Galactitol

Galactitol
Names
IUPAC name
D-Galactitol
Systematic IUPAC name
(2R,3S,4R,5S)-hexane-1,2,3,4,5,6-hexol
Other names
Dulcitol
Identifiers
CAS Number
  • 608-66-2 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:16813 checkY
ChEMBL
  • ChEMBL1773904 ☒N
ChemSpider
  • 11357 checkY
ECHA InfoCard 100.009.242 Edit this at Wikidata
PubChem CID
  • 11850
UNII
  • 113ZQ1Y7DD checkY
CompTox Dashboard (EPA)
  • DTXSID1046051 Edit this at Wikidata
InChI
  • InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5+,6- checkY
    Key: FBPFZTCFMRRESA-GUCUJZIJSA-N checkY
  • InChI=1/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5+,6-
    Key: FBPFZTCFMRRESA-GUCUJZIJBM
  • O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)CO
Properties
Chemical formula
C6H14O6
Molar mass 182.172 g/mol
Magnetic susceptibility (χ)
-112.40·10−6 cm3/mol
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
Chemical compound

Galactitol (dulcitol) is a sugar alcohol, the reduction product of galactose.[1] It has a slightly sweet taste.[1] In people with galactokinase deficiency, a form of galactosemia, excess dulcitol forms in the lens of the eye leading to cataracts.[2]

Galactitol is produced from galactose in a reaction catalyzed by aldose reductase.

The other common galactose metabolism defect is a defect in galactose-1-phosphate uridylyltransferase, an autosomal recessive disorder, which also causes a buildup of galactitol as a result of increased concentrations of galactose-1-phosphate and galactose. This disorder leads to cataracts caused by galactitol buildup.

References

  1. ^ a b "Galactitol - Compound Summary". National Center for Biotechnology Information. Retrieved 2008-08-06.
  2. ^ Roth, KS (September 10, 2007). "Galactokinase Deficiency". eMedicine. WebMD. Retrieved 2008-08-08.

External links

  • Media related to Galactitol at Wikimedia Commons
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Methanol
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Straight-chain
saturated
C1 — C9
Straight-chain
saturated
C10 — C19
Straight-chain
saturated
C20 — C29
Straight-chain
saturated
C30 — C39
  • 1-Triacontanol (melissyl / myricyl)
  • 1-Hentriacontanol
  • 1-Dotriacontanol (lacceryl)
  • 1-Tritriacontanol
  • 1-Tetratriacontanol (geddyl)
  • 1-Pentatriacontanol
  • 1-Hexatriacontanol
  • 1-Heptatriacontanol
  • 1-Octatriacontanol
  • 1-Nonatriacontanol
Straight-chain
saturated
C40 — C49
  • 1-Tetracontanol
  • 1-Hentetracontanol
  • 1-Dotetracontanol
  • 1-Tritetracontanol
  • 1-Tetratetracontanol
  • 1-Pentatetracontanol
  • 1-Hexatetracontanol
  • 1-Heptatetracontanol
  • 1-Octatetracontanol
  • 1-Nonatetracontanol
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