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trans-3-Hydroxycinnamic acid

CAS# 14755-02-3

trans-3-Hydroxycinnamic acid

2D Structure

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3D structure

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trans-3-Hydroxycinnamic acid

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Chemical Properties of trans-3-Hydroxycinnamic acid

Cas No. 14755-02-3 SDF Download SDF
PubChem ID 637541 Appearance White-yellowish powder
Formula C9H8O3 M.Wt 164.16
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Synonyms trans-3-Hydroxycinnamic acid; (E)-3-(3-Hydroxyphenyl)acrylic acid
Solubility Soluble in ethanol and methanol; slightly soluble in water
Chemical Name (E)-3-(3-hydroxyphenyl)prop-2-enoic acid
SMILES C1=CC(=CC(=C1)O)C=CC(=O)O
Standard InChIKey KKSDGJDHHZEWEP-SNAWJCMRSA-N
Standard InChI InChI=1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4+
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 trans-3-Hydroxycinnamic acid

The barks of Cinnamomum cassia Presl

Biological Activity of trans-3-Hydroxycinnamic acid

Description3-Hydroxycinnamic acid, also known as m-coumaric acid, is an aromatic acid that can be found in vinegar. 3-Hydroxycinnamic acid has antioxidant activity.
In vitro

Effects of germination on the nutritional properties, phenolic profiles, and antioxidant activities of buckwheat.[Pubmed: 25858540]

J Food Sci. 2015 May;80(5):H1111-9.

Germination is considered to be an effective process for improving the nutritional quality and functionality of cereals.
METHODS AND RESULTS:
In this study, changes of nutritional ingredients, antinutritional components, chemical composition, and antioxidant activities of buckwheat seeds over 72 h of germination were investigated, and the reasons for these changes are discussed. With the prolonged germination time, the contents of crude protein, reducing sugar, total phenolics, total flavonoids, and condensed tannins increased significantly, while the levels of crude fat, phytic acid, and the activity of trypsin inhibitor decreased. Phenolic compounds, such as rutin, vitexin, isovitexin, orientin, isoorientin, chlorogenic acid, trans-3-Hydroxycinnamic acid, and p-hydroxybenzoic acid increased significantly during the germination process, which may be due to the activation of phenylalanine ammonialyase. The improvement of flavonoids led to significant enhancement of the antioxidant activities of germinated buckwheat. Germinated buckwheat had better nutritional value and antioxidant activities than ungerminated buckwheat, and it represented an excellent natural source of flavonoids and phenolic compounds, especially rutin and C-glycosylflavones.
CONCLUSIONS:
Therefore, germinated buckwheat could be used as a promising functional food for health promotion.

Protocol of trans-3-Hydroxycinnamic acid

Structure Identification
Czech Journal of Food Sciences,2015, 33(3):210-6.

Details of the Antioxidant Mechanism of Hydroxycinnamic Acids[Reference: WebLink]

Antioxidant activities and free radical-mediated DNA strand breakages of five hydroxycinnamic acids were examined. Kinetic analysis of a stable galvinoxy (GO•)-scavenging reaction of hydroxycinnamic acids demonstrated that the molecular structure and the reaction medium were two important factors affecting the antioxidant mechanism and activity.
METHODS AND RESULTS:
In methanol, the kinetic process of the compounds, which have electron-donating groups (-OH, -OCH3) in the ortho- or para-position of 4-OH, was primarily governed by the sequential proton loss electron transfer (SPLET mechanism). While, in ethyl acetate, the reaction mechanism is predominantly direct hydrogen atom transfer (HAT mechanism). But for the compounds having only one hydroxyl, both in ethyl acetate and methanol, the reaction mechanism is only HAT. At the same time, the compound bearing o-diphenoxyl is not the most active one in our tested environment.

trans-3-Hydroxycinnamic acid Dilution Calculator

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trans-3-Hydroxycinnamic acid Molarity Calculator

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Preparing Stock Solutions of trans-3-Hydroxycinnamic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.0916 mL 30.4581 mL 60.9162 mL 121.8324 mL 152.2904 mL
5 mM 1.2183 mL 6.0916 mL 12.1832 mL 24.3665 mL 30.4581 mL
10 mM 0.6092 mL 3.0458 mL 6.0916 mL 12.1832 mL 15.229 mL
50 mM 0.1218 mL 0.6092 mL 1.2183 mL 2.4366 mL 3.0458 mL
100 mM 0.0609 mL 0.3046 mL 0.6092 mL 1.2183 mL 1.5229 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 trans-3-Hydroxycinnamic acid

Effects of germination on the nutritional properties, phenolic profiles, and antioxidant activities of buckwheat.[Pubmed:25858540]

J Food Sci. 2015 May;80(5):H1111-9.

Germination is considered to be an effective process for improving the nutritional quality and functionality of cereals. In this study, changes of nutritional ingredients, antinutritional components, chemical composition, and antioxidant activities of buckwheat seeds over 72 h of germination were investigated, and the reasons for these changes are discussed. With the prolonged germination time, the contents of crude protein, reducing sugar, total phenolics, total flavonoids, and condensed tannins increased significantly, while the levels of crude fat, phytic acid, and the activity of trypsin inhibitor decreased. Phenolic compounds, such as rutin, vitexin, isovitexin, orientin, isoorientin, chlorogenic acid, trans-3-Hydroxycinnamic acid, and p-hydroxybenzoic acid increased significantly during the germination process, which may be due to the activation of phenylalanine ammonialyase. The improvement of flavonoids led to significant enhancement of the antioxidant activities of germinated buckwheat. Germinated buckwheat had better nutritional value and antioxidant activities than ungerminated buckwheat, and it represented an excellent natural source of flavonoids and phenolic compounds, especially rutin and C-glycosylflavones. Therefore, germinated buckwheat could be used as a promising functional food for health promotion.

Description

(E)-m-Coumaric acid (3-Hydroxycinnamic acid) is an aromatic acid that highly abundant in food. (E)-m-Coumaric acid (3-Hydroxycinnamic acid) is an antioxidant.

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