alpha,alpha-trehalose

Also known as trehalose, mycose, α,α-trehalose

thumb|Crystalline trehalose dihydrate powder Trehalose is a sugar derived from two molecules of glucose. Trehalose is a disaccharide formed by a bond between two α-glucose units. It is found in nature as a disaccharide and also as a monomer in some polymers. Two other stereoisomers exist: α,β-trehalose, also called neotrehalose, and β,β-trehalose, also called isotrehalose. Neither of these alternate isomers has been isolated from living organisms, but isotrehalose has been found in starch hydroisolates. Some bacteria, fungi, plants and invertebrate animals synthesize trehalose as a source of e

Chemical data

Formula: C12H22O11
Molecular weight: 342.3 g/mol
IUPAC name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol
SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)O
InChIKey: HDTRYLNUVZCQOY-LIZSDCNHSA-N
XLogP: -4.2
Polar surface area: 190 Å²
H-bond donors: 8
H-bond acceptors: 11
Formal charge: 0

via PubChem

Wikidata facts

Mass: 342.116211524

Show 4 more facts

Commons category: Trehalose
canonical SMILES: OC[CH]1O[CH](O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O)[CH](O)[CH](O)[CH]1O
chemical formula: C₁₂H₂₂O₁₁
isomeric SMILES: OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

Sources (5)

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