Basic information
- CAS
10534-44-8- Standard SMILES
O=C1C[C@@](O)(C(=O)O)C[C@@H](O)[C@@H]1O- InChIKey
WVMWZWGZRAXUBK-SYTVJDICSA-N- Molecular formula
- C7H10O6
- Average molar mass
- 190.15 g/mol
- Monoisotopic mass
- 190.04773803
Names & identifiers
- Preferred name
- 3-Dehydroquinic Acid
- IUPAC
- (1R,3R,4S)-1,3,4-trihydroxy-5-oxocyclohexane-1-carboxylic acid
- English name
- 1,3β,4α-Trihydroxy-5-oxocyclohexane-1β-carboxylic acid
- Molecular formula
- C7H10O6
- Molecular weight
- 190.15
Names & synonyms
3-dehydroquinic acid5-dehydroquinic acid10534-44-8(1R,3R,4S)-1,3,4-Trihydroxy-5-oxocyclohexanecarboxylic acidQ8HL497GUUCHEBI:17947DTXSID50909453RefChem:93648DTXCID1015112353-dehydroquinate(1R,3R,4S)-1,3,4-trihydroxy-5-oxocyclohexane-1-carboxylic acid5-dehydroquinate
Show more names
Dehydroquinic acid1,3β,4α-Trihydroxy-5-oxocyclohexane-1β-carboxylic acid(1R)-1β,4β,5α-Trihydroxy-3-oxocyclohexane-1-carboxylic acid(1R)-1α,3β,4α-Trihydroxy-5-oxo-1β-cyclohexanecarboxylic acid
UNII-Q8HL497GUU1,3,4-TRIHYDROXY-5-OXO-CYCLOHEXANECARBOXYLIC ACIDCyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-oxo-, (1R,3R,4S)-Cyclohexan-1,4,5-triol-3-one-1-carboxylic acid1,3beta,4alpha-Trihydroxy-5-oxocyclohexane-1beta-carboxylic acidSCHEMBL162709WVMWZWGZRAXUBK-SYTVJDICSA-NDB03868
Database identifiers
- CAS
10534-44-8- PubChem CID
- 439351
- DTXSID
DTXSID50909453- ChEBI
CHEBI:17947- UNII
- Q8HL497GUU
- Nikkaji
- J93.942K
Properties
Computed structural properties
- XLogP
- -2.4
- Topological polar surface area
- 115 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 1
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 249
Experimental & physicochemical properties
Physical DescriptionSolid
Physicochemical properties
- Boiling point
- 139 · 139-140 °C
- Density
- 1.818 · 1.818±0.06 g/cm3(Predicted)
- Melting point
- 195 · 195-200 °C
- pka
- 3.45 · 3.45±0.60(Predicted)
- FDA UNII
- 8 HL497GUU · Q8HL497GUU
Chemistry & industry
Applications
Uses3-Dehydroquinic Acid is applied in development of a synthetic 3-dehydroshikimate biosensor in E.coli for metabolite monitoring and genetic screening.
Suppliers2 total
广州佳途科技股份有限公司81960175 18933936954 · [email protected]
深圳振强药物研发有限公司+86-0755-66853366 +86-13670046396 · [email protected]
Additional notes
DefinitionChEBI: 3-dehydroquinic acid is a 4-oxo monocarboxylic acid derived from quinic acid by oxidation of the hydroxy group at position 3 to the corresponding keto group. It has a role as an Escherichia coli metabolite. It is a 4-hydroxy monocarboxylic acid, a 2-hydroxy monocarboxylic acid, a 4-oxo monocarboxylic acid, a 5-hydroxy monocarboxylic acid and a secondary alpha-hydroxy ketone. It is functionally related to a (-)-quinic acid. It is a conjugate acid of a 3-dehydroquinate.
Related reactions
5 records
Compound notes
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