(3aR,5S,6R)-5-[(1E)-1-(hydroxyimino)-2-(triphenylmethoxy)ethyl]-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol

• ChemBase ID: 173717
• Molecular Formular: C28H29NO6
• Molecular Mass: 475.53296
• Monoisotopic Mass: 475.19948765
• SMILES: [C@H]1(O)[C@@H](O[C@@H]2OC(OC12)(C)C)/C(=N/O)/COC(c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: O/N=C(/[C@@H]1O[C@H]2C([C@H]1O)OC(O2)(C)C)\COC(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C28H29NO6/c1-27(2)34-25-23(30)24(33-26(25)35-27)22(29-31)18-32-28(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21/h3-17,23-26,30-31H,18H2,1-2H3/b29-22+/t23-,24+,25?,26-/m1/s1
• InChIKey: ONHIYYOVUQIOHV-JULUPEBRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,5S,6R)-5-[(1E)-1-(hydroxyimino)-2-(triphenylmethoxy)ethyl]-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol
• IUPAC Traditional name: (3aR,5S,6R)-5-[(1E)-1-(hydroxyimino)-2-(triphenylmethoxy)ethyl]-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
• Synonyms: 1,2-O-(1-Isopropyldene)-6-O-(triphenylmethyl)-β-L-arabino-hexofuranos-5-ulose Oxime; 5-Oxime-5-deoxy-1,2-isopropyldene-6-O-trityl-α-D-galactofuranose; 1,2-O-(1-Methylethylidene)-6-O-(triphenylmethyl)-β-L-arabino-hexofuranos-5-ulose Oxime

Database IDs

• PubChem SID: 164229627
• PubChem CID: 71750354

CALCULATED PROPERTIES

• Acid pKa: 5.018293
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 4.423676
• LogD (pH = 7.4): 2.9532819
• Log P: 5.0424337
• Molar Refractivity: 130.9117 cm^3
• Polarizability: 51.266315 Å^3
• Polar Surface Area: 89.74 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - M304930

Galactostatin (G156500) intermediate.