(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(4-nitrophenyl)sulfanyl]oxane-3,4,5-triol

• ChemBase ID: 6043
• Molecular Formular: C12H15NO7S
• Molecular Mass: 317.315
• Monoisotopic Mass: 317.05692283
• SMILES: c1cc(ccc1S[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)[N+](=O)[O-]
• Canonical SMILES: OC[C@H]1O[C@@H](Sc2ccc(cc2)[N+](=O)[O-])[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C12H15NO7S/c14-5-8-9(15)10(16)11(17)12(20-8)21-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11-,12+/m1/s1
• InChIKey: IXFOBQXJWRLXMD-ZIQFBCGOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(4-nitrophenyl)sulfanyl]oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(4-nitrophenyl)sulfanyl]oxane-3,4,5-triol
• Synonyms: PARA-NITROPHENYL 1-THIO-BETA-D-GLUCOPYRANOSIDE

Database IDs

• PubChem SID: 99444901; 160969468
• PubChem CID: 656902

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.46495
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -0.2605539
• LogD (pH = 7.4): -0.2605576
• Log P: -0.26055387
• Molar Refractivity: 74.0447 cm^3
• Polarizability: 28.949465 Å^3
• Polar Surface Area: 135.97 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.3
• LOG S: -1.39
• Solubility (Water): 1.30e+01 g/l

DETAILS

DrugBank - DB08430

Drug information: experimental