NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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(4S,5R)-4,5-dihydroxy-3-oxocyclohex-1-ene-1-carboxylic acid
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IUPAC Traditional name
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Synonyms
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3-Dehydroshikimate
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3-DHS
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(-)-3-DHS
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3-Dehydroshikimic acid
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(4S,5R)-(-)-4,5-Dihydroxy-3-oxo-1-cyclohexene-1-carboxylic acid
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5-Dehydroshikimic acid
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3-Dehydroshikimic acid
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DHS, 5-Dehydroshikimic Acid, 1-Cyclohexene-1-carboxylic Acid, 4,5-Dihydroxy-3-oxo trans
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(-)-3-Dehydro Shikimic Acid
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CAS Number
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MDL Number
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PubChem SID
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PubChem CID
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Wikipedia Title
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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3.214242
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H Acceptors
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5
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H Donor
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3
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LogD (pH = 5.5)
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-3.288802
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LogD (pH = 7.4)
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-4.467806
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Log P
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-1.0248979
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Molar Refractivity
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38.1936 cm3
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Polarizability
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14.702371 Å3
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Polar Surface Area
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94.83 Å2
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Rotatable Bonds
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1
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Lipinski's Rule of Five
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true
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DETAILS
DETAILS
Wikipedia
Sigma Aldrich
TRC
Sigma Aldrich -
05616
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Biochem/physiol Actions Metabolite of the shikimate pathway with a chromophore suitable for continuous spectrophotometric assay. Precursor of aromatic metabolites in microorganisms. Application 3-Dehydroshikimic acid is a biochemical intermediate from D-glucose in the synthesis of pro-catechuic acid. 3-Dehydroshikimic acid has been used in a study to describe the synthesis of catechuic acid (1) and ethyl 2,4,5-trihydroxybenzoate (2) from D-glucose-derived β-ketoester. 3-Dehydroshikimic acid has also been used in studies to evaluate the shikimate biosynthetic pathway, in order to develop nontoxic antimicrobial agents, herbicides, and antiparasite drugs. |
PATENTS
PATENTS
PubChem Patent
Google Patent