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Sorbitol
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{{cs1 config|name-list-style=vanc}} {{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477859013 | Name = | ImageFile = D-sorbitol.svg | ImageSize = 220px | ImageFile1 = Sorbitol-3D-balls.png | ImageSize1 = 220px |IUPACName=<small>D</small>-Glucitol<ref>publications.iupac.org/pac/1996/pdf/6810x1919.pdf</ref> | SystematicName = (2''S'',3''R'',4''R'',5''R'')-Hexane-1,2,3,4,5,6-hexol | OtherNames = <small>D</small>-Sorbitol; Sorbogem; Sorbo | Section1 = {{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 5576 | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 1682 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 506T60A25R | KEGG = C00794 | 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 | InChIKey = FBPFZTCFMRRESA-JGWLITMVSA | StdInChI_Ref = {{stdinchicite|changed|pubchem}} | StdInChI = 1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m1/s1 | StdInChIKey_Ref = {{stdinchicite|changed|pubchem}} | StdInChIKey = FBPFZTCFMRRESA-JGWLITMVSA-N | CASNo = 50-70-4 | CASNo_Ref = {{cascite|correct|CAS}} | PubChem = 5780 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = DB01638 | ChEBI_Ref = {{ebicite|changed|EBI}} | ChEBI = 17924 | SMILES = OC([C@H](O)[C@@H](O)[C@H](O)CO)CO | MeSHName = Sorbitol }} | Section2 = {{Chembox Properties | C=6 | H=14 | O=6 | MolarMass = 182.17 g/mol | Appearance = White crystalline powder | Density = 1.49 g/cm<sup>3</sup><ref name=GESTIS>{{GESTIS|ZVG=30670}}</ref> | MeltingPtC = 94β96 | MeltingPt_ref = <ref name=GESTIS/> | Solubility = 2350 g/L<ref name=GESTIS/> | BoilingPtC = | MagSus = β107.80Β·10<sup>β6</sup> cm<sup>3</sup>/mol | LogP =β4.67<ref name="chemsrc">{{cite web|url=https://www.chemsrc.com/en/cas/50-70-4_904692.html|title=Sorbitol_msds}}</ref> }} | Section3 = | Section4 = | Section5 = | Section6 = {{Chembox Pharmacology | ATCCode_prefix = A06 | ATCCode_suffix = AD18 | ATC_Supplemental = {{ATC|A06|AG07}} {{ATC|B05|CX02}} {{ATC|V04|CC01}} }} | Section7 = {{Chembox Hazards | NFPA-H = 1 | NFPA-F = 1 | NFPA-R = 0 | MainHazards = | FlashPt = > | FlashPtC= 100 | FlashPt_ref = <ref name=GESTIS/> | AutoignitionPtC = 420 | AutoignitionPt_ref = <ref name=GESTIS/> }} }} '''Sorbitol''' ({{IPAc-en|Λ|s|ΙΛ|(|r|)|b|α΅»|t|Ι|l}}), less commonly known as '''glucitol''' ({{IPAc-en|Λ|g|l|uΛ|s|α΅»|t|Ι|l}}), is a [[sugar alcohol]] with a [[sweet]] [[taste]] which the human body metabolizes slowly. It can be obtained by [[Redox|reduction]] of [[glucose]], which changes the converted [[aldehyde]] group (βCHO) to a primary alcohol group (βCH<sub>2</sub>OH). Most sorbitol is made from [[potato starch]], but it is also found in nature, for example in apples, pears, peaches, and prunes.<ref name=Teo>{{cite journal | pmid = 17132742 | year = 2006 | last1 = Teo | first1 = G | last2 = Suzuki | first2 = Y | last3 = Uratsu | first3 = SL | last4 = Lampinen | first4 = B | last5 = Ormonde | first5 = N | last6 = Hu | first6 = WK | last7 = Dejong | first7 = TM | last8 = Dandekar | first8 = AM | title = Silencing leaf sorbitol synthesis alters long-distance partitioning and apple fruit quality | volume = 103 | issue = 49 | pages = 18842β7 | doi = 10.1073/pnas.0605873103 | pmc = 1693749 | journal = Proceedings of the National Academy of Sciences of the United States of America| bibcode = 2006PNAS..10318842T | doi-access = free }}</ref> 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{{nbs}}2.<ref name="Kearsley, M. W. pp 249-249">Kearsley, M. W.; Deis, R. C. Sorbitol and Mannitol. In Sweeteners and Sugar Alternatives in Food Technology; Ames: Oxford, 2006; pp 249-249-261.</ref> While similar, the two sugar alcohols have very different sources in nature, [[melting point]]s, and uses. As an [[over-the-counter drug]], sorbitol is used as a [[laxative]] to treat [[constipation]].<ref name="drugs">{{cite web |title=Sorbitol |url=https://www.drugs.com/mtm/sorbitol.html |publisher=Drugs.com |access-date=8 July 2022 |date=23 November 2021}}</ref>
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