methyl (2R,3R,4S)-3-(acetyloxy)-4-acetamido-2-[(2S)-1,2,3-tris(acetyloxy)propyl]-3,4-dihydro-2H-pyran-6-carboxylate

• ChemBase ID: 174257
• Molecular Formular: C20H27NO12
• Molecular Mass: 473.42788
• Monoisotopic Mass: 473.15332531
• SMILES: [C@@H]1([C@@H]([C@@H](C=C(O1)C(=O)OC)NC(=O)C)OC(=O)C)C([C@H](COC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)C1=C[C@@H](NC(=O)C)[C@H]([C@@H](O1)C([C@@H](OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C20H27NO12/c1-9(22)21-14-7-15(20(27)28-6)33-19(17(14)31-12(4)25)18(32-13(5)26)16(30-11(3)24)8-29-10(2)23/h7,14,16-19H,8H2,1-6H3,(H,21,22)/t14-,16-,17+,18?,19+/m0/s1
• InChIKey: ARNMGCUXSSBBFL-KEVQOFRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R,3R,4S)-3-(acetyloxy)-4-acetamido-2-[(2S)-1,2,3-tris(acetyloxy)propyl]-3,4-dihydro-2H-pyran-6-carboxylate
• IUPAC Traditional name: methyl (4S,5R,6R)-5-(acetyloxy)-4-acetamido-6-[(2S)-1,2,3-tris(acetyloxy)propyl]-5,6-dihydro-4H-pyran-2-carboxylate
• Synonyms: 4-(Acetylamino)-2,6-anhydro-3,4-dideoxy-D-glycero-D-galacto-non-2-enonic Acid Methyl Ester 5,7,8,9-Tetraacetate; Methyl 5,7,8,9-Tetra-O-acetyl-4-acylamino-2,6-anhydro-3,4-dideoxy-D-glycero-D-galacto-2-enonate

Database IDs

• CAS Number: 173467-18-0
• PubChem SID: 164230167
• PubChem CID: 71750559

CALCULATED PROPERTIES

• Acid pKa: 12.9746685
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -1.5444235
• LogD (pH = 7.4): -1.5444239
• Log P: -1.544423
• Molar Refractivity: 105.4858 cm^3
• Polarizability: 42.74308 Å^3
• Polar Surface Area: 169.83 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Oil