STYRENE GLYCOL

Details

Stereochemistry	RACEMIC
Molecular Formula	C8H10O2
Molecular Weight	138.1638
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCC(O)C1=CC=CC=C1

InChI

InChIKey=PWMWNFMRSKOCEY-UHFFFAOYSA-N

InChI=1S/C8H10O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8-10H,6H2

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Metabolism of styrene to styrene oxide and vinylphenols in cytochrome P450 2F2- and P450 2E1-knockout mouse liver and lung microsomes.	2014-01-21	24320693
Modification of the metabolism and toxicity of styrene and styrene oxide in hepatic cytochrome P450 reductase deficient mice and CYP2F2 deficient mice.	2012-04-11	22386858
Highly enantioselective reduction of 2-hydroxy-1-phenylethanone to enantiopure (R)-phenyl-1,2-ethanediol using Saccharomyces cerevisiae of remarkable reaction stability.	2010-11	20630745
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.	2010-11	20573501
Biotransformation of α-bromoacetophenones by the marine fungus Aspergillus sydowii.	2010-10	19941024
Characterization of the epoxide hydrolase NcsF2 from the neocarzinostatin biosynthetic gene cluster.	2010-09-03	20704329
Enhancement of substrate concentration in microbial stereoinversion through one-pot oxidation and reduction by aqueous two-phase system.	2010-03	19504270
Improved production of (R)-1-phenyl-1,2-ethanediol by a codon-optimized R-specific carbonyl reductase from Candida parapsilosis in Escherichia coli.	2010-03	19205628
[Gene cloning and expression of a novel (S)-specific carbonyl reductase].	2010-01	20344942
[Improved expression and catalytic efficiency of (R)-carbonyl reductase in Escherichia coli by secondary structure optimization of mRNA translation initiation region].	2009-12	20352967
Using a water-immiscible ionic liquid to improve asymmetric reduction of 4-(trimethylsilyl)-3-butyn-2-one catalyzed by immobilized Candida parapsilosis CCTCC M203011 cells.	2009-10-22	19849833
Cloning and characterization of an epoxide hydrolase from Novosphingobium aromaticivorans.	2009-04	19083233
[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].	2009-02	19445176
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.	2009-01	19190410
[Co-expression of formate dehydrogenase from Candida boidinii and (R)-specific carbonyl reductase from Candida parapsilosis CCTCC M203011 in Escherichia coli].	2008-12	19271538
Crystal structure of a carbonyl reductase from Candida parapsilosis with anti-Prelog stereospecificity.	2008-08	18566346
Biosynthesis of (R)-phenyl-1,2-ethanediol from racemic styrene oxide by using bacterial and marine fish epoxide hydrolases.	2008-01	17665136
A catalytic one-step process for the chemo- and regioselective acylation of monosaccharides.	2007-10-24	17902666
Screening enantioselective epoxide hydrolase activities from marine microorganisms: detection of activities in Erythrobacter spp.	2007-08-21	18214609
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.	2007-05	17451525
New phenyl-ethanediols from the culture broth of Boletus edulis.	2007-04	17440922
Polymer supported vanadium and molybdenum complexes as potential catalysts for the oxidation and oxidative bromination of organic substrates.	2006-08-07	16855757
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.	2006-06-20	16498626
Enzymatic resolution of racemic phenyloxirane by a novel epoxide hydrolase from Aspergillus niger SQ-6 and its fed-batch fermentation.	2006-04	16320035
Synthesis, characterisation, reactivity and in vitro antiamoebic activity of hydrazone based oxovanadium(IV), oxovanadium(V) and mu-bis(oxo)bis{oxovanadium(V)} complexes.	2006-02-21	16462954
Preparation and evaluation of a chiral stationary phase covalently bound with chiral pseudo-1 8-crown-6 ether having 1-phenyl-1,2-cyclohexanediol as a chiral unit.	2005-06-17	16007979
Determination of absolute configuration of acyclic 1,2-diols with [Mo2(OAc)4], part 2: new structural evidence toward a rationale of the method: what remains of [Mo2(OAc)4] in DMSO solution?	2004-03-05	15007810
Synthesis, biological, and chiroptical activity of 3-phenyl-clavams.	2004-01-15	14723959
Liquid chromatography/electrospray tandem mass spectrometry characterization of styrene metabolism in man and in rat.	2002	12478566
Trospium chloride--an effective drug in the treatment of overactive bladder and detrusor hyperreflexia.	2001-11	11760782

Patents

Name

Type

Language

NSC-406601

Preferred Name

English

STYRENE GLYCOL

Common Name

English

PHENYL GLYCOL

Common Name

English

1-PHENYL-1,2-ETHANEDIOL

Systematic Name

English

1,2-ETHANEDIOL, 1-PHENYL-

Systematic Name

English

STYRENE GLYCOL [MI]

Common Name

English

1,2-DIHYDROXY-2-PHENYLETHANE

Systematic Name

English

(±)-STYRENE GLYCOL

Common Name

English

1-PHENYLETHYLENE GLYCOL

Systematic Name

English

1,2-DIHYDROXY-1-PHENYLETHANE

Systematic Name

English

STYRENE GLYCOL, (±)-

Common Name

English

PHENYLETHYLENE GLYCOL

Systematic Name

English

Code System Code Type Description

ECHA (EC/EINECS)

202-258-1