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

• ChemBase ID: 173683
• 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: OC[C@@]([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-UHNVWZDZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 206440-72-4
• PubChem SID: 164229593
• PubChem CID: 443198

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 - M304650

Methyl-D-erythritol Phosphate is a 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)