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4-Hydroxyphenylacetic acid

CAS# 156-38-7

4-Hydroxyphenylacetic acid

Catalog No. BCN4795----Order now to get a substantial discount!

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Quality Control of 4-Hydroxyphenylacetic acid

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Chemical structure

4-Hydroxyphenylacetic acid

3D structure

Chemical Properties of 4-Hydroxyphenylacetic acid

Cas No. 156-38-7 SDF Download SDF
PubChem ID 127 Appearance Powder
Formula C8H8O3 M.Wt 152.2
Type of Compound Phenols Storage Desiccate at -20°C
Solubility DMSO : ≥ 100 mg/mL (657.25 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name 2-(4-hydroxyphenyl)acetic acid
SMILES C1=CC(=CC=C1CC(=O)O)O
Standard InChIKey XQXPVVBIMDBYFF-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 4-Hydroxyphenylacetic acid

The herbs of Bulbophyllum odoratissimum

Biological Activity of 4-Hydroxyphenylacetic acid

Description4-Hydroxyphenylacetic acid has anti-inflammatory activity,it attenuates inflammation and edema through suppressing hypertonic and hypoxic induction of HIF-1α in seawater aspiration-induced lung injury in rats. 4-Hydroxyphenylacetic acid is active against the root-lesion nematode, Pratylenchus penetrans, and the pine wood nematode.
TargetsHIF | VEGFR | Antifection
In vitro

4-hydroxyphenylacetic acid attenuated inflammation and edema via suppressing HIF-1α in seawater aspiration-induced lung injury in rats.[Pubmed: 25050781]

Int J Mol Sci. 2014 Jul 21;15(7):12861-84.

4-Hydroxyphenylacetic acid (4-HPA) is an active component of Chinese herb Aster tataricus which had been widely used in China for the treatment of pulmonary diseases.
METHODS AND RESULTS:
The aim of this study is to investigate the effect of 4-Hydroxyphenylacetic acid on seawater aspiration-induced lung injury. Hypoxia-inducible factor-1α (HIF-1α) siRNA and permeability assay were used to study the effect of 4-Hydroxyphenylacetic acid on the production of inflammatory cytokines and monolayer permeability in vitro. The results showed that 4-Hydroxyphenylacetic acid reduced seawater instillation-induced mortality in rats. In lung tissues, 4-Hydroxyphenylacetic acid attenuated hypoxia, inflammation, vascular leak, and edema, and decreased HIF-1α protein level. In primary rat alveolar epithelial cells (AEC), 4-Hydroxyphenylacetic acid decreased hypertonicity- and hypoxia-induced HIF-1α protein levels through inhibiting the activations of protein translational regulators and via promoting HIF-1α protein degradation. In addition, 4-Hydroxyphenylacetic acid lowered inflammatory cytokines levels through suppressing hypertonicity- and hypoxia-induced HIF-1α in NR8383 macrophages. Moreover, 4-Hydroxyphenylacetic acid decreased monolayer permeability through suppressing hypertonicity and hypoxia-induced HIF-1α, which was mediated by inhibiting vascular endothelial growth factor (VEGF) in rat lung microvascular endothelial cell line (RLMVEC).
CONCLUSIONS:
In conclusion, 4-Hydroxyphenylacetic acid attenuated inflammation and edema through suppressing hypertonic and hypoxic induction of HIF-1α in seawater aspiration-induced lung injury in rats.

Nematicidal activities of 4-hydroxyphenylacetic acid and oidiolactone D produced by the fungus Oidiodendron sp.[Pubmed: 21476434]

Z Naturforsch C. 2011 Jan-Feb;66(1-2):31-4.


METHODS AND RESULTS:
Two nematicides, 4-Hydroxyphenylacetic acid (4-HPA) (1) and oidiolactone D (2), were isolated from cultures of the fungus Oidiodendron sp., and their structures were identified by spectroscopic analyses. Compound 2 showed nematicidal activities against the root-lesion nematode, Pratylenchus penetrans, and the pine wood nematode, Bursaphelenchus xylophilus.
CONCLUSIONS:
4-Hydroxyphenylacetic acid was also active against these two nematodes but to a lesser extent.

4-Hydroxyphenylacetic acid Dilution Calculator

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4-Hydroxyphenylacetic acid Molarity Calculator

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Preparing Stock Solutions of 4-Hydroxyphenylacetic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.5703 mL 32.8515 mL 65.703 mL 131.406 mL 164.2576 mL
5 mM 1.3141 mL 6.5703 mL 13.1406 mL 26.2812 mL 32.8515 mL
10 mM 0.657 mL 3.2852 mL 6.5703 mL 13.1406 mL 16.4258 mL
50 mM 0.1314 mL 0.657 mL 1.3141 mL 2.6281 mL 3.2852 mL
100 mM 0.0657 mL 0.3285 mL 0.657 mL 1.3141 mL 1.6426 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 4-Hydroxyphenylacetic acid

Nematicidal activities of 4-hydroxyphenylacetic acid and oidiolactone D produced by the fungus Oidiodendron sp.[Pubmed:21476434]

Z Naturforsch C. 2011 Jan-Feb;66(1-2):31-4.

Two nematicides, 4-Hydroxyphenylacetic acid (4-HPA) (1) and oidiolactone D (2), were isolated from cultures of the fungus Oidiodendron sp., and their structures were identified by spectroscopic analyses. Compound 2 showed nematicidal activities against the root-lesion nematode, Pratylenchus penetrans, and the pine wood nematode, Bursaphelenchus xylophilus. Compound 1 was also active against these two nematodes but to a lesser extent.

4-hydroxyphenylacetic acid attenuated inflammation and edema via suppressing HIF-1alpha in seawater aspiration-induced lung injury in rats.[Pubmed:25050781]

Int J Mol Sci. 2014 Jul 21;15(7):12861-84.

4-Hydroxyphenylacetic acid (4-HPA) is an active component of Chinese herb Aster tataricus which had been widely used in China for the treatment of pulmonary diseases. The aim of this study is to investigate the effect of 4-HPA on seawater aspiration-induced lung injury. Pulmonary inflammation and edema were assessed by enzyme-linked immunosorbent assay (ELISA), bronchoalveolar lavage fluid (BALF) white cell count, Evans blue dye analysis, wet to dry weight ratios, and histology study. Hypoxia-inducible factor-1alpha (HIF-1alpha) siRNA and permeability assay were used to study the effect of 4-HPA on the production of inflammatory cytokines and monolayer permeability in vitro. The results showed that 4-HPA reduced seawater instillation-induced mortality in rats. In lung tissues, 4-HPA attenuated hypoxia, inflammation, vascular leak, and edema, and decreased HIF-1alpha protein level. In primary rat alveolar epithelial cells (AEC), 4-HPA decreased hypertonicity- and hypoxia-induced HIF-1alpha protein levels through inhibiting the activations of protein translational regulators and via promoting HIF-1alpha protein degradation. In addition, 4-HPA lowered inflammatory cytokines levels through suppressing hypertonicity- and hypoxia-induced HIF-1alpha in NR8383 macrophages. Moreover, 4-HPA decreased monolayer permeability through suppressing hypertonicity and hypoxia-induced HIF-1alpha, which was mediated by inhibiting vascular endothelial growth factor (VEGF) in rat lung microvascular endothelial cell line (RLMVEC). In conclusion, 4-HPA attenuated inflammation and edema through suppressing hypertonic and hypoxic induction of HIF-1alpha in seawater aspiration-induced lung injury in rats.

Description

4-hydroxyphenylacetic acid, a major microbiota-derived metabolite of polyphenols, is involved in the antioxidative action. 4-hydroxyphenylacetic acid induces expression of Nrf2.

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