{[hydroxy({[3-(2H3)methyl(4,4-2H2)but-3-en-1-yl]oxy})phosphoryl]oxy}phosphonic acid

• ChemBase ID: 171834
• Molecular Formular: C5H12O7P2
• Molecular Mass: 246.092102
• Monoisotopic Mass: 246.00582598
• SMILES: C(=C)(CCOP(=O)(OP(=O)(O)O)O)C
• Canonical SMILES: CC(=C)CCOP(=O)(OP(=O)(O)O)O
• InChI: InChI=1S/C5H12O7P2/c1-5(2)3-4-11-14(9,10)12-13(6,7)8/h1,3-4H2,2H3,(H,9,10)(H2,6,7,8)
• InChIKey: NUHSROFQTUXZQQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[hydroxy({[3-(^2H₃)methyl(4,4-^2H₂)but-3-en-1-yl]oxy})phosphoryl]oxy}phosphonic acid
• IUPAC Traditional name: {hydroxy[3-(^2H₃)methyl(4,4-^2H₂)but-3-en-1-yl]oxyphosphoryl}oxyphosphonic acid
• Synonyms: Diphosphoric Acid Mono(3-methyl-3-butenyl) Ester Triammonium Salt; Triammonium 3-Methyl-3-butenyl Pyrophosphate; Isopentenyl Pyrophosphate Triammonium Salt

Database IDs

• CAS Number: 116057-53-5
• PubChem SID: 164227744
• PubChem CID: 71749576

CALCULATED PROPERTIES

• Acid pKa: 1.7784543
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.1982236
• LogD (pH = 7.4): -4.834457
• Log P: 0.19933072
• Molar Refractivity: 48.2068 cm^3
• Polarizability: 19.481281 Å^3
• Polar Surface Area: 113.29 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I821850

Used for the preparation of antitumor agents phosphohalohydrins.

REFERENCES

• Dhe-Paganon, S., et al.: Biochem., 33, 13355 (1994)
• Tanaka, Y., et al.: Nature, 375 155 (1994)
• Wesch, D., et al.: Eur. J. Immunol., 27, 952 (1994)