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Details

Stereochemistry ACHIRAL
Molecular Formula C9H14N2O
Molecular Weight 166.2203
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-ISOBUTYL-3-METHOXYPYRAZINE

SMILES

COC1=C(CC(C)C)N=CC=N1

InChI

InChIKey=UXFSPRAGHGMRSQ-UHFFFAOYSA-N
InChI=1S/C9H14N2O/c1-7(2)6-8-9(12-3)11-5-4-10-8/h4-5,7H,6H2,1-3H3

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Characteristic aroma components of British Farmhouse Cheddar cheese.
2001 Mar
Flavoring components of raw monsooned arabica coffee and their changes during radiation processing.
2003 Dec 31
Yield effects on 2-methoxy-3-isobutylpyrazine concentration in cabernet sauvignon using a solid phase microextraction gas chromatography/mass spectrometry method.
2004 Aug 25
Influence of vine training and sunlight exposure on the 3-alkyl-2-methoxypyrazines content in musts and wines from the Vitis vinifera variety cabernet sauvignon.
2004 Jun 2
Removal of earthy-musty odorants in drinking water by powdered activated carbon.
2005
Van der Waals interactions dominate ligand-protein association in a protein binding site occluded from solvent water.
2005 Aug 24
Effects of protein-pheromone complexation on correlated chemical shift modulations.
2005 Dec
Analysis of earthy and musty odors in water samples by solid-phase microextraction coupled with gas chromatography/ion trap mass spectrometry.
2005 Jan 30
Analysis of methoxypyrazines in wine using headspace solid phase microextraction with isotope dilution and comprehensive two-dimensional gas chromatography.
2005 Jun
Odor thresholds of microbially induced off-flavor compounds in apple juice.
2006 Aug 9
Automated trace determination of earthy-musty odorous compounds in water samples by on-line purge-and-trap-gas chromatography-mass spectrometry.
2006 Dec 15
The molecular basis for wine grape quality--a volatile subject.
2006 Feb 10
Determination of characteristic odorants from Harmonia axyridis beetles using in vivo solid-phase microextraction and multidimensional gas chromatography-mass spectrometry-olfactometry.
2007 Apr 13
Growth behavior of off-flavor-forming microorganisms in apple juice.
2007 Aug 8
Effect of skin contact and pressure on the composition of Sauvignon Blanc must.
2007 Dec 12
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 Feb 2
Evidence of chemical exchange in recombinant Major Urinary Protein and quenching thereof upon pheromone binding.
2007 May
A survey of seasonal temperatures and vineyard altitude influences on 2-methoxy-3-isobutylpyrazine, C13-norisoprenoids, and the sensory profile of Brazilian Cabernet Sauvignon wines.
2007 May 2
Analytical characterization of the aroma of five premium red wines. Insights into the role of odor families and the concept of fruitiness of wines.
2007 May 30
Global changes in local protein dynamics reduce the entropic cost of carbohydrate binding in the arabinose-binding protein.
2007 May 4
Time-resolved fluorescence spectroscopy and molecular dynamics simulations point out the effects of pressure on the stability and dynamics of the porcine odorant-binding protein.
2008 Apr
Determination of 3-alkyl-2-methoxypyrazines in lady beetle-infested wine by solid-phase microextraction headspace sampling.
2008 Feb 13
New volatile sulfur-containing constituents in a simultaneous distillation-extraction extract of red bell peppers (Capsicum annuum).
2008 Jan 23
Quantitative analysis of 3-alkyl-2-methoxypyrazines in juice and wine using stable isotope labelled internal standard assay.
2008 May 9
Comparison of the key aroma compounds in organically grown, raw West-African peanuts (Arachis hypogaea) and in ground, pan-roasted meal produced thereof.
2008 Nov 12
Effects of cluster light exposure on 3-isobutyl-2-methoxypyrazine accumulation and degradation patterns in red wine grapes ( Vitis vinifera L. Cv. Cabernet Franc).
2008 Nov 26
Volatile composition of Catharanthus roseus (L.) G. Don using solid-phase microextraction and gas chromatography/mass spectrometry.
2009 Apr 5
Evaluation of aroma-active compounds in Pontianak orange peel oil ( Citrus nobilis Lour. Var. microcarpa Hassk.) by gas chromatography-olfactometry, aroma reconstitution, and omission test.
2009 Jan 14
Effect of closure and packaging type on 3-alkyl-2-methoxypyrazines and other impact odorants of Riesling and Cabernet Franc wines.
2009 Jun 10
Structural basis of the broad specificity of a general odorant-binding protein from honeybee.
2009 Mar 24
Occurrence of dissolved and particle-bound taste and odor compounds in Swiss lake waters.
2009 May
Survey of 3-alkyl-2-methoxypyrazine content of South African Sauvignon blanc wines using a novel LC-APCI-MS/MS method.
2009 Oct 28
Rapid measurement of 3-alkyl-2-methoxypyrazine content of winegrapes to predict levels in resultant wines.
2009 Sep 23
Identification of alkyl-methoxypyrazines as the malodorous compounds in water supplies from Northwest Spain.
2010 Aug
2-Methoxy-3-isobutylpyrazine in grape berries and its dependence on genotype.
2010 Dec
A systematic study on spatial and seasonal patterns of eight taste and odor compounds with relation to various biotic and abiotic parameters in Gonghu Bay of Lake Taihu, China.
2010 Dec 15
A solid-phase microextraction gas chromatography/ion trap tandem mass spectrometry method for simultaneous determination of 'foxy smelling compounds' and 3-alkyl-2-methoxypyrazines in grape juice.
2010 Jul 30
Long-timescale molecular-dynamics simulations of the major urinary protein provide atomistic interpretations of the unusual thermodynamics of ligand binding.
2010 Jul 7
Effect of enzyme activity and frozen storage on jalapeño pepper volatiles by selected ion flow tube-mass spectrometry.
2010 Nov-Dec
Correlation of 3-isobutyl-2-methoxypyrazine to 3-isobutyl-2-hydroxypyrazine during maturation of bell pepper (Capsicum annuum) and wine grapes (Vitis vinifera).
2010 Sep 8
Name Type Language
2-ISOBUTYL-3-METHOXYPYRAZINE
FHFI  
Systematic Name English
PYRAZINE, 2-METHOXY-3-(2-METHYLPROPYL)-
Systematic Name English
2-METHOXY-3-ISOBUTYLPYRAZINE
Systematic Name English
3-ISOBUTYL-2-METHOXYPYRAZINE
Systematic Name English
2-METHOXY-3-(2-METHYLPROPYL)PYRAZINE
Systematic Name English
FEMA NO. 3132
Code English
2-ISOBUTYL-3-METHOXYPYRAZINE [FHFI]
Common Name English
PYRAZINE, 2-ISOBUTYL-3-METHOXY-
Systematic Name English
Classification Tree Code System Code
JECFA EVALUATION 2-ISOBUTYL-3-METHOXYPYRAZINE
Created by admin on Fri Dec 15 16:52:56 GMT 2023 , Edited by admin on Fri Dec 15 16:52:56 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID9051907
Created by admin on Fri Dec 15 16:52:56 GMT 2023 , Edited by admin on Fri Dec 15 16:52:56 GMT 2023
PRIMARY
ECHA (EC/EINECS)
246-402-1
Created by admin on Fri Dec 15 16:52:56 GMT 2023 , Edited by admin on Fri Dec 15 16:52:56 GMT 2023
PRIMARY
CAS
24683-00-9
Created by admin on Fri Dec 15 16:52:56 GMT 2023 , Edited by admin on Fri Dec 15 16:52:56 GMT 2023
PRIMARY
DRUG BANK
DB04512
Created by admin on Fri Dec 15 16:52:56 GMT 2023 , Edited by admin on Fri Dec 15 16:52:56 GMT 2023
PRIMARY
WIKIPEDIA
3-Isobutyl-2-methoxypyrazine
Created by admin on Fri Dec 15 16:52:56 GMT 2023 , Edited by admin on Fri Dec 15 16:52:56 GMT 2023
PRIMARY
JECFA MONOGRAPH
823
Created by admin on Fri Dec 15 16:52:56 GMT 2023 , Edited by admin on Fri Dec 15 16:52:56 GMT 2023
PRIMARY
FDA UNII
S327O0T12O
Created by admin on Fri Dec 15 16:52:56 GMT 2023 , Edited by admin on Fri Dec 15 16:52:56 GMT 2023
PRIMARY
PUBCHEM
32594
Created by admin on Fri Dec 15 16:52:56 GMT 2023 , Edited by admin on Fri Dec 15 16:52:56 GMT 2023
PRIMARY