[(2R)-2,3,4-trihydroxy-3-(2H3)methylbutoxy]phosphonic acid

• ChemBase ID: 173684
• Molecular Formular: C5H13O7P
• Molecular Mass: 216.126281
• Monoisotopic Mass: 216.03988939
• SMILES: C(C([C@@H](COP(=O)(O)O)O)(O)C)O
• Canonical SMILES: OCC([C@@H](COP(=O)(O)O)O)(O)C
• InChI: InChI=1S/C5H13O7P/c1-5(8,3-6)4(7)2-12-13(9,10)11/h4,6-8H,2-3H2,1H3,(H2,9,10,11)/t4-,5?/m1/s1
• InChIKey: XMWHRVNVKDKBRG-CNZKWPKMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R)-2,3,4-trihydroxy-3-(^2H₃)methylbutoxy]phosphonic acid
• IUPAC Traditional name: (2R)-2,3,4-trihydroxy-3-(^2H₃)methylbutoxyphosphonic acid
• Synonyms: (2S,3R)-2-(Methyl-d3)-1,2,3,4-butanetetrol 4-(Dihydrogen Phosphate) Disodium Salt; 2-C-(Methyl-d3)-D-erythritol 4-phosphate Disodium Salt; MEP-d3 Diosodium Salt; Methyl-D-erythritol-d3 Phosphate Disodium Salt

Database IDs

• PubChem SID: 164229594
• PubChem CID: 71750334

CALCULATED PROPERTIES

• Acid pKa: 1.4850845
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -4.719144
• LogD (pH = 7.4): -5.616525
• Log P: -2.3123384
• Molar Refractivity: 41.9897 cm^3
• Polarizability: 17.149603 Å^3
• Polar Surface Area: 127.45 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M304652

A labelled substrate for terpenoid biosynthesis; terpenoid biosynthesis enzyme Escherichia.

REFERENCES

• Laemmli, U., et al.: Nature, 227, 680 (1970)
• Read, S., et al.: Anal. Biochem., 116, 53 (1970)
• Eisenreich, W., et al.: ChemBiol., 5, R221 (1970)