(2S,3R,4S,6R)-4-amino-6-methoxy-2-methyloxan-3-ol

• ChemBase ID: 173231
• Molecular Formular: C7H15NO3
• Molecular Mass: 161.1989
• Monoisotopic Mass: 161.10519335
• SMILES: [C@H]1([C@@H]([C@H](C[C@@H](O1)OC)N)O)C
• Canonical SMILES: CO[C@H]1C[C@H](N)[C@H]([C@H](O1)C)O
• InChI: InChI=1S/C7H15NO3/c1-4-7(9)5(8)3-6(10-2)11-4/h4-7,9H,3,8H2,1-2H3/t4-,5-,6+,7-/m0/s1
• InChIKey: UIWJWFKPPXKEJV-YTLHQDLWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,6R)-4-amino-6-methoxy-2-methyloxan-3-ol
• IUPAC Traditional name: (2S,3R,4S,6R)-4-amino-6-methoxy-2-methyloxan-3-ol
• Synonyms: Methyl-L-Acosaminide, Acosamine Methyl Glycoside; Methyl-α-L-acosamine

Database IDs

• CAS Number: 54623-23-3
• PubChem SID: 164229141
• PubChem CID: 99464

CALCULATED PROPERTIES

• Acid pKa: 13.615076
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.4501855
• LogD (pH = 7.4): -2.6381607
• Log P: -0.44874647
• Molar Refractivity: 39.2777 cm^3
• Polarizability: 16.46614 Å^3
• Polar Surface Area: 64.71 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol; Water
• Apperance: White Crystalline Solid
• Melting Point: 130-132°C

REFERENCES

• Gupta, S.K.: Carb. Res., 37(2)
• 381 (2)
• Brimacombe, J.S., et al.: Carb. Res., 136, 419 (1985)