(1R,2R,3S,5S)-3-(hydroxymethyl)-6-oxabicyclo[3.1.0]hexan-2-ol

• ChemBase ID: 171055
• Molecular Formular: C6H10O3
• Molecular Mass: 130.1418
• Monoisotopic Mass: 130.06299418
• SMILES: [C@H]12[C@H](C[C@H]([C@H]1O)CO)O2
• Canonical SMILES: OC[C@@H]1C[C@H]2[C@@H]([C@@H]1O)O2
• InChI: InChI=1S/C6H10O3/c7-2-3-1-4-6(9-4)5(3)8/h3-8H,1-2H2/t3-,4-,5+,6-/m0/s1
• InChIKey: KDHRDZLEOMAUPP-AZGQCCRYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3S,5S)-3-(hydroxymethyl)-6-oxabicyclo[3.1.0]hexan-2-ol
• IUPAC Traditional name: (1R,2R,3S,5S)-3-(hydroxymethyl)-6-oxabicyclo[3.1.0]hexan-2-ol
• Synonyms: (1R,2R,3S,5S)-2-Hydroxy-6-oxabicyclo[3.1.0]hexane-3-methanol

Database IDs

• CAS Number: 905580-84-9
• PubChem SID: 164226965
• PubChem CID: 58944591

CALCULATED PROPERTIES

• Acid pKa: 13.783535
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.182128
• LogD (pH = 7.4): -1.1821281
• Log P: -1.182128
• Molar Refractivity: 30.1889 cm^3
• Polarizability: 12.337922 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Colorless Oil

DETAILS

Toronto Research Chemicals - H949005

Used in the preparation of nucleoside derivatives as inhibitors of E1 activating enzymes.