Valienol

Valienol (streptol) is a C-7 cyclitol similar in structure to valienamine.[1]

Valienol
Stereo, skeletal formula of valienol
Names
Preferred IUPAC name
(1S,2S,3S,4R)-5-(Hydroxymethyl)cyclohex-5-ene-1,2,3,4-tetrol
Other names
Streptol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
DrugBank
  • 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 checkY
    Key: PJPGMULJEYSZBS-VZFHVOOUSA-N checkY
  • InChI=1/C7H12O5/c8-2-3-1-4(9)6(11)7(12)5(3)10/h1,4-12H,2H2/t4-,5+,6-,7-/m0/s1
    Key: PJPGMULJEYSZBS-VZFHVOOUBW
  • O[C@H]1\C=C(/[C@@H](O)[C@H](O)[C@H]1O)CO
Properties
C7H12O5
Molar mass 176.168 g·mol−1
log P -3.167
Acidity (pKa) 13.391
Basicity (pKb) 0.606
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

References
  1. Petr Sedmera; Petr Halada & Stanislav Pospisil (2009). "New carbasugars from Streptomyces lincolnensis". Magn. Reson. Chem. 47 (6): 519–522. doi:10.1002/mrc.2408. PMID 19224545. S2CID 34369418.


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