(5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-phenyl-1,6-dioxa-2-azaspiro[4.5]dec-2-ene-8,9,10-triol

• ChemBase ID: 5778
• Molecular Formular: C14H17NO6
• Molecular Mass: 295.28788
• Monoisotopic Mass: 295.10558727
• SMILES: c1ccccc1C1=NO[C@@]2(C1)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O
• Canonical SMILES: OC[C@H]1O[C@]2(ON=C(C2)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C14H17NO6/c16-7-10-11(17)12(18)13(19)14(20-10)6-9(15-21-14)8-4-2-1-3-5-8/h1-5,10-13,16-19H,6-7H2/t10-,11-,12+,13-,14-/m1/s1
• InChIKey: YLTDNVVQKRHCJP-RKQHYHRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-phenyl-1,6-dioxa-2-azaspiro[4.5]dec-2-ene-8,9,10-triol
• IUPAC Traditional name: (5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-phenyl-1,6-dioxa-2-azaspiro[4.5]dec-2-ene-8,9,10-triol
• Synonyms: (5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-phenyl-1,6-dioxa-2-azaspiro[4.5]dec-2-ene-8,9,10-triol

Database IDs

• PubChem SID: 160969205; 99444622
• PubChem CID: 44263483

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.047233
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -0.32661813
• LogD (pH = 7.4): -0.32303536
• Log P: -0.32297957
• Molar Refractivity: 70.6748 cm^3
• Polarizability: 28.30524 Å^3
• Polar Surface Area: 111.74 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.7
• LOG S: -1.51
• Solubility (Water): 9.04e+00 g/l

DETAILS

DrugBank - DB08151

Drug information: experimental