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: lithium(1+) ion 6'-butoxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-3'-yl (1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl phosphate
• IUPAC Traditional name: lithium(1+) ion 6'-butoxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl (1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl phosphate
• Synonyms: Butyl-FLIP; D,L-myo-Inositol-1-(n-butylfluoresceinylphosphate) Lithium Salt

Database IDs

• PubChem SID: 164227552
• PubChem CID: 71749500

CALCULATED PROPERTIES

• Acid pKa: 1.3140616
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -0.5589464
• LogD (pH = 7.4): -0.5655202
• Log P: 1.8107989
• Molar Refractivity: 151.3232 cm^3
• Polarizability: 59.875195 Å^3
• Polar Surface Area: 204.5 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Pale Yellow Powder
• Melting Point: 200°C dec.

DETAILS

Toronto Research Chemicals - I665700

A fluorogenic substrate for continuous assay of phosphatidylinositol-specific Phospholipase C.

REFERENCES

• Zalkova, T.O., et al.: Bioconjugate Chem., 12, 307 (2001)