5-dehydro-4-deoxy-D-glucarate
Basic information
- CAS
687-56-9- Standard SMILES
O=C(O)C(=O)C[C@H](O)[C@@H](O)C(=O)O- InChIKey
QUURPCHWPQNNGL-ZAFYKAAXSA-N- Molecular formula
- C6H8O7
- Average molar mass
- 192.12 g/mol
- Monoisotopic mass
- 192.02700259
Overview
5-dehydro-4-deoxy-D-glucaric acid is an oxo dicarboxylic acid that is derived from 4-deoxy-D-glucaric acid by oxidation of the hydroxy group at position 5 to give the corresponding ketone. It is an oxo dicarboxylic acid, a 2-hydroxydicarboxylic acid, a 2-hydroxy carboxylic acid and a 3-hydroxy carboxylic acid. It is functionally related to a D-glucaric acid. It is a conjugate acid of a 5-dehydro-4-deoxy-D-glucarate(1-).
Names & identifiers
- Preferred name
- 5-dehydro-4-deoxy-D-glucarate
- IUPAC
- (2R,3S)-2,3-dihydroxy-5-oxohexanedioic acid
- English name
- L-threo-2-Hexulosaric acid, 3-deoxy-
- Molecular formula
- C6H8O7
- Molecular weight
- 192.12
Names & synonyms
(2R,3S)-2,3-dihydroxy-5-oxohexanedioic acid5-dehydro-4-deoxy-D-glucarateRefChem:935849(2R,3S)-2,3-dihydroxy-5-oxohexanedioate5-KDG5-dehydro-4-deoxy-D-glucaric acid3-deoxy-L-threo-hex-2-ulosaric acid687-56-93-Deoxy-L-threo-2-hexulosaric acidGLRSCHEMBL15895248CHEBI:16369
Show more names
L-threo-2-Hexulosaric acid, 3-deoxy-
DTXSID901297388PD052942NS00068579C00679Q27101870
Database identifiers
- CAS
687-56-9- PubChem CID
- 439290
- DTXSID
DTXSID901297388- ChEBI
CHEBI:16369- Nikkaji
- J913.057H
Properties
Computed structural properties
- XLogP
- -2.1
- Topological polar surface area
- 132 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 5
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 233
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Boiling point
- 555.7 · 555.7±50.0 °C(Predicted)
- Density
- 1.751 · 1.751±0.06 g/cm3(Predicted)
- pka
- 2.4 · 2.40±0.54(Predicted)
Chemistry & industry
Additional notes
DefinitionChEBI: 5-dehydro-4-deoxy-D-glucaric acid is an oxo dicarboxylic acid that is derived from 4-deoxy-D-glucaric acid by oxidation of the hydroxy group at position 5 to give the corresponding ketone. It is a 2-hydroxydicarboxylic acid, an oxo dicarboxylic acid, a 2-hydroxy carboxylic acid and a 3-hydroxy carboxylic acid. It is functionally related to a D-glucaric acid. It is a conjugate acid of a 5-dehydro-4-deoxy-D-glucarate(1-).
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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