Structure via PubChem · Public domain (PubChem)
D-threose
Sign in to saveAlso known as D-(-)-Threose
Threose is a four-carbon monosaccharide with molecular formula C4H8O4. It has a terminal aldehyde group, rather than a ketone, in its linear chain and so is considered part of the aldose family of monosaccharides. The threose name can be used to refer to both the - and -stereoisomers and more generally to the racemic mixture (/L-, equal parts D- and L-) as well as to the more generic threose structure (absolute stereochemistry unspecified).
Chemical data
- Formula
- C4H8O4
- Molecular weight
- 120.1 g/mol
- IUPAC name
- (2S,3R)-2,3,4-trihydroxybutanal
- SMILES
- C([C@H]([C@@H](C=O)O)O)O
- InChIKey
- YTBSYETUWUMLBZ-QWWZWVQMSA-N
- XLogP
- -2.2
- Polar surface area
- 77.8 Ų
- H-bond donors
- 3
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 120.042
Show 4 more facts
- Commons category
- Threose
- chemical formula
- C₄H₈O₄
- canonical SMILES
- C(C(C(C=O)O)O)O
- isomeric SMILES
- C([C@H]([C@@H](C=O)O)O)O
Sources (2)
via Wikidata · CC0
~1 min read
Article
2 sectionsContents
- See also
- References
Threose is a four-carbon monosaccharide with molecular formula C4H8O4. It has a terminal aldehyde group, rather than a ketone, in its linear chain and so is considered part of the aldose family of monosaccharides. The threose name can be used to refer to both the - and -stereoisomers and more generally to the racemic mixture (/L-, equal parts D- and L-) as well as to the more generic threose structure (absolute stereochemistry unspecified).
The prefix "threo-" which derives from threose (and "erythro-" from a corresponding diastereomer erythrose) offer a useful way to describe general organic structures with adjacent chiral centers, where "the prefixes... designate the relative configuration of the centers". As is depicted in a Fischer projection of -threose, the adjacent substituents will have a syn orientation in the isomer referred to as "threo", and are anti in the isomer referred to as "erythro".