Volemitol is a naturally occurring seven-carbon sugar alcohol. It is a substance widely distributed in plants, red algae, fungi, mosses, and lichens. It was also found in lipopolysaccharides from E. coli. In certain higher plants, such as Primula, volemitol plays several important physiological roles. It functions as a photosynthetic product, phloem translocate, and storage carbohydrate.

Volemitol
Chemical structure of volemitol
Names
IUPAC name
D-glycero-D-manno-Heptitol
Systematic IUPAC name
(2R,3R,5R,6R)-Heptane-1,2,3,4,5,6,7-heptol
Other names
  • D-glycero-D-talo-Heptitol
  • α-Sedoheptitol
  • β-Mannoheptitol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.006.978 Edit this at Wikidata
EC Number
  • 207-675-2
KEGG
UNII
  • InChI=1S/C7H16O7/c8-1-3(10)5(12)7(14)6(13)4(11)2-9/h3-14H,1-2H2/t3-,4-,5-,6-/m1/s1 checkY
    Key: OXQKEKGBFMQTML-KVTDHHQDSA-N checkY
  • O[C@@H]([C@@H](O)C(O)[C@H](O)[C@H](O)CO)CO
Properties
C7H16O7
Molar mass 212.198 g·mol−1
Melting point 152 to 153 °C (306 to 307 °F; 425 to 426 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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It is used as a natural sweetening agent.

Volemitol was first isolated as a white crystalline substance from the mushroom Lactarius volemus by the French scientist Émile Bourquelot in 1889.[1]

See also

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References

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  1. ^ E. Bourquelot, Bull. Soc. Mycol. Fr., 5 (1889) 132.
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