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

Details

Stereochemistry RACEMIC
Molecular Formula C6H9NO
Molecular Weight 111.1418
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-ACETYL-1-PYRROLINE

SMILES

CC(=O)C1CCC=N1

InChI

InChIKey=HPPBLSRFMVHCME-UHFFFAOYSA-N
InChI=1S/C6H9NO/c1-5(8)6-3-2-4-7-6/h4,6H,2-3H2,1H3

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Characterization and discrimination of premium-quality, waxy, and black-pigmented rice based on odor-active compounds.
2010-12
Improvement of aroma in transgenic potato as a consequence of impairing tuber browning.
2010-11-17
Quantification of 2-acetyl-1-pyrroline in rice by stable isotope dilution assay through headspace solid-phase microextraction coupled to gas chromatography-tandem mass spectrometry.
2010-08-24
Changes in volatile aroma compounds of organic fragrant rice during storage under different conditions.
2010-08-15
[Determination of 2-acetyl-1-pyrroline in aroma rice using gas chromatography-mass spectrometry].
2010-08
Changes in the key odorants of Italian Hazelnuts ( Coryllus avellana L. Var. Tonda Romana) induced by roasting.
2010-05-26
Molecular gastronomy: a new emerging scientific discipline.
2010-04-14
Characterization and the possible formation mechanism of 2-acetyl-1-pyrroline in aromatic vegetable soybean (Glycine max L.).
2009-06
Decoding the key aroma compounds of a Hungarian-type salami by molecular sensory science approaches.
2009-05-27
Genetic and molecular basis of fragrance in rice.
2009-01-28
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
Relating sensory descriptors to volatile components in flavor of specialty rice types.
2008-11
RNAi-directed downregulation of OsBADH2 results in aroma (2-acetyl-1-pyrroline) production in rice (Oryza sativa L.).
2008-10-08
Biosynthetic mechanism of 2-acetyl-1-pyrroline and its relationship with Delta1-pyrroline-5-carboxylic acid and methylglyoxal in aromatic rice (Oryza sativa L.) callus.
2008-08-27
Characterization of the major fragance gene from an aromatic japonica rice and analysis of its diversity in Asian cultivated rice.
2008-08
Odor-active compounds in cooked rice cultivars from Camargue (France) analyzed by GC-O and GC-MS.
2008-07-09
Badh2, encoding betaine aldehyde dehydrogenase, inhibits the biosynthesis of 2-acetyl-1-pyrroline, a major component in rice fragrance.
2008-07
Is there a second fragrance gene in rice?
2008-05
Comparison of odor-active compounds from six distinctly different rice flavor types.
2008-04-23
Characterization of volatile aroma compounds in cooked black rice.
2008-01-09
Aroma components of American country ham.
2008-01
Genetically-based olfactory signatures persist despite dietary variation.
2008
Effect of cold storage and packaging material on the major aroma components of sweet cream butter.
2007-09-19
Effect of cysteine and cystine addition on sensory profile and potent odorants of extruded potato snacks.
2007-07-11
Delta1-pyrroline-5-carboxylic acid formed by proline dehydrogenase from the Bacillus subtilis ssp. natto expressed in Escherichia coli as a precursor for 2-acetyl-1-pyrroline.
2007-06-27
Rapid discrimination of scented rice by solid-phase microextraction, mass spectrometry, and multivariate analysis used as a mass sensor.
2007-02-21
Rapid method for quantitative analysis of the aroma impact compound, 2-acetyl-1-pyrroline, in fragrant rice using automated headspace gas chromatography.
2006-10-18
Mousy off-flavor: a review.
2006-09-06
Chemistry of 2-acetyl-1-pyrroline, 6-acetyl-1,2,3,4-tetrahydropyridine, 2-acetyl-2-thiazoline, and 5-acetyl-2,3-dihydro-4H-thiazine: extraordinary Maillard flavor compounds.
2006-06
An expeditious, high-yielding construction of the food aroma compounds 6-acetyl-1,2,3,4-tetrahydropyridine and 2-acetyl-1-pyrroline.
2005-12-23
Characterization of dried whey protein concentrate and isolate flavor.
2005-11
Identification of potent odorants formed during the preparation of extruded potato snacks.
2005-08-10
The gene for fragrance in rice.
2005-05
Inhibition of key aroma compound generated during ultrahigh-temperature processing of bovine milk via epicatechin addition.
2005-01-26
Formation of odorants in Maillard model systems based on l-proline as affected by pH.
2003-06-04
Identification and quantitation of the rice aroma compound, 2-acetyl-1-pyrroline, in bread flowers (Vallaris glabra Ktze).
2003-01-15
Mousy off-flavor of wine: precursors and biosynthesis of the causative N-heterocycles 2-ethyltetrahydropyridine, 2-acetyltetrahydropyridine, and 2-acetyl-1-pyrroline by Lactobacillus hilgardii DSM 20176.
2002-11-20
Odor-active compounds of Iberian hams with different aroma characteristics.
2002-10-23
Identification of potent odorants in different green tea varieties using flavor dilution technique.
2002-09-25
Precursors of 2-acetyl-1-pyrroline, a potent flavor compound of an aromatic rice variety.
2002-03-27
Characterization of the most odor-active compounds of Iberian ham headspace.
2002-03-27
Comparison of key aroma compounds in cooked brown rice varieties based on aroma extract dilution analyses.
2002-02-27
Changes of volatile compounds during heating of bacuri pulp.
2001-12
Aroma components of cooked tail meat of American lobster (Homarus americanus).
2001-09
Aroma-active components of nonfat dry milk.
2001-06
Quantification of the rice aroma compound, 2-acetyl-1-pyrroline, in uncooked Khao Dawk Mali 105 brown rice.
2001-02
Screening for 2-acetyl-1-pyrroline in the headspace of rice using SPME/GC-MS.
2001-01
Patents
Name Type Language
FEMA NO. 4249
Preferred Name English
2-ACETYL-1-PYRROLINE
FHFI  
Systematic Name English
2-ACETYL-1-PYRROLINE [FHFI]
Common Name English
ETHANONE, 1-(3,4-DIHYDRO-2H-PYRROL-2-YL)-
Systematic Name English
Classification Tree Code System Code
JECFA EVALUATION 2-ACETYL-1-PYRROLINE
Created by admin on Mon Mar 31 19:29:58 GMT 2025 , Edited by admin on Mon Mar 31 19:29:58 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID50869341
Created by admin on Mon Mar 31 19:29:58 GMT 2025 , Edited by admin on Mon Mar 31 19:29:58 GMT 2025
PRIMARY
JECFA MONOGRAPH
1593
Created by admin on Mon Mar 31 19:29:58 GMT 2025 , Edited by admin on Mon Mar 31 19:29:58 GMT 2025
PRIMARY
CAS
99583-29-6
Created by admin on Mon Mar 31 19:29:58 GMT 2025 , Edited by admin on Mon Mar 31 19:29:58 GMT 2025
PRIMARY
PUBCHEM
15801179
Created by admin on Mon Mar 31 19:29:58 GMT 2025 , Edited by admin on Mon Mar 31 19:29:58 GMT 2025
PRIMARY
WIKIPEDIA
2-ACETYL-1-PYRROLINE
Created by admin on Mon Mar 31 19:29:58 GMT 2025 , Edited by admin on Mon Mar 31 19:29:58 GMT 2025
PRIMARY
FDA UNII
IGC0W6LY94
Created by admin on Mon Mar 31 19:29:58 GMT 2025 , Edited by admin on Mon Mar 31 19:29:58 GMT 2025
PRIMARY