EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

phloretic acid
4-hydroxybenzenepropanoic acid

Supplier Sponsors

CAS Number: 501-97-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-931-3
FDA UNII: 6QNC6P18SR
Nikkaji Web:J1.565B
Beilstein Number:2209841
MDL:MFCD00002778
XlogP3:1.20 (est)
Molecular Weight:166.17630000
Formula:C9 H10 O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 352.40 °C. @ 760.00 mm Hg (est)
Flash Point: 358.00 °F. TCC ( 181.10 °C. ) (est)
logP (o/w): 1.100 (est)
Soluble in:
 water, 6.182e+004 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Hydro-p-coumaric acid 98%
BOC Sciences
For experimental / research use only.
P-Hydroxybenzene propanoic acid N/A
Odor: characteristic
Use: Antioxidant.
EMD Millipore
For experimental / research use only.
3-(4-Hydroxyphenyl)propionic Acid
sds
ExtraSynthese
For experimental / research use only.
Phloretic Acid
Santa Cruz Biotechnology
For experimental / research use only.
3-(4-Hydroxyphenyl)propionic Acid
Sigma-Aldrich: Aldrich
For experimental / research use only.
3-(4-Hydroxyphenyl)propionic acid 98%
sds
TCI AMERICA
For experimental / research use only.
3-(4-Hydroxyphenyl)propionic Acid >98.0%(T)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-mouse LD50 1809 mg/kg
SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Oyo Yakuri. Pharmacometrics. Vol. 12, Pg. 265, 1976

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for phloretic acid usage levels up to:
 not for fragrance use.
 
Recommendation for phloretic acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :10394
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
3-(4-hydroxyphenyl)propanoic acid
Chemidplus:0000501973
RTECS:MW5342000 for cas# 501-97-3
 
References:
 3-(4-hydroxyphenyl)propanoic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:501-97-3
Pubchem (cid):10394
Pubchem (sid):134978582
Pherobase:View
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
Metabolomics Database:Search
UM BBD:Search
KEGG (GenomeNet):C01744
HMDB (The Human Metabolome Database):HMDB02199
FooDB:FDB000849
Export Tariff Code:2918.29.7500
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 arrowroot leaf
Search Trop Picture
 avocado
Search Trop Picture
 peanut plant
Search Trop Picture
 
Synonyms:
 dihydro-p-coumaric acid
 hydro-p-coumaric acid
4-hydroxybenzenepropanoic acid
3-(4-hydroxyphenyl) propionic acid
3-(4-hydroxyphenyl)propanoic acid
3-(4-hydroxyphenyl)propionic acid
3-(p-hydroxyphenyl)propionic acid
beta-(p-hydroxyphenyl)propionic acid
 

Articles:

PubMed:Cytotoxic and Anti-metastatic Activities of Phenolic Compounds from Dendrobium ellipsophyllum.
PubMed:Human intestinal microbial metabolism of naringin.
PubMed:In vivo evolution of metabolic pathways by homeologous recombination in mitotic cells.
PubMed:Simple ligand exchange reactions enabling excellent dispersibility and stability of magnetic nanoparticles in polar organic, aromatic, and protic solvents.
PubMed:Fecal microbial metabolism of polyphenols and its effects on human gut microbiota.
PubMed:Influence of physically crosslinked gelatins on the vasculature in the avian chorioallantoic membrane.
PubMed:Synthesis and characterization of oligo(ethylene glycol)s functionalized with desaminotyrosine or desaminotyrosyltyrosine.
PubMed:Quality assurance in immunoassay performance--comparison of different enzyme immunoassays for the determination of caffeine in consumer products.
PubMed:Novel Bradykinin Analogues Modified in the N-Terminal Part of the Molecule with a Variety of Acyl Substituents.
PubMed:Use of non-melanocytic HEK293 cells stably expressing human tyrosinase for the screening of anti-melanogenic agents.
PubMed:Green and efficient production of octyl hydroxyphenylpropionate using an ultrasound-assisted packed-bed bioreactor.
PubMed:Nigerian foodstuffs with prostate cancer chemopreventive polyphenols.
PubMed:Kinetic cooperativity of tyrosinase. A general mechanism.
PubMed:Bioactive compounds from the fern Lepisorus contortus.
PubMed:Deglycosylation of puerarin and other aromatic C-glucosides by a newly isolated human intestinal bacterium.
PubMed:Optimization of ultrasound-accelerated synthesis of enzymatic octyl hydroxyphenylpropionate by response surface methodology.
PubMed:Profiling of phenols in human fecal water after raspberry supplementation.
PubMed:Use of 3-(4-hydroxyphenyl)propionic acid as electron donating compound in a potentiometric aflatoxin M1-immunosensor.
PubMed:Proanthocyanidin metabolites associated with dietary fibre from in vitro colonic fermentation and proanthocyanidin metabolites in human plasma.
PubMed:Quantitative analysis of plasma caffeic and ferulic acid equivalents by liquid chromatography tandem mass spectrometry.
PubMed:Sensitive fluorescent probes for determination of hydrogen peroxide and glucose based on enzyme-immobilized magnetite/silica nanoparticles.
PubMed:The bioavailability of apigenin-7-glucoside is influenced by human intestinal microbiota in rats.
PubMed:Injectable chitosan-based hydrogels for cartilage tissue engineering.
PubMed:[Effect of phenylcarboxylic acids on phagocytic activity of neutrophils].
PubMed:p-Coumaric acid, a constituent of Sasa quelpaertensis Nakai, inhibits cellular melanogenesis stimulated by alpha-melanocyte stimulating hormone.
PubMed:Analysis of time-related metabolic fluctuations induced by ethionine in the rat.
PubMed:Weakening of salmonella with selected microbial metabolites of berry-derived phenolic compounds and organic acids.
PubMed:Metabolism of flavone C-glucosides and p-coumaric acid from antioxidant of bamboo leaves (AOB) in rats.
PubMed:Hypocholesterolemic and antioxidative effects of naringenin and its two metabolites in high-cholesterol fed rats.
PubMed:Mechanistic insight into the activity of tyrosinase from variable-temperature studies in an aqueous/organic solvent.
PubMed:Use of the pig caecum model to mimic the human intestinal metabolism of hispidulin and related compounds.
PubMed:Human fecal water inhibits COX-2 in colonic HT-29 cells: role of phenolic compounds.
PubMed:The differential tissue distribution of the citrus flavanone naringenin following gastric instillation.
PubMed:A role for the carbohydrate portion of ginsenoside Rg3 in Na+ channel inhibition.
PubMed:The pig caecum model: a suitable tool to study the intestinal metabolism of flavonoids.
PubMed:Cloning and expression of a phloretin hydrolase gene from Eubacterium ramulus and characterization of the recombinant enzyme.
PubMed:Exploring recombinant flavonoid biosynthesis in metabolically engineered Escherichia coli.
PubMed:Colonic metabolism of dietary polyphenols: influence of structure on microbial fermentation products.
PubMed:Two cinnamate derivatives produce similar alteration in mRNA expression and activity of antioxidant enzymes in rats.
PubMed:Anaerobic degradation of flavonoids by Clostridium orbiscindens.
PubMed:Reactivity study on microperoxidase-8.
PubMed:Isolation, structure elucidation and antioxidant potential of the major phenolic and flavonoid compounds in brined olive drupes.
PubMed:Singlet oxygen-mediated protein oxidation: evidence for the formation of reactive side chain peroxides on tyrosine residues.
PubMed:Synthesis and antiproliferative activity of a new compound containing an alpha-methylene-gamma-lactone group.
PubMed:Molecularly imprinted polymer using-p-hydroxybenzoic acid, p-hydroxyphenylacetic acid and p-hydroxyphenylpropionic acid as templates.
PubMed:Phenylpropanoid interconversion in Anigozanthos preissii observed by high-performance liquid chromatography-nuclear magnetic resonance spectroscopy.
PubMed:Kinetic model for phenolic compound oxidation by Fenton's reagent.
PubMed:Eosinophils are a major source of nitric oxide-derived oxidants in severe asthma: characterization of pathways available to eosinophils for generating reactive nitrogen species.
PubMed:3-hydroxy-3-phenylpropanoic acid is an intermediate in the biosynthesis of benzoic acid and salicylic acid but benzaldehyde is not.
PubMed:A sandwich enzyme immunoassay for pulmonary surfactant protein D and measurement of its blood levels in drowning victims.
PubMed:Urinary metabolites of 4-n-nonylphenol in rainbow trout (Oncorhynchus mykiss).
PubMed:A sandwich enzyme immunoassay for human muscle-specific beta-enolase and its application for the determination of skeletal muscle injury.
PubMed:Characterization of biliary metabolites of 4-n-nonylphenol in rainbow trout (Oncorhynchus mykiss).
PubMed:A sandwich enzyme immunoassay for brain S-100 protein and its forensic application.
PubMed:Radical scavenger activity of three flavonoid metabolites studied by inhibition of chemiluminescence in human PMNs.
PubMed:Effects of glycine and bovine serum albumin on inhibition of propionate metabolism in ovine hepatocytes caused by reduced phenolic monomers.
PubMed:Portal and hepatic fluxes in sheep and concentrations in cattle ruminal fluid of 3-(4-hydroxyphenyl)propionic, benzoic, 3-phenylpropionic, and trans-cinnamic acids.
PubMed:(Z)-3-(4-bromophenyl)-3-(3-pyridyl)allylamine as substrate for studies of myeloperoxidase activity.
PubMed:Effects of reduced phenolic acids on metabolism of propionate and palmitate in bovine liver tissue in vitro.
PubMed:A highly sensitive sandwich enzyme immunoassay for human liver-specific antigen (LSA) and its forensic application.
PubMed:Receptor-mediated endocytosis of retinol-binding protein by liver parenchymal cells: interference by radioactive iodination.
PubMed:Impairment of macrophage function in Mongolian gerbils.
PubMed:A sensitive sandwich enzyme immunoassay for gamma-seminoprotein and its application to sex discrimination of blood and bloodstains.
PubMed:A comparison of the sensitivity and specificity of enzyme immunoassays and time-resolved fluoroimmunoassay.
PubMed:3-p-hydroxyphenylpropionic acid--a sensitive fluorogenic substrate for automated fluorometric enzyme immunoassays.
PubMed:Hydra head activator-like immunoreactivity in human brain astrocytomas grade III-IV and the surrounding brain tissue.
PubMed:Pharmacokinetics of dermatan sulfate in the rabbit after intravenous injection.
PubMed:Sensitive sandwich enzyme immunoassay of human growth hormone (hGH) in serum and urine using monoclonal antibody-coated polystyrene balls.
PubMed:A highly specific and sensitive sandwich enzyme immunoassay for human hemoglobin A.
PubMed:Sandwich enzyme immunoassay for human interleukin-1 beta (hIL-1 beta) in urine.
PubMed:Crystal structure of phlorizin and the iodothyronine deiodinase inhibitory activity of phloretin analogues.
PubMed:[Pharmacokinetic and pharmacological studies on cetraxate, an anti-ulcer agent].
PubMed:Dihydrochalcone metabolism in the rat: phloretin.
PubMed:3-(p-hydroxyphenyl)propionic acid as a new fluorogenic reagent for amine oxidase assays.
PubMed:Radioimmunoassay of delta sleep-inducing peptide using an iodinated p-hydroxyphenylpropionic acid derivative as tracer.
PubMed:Influence of plant phenolic acids on growth and cellulolytic activity of rumen bacteria.
PubMed:Enzyme immunoassay of cyclazocine using peroxidase as label.
PubMed:Structural specificity in the renal tubular transport of tyrosine.
PubMed:Production of p-hydroxyhydrocinnamic acid from tyrosine by Peptostreptococcus anaerobius.
PubMed:A new rearrangement reaction in tyrosine metabolism.
PubMed:Hormone-receptor studies with avidin and biotinylinsulin-avidin complexes.
PubMed:Production of indole-3-propanoic acid and 3-(p-hydroxyphenyl)propanoic acid by Clostridium sporogenes: a convenient thin-layer chromatography detection system.
PubMed:NH2-terminal monoiodination of hexadecapeptide gastrin: a simple procedure for preparation of 125I-gastrin for radioimmunoassays and receptors studies.
PubMed:The genome-linked protein of picornaviruses. VI. The 5'-terminal protein of poliovirus type 2RNA is covalently linked to a nonanucleotide identical to that of poliovirus type 1 RNA.
PubMed:O4-(5'-uridylyl)tyrosine is the bond between the genome-linked protein and the RNA of poliovirus.
PubMed:Neocarzinostatin: effect of modification of side chain amino and carboxyl groups on chemical and biological properties.
PubMed:Preparation of 125I-labeled oligosaccharide derivatives with the aid of 3-(4-hydroxyphenyl)propionic acid N-hydroxysuccinimide ester.
PubMed:A radioimmunoassay for human serum myoglobin: method development and normal values.
PubMed:Solubilization of nerve growth factor receptors of rabbit superior cervical ganglia.
PubMed:Some properties of p-coumarate decarboxylase from Cladosporium phlei.
PubMed:Radioimmunoassay of sisomicin.
PubMed:Radioimmunoassay of iodinated gentamicin.
PubMed:The labelling of proteins to high specific radioactivities by conjugation to a 125I-containing acylating agent.
PubMed:Isolation of phloretic acid from plant material.
PubMed:An inducible hydrolase from Aspergillus niger, acting on carbon-carbon bonds, for phlorrhizin and other C-acylated phenols.
PubMed:Metabolism of phloridzin by Erwinia herbicola: nature of the degradation products, and the purification and properties of phloretin hydrolase.
PubMed:DL-2-Hydrazino-3-(4-hydroxyphenyl)propionic acid.
PubMed:Chromatographic degradation of phloridzin.
PubMed:Phloretic acid and phlorin as products of degradation of phloridzin during chromatography in systems containing ammonia.
 
Notes:
A normal constituent of human urine. A product of tyrosine metabolism; concentration in urine increases in patients with gastrointestinal diseases. (Dictionary of Organic Compounds) May also result from phenolic acid metabolism by colonic bacteria. (PMID 15315398) [HMDB]
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