3-{[(2S,3R,4R,5R,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]sulfanyl}propanoic acid

• ChemBase ID: 176952
• Molecular Formular: C17H25NO10S
• Molecular Mass: 435.4461
• Monoisotopic Mass: 435.11991701
• SMILES: [C@@H]1(SCCC(=O)O)O[C@H]([C@@H]([C@@H]([C@@H]1NC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C
• Canonical SMILES: OC(=O)CCS[C@@H]1O[C@@H](COC(=O)C)[C@@H]([C@@H]([C@@H]1NC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C17H25NO10S/c1-8(19)18-14-16(27-11(4)22)15(26-10(3)21)12(7-25-9(2)20)28-17(14)29-6-5-13(23)24/h12,14-17H,5-7H2,1-4H3,(H,18,19)(H,23,24)/t12-,14-,15+,16-,17+/m1/s1
• InChIKey: WLORUKFYOHVXSC-CMZRPVNOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(2S,3R,4R,5R,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]sulfanyl}propanoic acid
• IUPAC Traditional name: 3-{[(2S,3R,4R,5R,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]sulfanyl}propanoic acid
• Synonyms: 3-[[3,4,6-Tri-O-acetyl-2-(acetylamino)-2-deoxy-α-D-galactopyranosyl]thio]propanoic Acid; Propionyl 3,4,6-Tri-O-acetyl-2-acetamido-2-deoxy-β-D-thiogalactopyranoside

Database IDs

• CAS Number: 936026-72-1
• PubChem SID: 164232862
• PubChem CID: 71751789

CALCULATED PROPERTIES

• Acid pKa: 3.8094997
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -2.6248944
• LogD (pH = 7.4): -4.189864
• Log P: -0.9318624
• Molar Refractivity: 96.1838 cm^3
• Polarizability: 39.464138 Å^3
• Polar Surface Area: 154.53 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true