quercitol
Sign in to saveAlso known as D-chiro-Inositol, 2-deoxy-, 1L-1,3,4/2,5-cyclohexanepentol
5-Deoxyinositol (quercitol) is a cyclitol. It can be found in wines aged in oak wood barrels. It can also be found in Quercus sp. (oaks) and in Gymnema sylvestre. It is different from , a synonym of quercetin.
Wikidata facts
- Mass
- 164.068473
Show 3 more facts
- chemical formula
- C₆H₁₂O₅
- canonical SMILES
- C1C(C(C(C(C1O)O)O)O)O
- isomeric SMILES
- C1[C@H]([C@@H](C([C@H]([C@@H]1O)O)O)O)O
Sources (2)
via Wikidata · CC0
~1 min read
Article
2 sectionsContents
- Biosynthesis
- References
5-Deoxyinositol (quercitol) is a cyclitol. It can be found in wines aged in oak wood barrels. It can also be found in Quercus sp. (oaks) and in Gymnema sylvestre. It is different from , a synonym of quercetin.
== Biosynthesis == The proposed biosynthesis of 5-deoxyinositol begins with the conversion of D-glucose to myo-inositol. In this pathway, D-glucose is phosphorylated to form D-glucose-6-phosphate. The NAD+ dependent enzyme inositol 1-phosphate synthase (I1PS) then catalyzes the subsequent oxidation, enolization, aldol cyclization, and reduction of D-glucose 6-phosphate to form myo-inositol 1-phosphate. Hydrolysis of the phosphate group on this molecule gives myo-inositol. Myo-inositol can then be converted into 5-deoxyinositol in three steps, beginning with the oxidation of myo-inositol by inositol dehydrogenase (ID) to form scyllo-inosose. This intermediate is then dehydrated to form a diketone. The reduction of this diketone gives 5-deoxyinositol. This final reduction is thought to be catalyzed by one or more unidentified reductases or dehydrogenases. thumb|left|600px|Biosynthesis of 5-deoxyinositol