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Also known as D-glucitol, (−)-sorbitol, (2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol, D-(-)-sorbitol, (-)-sorbitol, G-ol, Glc-ol, E-420

Sorbitol (), less commonly known as glucitol (), 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. 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 carbon2. While similar, t

OverviewAI-generated

D-sorbitol is a chemical compound with the formula C₆H₁₄O₆. Its IUPAC name is (2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol. The substance has a mass of 182.079 and a melting point of 111. It carries a charge of 0 and features six hydrogen bond donors and six hydrogen bond acceptors.

The compound has an xlogp value of -3.1 and a topological polar surface area of 121. Its canonical SMILES representation is C(C(C(C(C(CO)O)O)O)O)O, while its isomeric SMILES is C([C@H]([C@H]([C@@H]([C@H](CO)O)O)O)O)O. D-sorbitol is referenced by 582 other encyclopedia articles.

Synthesized by Vinony from 20 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula: C6H14O6
Molecular weight: 182.17 g/mol
IUPAC name: (2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol
SMILES: C([C@H]([C@H]([C@@H]([C@H](CO)O)O)O)O)O
InChIKey: FBPFZTCFMRRESA-JGWLITMVSA-N
XLogP: -3.1
Polar surface area: 121 Å²
H-bond donors: 6
H-bond acceptors: 6
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1982
Indications: pain, Constipation, chronic myelogenous leukemia, bacterial disease

via ChEMBL · EBI