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621-37-4,MFCD00004337
Catalog No.:AA0033NF

621-37-4 | 3-Hydroxyphenylacetic acid

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1g
97%
in stock  
$7.00   $5.00
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5g
97%
in stock  
$14.00   $10.00
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25g
97%
in stock  
$43.00   $30.00
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100g
97%
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$142.00   $100.00
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500g
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$623.00   $437.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0033NF
Chemical Name:
3-Hydroxyphenylacetic acid
CAS Number:
621-37-4
Molecular Formula:
C8H8O3
Molecular Weight:
152.1473
MDL Number:
MFCD00004337
SMILES:
OC(=O)Cc1cccc(c1)O
NSC Number:
14360
Properties
Properties
 
BP:
349°C at 760 mmHg  
Form:
Solid  
MP:
129-133 °C(lit.)  
Refractive Index:
1.4945 (estimate)  
Solubility:
1000g/l  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
144  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
2  
XLogP3:
0.9  

Literature

Title: Urinary Time- or Dose-Dependent Metabolic Biomarkers of Aristolochic Acid-Induced Nephrotoxicity in Rats.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20170301

Title: Resveratrol and EGCG bind directly and distinctively to miR-33a and miR-122 and modulate divergently their levels in hepatic cells.

Journal: Nucleic acids research 20140101

Title: SPE-NMR metabolite sub-profiling of urine.

Journal: Analytical and bioanalytical chemistry 20121101

Title: Molecular modeling study on the possible polymers formed during the electropolymerization of 3-hydroxyphenylacetic acid.

Journal: Journal of molecular graphics & modelling 20120401

Title: Impact of short-term intake of red wine and grape polyphenol extract on the human metabolome.

Journal: Journal of agricultural and food chemistry 20120328

Title: Soil and cultivar type shape the bacterial community in the potato rhizosphere.

Journal: Microbial ecology 20120201

Title: Resolving phenylalanine metabolism sheds light on natural synthesis of penicillin G in Penicillium chrysogenum.

Journal: Eukaryotic cell 20120201

Title: Proteomics shows new faces for the old penicillin producer Penicillium chrysogenum.

Journal: Journal of biomedicine & biotechnology 20120101

Title: Functional epitope core motif of the Anaplasma marginale major surface protein 1a and its incorporation onto bioelectrodes for antibody detection.

Journal: PloS one 20120101

Title: Multiple tyrosine metabolites are GPR35 agonists.

Journal: Scientific reports 20120101

Title: Interactions with the substrate phenolic group are essential for hydroxylation by the oxygenase component of p-hydroxyphenylacetate 3-hydroxylase.

Journal: The Journal of biological chemistry 20111230

Title: Biocatalytic organic synthesis of optically pure (S)-scoulerine and berbine and benzylisoquinoline alkaloids.

Journal: The Journal of organic chemistry 20110819

Title: pH-dependent studies reveal an efficient hydroxylation mechanism of the oxygenase component of p-hydroxyphenylacetate 3-hydroxylase.

Journal: The Journal of biological chemistry 20110107

Title: Genome sequencing and comparative transcriptomics of the model entomopathogenic fungi Metarhizium anisopliae and M. acridum.

Journal: PLoS genetics 20110101

Title: Antioxidative protection of dietary bilberry, chokeberry and Lactobacillus plantarum HEAL19 in mice subjected to intestinal oxidative stress by ischemia-reperfusion.

Journal: BMC complementary and alternative medicine 20110101

Title: The homogentisate and homoprotocatechuate central pathways are involved in 3- and 4-hydroxyphenylacetate degradation by Burkholderia xenovorans LB400.

Journal: PloS one 20110101

Title: Comparative genomic reconstruction of transcriptional networks controlling central metabolism in the Shewanella genus.

Journal: BMC genomics 20110101

Title: Pyomelanin formation in Aspergillus fumigatus requires HmgX and the transcriptional activator HmgR but is dispensable for virulence.

Journal: PloS one 20110101

Title: Closely related Campylobacter jejuni strains from different sources reveal a generalist rather than a specialist lifestyle.

Journal: BMC genomics 20110101

Title: Predicting biological functions of compounds based on chemical-chemical interactions.

Journal: PloS one 20110101

Title: 3-Hydroxyphenylacetic acid induces the Burkholderia cenocepacia phenylacetic acid degradation pathway - toward understanding the contribution of aromatic catabolism to pathogenesis.

Journal: Frontiers in cellular and infection microbiology 20110101

Title: Profiling of phenols in human fecal water after raspberry supplementation.

Journal: Journal of agricultural and food chemistry 20101013

Title: The phenolic acids from bacterial degradation of the mangiferin aglycone are quantified in the feces of pigs after oral ingestion of an extract of Cyclopia genistoides (honeybush tea).

Journal: Nutrition research (New York, N.Y.) 20100501

Title: Urinary excretion of phenolic acids in rats fed cranberry.

Journal: Journal of agricultural and food chemistry 20100414

Title: Bioavailability of various polyphenols from a diet containing moderate amounts of berries.

Journal: Journal of agricultural and food chemistry 20100414

Title: Studies on the mechanism of p-hydroxyphenylacetate 3-hydroxylase from Pseudomonas aeruginosa: a system composed of a small flavin reductase and a large flavin-dependent oxygenase.

Journal: Biochemistry 20100119

Title: Flavanols and anthocyanins in cardiovascular health: a review of current evidence.

Journal: International journal of molecular sciences 20100101

Title: An exploratory NMR nutri-metabonomic investigation reveals dimethyl sulfone as a dietary biomarker for onion intake.

Journal: The Analyst 20091101

Title: Dihydroxylated phenolic acids derived from microbial metabolism reduce lipopolysaccharide-stimulated cytokine secretion by human peripheral blood mononuclear cells.

Journal: The British journal of nutrition 20090701

Title: Yoghurt impacts on the excretion of phenolic acids derived from colonic breakdown of orange juice flavanones in humans.

Journal: Molecular nutrition & food research 20090501

Title: Bis(3-hydroxy-phenyl-acetato-κO,O')bis-(1H-imidazole-κN)nickel(II).

Journal: Acta crystallographica. Section E, Structure reports online 20090301

Title: Procyanidin dimers are metabolized by human microbiota with 2-(3,4-dihydroxyphenyl)acetic acid and 5-(3,4-dihydroxyphenyl)-gamma-valerolactone as the major metabolites.

Journal: Journal of agricultural and food chemistry 20090211

Title: Exploring and dissecting genome-wide gene expression responses of Penicillium chrysogenum to phenylacetic acid consumption and penicillinG production.

Journal: BMC genomics 20090101

Title: Non mycobacterial virulence genes in the genome of the emerging pathogen Mycobacterium abscessus.

Journal: PloS one 20090101

Title: Bioavailability of [2-(14)C]quercetin-4'-glucoside in rats.

Journal: Journal of agricultural and food chemistry 20081224

Title: Phenylacetic acids were detected in the plasma and urine of rats administered with low-dose mulberry leaf extract.

Journal: Nutrition research (New York, N.Y.) 20080801

Title: Lipophilic (hydroxy)phenylacetates by solvent-free lipase-catalyzed esterification and transesterification in vacuo.

Journal: Journal of agricultural and food chemistry 20080709

Title: Oxidative transformation of natural and synthetic phenolic mixtures by Trametes versicolor laccase.

Journal: Journal of agricultural and food chemistry 20080227

Title: Complete genome of Phenylobacterium zucineum--a novel facultative intracellular bacterium isolated from human erythroleukemia cell line K562.

Journal: BMC genomics 20080101

Title: The missing link: Bordetella petrii is endowed with both the metabolic versatility of environmental bacteria and virulence traits of pathogenic Bordetellae.

Journal: BMC genomics 20080101

Title: Weakening of salmonella with selected microbial metabolites of berry-derived phenolic compounds and organic acids.

Journal: Journal of agricultural and food chemistry 20070516

Title: Novel phacB-encoded cytochrome P450 monooxygenase from Aspergillus nidulans with 3-hydroxyphenylacetate 6-hydroxylase and 3,4-dihydroxyphenylacetate 6-hydroxylase activities.

Journal: Eukaryotic cell 20070301

Title: Discovery of novel aldose reductase inhibitors characterized by an alkoxy-substituted phenylacetic acid core.

Journal: Archiv der Pharmazie 20061001

Title: The relative contribution of the small and large intestine to the absorption and metabolism of rutin in man.

Journal: Free radical research 20061001

Title: Inhibition of advanced glycation end product formation on collagen by rutin and its metabolites.

Journal: The Journal of nutritional biochemistry 20060801

Title: Kinetic mechanisms of the oxygenase from a two-component enzyme, p-hydroxyphenylacetate 3-hydroxylase from Acinetobacter baumannii.

Journal: The Journal of biological chemistry 20060623

Title: Human fecal water inhibits COX-2 in colonic HT-29 cells: role of phenolic compounds.

Journal: The Journal of nutrition 20051001

Title: Synthesis of hydroxytyrosol, 2-hydroxyphenylacetic acid, and 3-hydroxyphenylacetic acid by differential conversion of tyrosol isomers using Serratia marcescens strain.

Journal: Journal of agricultural and food chemistry 20050810

Title: A two-component hydroxylase involved in the assimilation of 3-hydroxyphenyl acetate in Pseudomonas putida.

Journal: The Journal of biological chemistry 20050715

Title: Ethers of 3-hydroxyphenylacetic acid as selective gamma-hydroxybutyric acid receptor ligands.

Journal: Bioorganic & medicinal chemistry letters 20050701

Title: Novel gamma-hydroxybutyric acid (GHB) analogs share some, but not all, of the behavioral effects of GHB and GABAB receptor agonists.

Journal: The Journal of pharmacology and experimental therapeutics 20050601

Title: Trace analysis of oxidized, nitrated, and chlorinated aromatic amino acids by capillary electrophoresis with electroosmotic flow modification allowing large-volume sample stacking.

Journal: Electrophoresis 20050501

Title: Human fecal water content of phenolics: the extent of colonic exposure to aromatic compounds.

Journal: Free radical biology & medicine 20050315

Title: Transepithelial transport of microbial metabolites of quercetin in intestinal Caco-2 cell monolayers.

Journal: Journal of agricultural and food chemistry 20050209

Title: The TyrA family of aromatic-pathway dehydrogenases in phylogenetic context.

Journal: BMC biology 20050101

Title: Supplementation with grape seed polyphenols results in increased urinary excretion of 3-hydroxyphenylpropionic Acid, an important metabolite of proanthocyanidins in humans.

Journal: Journal of agricultural and food chemistry 20040825

Title: Colonic metabolism of dietary polyphenols: influence of structure on microbial fermentation products.

Journal: Free radical biology & medicine 20040115

Title: [Allelopathic effect of p- and m-hydroxy-phenylacetic acid on soybean (Glycine max L.) germination].

Journal: Ying yong sheng tai xue bao = The journal of applied ecology 20030501

Title: Quercetin derivatives are deconjugated and converted to hydroxyphenylacetic acids but not methylated by human fecal flora in vitro.

Journal: Journal of agricultural and food chemistry 20020313

Title: A novel two-protein component flavoprotein hydroxylase.

Journal: European journal of biochemistry 20011101

Title: Metabolism of diafenthiuron by microsomal oxidation: procide activation and inactivation as mechanisms contributing to selectivity.

Journal: Pest management science 20011001

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