Sorbitol

Sorbitol
Names
	IUPAC name D-Glucitol
	Systematic IUPAC name (2S,3R,4R,5R)-Hexane-1,2,3,4,5,6-hexol
	Other names D-Sorbitol; Sorbogem; Sorbo
Identifiers
CAS Number	50-70-4 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17924 ;
ChEMBL	ChEMBL1682 ;
ChemSpider	5576 ;
DrugBank	DB01638 ;
ECHA InfoCard	100.000.056
E number	E420 (thickeners, ...)
KEGG	C00794;
MeSH	Sorbitol
PubChem CID	5780;
UNII	506T60A25R ;
CompTox Dashboard (EPA)	DTXSID5023588 ;
	InChI InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m1/s1 [pubchem] Key: FBPFZTCFMRRESA-JGWLITMVSA-N [pubchem]; InChI=1/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m1/s1 Key: FBPFZTCFMRRESA-JGWLITMVSA;
	SMILES OC([C@H](O)[C@@H](O)[C@H](O)CO)CO;
Properties
Chemical formula	C6H14O6
Molar mass	182.17 g/mol
Appearance	White crystalline powder
Density	1.49 g/cm3
Melting point	94–96 °C (201–205 °F; 367–369 K)
Solubility in water	2350 g/L
log P	−4.67
Magnetic susceptibility (χ)	−107.80·10−6 cm3/mol
Pharmacology
ATC code	A06AD18 (WHO) A06AG07 (WHO) B05CX02 (WHO) V04CC01 (WHO)
Hazards
NFPA 704 (fire diamond)	1 1 0
Flash point	> 100 °C (212 °F; 373 K)
Autoignition; temperature	420 °C (788 °F; 693 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Sorbitol (/ˈsɔː(r)bɪtɒl/), less commonly known as glucitol (/ˈɡluːsɪtɒl/), is a sugar alcohol with a sweet taste which the human body metabolizes slowly. It can be obtained by reduction of glucose, which changes the converted aldehyde group (−CHO) to a primary alcohol group (−CH₂OH). Most sorbitol is made from potato starch, but it is also found in nature, for example in apples, pears, peaches, and prunes.^[4] It is converted to fructose by sorbitol-6-phosphate 2-dehydrogenase. Sorbitol is an isomer of mannitol, another sugar alcohol; the two differ only in the orientation of the hydroxyl group on carbon 2.^[5] While similar, the two sugar alcohols have very different sources in nature, melting points, and uses.

As an over-the-counter drug, sorbitol is used as a laxative to treat constipation.^[6]

^ publications.iupac.org/pac/1996/pdf/6810x1919.pdf
^ ^a ^b ^c ^d ^e Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
^ "Sorbitol_msds".
^ Teo G, Suzuki Y, Uratsu SL, Lampinen B, Ormonde N, Hu WK, Dejong TM, Dandekar AM (2006). "Silencing leaf sorbitol synthesis alters long-distance partitioning and apple fruit quality". Proceedings of the National Academy of Sciences of the United States of America. 103 (49): 18842–7. Bibcode:2006PNAS..10318842T. doi:10.1073/pnas.0605873103. PMC 1693749. PMID 17132742.
^ Kearsley, M. W.; Deis, R. C. Sorbitol and Mannitol. In Sweeteners and Sugar Alternatives in Food Technology; Ames: Oxford, 2006; pp 249-249-261.
^ "Sorbitol". Drugs.com. 23 November 2021. Retrieved 8 July 2022.

[1] ublications.iupac.org/pac/1996/pdf/6810x1919.pdf

[GESTIS-2] Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health

[chemsrc-3] "Sorbitol_msds".

[Teo-4] Teo G, Suzuki Y, Uratsu SL, Lampinen B, Ormonde N, Hu WK, Dejong TM, Dandekar AM (2006). "Silencing leaf sorbitol synthesis alters long-distance partitioning and apple fruit quality". Proceedings of the National Academy of Sciences of the United States of America. 103 (49): 18842–7. Bibcode:2006PNAS..10318842T. doi:10.1073/pnas.0605873103. PMC 1693749. PMID 17132742.

[Kearsley,_M._W._pp_249-249-5] Kearsley, M. W.; Deis, R. C. Sorbitol and Mannitol. In Sweeteners and Sugar Alternatives in Food Technology; Ames: Oxford, 2006; pp 249-249-261.

[drugs-6] "Sorbitol". Drugs.com. 23 November 2021. Retrieved 8 July 2022.

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