2-METHOXY-4-VINYLPHENOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H10O2
Molecular Weight	150.1745
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC(C=C)=CC=C1O

InChI

InChIKey=YOMSJEATGXXYPX-UHFFFAOYSA-N

InChI=1S/C9H10O2/c1-3-7-4-5-8(10)9(6-7)11-2/h3-6,10H,1H2,2H3

HIDE SMILES / InChI

Molecular Formula	C9H10O2
Molecular Weight	150.1745
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Use of microfungi in the treatment of oak chips: possible effects on wine.	2010-12	20718033
Antioxidant activity and chemical composition of essential oil from Atriplex undulata.	2010-11	21213996
Chemical composition and antimicrobial activity of volatiles from Degenia velebitica, a European stenoendemic plant of the Brassicaceae family.	2010-11	21072775
Characteristics of lignin from flax shives as affected by extraction conditions.	2010-10-20	21152318
2-Methoxy-4-vinylphenol can induce cell cycle arrest by blocking the hyper-phosphorylation of retinoblastoma protein in benzo[a]pyrene-treated NIH3T3 cells.	2010-10-01	20816752
Optimisation of a simple and reliable method based on headspace solid-phase microextraction for the determination of volatile phenols in beer.	2010-09-24	20728896
Changes in volatile aroma compounds of organic fragrant rice during storage under different conditions.	2010-08-15	20564458
Identification of novel aroma-active thiols in pan-roasted white sesame seeds.	2010-06-23	20491509
Tyrosine hydroxylase deficiency: a treatable disorder of brain catecholamine biosynthesis.	2010-06	20430833
Biotransformation of ferulic acid to 4-vinylguaiacol by a wild and a diploid strain of Aspergillus niger.	2010-06	20153180
Determination of Eucalyptus spp lignin S/G ratio: a comparison between methods.	2010-06	20133130
Phenotypic plasticity in cell walls of maize brown midrib mutants is limited by lignin composition.	2010-05	20410320
Volatile constituents of the aerial parts of white salsify (Tragopogon porrifolius L., Asteraceae).	2010-04	20401798
Headspace solid-phase microextraction for direct determination of volatile phenols in cider.	2009-11	20029909
Spoilage yeasts in Patagonian winemaking: molecular and physiological features of Pichia guilliermondii indigenous isolates.	2009-10-17	19831317
Characterization of the key aroma compounds in beef and pork vegetable gravies á la chef by application of the aroma extract dilution analysis.	2009-10-14	19807161
Bioproduction of lauryl lactone and 4-vinyl guaiacol as value-added chemicals in two-phase biotransformation systems.	2009-10	19444442
Volatile composition of Merlot wine from different vine water status.	2009-08-26	19627143
A phase 1 trial of pharmacologic interactions between transdermal selegiline and a 4-hour cocaine infusion.	2009-08-01	19646280
Analysis of essential oil from Teucrium maghrebinum Greuter et Burdet growing wild in Algeria.	2009-03	19413123
Pharmacological activity of compounds extracted from persimmon peel (Diospyros kaki THUNB.).	2009	19282644
Decrease of 4-vinylguaiacol during beer aging and formation of apocynol and vanillin in beer.	2008-12-24	19053838
Processing and storage effects on orange juice aroma: a review.	2008-11-12	18828595
Differences in odor-active compounds of trincadeira wines obtained from five different clones.	2008-08-27	18627166
Yeast cell factories for fine chemical and API production.	2008-08-07	18684335
Free and hydrolytically released volatile compounds of Vitis vinifera L. cv. Fiano grapes as odour-active constituents of Fiano wine.	2008-07-21	18573373
Partial vinylphenol reductase purification and characterization from Brettanomyces bruxellensis.	2008-07	18576949
Off-line pyrolysis and compound-specific stable carbon isotope analysis of lignin moieties: a new method for determining the fate of lignin residues in soil.	2008-06	18446763
Dekkera and Brettanomyces growth and utilisation of hydroxycinnamic acids in synthetic media.	2008-04	18322682
Formation of 4-vinyl guaiacol as an intermediate in bioconversion of ferulic acid by Schizophyllum commune.	2008-01	18175910
Variability in the release of free and bound hydroxycinnamic acids from diverse malted barley (Hordeum vulgare L.) cultivars during wort production.	2007-12-26	18038991
A structure-activity relationship study on a natural germination inhibitor, 2-methoxy-4-vinylphenol (MVP), in wheat seeds to evaluate its mode of action.	2007-12-12	18069243
High-added-value antioxidants obtained from the degradation of wine phenolics by Lactobacillus plantarum.	2007-11	18044455
Multiple headspace solid-phase microextraction for eliminating matrix effect in the simultaneous determination of haloanisoles and volatile phenols in wines.	2007-09-28	17727868
Early life stress and novelty seeking behavior in adolescent monkeys.	2007-08	17604913
Changes in key odorants of raw coffee beans during storage under defined conditions.	2007-07-11	17571898
Bioconversion of ferulic acid to 4-vinylguaiacol and 4-ethylguaiacol and of 4-vinylguaiacol to 4-ethylguaiacol by halotolerant yeasts belonging to the genus Candida.	2007-04	17420598
Determination of Brett character responsible compounds in wines by using multiple headspace solid-phase microextraction.	2007-03-02	17210155
Rapid headspace solid-phase microextraction/gas chromatographic/mass spectrometric assay for the quantitative determination of some of the main odorants causing off-flavours in wine.	2007-02-02	17188281
Determination of volatile phenols in wine using high-performance liquid chromatography with a coulometric array detector.	2007-01-16	17386474
[Extraction and determination of essential oils in Indocalamus latifolius leaves and Indocalamus tessellatus leaves].	2007-01	17432576
Vanillin production from simple phenols by wine-associated lactic acid bacteria.	2007-01	17209816
Comparison of aroma volatiles in commercial Merlot and Cabernet Sauvignon wines using gas chromatography-olfactometry and gas chromatography-mass spectrometry.	2006-05-31	16719525
Chemical composition of the essential oil of Salvia microstegia Boiss. et Balansa growing wild in Lebanon.	2006-03-10	16472535
Reactivity of 4-vinylphenol radical cations in solution: implications for the biosynthesis of lignans.	2005-12-21	16327905
Characterization of anthocyanins and pyranoanthocyanins from blood orange [Citrus sinensis (L.) Osbeck] juice.	2004-12-01	15563216
Early-onset encephalopathy and cortical myoclonus in a boy with MECP2 gene mutation.	2004-11-23	15557528
[Studies on the chemical constituents of the essential oil from the leaves of Dalbergia odorifera T. Chen].	2004-10	15850354
Simultaneous liquid chromatographic analysis of catecholamines and 4-hydroxy-3-methoxyphenylethylene glycol in human plasma. Comparison of amperometric and coulometric detection.	2004-04-02	15065778
[Contrastive analysis of volatile oil from Serissa serissoides in different seasons].	2004-01	15709384

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:45:25 GMT 2025` Edited by `admin` on `Mon Mar 31 18:45:25 GMT 2025`
Record UNII	DA069CTH0O
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

2-METHOXY-4-VINYLPHENOL

Systematic Name

English

FEMA NO. 2675

Preferred Name

English

2-METHOXY-4-VINYLPHENOL [FHFI]

Common Name

English

4-ETHENYL-2-METHOXYPHENOL

Systematic Name

English

PHENOL, 4-ETHENYL-2-METHOXY-

Systematic Name

English

O-METHOXY-P-VINYLPHENOL

Common Name

English

PHENOL, 2-METHOXY-4-VINYL-

Systematic Name

English

4-HYDROXY-3-METHOXYSTYRENE

Systematic Name

English

3-METHOXY-4-HYDROXYSTYRENE

Systematic Name

English

VARAMOL 106

Common Name

English

GUAIACOL, 4-VINYL-

Systematic Name

English

P-VINYLGUAIACOL

Common Name

English

4-VINYLGUAIACOL

Systematic Name

English

Classification Tree Code System Code

JECFA EVALUATION

2-METHOXY-4-VINYLPHENOL