{[(2R,3R,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}sulfonic acid

• ChemBase ID: 1942
• Molecular Formular: C8H15NO9S
• Molecular Mass: 301.271
• Monoisotopic Mass: 301.04675207
• SMILES: CC(=O)N[C@H]1[C@H](O)O[C@H](COS(=O)(=O)O)[C@H](O)[C@@H]1O
• Canonical SMILES: CC(=O)N[C@H]1[C@H](O)O[C@@H]([C@@H]([C@@H]1O)O)COS(=O)(=O)O
• InChI: InChI=1S/C8H15NO9S/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H,14,15,16)/t4-,5-,6+,7-,8-/m1/s1
• InChIKey: WJFVEEAIYIOATH-JAJWTYFOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3R,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}sulfonic acid
• IUPAC Traditional name: [(2R,3R,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxysulfonic acid
• Synonyms: N-Acetyl-D-Galactosamine 6-Sulfate

Database IDs

• CAS Number: 157296-99-6
• PubChem SID: 46506362; 160965397
• PubChem CID: 440271

CALCULATED PROPERTIES

JChem

• Acid pKa: -2.0116754
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -5.5419846
• LogD (pH = 7.4): -5.5420237
• Log P: -5.0744963
• Molar Refractivity: 57.0165 cm^3
• Polarizability: 24.398226 Å^3
• Polar Surface Area: 162.62 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.02
• LOG S: -0.83
• Solubility (Water): 4.45e+01 g/l

DETAILS

DrugBank - DB02186

Drug information: experimental