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4-hydroxyphenyl lactic acid

information only not used for fragrances or flavors
2D:
3D:
CAS Number: 306-23-0
FDA UNII: EP7PS9S776
Category: information only not used for fragrances or flavors
IUPAC Name: 4-hydroxyphenyl lactic acid
InChI : InChI=1/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13)
Std.InChI: InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13)
InChIKey : JVGVDSSUAVXRDY-UHFFFAOYAV
Std.InChIKey: JVGVDSSUAVXRDY-UHFFFAOYSA-N
SMILES : C1=CC(=CC=C1CC(C(=O)O)O)O
MDL: MFCD00010514
Molar Refractivity : 45.37 ± 0.3 cm3 (est)
Parachor : 374.5 ± 4.0 cm3 (est)
Index of Refraction : 1.616 ± 0.02 (est)
Surface Tension : 69.5 ± 3.0 dyne/cm (est)
Density : 1.404 ± 0.06 g/cm3 (est)
Polarizability : 17.98 ± 0.5 10-24cm3 (est)

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

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Physical Properties:

Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 414.40 °C. @ 760.00 mm Hg (est)
Flash Point: 425.00 °F. TCC ( 218.60 °C. ) (est)
logP (o/w): 0.310 (est)
Soluble in:
water, 1.29E+04 mg/L @ 16C (exp)
water, 1.455e+004 mg/L @ 25 °C (est)
Insoluble in:
water

Cosmetic Information:

None found

Suppliers:

BOC Sciences
For experimental / research use only.
3-(4-Hydroxyphenyl)-2-hydroxy-propanoic acid 95%
Santa Cruz Biotechnology
For experimental / research use only.
DL-4-Hydroxyphenyllactic Acid
TCI AMERICA
For experimental / research use only.
DL-4-Hydroxyphenyl Lactic Acid >98.0%(HPLC)(T)

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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in Use Information:

Category:
information only not used for fragrances or flavors
Recommendation for 4-hydroxyphenyl lactic acid usage levels up to:
not for fragrance use.
Recommendation for 4-hydroxyphenyl lactic 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 :9378
National Institute of Allergy and Infectious Diseases:Data
2-hydroxy-3-(4-hydroxyphenyl)propanoic acid
Chemidplus:0000306230

References:

2-hydroxy-3-(4-hydroxyphenyl)propanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):9378
Pubchem (sid):134974285

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
Golm Metabolome Database:Search
KEGG (GenomeNet):C03672
HMDB (The Human Metabolome Database):HMDB00755
FooDB:FDB019021
YMDB (Yeast Metabolome Database):YMDB00457
Export Tariff Code:2918.29.7500
ChemSpider:View

Potential Blenders and core components :

None Found

Potential Uses:

None Found

Occurrence (nature, food, other):

not found in nature

Synonyms:

benzenepropanoic acid, alpha,4-dihydroxy- (9CI)
alpha,4-dihydroxybenzenepropanoic acid
2-hydroxy-3-(4-hydroxyphenyl)propionic acid
2-hydroxy-3-(p-hydroxyphenyl)propionic acid
p-hydroxyphenyl lactic acid
3-(4-hydroxyphenyl)lactic acid
beta-(4-hydroxyphenyl)lactic acid
beta-(p-hydroxyphenyl)lactic acid
4-hydroxyphenyllactic acid
lactic acid, (p-hydroxyphenyl)-
lactic acid, 3-(p-hydroxyphenyl)-

Articles:

PubMed:Activation of a G protein-coupled receptor by its endogenous ligand triggers the innate immune response of Caenorhabditis elegans.
PubMed:Metabolic footprint analysis uncovers strain specific overflow metabolism and D-isoleucine production of Staphylococcus aureus COL and HG001.
PubMed:Prevention of UVB-induced production of the inflammatory mediator in human keratinocytes by lactic acid derivatives generated from aromatic amino acids.
PubMed:Identification of antioxidants produced by Lactobacillus plantarum.
PubMed:[Biological properties of some sepsis-associated low molecular aromatic microbial metabolites].
PubMed:Production of aromatic compounds by metabolically engineered Escherichia coli with an expanded shikimate pathway.
PubMed:Effect of biosynthetic intermediates and citrate on the phenyllactic and hydroxyphenyllactic acids production by Lactobacillus plantarum CRL 778.
PubMed:Substrate promiscuity of a rosmarinic acid synthase from lavender (Lavandula angustifolia L.).
PubMed:Tyrosine-derived 4-hydroxyphenylpyruvate reacts with ketone test fields of 3 commercially available urine dipsticks.
PubMed:Production of 4-hydroxyphenyllactic acid by Lactobacillus sp. SK007 fermentation.
PubMed:Metabolic modeling of Rosmarinic acid biosynthetic pathway.
PubMed:Microbial origin of phenylcarboxylic acids in the human body.
PubMed:Clinical, biochemical, and genetic analysis of a Korean neonate with hereditary tyrosinemia type 1.
PubMed:Facile synthesis of optically pure (S)-3-p-hydroxyphenyllactic acid derivatives.
PubMed:Protein assembly line components in prodigiosin biosynthesis: characterization of PigA,G,H,I,J.
PubMed:Polar constituents from the aerial parts of Origanum vulgare L. Ssp. hirtum growing wild in Greece.
PubMed:[Analysis of microcystins by LC-ESI/MS in the algal cells collected from Guanting Reservoir].
PubMed:Plantar keratoderma: a manifestation of tyrosinemia type II (Richner-Hanhart syndrome).
PubMed:Differential production of meta hydroxylated phenylpropanoids in sweet basil peltate glandular trichomes and leaves is controlled by the activities of specific acyltransferases and hydroxylases.
PubMed:Cryphonectric acid and other minor metabolites from a hypovirulent strain of Cryphonectria parasitica.
PubMed:Chromatographic determination of the absolute configuration of an acyclic secondary alcohol using difluorodinitrobenzene
PubMed:Purification and characterization of novel antifungal compounds from the sourdough Lactobacillus plantarum strain 21B.
PubMed:Characteristic urine organic acid profile in peroxisomal biogenesis disorders.
PubMed:Urine screening of five-day-old newborns: metabolic profiling of neonatal galactosuria.
PubMed:Transient 5-oxoprolinuria and high anion gap metabolic acidosis: clinical and biochemical findings in eleven subjects.
PubMed:Increased excretion of aromatic amino acid catabolites in animals infected with Trypanosoma brucei evansi.
PubMed:Capillary electrophoresis for diagnosis of metabolic disease.
PubMed:Determination of p-hydroxyphenylpyruvate, p-hydroxyphenyllactate and tyrosine in normal human plasma by gas chromatography-mass spectrometry isotope-dilution assay.
PubMed:Simultaneous determination of vanillylmandelic, homovanillic and 5-hydroxyindoleacetic acids in human urine by thin layer chromatography.
PubMed:Inhibition of 4-hydroxyphenylpyruvate dioxygenase by 2-(2-nitro-4-trifluoromethylbenzoyl)-cyclohexane-1,3-dione and 2-(2-chloro-4-methanesulfonylbenzoyl)-cyclohexane-1,3-dione.
PubMed:Increased urinary excretion of dicarboxylic acids and 4-hydroxyphenyllactic acid in patients with Zellweger syndrome.
PubMed:Production of aromatic alpha-hydroxyacids by epimastigotes of Trypanosoma cruzi, and its possible role in NADH reoxidation.
PubMed:A study of urinary metabolites in patients with dicarboxylic aciduria for differential diagnosis.
PubMed:Does vitamin C intake influence the rate of tyrosine catabolism in premature babies?
PubMed:Determination of creatinine and ultraviolet-absorbing amino acids and organic acids in urine by reversed-phase high-performance liquid chromatography.
PubMed:Comparison of post-mortem urinary and vitreous humour organic acids.
PubMed:Screening urine of 3-week-old newborns: transient methylmalonic and hydroxyphenyllactic aciduria.
PubMed:Presence and subcellular localization of tyrosine aminotransferase and p-hydroxyphenyllactate dehydrogenase in epimastigotes of Trypanosoma cruzi.
PubMed:Neurotransmitters in neocortex of aged rhesus monkeys.
PubMed:Nitrotyrosine as a new marker for endogenous nitrosation and nitration.
PubMed:Nitrotyrosine as a new marker for endogenous nitrosation and nitration of proteins.
PubMed:Acidosis and blockade of orthodromic responses caused by anoxia in rat hippocampal slices at different temperatures.
PubMed:Exploitation of the broad specificity of the membrane-bound isoenzyme of lactate dehydrogenase for direct selection of null mutants in Neisseria gonorrhoeae.
PubMed:Estrogen regulation of methyl p-hydroxyphenyllactate hydrolysis: correlation with estrogen stimulation of rat uterine growth.
PubMed:Urinary organic acid excretion by babies born before 33 weeks of gestation.
PubMed:The broad-specificity, membrane-bound lactate dehydrogenase of Neisseria gonorrhoeae: ties to aromatic metabolism.
PubMed:Interference by organic acids in CO2 measurement in the Kodak Ektachem 400.
PubMed:[Effect of the carcinogenic metabolites of aromatic amino acids on oxidative processes in lipids in vitro and in vivo].
PubMed:[Congenital disorders of tyrosine metabolism and their correction in children with tumors].
PubMed:Urinary D-4-hydroxyphenyllactate, D-phenyllactate and D-2-hydroxyisocaproate, abnormalities of bacterial origin.
PubMed:Citrullinaemia: an infantile form with p-hydroxyphenylpyruvic and p-hydroxyphenyllactic acidurias.
PubMed:[Effect of the carcinogenic tyrosine metabolite p-hydroxyphenyllactic acid on the ascorbic acid concentration in the organs and blood of mice].
PubMed:[Disorders of tyrosine metabolism in children with tumors].
PubMed:Isolation of 2-hydroxycarboxylic acids with a boronate affinity gel.
PubMed:Urinary p-hydroxyphenyllactic acid as indicator of hepatic encephalopathy in patients with hepatic cirrhosis.
PubMed:Severe illness caused by the products of bacterial metabolism in a child with a short gut.
PubMed:Gas chromatographic profiling of phenolic acids in urine of patients with cirrhosis of the liver.
PubMed:High-performance liquid chromatography assays of phenylpyruvate and phenylpyruvate oxidase.
PubMed:3-methoxy-4-hydroxyphenylglycol, 5-hydroxyindoleacetic acid, and homovanillic acid in human cerebrospinal fluid. Storage and measurement by reversed-phase high-performance liquid chromatography and coulometric detection using 3-methoxy-4-hydroxyphenyllactic acid as an internal standard.
PubMed:Chemical analysis of succinylacetone and 4-hydroxyphenyllactate in amniotic fluid using selective ion monitoring.
PubMed:Potent inhibitory effects of tyrosine metabolites on dihydropteridine reductase from human and sheep liver.
PubMed:[Immunomodulating activity of p-hydroxyphenyllactic and ascorbic acids].
PubMed:Effects of dietary protein level and ascorbic acid supplementation on the contents of tyrosine metabolites in droppings and plasma of chicks fed a diet containing excess tyrosine.
PubMed:Successful dietary control of tyrosinemia II.
PubMed:[Correction of biochemical and immunological indices in colonic cancer using optimal doses of retinyl acetate and ascorbic acid].
PubMed:[Local manifestation of the blastomogenic activity of p-hydroxyphenyllactic acid].
PubMed:[Effect of ascorbic acid on the formation and leukemogenic action of p-hydroxyphenyllactic acid].
PubMed:[Effect of ascorbic acid on carcinogenic activity of para-hydroxyphenyl lactic acid].
PubMed:Determination of a wide range of urinary amine metabolites using a simple high-performance liquid chromatographic technique.
PubMed:[Excretion of the blastomogenic tyrosine metabolite, p-hydroxyphenyllactic acid, in young children with hemoblastoses and their parents].
PubMed:A new rearrangement reaction in tyrosine metabolism.
PubMed:Interactions between parallel pathways during biosynthesis of rosmarinic acid in cell suspension cultures of Coleus blumei.
PubMed:Identification and quantification of 3-methoxy-4-hydroxyphenyllactic acid (VLA) in cerebrospinal fluid and 3-methoxy-4-hydroxy phenylpyruvic acid (VPA) in the urine of Parkinsonian patients treated with L-DOPA.
PubMed:Study of the intestinal tyrosine metabolism using stable isotopes and gas chromatography-mass spectrometry.
PubMed:The conversion of DL-3:5-diiodo-4-hydroxyphenyllactic acid into an analogue of thyroxine.
PubMed:The conversion of dl-3:5-diiodo-4-hydroxyphenyllactic acid into an analogue of thyroxine.
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