(1S,2S,3S,4R)-5-(hydroxymethyl)cyclohex-5-ene-1,2,3,4-tetrol

• ChemBase ID: 130114
• Molecular Formular: C7H12O5
• Molecular Mass: 176.16718
• Monoisotopic Mass: 176.06847348
• SMILES: O[C@H]1C=C([C@@H](O)[C@H](O)[C@H]1O)CO
• Canonical SMILES: OCC1=C[C@H](O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C7H12O5/c8-2-3-1-4(9)6(11)7(12)5(3)10/h1,4-12H,2H2/t4-,5+,6-,7-/m0/s1
• InChIKey: PJPGMULJEYSZBS-VZFHVOOUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,3S,4R)-5-(hydroxymethyl)cyclohex-5-ene-1,2,3,4-tetrol
• IUPAC Traditional name: valienol
• Synonyms: Streptol; Valienol

Database IDs

• CAS Number: 111136-25-5
• PubChem SID: 162224399
• PubChem CID: 5288564
• CHEMBL: 1233349
• Chemspider ID: 4450703
• Wikipedia Title: Valienol

CALCULATED PROPERTIES

• Acid pKa: 12.652884
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -3.031534
• LogD (pH = 7.4): -3.0315363
• Log P: -3.031534
• Molar Refractivity: 40.2253 cm^3
• Polarizability: 15.922993 Å^3
• Polar Surface Area: 101.15 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Partition Coefficient: -3.167
• pKa: 13.391
• pKb: 0.606