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2-Anthraquinonecarboxylic acid

CAS# 117-78-2

2-Anthraquinonecarboxylic acid

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2-Anthraquinonecarboxylic acid: 5mg $17 In Stock
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Quality Control of 2-Anthraquinonecarboxylic acid

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Chemical structure

2-Anthraquinonecarboxylic acid

3D structure

Chemical Properties of 2-Anthraquinonecarboxylic acid

Cas No. 117-78-2 SDF Download SDF
PubChem ID 67030 Appearance Yellow powder
Formula C15H8O4 M.Wt 252.2
Type of Compound Anthraquinones Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 9,10-dioxoanthracene-2-carboxylic acid
SMILES C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C=C(C=C3)C(=O)O
Standard InChIKey ASDLSKCKYGVMAI-UHFFFAOYSA-N
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 2-Anthraquinonecarboxylic acid

The roots of Rubia cordifolia L.

Biological Activity of 2-Anthraquinonecarboxylic acid

DescriptionAnthraquinone-2-carboxylic acid is a novel electron shuttling mediator, shows potent anti-inflammatory and antinociceptive activities in vivo, thus contributing to the immune regulatory role of fruits and herbs.
TargetsAP-1 | NF-kB | Src | Syk | p38MAPK
In vivo

Anti-Inflammatory and Antinociceptive Activities of Anthraquinone-2-Carboxylic Acid[Pubmed: 27057092]

Mediators Inflamm. 2016; 2016: 1903849.

Anthraquinone compounds are one of the abundant polyphenols found in fruits, vegetables, and herbs. However, the in vivo anti-inflammatory activity and molecular mechanisms of anthraquinones have not been fully elucidated.
METHODS AND RESULTS:
We investigated the activity of anthraquinones using acute inflammatory and nociceptive experimental conditions. Anthraquinone-2-carboxylic acid (2-Anthraquinonecarboxylic acid,9,10-dihydro-9,10-dioxo-2-anthracenecarboxylic acid, AQCA), one of the major anthraquinones identified from Brazilian taheebo, ameliorated various inflammatory and algesic symptoms in EtOH/HCl- and acetylsalicylic acid- (ASA-) induced gastritis, arachidonic acid-induced edema, and acetic acid-induced abdominal writhing without displaying toxic profiles in body and organ weight, gastric irritation, or serum parameters. In addition, AQCA suppressed the expression of inflammatory genes such as cyclooxygenase- (COX-) 2 in stomach tissues and lipopolysaccharide- (LPS-) treated RAW264.7 cells. According to reporter gene assay and immunoblotting analyses, AQCA inhibited activation of the nuclear factor- (NF-) κB and activator protein- (AP-) 1 pathways by suppression of upstream signaling involving interleukin-1 receptor-associated kinase 4 (IRAK1), p38, Src, and spleen tyrosine kinase (Syk).
CONCLUSIONS:
Our data strongly suggest that anthraquinones such as AQCA act as potent anti-inflammatory and antinociceptive components in vivo, thus contributing to the immune regulatory role of fruits and herbs.

Protocol of 2-Anthraquinonecarboxylic acid

Structure Identification
Journal of Materials Chemistry.2011 Aug;21(39):15383-15390.

Photo-induced self-cleaning functions on 2-anthraquinone carboxylic acid treated cotton fabrics.[Reference: WebLink]


METHODS AND RESULTS:
Self-cleaning cotton fabrics were obtained via chemically incorporating photosensitive 2-Anthraquinonecarboxylic acid (2-AQC) onto the fibers through a mild and efficient esterification reaction. The 2-Anthraquinonecarboxylic acid structures on the treated cotton were confirmed by FTIR characterization. SEM images revealed that the cotton fiber surface became rougher than that of the original cotton fiber after the treatment. TGA analysis confirmed that thermal stability of the treated fibers was almost unchanged. The 2-Anthraquinonecarboxylic acid treated cotton fabrics demonstrated excellent photo-induced self-cleaning properties, including decomposition of 90% aldicarb in 3 hours of UVA exposure and inactivation of over 99% of both E. coli and S. aureus in 1 hour of the light exposure.
CONCLUSIONS:
The self-cleaning functions are a result of formation of reactive oxygen species on the light irradiated and 2-Anthraquinonecarboxylic acid treated cotton. The amount of H2O2 formed on the fabrics was determined by a titration method.

2-Anthraquinonecarboxylic acid Dilution Calculator

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2-Anthraquinonecarboxylic acid Molarity Calculator

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Preparing Stock Solutions of 2-Anthraquinonecarboxylic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.9651 mL 19.8255 mL 39.6511 mL 79.3021 mL 99.1277 mL
5 mM 0.793 mL 3.9651 mL 7.9302 mL 15.8604 mL 19.8255 mL
10 mM 0.3965 mL 1.9826 mL 3.9651 mL 7.9302 mL 9.9128 mL
50 mM 0.0793 mL 0.3965 mL 0.793 mL 1.586 mL 1.9826 mL
100 mM 0.0397 mL 0.1983 mL 0.3965 mL 0.793 mL 0.9913 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 2-Anthraquinonecarboxylic acid

Anti-Inflammatory and Antinociceptive Activities of Anthraquinone-2-Carboxylic Acid.[Pubmed:27057092]

Mediators Inflamm. 2016;2016:1903849.

Anthraquinone compounds are one of the abundant polyphenols found in fruits, vegetables, and herbs. However, the in vivo anti-inflammatory activity and molecular mechanisms of anthraquinones have not been fully elucidated. We investigated the activity of anthraquinones using acute inflammatory and nociceptive experimental conditions. Anthraquinone-2-carboxylic acid (9,10-dihydro-9,10-dioxo-2-anthracenecarboxylic acid, AQCA), one of the major anthraquinones identified from Brazilian taheebo, ameliorated various inflammatory and algesic symptoms in EtOH/HCl- and acetylsalicylic acid- (ASA-) induced gastritis, arachidonic acid-induced edema, and acetic acid-induced abdominal writhing without displaying toxic profiles in body and organ weight, gastric irritation, or serum parameters. In addition, AQCA suppressed the expression of inflammatory genes such as cyclooxygenase- (COX-) 2 in stomach tissues and lipopolysaccharide- (LPS-) treated RAW264.7 cells. According to reporter gene assay and immunoblotting analyses, AQCA inhibited activation of the nuclear factor- (NF-) kappaB and activator protein- (AP-) 1 pathways by suppression of upstream signaling involving interleukin-1 receptor-associated kinase 4 (IRAK1), p38, Src, and spleen tyrosine kinase (Syk). Our data strongly suggest that anthraquinones such as AQCA act as potent anti-inflammatory and antinociceptive components in vivo, thus contributing to the immune regulatory role of fruits and herbs.

Description

Anthraquinone-2-carboxylic acid is a major anthraquinone isolated from Brazilian taheebo, with anti-inflammatory activity and antinociceptive.

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