5-Deoxyinositol

5-Deoxyinositol

Names
IUPAC name cyclohexane-1,2,3,4,5-pentol
Other names Viburnitol; d-Quercitol; (+)-Quercitol; Proto-quercitol; Acorn sugar
Identifiers
CAS Number	488-73-3
ChemSpider	390170
Jmol interactive 3D	Image
PubChem	441437
InChI InChI=1S/C6H12O5/c7-2-1-3(8)5(10)6(11)4(2)9/h2-11H,1H2/t2-,3-,4+,5+/m1/s1 Key: IMPKVMRTXBRHRB-MBMOQRBOSA-N InChI=1/C6H12O5/c7-2-1-3(8)5(10)6(11)4(2)9/h2-11H,1H2/t2-,3-,4+,5+/m1/s1 Key: IMPKVMRTXBRHRB-MBMOQRBOBL
SMILES O[C@@H]1C[C@@H](O)[C@H](O)C(O)[C@H]1O
Properties[1]
Chemical formula	C6H12O5
Molar mass	164.16 g·mol^−1
Appearance	Crystalline solid
Melting point	234 to 235 °C (453 to 455 °F; 507 to 508 K)
Solubility in water	Soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

5-Deoxyinositol (quercitol) is a cyclitol. It can be found in wines aged in oak wood barrels.^[2] It can also be found in Quercus sp. (oaks)^[3] and in Gymnema sylvestre. It is different from quercetol, a synonym of quercetin.

References

1. Merck Index, 12th Edition, 8218
2. Davinia Carlavilla, Mar Villamiel, Isabel Martínez-Castro and M. Victoria Moreno-Arribas (2006). "Occurrence and Significance of Quercitol and Other Inositols in Wines during Oak Wood Aging". Am. J. Enol. Vitic. 57 (4): 468–473.
3. Sonia Rodríguez-Sánchez, Ana I Ruiz-Matute, María Elena Alañón, María Soledad Pérez-Coello, Luis F de Julio-Torres, Ramón Morales and Isabel Martínez-Castro (2010). "Analysis of cyclitols in different Quercus species by gas chromatography–mass spectrometry". Journal of the Science of Food and Agriculture 90 (10): 1735–1738. doi:10.1002/jsfa.4009.