U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C9H12O2
Molecular Weight 152.1904
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-ETHYLGUAIACOL

SMILES

CCC1=CC(OC)=C(O)C=C1

InChI

InChIKey=CHWNEIVBYREQRF-UHFFFAOYSA-N
InChI=1S/C9H12O2/c1-3-7-4-5-8(10)9(6-7)11-2/h4-6,10H,3H2,1-2H3

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Binding of alkyl- and alkoxy-substituted simple phenolic compounds to human serum proteins.
2000
Measurement of urinary methoxyphenols and their use for biological monitoring of wood smoke exposure.
2001 Feb
Identification and quantification of impact odorants of aged red wines from Rioja. GC-olfactometry, quantitative GC-MS, and odor evaluation of HPLC fractions.
2001 Jun
Immobilized salt-tolerant yeasts: application of a new polyethylene-oxide support in a continuous stirred-tank reactor for flavour production.
2001 Jun 15
Determination of 4-ethylguaiacol and 4-ethylphenol in red wines using headspace-solid-phase microextraction-gas chromatography.
2002 Nov 1
Extraction and formation dynamic of oak-related volatile compounds from different volume barrels to wine and their behavior during bottle storage.
2003 Aug 27
Characterization of odor-active compounds in Californian chardonnay wines using GC-olfactometry and GC-mass spectrometry.
2003 Dec 31
Active ingredients in cade oil that synergize attractiveness of alpha-ionol to male Bactrocera latifrons (Diptera: Tephritidae).
2004 Jun
Main compounds responsible for off-odour of strawberries infected by Phytophthora cactorum.
2005
Novel gonadotropin-releasing hormone antagonists with substitutions at position 5.
2005
Physicochemical model to interpret the kinetics of aroma extraction during wine aging in wood. Model limitations suggest the necessary existence of biochemical processes.
2006 Apr 19
Characterization of aroma compounds in apple cider using solvent-assisted flavor evaporation and headspace solid-phase microextraction.
2007 Apr 18
The reactivity of ortho-methoxy-substituted catechol radicals with sulfhydryl groups: contribution for the comprehension of the mechanism of inhibition of NADPH oxidase by apocynin.
2007 Aug 1
Determination of volatile phenols in wine using high-performance liquid chromatography with a coulometric array detector.
2007 Jan 16
Cytoprotective properties of phenolic antidiarrheic ingredients in cultured astrocytes and neurons of rat brains.
2007 Jul 12
Determination of volatile phenols in red wines by dispersive liquid-liquid microextraction and gas chromatography-mass spectrometry detection.
2007 Jul 20
Determination of Brett character responsible compounds in wines by using multiple headspace solid-phase microextraction.
2007 Mar 2
4-ethylphenol and 4-ethylguaiacol in wines: estimating non-microbial sourced contributions and toxicological considerations.
2007 Nov
Herbal compounds and toxins modulating TRP channels.
2008 Mar
Physiological and oenological traits of different Dekkera/Brettanomyces bruxellensis strains under wine-model conditions.
2008 Nov
Volatile composition of Merlot wine from different vine water status.
2009 Aug 26
Reactions of tertiary phosphines with alcohols in aqueous media.
2009 Jan 5
Minimization of ethylphenol precursors in red wines via the formation of pyranoanthocyanins by selected yeasts.
2009 Jun 30
Inhibition by 2-methoxy-4-ethylphenol of Ca2+ influx through acquired and native N-methyl-D-aspartate-receptor channels.
2010
Use of microfungi in the treatment of oak chips: possible effects on wine.
2010 Dec
A randomised controlled study of risperidone and olanzapine for schizophrenic patients with neuroleptic-induced acute dystonia or parkinsonism.
2010 Jan
Production of 4-ethylphenol from 4-hydroxycinnamic acid by Lactobacillus sp. isolated from a swine waste lagoon.
2010 Jul
Isolation of new esters from the stems of Cinnamomum reticulatum Hay.
2010 May
Optimisation of a simple and reliable method based on headspace solid-phase microextraction for the determination of volatile phenols in beer.
2010 Sep 24
Patents
Name Type Language
4-ETHYLGUAIACOL
FHFI  
Systematic Name English
P-ETHYLGUAIACOL
Common Name English
4-ETHYL-2-METHOXYPHENOL
Systematic Name English
4-ETHYLGUAIACOL [FHFI]
Common Name English
GUAIACOL, 4-ETHYL-
Systematic Name English
NSC-82313
Code English
2-METHOXY-4-ETHYLPHENOL
Systematic Name English
PHENOL, 4-ETHYL-2-METHOXY-
Systematic Name English
4-ETHYL GUAIACOL
FCC  
Systematic Name English
4-ETHYL GUAIACOL [FCC]
Common Name English
FEMA NO. 2436
Code English
4-HYDROXY-3-METHOXYETHYLBENZENE
Systematic Name English
Classification Tree Code System Code
CFR 21 CFR 172.515
Created by admin on Fri Dec 15 17:02:53 GMT 2023 , Edited by admin on Fri Dec 15 17:02:53 GMT 2023
JECFA EVALUATION 4-ETHYLGUAIACOL
Created by admin on Fri Dec 15 17:02:53 GMT 2023 , Edited by admin on Fri Dec 15 17:02:53 GMT 2023
Code System Code Type Description
MESH
C084991
Created by admin on Fri Dec 15 17:02:53 GMT 2023 , Edited by admin on Fri Dec 15 17:02:53 GMT 2023
PRIMARY
NSC
82313
Created by admin on Fri Dec 15 17:02:53 GMT 2023 , Edited by admin on Fri Dec 15 17:02:53 GMT 2023
PRIMARY
EPA CompTox
DTXSID0047038
Created by admin on Fri Dec 15 17:02:53 GMT 2023 , Edited by admin on Fri Dec 15 17:02:53 GMT 2023
PRIMARY
ECHA (EC/EINECS)
220-500-4
Created by admin on Fri Dec 15 17:02:53 GMT 2023 , Edited by admin on Fri Dec 15 17:02:53 GMT 2023
PRIMARY
FDA UNII
C9NFD83BJ5
Created by admin on Fri Dec 15 17:02:53 GMT 2023 , Edited by admin on Fri Dec 15 17:02:53 GMT 2023
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PUBCHEM
62465
Created by admin on Fri Dec 15 17:02:53 GMT 2023 , Edited by admin on Fri Dec 15 17:02:53 GMT 2023
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CAS
2785-89-9
Created by admin on Fri Dec 15 17:02:53 GMT 2023 , Edited by admin on Fri Dec 15 17:02:53 GMT 2023
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JECFA MONOGRAPH
594
Created by admin on Fri Dec 15 17:02:53 GMT 2023 , Edited by admin on Fri Dec 15 17:02:53 GMT 2023
PRIMARY
WIKIPEDIA
4-ETHYLGUAIACOL
Created by admin on Fri Dec 15 17:02:53 GMT 2023 , Edited by admin on Fri Dec 15 17:02:53 GMT 2023
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