2-ISOBUTYL-3-METHOXYPYRAZINE

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

Structure Search

SMILES

COC1=NC=CN=C1CC(C)C

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

Molecular Formula	C9H14N2O
Molecular Weight	166.2203
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
Effect of enzyme activity and frozen storage on jalapeño pepper volatiles by selected ion flow tube-mass spectrometry.	2011-05-04	21535582
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.	2010-12-15	21056900
2-Methoxy-3-isobutylpyrazine in grape berries and its dependence on genotype.	2010-12	20965529
Correlation of 3-isobutyl-2-methoxypyrazine to 3-isobutyl-2-hydroxypyrazine during maturation of bell pepper (Capsicum annuum) and wine grapes (Vitis vinifera).	2010-09-08	20707309
Identification of alkyl-methoxypyrazines as the malodorous compounds in water supplies from Northwest Spain.	2010-08	20607214
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.	2010-07-30	20552698
Long-timescale molecular-dynamics simulations of the major urinary protein provide atomistic interpretations of the unusual thermodynamics of ligand binding.	2010-07-07	20655850
Survey of 3-alkyl-2-methoxypyrazine content of South African Sauvignon blanc wines using a novel LC-APCI-MS/MS method.	2009-10-28	19807097
Rapid measurement of 3-alkyl-2-methoxypyrazine content of winegrapes to predict levels in resultant wines.	2009-09-23	19754166
Effect of closure and packaging type on 3-alkyl-2-methoxypyrazines and other impact odorants of Riesling and Cabernet Franc wines.	2009-06-10	19432423
Occurrence of dissolved and particle-bound taste and odor compounds in Swiss lake waters.	2009-05	19303129
Volatile composition of Catharanthus roseus (L.) G. Don using solid-phase microextraction and gas chromatography/mass spectrometry.	2009-04-05	19186019
Structural basis of the broad specificity of a general odorant-binding protein from honeybee.	2009-03-24	19186989
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.	2009-01-14	19061307
Effects of cluster light exposure on 3-isobutyl-2-methoxypyrazine accumulation and degradation patterns in red wine grapes ( Vitis vinifera L. Cv. Cabernet Franc).	2008-11-26	18942833
Comparison of the key aroma compounds in organically grown, raw West-African peanuts (Arachis hypogaea) and in ground, pan-roasted meal produced thereof.	2008-11-12	18939847
Quantitative analysis of 3-alkyl-2-methoxypyrazines in juice and wine using stable isotope labelled internal standard assay.	2008-05-09	18377916
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.	2008-04	18098179
Determination of 3-alkyl-2-methoxypyrazines in lady beetle-infested wine by solid-phase microextraction headspace sampling.	2008-02-13	18193837
New volatile sulfur-containing constituents in a simultaneous distillation-extraction extract of red bell peppers (Capsicum annuum).	2008-01-23	18163560
Effect of skin contact and pressure on the composition of Sauvignon Blanc must.	2007-12-12	18020411
Growth behavior of off-flavor-forming microorganisms in apple juice.	2007-08-08	17616209
Analytical characterization of the aroma of five premium red wines. Insights into the role of odor families and the concept of fruitiness of wines.	2007-05-30	17488088
Global changes in local protein dynamics reduce the entropic cost of carbohydrate binding in the arabinose-binding protein.	2007-05-04	17368482
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.	2007-05-02	17394344
Evidence of chemical exchange in recombinant Major Urinary Protein and quenching thereof upon pheromone binding.	2007-05	17342442
Determination of characteristic odorants from Harmonia axyridis beetles using in vivo solid-phase microextraction and multidimensional gas chromatography-mass spectrometry-olfactometry.	2007-04-13	17359983
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
Automated trace determination of earthy-musty odorous compounds in water samples by on-line purge-and-trap-gas chromatography-mass spectrometry.	2006-12-15	17055519
Odor thresholds of microbially induced off-flavor compounds in apple juice.	2006-08-09	16881705
The molecular basis for wine grape quality--a volatile subject.	2006-02-10	16469915
Effects of protein-pheromone complexation on correlated chemical shift modulations.	2005-12	16341752
Van der Waals interactions dominate ligand-protein association in a protein binding site occluded from solvent water.	2005-08-24	16104761
Analysis of methoxypyrazines in wine using headspace solid phase microextraction with isotope dilution and comprehensive two-dimensional gas chromatography.	2005-06	16013834
Analysis of earthy and musty odors in water samples by solid-phase microextraction coupled with gas chromatography/ion trap mass spectrometry.	2005-01-30	18969829
Removal of earthy-musty odorants in drinking water by powdered activated carbon.	2005	15792298
Yield effects on 2-methoxy-3-isobutylpyrazine concentration in cabernet sauvignon using a solid phase microextraction gas chromatography/mass spectrometry method.	2004-08-25	15315381
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.	2004-06-02	15161221
Thermodynamics of binding of 2-methoxy-3-isopropylpyrazine and 2-methoxy-3-isobutylpyrazine to the major urinary protein.	2004-02-18	14871097
Flavoring components of raw monsooned arabica coffee and their changes during radiation processing.	2003-12-31	14690378
Effect of cultivar and storage time on the volatile flavor components of baked potato.	2002-09-25	12236691
Headspace solid-phase microextraction analysis of 3-alkyl-2-methoxypyrazines in wines.	2002-04-12	12058923
Volatile flavour components of baked potato flesh. A comparison of eleven potato cultivars.	2001-10	11715342
The determination of six taste and odour compounds in water using Ambersorb 572 and high resolution mass spectrometry.	2001-06	11445948
Characteristic aroma components of British Farmhouse Cheddar cheese.	2001-03	11312868
Why has porcine VEG protein unusually high stability and suppressed binding ability?	2000-05-23	10825538

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:37:30 GMT 2025` Edited by `admin` on `Mon Mar 31 18:37:30 GMT 2025`
Record UNII	S327O0T12O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-ISOBUTYL-3-METHOXYPYRAZINE

Systematic Name

English

FEMA NO. 3132

Preferred 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

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