Sedoheptulose

Sedoheptulose or pseudoheptulose or D-altro-heptulose is a ketoheptose—a monosaccharide with seven carbon atoms and a ketone functional group. It is one of the few heptoses found in nature, and is found in various fruits and vegetables ranging from carrots and leeks to figs, mangos and avocados.

Sedoheptulose
Names
IUPAC name
D-altro-Hept-2-ulose
Systematic IUPAC name
(3S,4R,5R,6R)-1,3,4,5,6,7-Hexahydroxyheptan-2-one
Other names
D-altro-2-Heptulose; D-altro-Heptulose
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.019.243
MeSH Sedoheptulose
UNII
  • InChI=1S/C7H14O7/c8-1-3(10)5(12)7(14)6(13)4(11)2-9/h3,5-10,12-14H,1-2H2/t3-,5-,6-,7-/m1/s1 Y
    Key: HSNZZMHEPUFJNZ-SHUUEZRQSA-N Y
  • InChI=1/C7H14O7/c8-1-3(10)5(12)7(14)6(13)4(11)2-9/h3,5-10,12-14H,1-2H2/t3-,5-,6-,7-/m1/s1
    Key: HSNZZMHEPUFJNZ-SHUUEZRQBR
  • O=C([C@@H](O)[C@H](O)[C@H](O)[C@H](O)CO)CO
Properties
C7H14O7
Molar mass 210.182 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

It is an intermediate in respiratory and photosynthetic pathways and plays a vital role in the non-oxidative branch of the pentose phosphate pathway.

Studies have shown that 7-O-galloyl-D-sedoheptulose, a chemical extracted from dogwood fruit, is able to reduce pro-inflammatory markers in vivo such as interleukin-6 (IL-6) and C-reactive protein and thus might be able reduce low-level inflammation in humans. While this compound contains a sedoheptulose moiety, sedoheptulose itself has not been shown to possess the same properties.

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