styrene glycol

1,2-ethanediol, 1-phenyl-

CAS: 93-56-1 C8 H10 O2 MW: 138.16610000

Identification

Namestyrene glycol
IUPAC1-phenylethane-1,2-diol
CAS Number93-56-1
EINECS202-258-1
FDA UNII2ZAC511UK8
Molecular FormulaC8 H10 O2
Molecular Weight138.16610000
MDL NumberMFCD00003546
Nikkaji NumberJ802H
Beilstein1306723

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 67.50 °C. @ 760.00 mm Hg
Boiling Point 273.00 °C. @ 760.00 mm Hg
Soluble in water, 3.625e+004 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityoral-guinea pig LD50 2000 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryinformation only not used for fragrances or flavors
Recommendation for styrene glycol usage levels up tonot for fragrance use.
Recommendation for styrene glycol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

1,2- dihydroxy-1-phenyl ethane 1,2- dihydroxy-1-phenylethane 1,2- dihydroxyethyl benzene alpha,beta- dihydroxyethyl benzene 1,2- dihydroxyethylbenzene alpha,beta- dihydroxyethylbenzene 1,2- ethanediol, 1-phenyl- 1,2- ethanediol, phenyl- 1- fenyl-1,2-ethandiol fenylglycol phenyl ethane diol phenyl ethane-1,2-diol 1- phenyl ethylene glycol phenyl glycol phenyl glycol ether (±)-1- phenyl-1,2-ethane diol phenyl-1,2-ethanediol phenylethane-1,2-diol 1- phenylethane-1,2-diol phenylethylene glycol 1- phenylethylene glycol styrolyl alcohol PubMed: Improving Gluconobacter oxydans performance in the in situ removal of the inhibitor for asymmetric resolution of racemic 1-phenyl-1,2-ethanediol. PubMed: Synthesis, biological evaluation and molecular docking studies of benzyloxyacetohydroxamic acids as LpxC inhibitors. PubMed: Metabolism of styrene to styrene oxide and vinylphenols in cytochrome P450 2F2- and P450 2E1-knockout mouse liver and lung microsomes. PubMed: By-passing the refinery for production of high-value BTX derivatives. PubMed: Optimized expression of (S)-carbonyl reductase in Pichia pastoris for efficient production of (S)-1-phenyl-1, 2-ethanediol. PubMed: Microbial production of the aromatic building-blocks (S)-styrene oxide and (R)-1,2-phenylethanediol from renewable resources. PubMed: Enantioconvergent biohydrolysis of racemic styrene oxide to R-phenyl-1, 2-ethanediol by a newly isolated filamentous fungus Aspergillus tubingensis TF1. PubMed: Highly enantioselective oxidation of racemic phenyl-1,2-ethanediol to optically pure (R)-(-)-mandelic acid by a newly isolated Brevibacterium lutescens CCZU12-1. PubMed: Cooperative effects for CYP2E1 differ between styrene and its metabolites. PubMed: Efficient one-step production of (S)-1-phenyl-1,2-ethanediol from (R)-enantiomer plus NAD(+)-NADPH in-situ regeneration using engineered Escherichia coli. PubMed: Essential oils and fatty acids composition of Tunisian and Indian cumin (Cuminum cyminum L.) seeds: a comparative study. PubMed: Novel anti-Prelog stereospecific carbonyl reductases from Candida parapsilosis for asymmetric reduction of prochiral ketones. PubMed: Identification and quantification of lignans in wheat bran by gas chromatography-electron capture detection. PubMed: Carbonyl reductase SCRII from Candida parapsilosis catalyzes anti-Prelog reaction to (S)-1-phenyl-1,2-ethanediol with absolute stereochemical selectivity. PubMed: Detection of phenolic metabolites of styrene in mouse liver and lung microsomal incubations. PubMed: Highly enantioselective reduction of 2-hydroxy-1-phenylethanone to enantiopure (R)-phenyl-1,2-ethanediol using Saccharomyces cerevisiae of remarkable reaction stability. PubMed: Enhancement of Candida parapsilosis catalyzing deracemization of (R,S)-1-phenyl-1,2-ethanediol to its (S)-enantiomer by a highly productive "two-in-one" resin-based in situ product removal strategy. PubMed: [Gene cloning and expression of a novel (S)-specific carbonyl reductase]. PubMed: [Construction of an enzyme-coupled system consisting of (R)- and (S)-specific carbonyl reductases for one-step preparation of (S)-1-phenyl-1,2-ethanediol]. PubMed: Improved production of (R)-1-phenyl-1,2-ethanediol by a codon-optimized R-specific carbonyl reductase from Candida parapsilosis in Escherichia coli. PubMed: A new strategy to improve the efficiency and sustainability of Candida parapsilosis catalyzing deracemization of (R,S)-1-phenyl-1,2-ethanediol under non-growing conditions: increase of NADPH availability. PubMed: An approach based on liquid chromatography/electrospray ionization-mass spectrometry to detect diol metabolites as biomarkers of exposure to styrene and 1,3-butadiene. PubMed: Genetic effects and biotoxicity monitoring of occupational styrene exposure. PubMed: Biosynthesis of (R)-phenyl-1,2-ethanediol from racemic styrene oxide by using bacterial and marine fish epoxide hydrolases. PubMed: A novel NADH-dependent carbonyl reductase with unusual stereoselectivity for (R)-specific reduction from an (S)-1-phenyl-1,2-ethanediol-producing micro-organism: purification and characterization. PubMed: Simultaneous determination of phenylglyoxylic acid, mandelic acid, styrene glycol and hippuric acid in primary culture of rat hepatocytes incubate by high-performance liquid chromatography. PubMed: Enantioconvergent production of (R)-1-phenyl-1,2-ethanediol from styrene oxide by combining the Solanum tuberosum and an evolved Agrobacterium radiobacter AD1 epoxide hydrolases. PubMed: Colorimetric assays for quantitative analysis and screening of epoxide hydrolase activity. PubMed: Enzymatic resolution of racemic phenyloxirane by a novel epoxide hydrolase from Aspergillus niger SQ-6 and its fed-batch fermentation. PubMed: Protein engineering of epoxide hydrolase from Agrobacterium radiobacter AD1 for enhanced activity and enantioselective production of (R)-1-phenylethane-1,2-diol. PubMed: Block copolymers of ethylene oxide and phenyl glycidyl ether: micellization, gelation, and drug solubilization. PubMed: Effects of pregnancy, age and sex in the metabolism of styrene in rat liver in relation to the regulation of cytochrome P450 enzymes. PubMed: A novel approach based on solid phase microextraction gas chromatography and mass spectrometry to the determination of highly reactive organic compounds in cells cultures: styrene oxide. PubMed: A spectrophotometric assay for measuring and detecting an epoxide hydrolase activity. PubMed: [Hydrophobic membrane chromatography for fast purification of biological macromolecules]. PubMed: Liquid chromatography/electrospray tandem mass spectrometry characterization of styrene metabolism in man and in rat. PubMed: DNA single strand breaks induced by low levels of occupational exposure to styrene: the gap between standards and reality. PubMed: Stereochemical metabolism of styrene in volunteers. PubMed: Metabolism of the styrene metabolite 4-vinylphenol by rat and mouse liver and lung. PubMed: Toxicity and biodegradation of products from polyester hydrolysis. PubMed: Incorporation of an aldehyde function in oligonucleotides. PubMed: Metabolism of styrene oxide to styrene glycol in enriched mouse clara-cell preparations. PubMed: Structure activity relationship of human microsomal epoxide hydrolase inhibition by amide and acid analogues of valproic acid. PubMed: Effect of styrene on monoamine oxidase B activity in rat brain. PubMed: The 5-nitrofuran-2-ylmethylidene group as a potential bioreductively activated prodrug system for diol-containing drugs. PubMed: Influence of duration of exposure to styrene oxide on sister chromatid exchanges and cell-cycle kinetics in cultured human blood lymphocytes in vitro. PubMed: Metabolism of styrene oxide to styrene glycol by mouse liver and lung. PubMed: Cytochrome P450 isozymes responsible for the metabolism of toluene and styrene in human liver microsomes. PubMed: Determination of albumin and hemoglobin adducts in workers exposed to styrene and styrene oxide. PubMed: Effects of simultaneous administration of ethanol on styrene metabolism under fed and fasted conditions in the perfused rat liver. PubMed: Assessment of the neurotoxicity of styrene, styrene oxide, and styrene glycol in primary cultures of motor and sensory neurons. PubMed: Partial conversion of cinnamic acid into styrene by growing cultures and cell-free extracts of the yeast Cryptococcus elinovii. PubMed: Microbial metabolism and biotransformations of styrene. PubMed: Styrene metabolism by cDNA-expressed human hepatic and pulmonary cytochromes P450. PubMed: CYP2C11 and CYP2B1 are major cytochrome P450 forms involved in styrene oxidation in liver and lung microsomes from untreated rats, respectively. PubMed: Review of the metabolic fate of styrene. PubMed: Monitoring occupational exposure to styrene from hemoglobin adducts and metabolites in blood. PubMed: Effects of different styrene metabolites on cytotoxicity, sister-chromatid exchanges and cell-cycle kinetics in human whole blood lymphocytes in vitro. PubMed: Monitoring of exposure to styrene oxide by GC-MS analysis of phenylhydroxyethyl esters in hemoglobin. PubMed: Dose-dependent genotoxic effects of styrene on human blood lymphocytes and the relationship to its oxidative and metabolic effects. PubMed: Characterization of the human cytochrome P450 isozymes responsible for styrene metabolism. PubMed: Single-strand breaks, chromosome aberrations, sister-chromatid exchanges, and micronuclei in blood lymphocytes of workers exposed to styrene during the production of reinforced plastics. PubMed: Dichlorotetrafluoroacetone as a derivatisation reagent in the analysis of mandelic acids in human urine. PubMed: Analysis of styrene oxide-globin adducts based upon reaction with Raney nickel. PubMed: The stereoselectivity of 1,2-phenylethanediol and mandelic acid metabolism and disposition in the rat. PubMed: Effect of ethanol on the urinary excretion of mandelic and phenylglyoxylic acids after human exposure to styrene. PubMed: Biological monitoring of styrene: a review. PubMed: Single-strand breaks in DNA of peripheral lymphocytes of styrene-exposed workers. PubMed: Kinetics of styrene in workers from a plastics industry after controlled exposure: a comparison with subjects not previously exposed. PubMed: Effect of in vitro exposure to styrene, styrene oxide, and other structurally related compounds on murine cell-mediated immunity. PubMed: The formation of styrene glutathione adducts catalyzed by prostaglandin H synthase. A possible new mechanism for the formation of glutathione conjugates. PubMed: Biological monitoring of styrene metabolites in blood. PubMed: Mutagenic action of styrene and its metabolites. II. Genotoxic activity of styrene, styrene oxide, styrene glycol and benzoic acid tested with the SOS chromotest. PubMed: Stereometabolism of styrene in man: gas chromatographic determination of phenylethyleneglycol enantiomers and phenylethanol isomers in the urine of occupationally-exposed persons. PubMed: Effect of blood on styrene oxidation in perfused rat liver. PubMed: Activation of styrene to styrene oxide in hepatocytes and subcellular fractions of rat liver. PubMed: Uptake, distribution, metabolism, and elimination of styrene in man. A comparison between single exposure and co-exposure with acetone. PubMed: Occurrence of styrene-7,8-oxide and styrene glycol in mouse after the administration of styrene. PubMed: Exposure to styrene. Uptake, distribution, metabolism and elimination in man. PubMed: Cytosolic epoxide hydrolase in fetal and adult human liver. PubMed: Tissue distribution of styrene, styrene glycol and more polar styrene metabolites in the mouse. PubMed: Styrene oxide metabolism in rhesus monkey liver: enzyme activities in subcellular fractions and in isolated hepatocytes. PubMed: Microsomal epoxide hydrolase in different rat strains. PubMed: The effect of alcoholic cirrhosis on the activities of microsomal aldrin epoxidase, 7-ethoxycoumarin O-de-ethylase and epoxide hydrolase, and on the concentrations of reduced glutathione in human liver. PubMed: Stereochemistry in the oxidative metabolism of styrene by hepatic microsomes. PubMed: Isolation and incorporation of rabbit liver epoxide hydrase into phospholipid vesicles. PubMed: Epoxide hydrase in Trypanosoma cruzi epimastigotes. PubMed: The fate of intratracheally instilled 3H-styrene oxide in the isolated perfused rat lungs. PubMed: Cytogenetic effects of styrene and styrene oxide. PubMed: A very sensitive gas chromatographic method for the evaluation of styrene oxidase and styrene oxide hydratase activities. PubMed: The metabolism of styrene oxide in the isolated perfused rat liver. Identification and quantitation of major metabolites. PubMed: A simple method for purification of epoxide hydratase from rat liver. PubMed: Characterization of rat lung epoxide (styrene oxide) hydrase with a modified radioactive assay of improved sensitivity. PubMed: Action of styrene and its metabolites sytrene oxide and styrene glycol on activities of xenobiotic biotransformation enzymes in rat liver in vivo. PubMed: A study on the mutagenic activity of styrene and styrene oxide. PubMed: Determination of vicinal hydroxyl groups in poly(vinyl alcohol) (PVA).