(2R,3S,4S,5R,6S)-3,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-4-cyano-6-methoxyoxane-4-carboxylic acid

• ChemBase ID: 184356
• Molecular Formular: C15H19NO10
• Molecular Mass: 373.31206
• Monoisotopic Mass: 373.10089581
• SMILES: [C@@]1([C@H]([C@H](O[C@@H]([C@H]1OC(=O)C)COC(=O)C)OC)OC(=O)C)(C(=O)O)C#N
• Canonical SMILES: CO[C@H]1O[C@H](COC(=O)C)[C@H]([C@]([C@H]1OC(=O)C)(C#N)C(=O)O)OC(=O)C
• InChI: InChI=1S/C15H19NO10/c1-7(17)23-5-10-11(24-8(2)18)15(6-16,14(20)21)12(25-9(3)19)13(22-4)26-10/h10-13H,5H2,1-4H3,(H,20,21)/t10-,11-,12+,13+,15+/m1/s1
• InChIKey: BTVLQQFMJCOCBW-BIGJJFBESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6S)-3,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-4-cyano-6-methoxyoxane-4-carboxylic acid
• IUPAC Traditional name: (2R,3S,4S,5R,6S)-3,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-4-cyano-6-methoxyoxane-4-carboxylic acid

Database IDs

• PubChem SID: 164240266
• PubChem CID: 16395950

CALCULATED PROPERTIES

• Acid pKa: 2.4792202
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -3.7666667
• LogD (pH = 7.4): -4.374915
• Log P: -0.8627326
• Molar Refractivity: 78.205 cm^3
• Polarizability: 32.14242 Å^3
• Polar Surface Area: 158.45 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Salt Data: DMF
• Classification: Rare Derivatives of Natural Compounds