Chemical Property of 3-Dehydroquinic acid
Chemical Property:
- Vapor Pressure:1.23E-11mmHg at 25°C
- Melting Point:195-200 °C
- Boiling Point:489.6°Cat760mmHg
- PKA:3.45±0.60(Predicted)
- Flash Point:264°C
- PSA：115.06000
- Density:1.818g/cm3
- LogP:-2.11320
- XLogP3:-2.4
- Hydrogen Bond Donor Count:4
- Hydrogen Bond Acceptor Count:6
- Rotatable Bond Count:1
- Exact Mass:190.04773803
- Heavy Atom Count:13
- Complexity:249
- Purity/Quality:
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98%,99%, *data from raw suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
-
SDS file from LookChem
Useful:
- Canonical SMILES:C1C(C(C(=O)CC1(C(=O)O)O)O)O
- Isomeric SMILES:C1[C@H]([C@@H](C(=O)C[C@]1(C(=O)O)O)O)O
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General Description
1,3β,4α-Trihydroxy-5-oxocyclohexane-1β-carboxylic acid (also known as 3-dehydroquinic acid or 5-dehydroquinic acid) is an intermediate in the shikimate pathway, where it is produced from 2-dehydro-3-deoxy-D-arabino-heptulosonate 7-phosphate (DAHP) via 3-dehydroquinate synthase and subsequently converted to 3-dehydroshikimate by 3-dehydroquinate dehydratase. It can also be synthesized chemically from quinic acid or produced via oxidative fermentation by Gluconobacter strains, which utilize membrane-bound quinoprotein quinate dehydrogenase to catalyze its formation. Thermodynamic studies indicate that its conversion to 3-dehydroshikimate is mildly endergonic under physiological conditions.
