Galactitol

Galactitol: Galactitol

IUPAC name

(2R,3S,4R,5S)-hexane-1,2,3,4,5,6-hexol

Other names

D-Galactitol; Dulcitol

Identifiers

CAS number 608-66-2^Y

PubChem 11850

ChemSpider 11357^Y

ChEBI CHEBI:16813^Y

Jmol-3D images Image 1

SMILES

O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)CO

InChI

InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5+,6-^Y
Key: FBPFZTCFMRRESA-GUCUJZIJSA-N^Y
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

Properties

Molecular formula C₆H₁₄O₆

Molar mass 182.17 g mol⁻¹

Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

Galactitol (dulcitol) is a sugar alcohol, the reduction product of galactose.^[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. Galactose itself comes from the metabolism of the disaccharide lactose into glucose and galactose.

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. The toxicity associated with galactose-1-phosphate uridylyltransferase deficiency is associated with symptoms of hepatosplenomegaly and mental retardation in addition to the cataracts caused by galactitol buildup.

References

^ "Galactitol - Compound Summary". National Center for Biotechnology Information. http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=11850. Retrieved 2008-08-06.

^ Roth, KS (September 10, 2007). "Galactokinase Deficiency". eMedicine. WebMD. http://www.emedicine.com/ped/TOPIC815.HTM. Retrieved 2008-08-08.

v · Fructose and galactose metabolic intermediates

Fructose
Fructose-1-phosphate → DHAP/Glyceraldehyde → Glyceraldehyde 3-phosphate

Galactose

Galactose-1-phosphate → Glucose 1-phosphate → Glucose 6-phosphate → Fructose 6-phosphate

Uridine diphosphate galactose · Uridine diphosphate glucose
Galactitol · Iditol

Mannose
Mannose-6-phosphate → Fructose 6-phosphate

M: MET

mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m

k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon

m(A16/C10),i(k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)

Categories:
Sugar alcohols

Galactitol


IUPAC name (2R,3S,4R,5S)-hexane-1,2,3,4,5,6-hexol
Other names D-Galactitol; Dulcitol
Identifiers
CAS number	608-66-2^Y
PubChem	11850
ChemSpider	11357^Y
ChEBI	CHEBI:16813^Y
Jmol-3D images	Image 1
SMILES O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)CO
InChI InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5+,6-^Y Key: FBPFZTCFMRRESA-GUCUJZIJSA-N^Y 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
Properties
Molecular formula	C₆H₁₄O₆
Molar mass	182.17 g mol⁻¹
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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Look at other dictionaries:

Galactitol — Dulcitol Dulcitol Général Nom IUPAC (2R,3S,4R,5S) Hexan 1,2,3,4,5,6 hexol Synonymes … Wikipédia en Français
galactitol — A sugar alcohol derived from galactose; g. accumulates in transferase deficiency galactosemia. * * * ga·lac·ti·tol gə lak tə .tȯl n a white faintly sweet alcohol C6H14O6 that occurs in various plants esp. of the snapdragon family… … Medical dictionary
Galactitol-1-phosphate 5-dehydrogenase — In enzymology, a galactitol 1 phosphate 5 dehydrogenase (EC number|1.1.1.251) is an enzyme that catalyzes the chemical reaction:galactitol 1 phosphate + NAD+ ightleftharpoons L tagatose 6 phosphate + NADH + H+Thus, the two substrates of this… … Wikipedia
Galactitol 2-dehydrogenase — In enzymology, a galactitol 2 dehydrogenase (EC number|1.1.1.16) is an enzyme that catalyzes the chemical reaction:galactitol + NAD+ ightleftharpoons D tagatose + NADH + H+Thus, the two substrates of this enzyme are galactitol and NAD+, whereas… … Wikipedia
galactitol — noun iditol <! or an isomer? … Wiktionary
1-Déoxy-D-galactitol — Fucitol Fucitol Général Nom IUPAC 2R,3S,4R,5S) hexane 1,2,3,4,5 pentol Synonymes … Wikipédia en Français
6-Déoxy-L-galactitol — Fucitol Fucitol Général Nom IUPAC 2R,3S,4R,5S) hexane 1,2,3,4,5 pentol Synonymes … Wikipédia en Français
dulcite, dulcitol, dulcose — Galactitol … Medical dictionary
Galactosemic cataract — Infobox Disease Name = PAGENAME Caption = DiseasesDB = ICD10 = ICD9 = ICD9|366.44, ICD9|271.1 ICDO = OMIM = MedlinePlus = eMedicineSubj = eMedicineTopic = MeshID = A Galactosemic cataract is cataract which is associated with the consequences of… … Wikipedia
Galactosemia — Classification and external resources Galactose ICD 10 E … Wikipedia

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Galactitol

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