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Valienol

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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
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
DrugBank
PubChem CID
CompTox Dashboard (EPA)
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/s1Key: PJPGMULJEYSZBS-VZFHVOOUSA-N
  • 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/s1Key: PJPGMULJEYSZBS-VZFHVOOUBW
SMILES
  • O1\C=C(/(O)(O)1O)CO
Properties
Chemical formula C7H12O5
Molar mass 176.168 g·mol
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 , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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

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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