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D-threitol
Sign in to saveAlso known as D-threo-tetritol, Threit, Threitol, (R*,R*)-1,2,3,4-Butanetetrol, (-)-Threitol
Threitol is the chiral four-carbon sugar alcohol with the molecular formula C4H10O4. It is primarily used as an intermediate in the chemical synthesis of other compounds. It exists in the enantiomorphic forms D-threitol and L-threitol, the reduced forms of D- and L-threose. It is the diastereomer of erythritol, which is used as a sugar substitute.
Chemical data
- Formula
- C4H10O4
- Molecular weight
- 122.12 g/mol
- IUPAC name
- (2R,3R)-butane-1,2,3,4-tetrol
- SMILES
- C([C@H]([C@@H](CO)O)O)O
- InChIKey
- UNXHWFMMPAWVPI-QWWZWVQMSA-N
- XLogP
- -2.3
- Polar surface area
- 80.9 Ų
- H-bond donors
- 4
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 122.058
Show 5 more facts
- found in taxon
- Homo sapiens
- chemical formula
- C₄H₁₀O₄
- Commons category
- Threitol
- canonical SMILES
- C(C(C(CO)O)O)O
- isomeric SMILES
- C([C@H]([C@@H](CO)O)O)O
Sources (1)
via Wikidata · CC0
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Encyclopedic overview
3 sectionsContents
- See also
- References
- External links
Threitol is the chiral four-carbon sugar alcohol with the molecular formula C4H10O4. It is primarily used as an intermediate in the chemical synthesis of other compounds. It exists in the enantiomorphic forms D-threitol and L-threitol, the reduced forms of D- and L-threose. It is the diastereomer of erythritol, which is used as a sugar substitute.
In living organisms, threitol is found in the edible fungus Armillaria mellea. It serves as a cryoprotectant (antifreeze agent) in the Alaskan beetle Upis ceramboides.
Excerpted from Wikipedia’s “D-threitol” article, available under the CC BY-SA 4.0 licence.