Allose

Allose ^[1]

Stereo structural formula of (6R)-allopyranose
Ball-and-stick model of Alpha-allose (D, L)
Names
IUPAC name allo-Hexose [2]
Preferred IUPAC name Allose
Systematic IUPAC name (2R,3R,4R,5R)-2,3,4,5,6-Pentahydroxyhexanal
Identifiers
CAS Number	2595-97-3 (D) Y 7635-11-2 (L) Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:40822  Y
ChemSpider	92408  Y
PubChem CID	102288
UNII	SV1ATP0KYY  (D) Y
InChI InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4?,5-,6+/m0/s1 N Key: GZCGUPFRVQAUEE-OBOOZECYSA-N N
SMILES OCC(O)[C@@H](O)[C@@H](O)[C@@H](O)C=O
Properties
Chemical formula	C6H12O6
Molar mass	180.156 g·mol−1
Melting point	128 °C (262 °F; 401 K)
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

Allose is an aldohexose sugar. It is a rare monosaccharide that occurs as a 6-O-cinnamyl glycoside in the leaves of the African shrub Protea rubropilosa. Extracts from the fresh-water alga Ochromas malhamensis contain this sugar but of unknown absolute configuration. It is soluble in water and practically insoluble in methanol.^{[ citation needed ]}

Reduction of allose by catalytic hydrogenation produces an obscure sugar alcohol allitol which is rarely used in the chemical industry. ^{[3] [4]}

Allose is a C-3 epimer of glucose.

Notes

1. The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (11th ed.). Merck. 1989. ISBN   091191028X.
2. https://iupac.qmul.ac.uk/2carb/app.html
3. Reusch, William (May 5, 2013). "Carbohydrates". chemistry.msu.edu. East Lansing, Michigan: Michigan State University. Retrieved January 21, 2025.
4. National Center for Biotechnology Information (2025). PubChem Compound Summary for CID 120700, Allitol. Retrieved January 21, 2025 from Allitol.

References

• Carbohydrates, edited by P.M. Collins, Chapman and Hall, ISBN   0-412-26960-0