(2R,4R,5S,6R)-4,5-dihydroxy-2-methoxy-6-[(phosphonooxy)methyl]oxane-2-carboxylic acid

• ChemBase ID: 173507
• Molecular Formular: C8H15O10P
• Molecular Mass: 302.172461
• Monoisotopic Mass: 302.04028331
• SMILES: O1[C@](C[C@H]([C@@H]([C@@H]1COP(=O)(O)O)O)O)(C(=O)O)OC
• Canonical SMILES: CO[C@@]1(C[C@@H](O)[C@@H]([C@@H](O1)COP(=O)(O)O)O)C(=O)O
• InChI: InChI=1S/C8H15O10P/c1-16-8(7(11)12)2-4(9)6(10)5(18-8)3-17-19(13,14)15/h4-6,9-10H,2-3H2,1H3,(H,11,12)(H2,13,14,15)/t4-,5-,6+,8-/m1/s1
• InChIKey: CCWGGDIDQPGNLT-MNCSTQPFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R,5S,6R)-4,5-dihydroxy-2-methoxy-6-[(phosphonooxy)methyl]oxane-2-carboxylic acid
• IUPAC Traditional name: (2R,4R,5S,6R)-4,5-dihydroxy-2-methoxy-6-[(phosphonooxy)methyl]oxane-2-carboxylic acid
• Synonyms: Methyl 3-Deoxy-D-arabino-2-heptulopyranosidonic Acid 7-(Dihydrogen Phosphate); Methyl 3-Deoxy-D-arabino-heptulopyranoside-7-phosphate

Database IDs

• CAS Number: 91382-81-9
• PubChem SID: 164229417
• PubChem CID: 29983507

CALCULATED PROPERTIES

• Acid pKa: 1.213149
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -6.3659034
• LogD (pH = 7.4): -8.428818
• Log P: -1.495672
• Molar Refractivity: 56.3792 cm^3
• Polarizability: 23.470398 Å^3
• Polar Surface Area: 162.98 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Colourless Oil