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Cyclohexanecarboxylic acid

CAS# 98-89-5

Cyclohexanecarboxylic acid

2D Structure

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3D structure

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Cyclohexanecarboxylic acid

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Chemical Properties of Cyclohexanecarboxylic acid

Cas No. 98-89-5 SDF Download SDF
PubChem ID 7413 Appearance Powder
Formula C7H12O2 M.Wt 128.17
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Synonyms Hexahydrobenzoic acid
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name cyclohexanecarboxylic acid
SMILES C1CCC(CC1)C(=O)O
Standard InChIKey NZNMSOFKMUBTKW-UHFFFAOYSA-N
Standard InChI InChI=1S/C7H12O2/c8-7(9)6-4-2-1-3-5-6/h6H,1-5H2,(H,8,9)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Cyclohexanecarboxylic acid

The flowerbud of Lonicera japonica Thunb.

Biological Activity of Cyclohexanecarboxylic acid

DescriptionStandard reference
In vitro

The metabolism of cyclohexanecarboxylic acid and 3-cyclohexenecarboxylic acid by Pseudomonas putida.[Pubmed: 7168830]

Can J Microbiol. 1982 Dec;28(12):1324-9.


METHODS AND RESULTS:
A strain of Pseudomonas putida grew rapidly on Cyclohexanecarboxylic acid as a sole source of carbon. A CoA-mediated beta-oxidation pathway was induced for the metabolism of the compound. The organism could not utilize 3-cyclohexenecarboxylic acid as a sole source of carbon for growth, but cells grown on gluconate in the presence of 3-cyclohexenecarboxylic acid were induced to metabolize Cyclohexanecarboxylic acid, benzoic acid, and catechol.
CONCLUSIONS:
Evidence is presented that 3-cyclohexenecarboxylic acid was slowly metabolized by a beta-oxidation pathway and by a pathway involving benzoic acid as an intermediate. For this strain of Pseudomonas putida, 3-cyclohexenecarboxylic acid acts as an oxidizable, nongrowth substrate and induces the metabolism of Cyclohexanecarboxylic acid and benzoic acid.

The aromatization of cyclohexanecarboxylic acid to hippuric acid: substrate specificity and species differences.[Pubmed: 4047028]

Mol Cell Biochem. 1985 Jul;67(2):171-9.


METHODS AND RESULTS:
The ability to convert Cyclohexanecarboxylic acid to hippuric acid has been studied in liver from guinea pigs, rabbits, rats and mice using a gas chromatographic - mass spectrometric method employing selected ion monitoring. Guinea pig liver showed the highest activity, giving values double of those found in rabbit liver and five times those in rat liver. Only very weak activity was found in mouse liver. (Hydroxymethyl)cyclohexane, cyclohexanealdehyde and alpha-hydroxyethylcyclohexane, which are structurally related to Cyclohexanecarboxylic acid but lack the carboxyl group, were not aromatized by guinea pig liver mitochondria.
CONCLUSIONS:
This finding indicates that the carboxyl group is essential for aromatization. Absence of aromatization was also found with the homologs cyclohexaneacetic acid and cyclohexanepropionic acid and with the di-acids trans-1,2- and trans-1,4-cyclohexanedicarboxylic acid. The effect of a methyl group in Cyclohexanecarboxylic acid depended on its position. 2-Methyl-1-Cyclohexanecarboxylic acid was not aromatized, however the 3- and 4-methyl derivatives underwent aromatization and subsequent conjugation with glycine. The rates of formation of m-methyl- and p-methylhippuric acid were 16% and 9%, respectively, of that found for hippuric acid from Cyclohexanecarboxylic acid (8.0 nmol/min/mg protein).

Cyclohexanecarboxylic acid Dilution Calculator

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Cyclohexanecarboxylic acid Molarity Calculator

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Preparing Stock Solutions of Cyclohexanecarboxylic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.8021 mL 39.0107 mL 78.0214 mL 156.0428 mL 195.0534 mL
5 mM 1.5604 mL 7.8021 mL 15.6043 mL 31.2086 mL 39.0107 mL
10 mM 0.7802 mL 3.9011 mL 7.8021 mL 15.6043 mL 19.5053 mL
50 mM 0.156 mL 0.7802 mL 1.5604 mL 3.1209 mL 3.9011 mL
100 mM 0.078 mL 0.3901 mL 0.7802 mL 1.5604 mL 1.9505 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Cyclohexanecarboxylic acid

The metabolism of cyclohexanecarboxylic acid and 3-cyclohexenecarboxylic acid by Pseudomonas putida.[Pubmed:7168830]

Can J Microbiol. 1982 Dec;28(12):1324-9.

A strain of Pseudomonas putida grew rapidly on Cyclohexanecarboxylic acid as a sole source of carbon. A CoA-mediated beta-oxidation pathway was induced for the metabolism of the compound. The organism could not utilize 3-cyclohexenecarboxylic acid as a sole source of carbon for growth, but cells grown on gluconate in the presence of 3-cyclohexenecarboxylic acid were induced to metabolize Cyclohexanecarboxylic acid, benzoic acid, and catechol. Evidence is presented that 3-cyclohexenecarboxylic acid was slowly metabolized by a beta-oxidation pathway and by a pathway involving benzoic acid as an intermediate. For this strain of Pseudomonas putida, 3-cyclohexenecarboxylic acid acts as an oxidizable, nongrowth substrate and induces the metabolism of Cyclohexanecarboxylic acid and benzoic acid.

The aromatization of cyclohexanecarboxylic acid to hippuric acid: substrate specificity and species differences.[Pubmed:4047028]

Mol Cell Biochem. 1985 Jul;67(2):171-9.

The ability to convert Cyclohexanecarboxylic acid to hippuric acid has been studied in liver from guinea pigs, rabbits, rats and mice using a gas chromatographic - mass spectrometric method employing selected ion monitoring. Guinea pig liver showed the highest activity, giving values double of those found in rabbit liver and five times those in rat liver. Only very weak activity was found in mouse liver. (Hydroxymethyl)cyclohexane, cyclohexanealdehyde and alpha-hydroxyethylcyclohexane, which are structurally related to Cyclohexanecarboxylic acid but lack the carboxyl group, were not aromatized by guinea pig liver mitochondria. This finding indicates that the carboxyl group is essential for aromatization. Absence of aromatization was also found with the homologs cyclohexaneacetic acid and cyclohexanepropionic acid and with the di-acids trans-1,2- and trans-1,4-cyclohexanedicarboxylic acid. The effect of a methyl group in Cyclohexanecarboxylic acid depended on its position. 2-Methyl-1-Cyclohexanecarboxylic acid was not aromatized, however the 3- and 4-methyl derivatives underwent aromatization and subsequent conjugation with glycine. The rates of formation of m-methyl- and p-methylhippuric acid were 16% and 9%, respectively, of that found for hippuric acid from Cyclohexanecarboxylic acid (8.0 nmol/min/mg protein).

Description

Cyclohexanecarboxylic acid is a Valproate structural analogue with anticonvulsant action.

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