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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

Molecular Formula C6H9NO
Molecular Weight 111.1418
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Comparison of key aroma compounds in cooked brown rice varieties based on aroma extract dilution analyses.
2002 Feb 27
Precursors of 2-acetyl-1-pyrroline, a potent flavor compound of an aromatic rice variety.
2002 Mar 27
Characterization of the most odor-active compounds of Iberian ham headspace.
2002 Mar 27
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 Nov 20
Odor-active compounds of Iberian hams with different aroma characteristics.
2002 Oct 23
Identification of potent odorants in different green tea varieties using flavor dilution technique.
2002 Sep 25
Identification and quantitation of the rice aroma compound, 2-acetyl-1-pyrroline, in bread flowers (Vallaris glabra Ktze).
2003 Jan 15
Formation of odorants in Maillard model systems based on l-proline as affected by pH.
2003 Jun 4
Identification of potent odorants formed during the preparation of extruded potato snacks.
2005 Aug 10
An expeditious, high-yielding construction of the food aroma compounds 6-acetyl-1,2,3,4-tetrahydropyridine and 2-acetyl-1-pyrroline.
2005 Dec 23
Inhibition of key aroma compound generated during ultrahigh-temperature processing of bovine milk via epicatechin addition.
2005 Jan 26
The gene for fragrance in rice.
2005 May
Characterization of dried whey protein concentrate and isolate flavor.
2005 Nov
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 Jun
Rapid method for quantitative analysis of the aroma impact compound, 2-acetyl-1-pyrroline, in fragrant rice using automated headspace gas chromatography.
2006 Oct 18
Mousy off-flavor: a review.
2006 Sep 6
Rapid discrimination of scented rice by solid-phase microextraction, mass spectrometry, and multivariate analysis used as a mass sensor.
2007 Feb 21
Effect of cysteine and cystine addition on sensory profile and potent odorants of extruded potato snacks.
2007 Jul 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 Jun 27
Effect of cold storage and packaging material on the major aroma components of sweet cream butter.
2007 Sep 19
Genetically-based olfactory signatures persist despite dietary variation.
2008
Comparison of odor-active compounds from six distinctly different rice flavor types.
2008 Apr 23
Characterization of the major fragance gene from an aromatic japonica rice and analysis of its diversity in Asian cultivated rice.
2008 Aug
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 Aug 27
Aroma components of American country ham.
2008 Jan
Characterization of volatile aroma compounds in cooked black rice.
2008 Jan 9
Badh2, encoding betaine aldehyde dehydrogenase, inhibits the biosynthesis of 2-acetyl-1-pyrroline, a major component in rice fragrance.
2008 Jul
Odor-active compounds in cooked rice cultivars from Camargue (France) analyzed by GC-O and GC-MS.
2008 Jul 9
Is there a second fragrance gene in rice?
2008 May
Relating sensory descriptors to volatile components in flavor of specialty rice types.
2008 Nov
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
RNAi-directed downregulation of OsBADH2 results in aroma (2-acetyl-1-pyrroline) production in rice (Oryza sativa L.).
2008 Oct 8
Genetic and molecular basis of fragrance in rice.
2009 Jul-Aug
Characterization and the possible formation mechanism of 2-acetyl-1-pyrroline in aromatic vegetable soybean (Glycine max L.).
2009 Jun
Decoding the key aroma compounds of a Hungarian-type salami by molecular sensory science approaches.
2009 May 27
Molecular gastronomy: a new emerging scientific discipline.
2010 Apr 14
[Determination of 2-acetyl-1-pyrroline in aroma rice using gas chromatography-mass spectrometry].
2010 Aug
Changes in volatile aroma compounds of organic fragrant rice during storage under different conditions.
2010 Aug 15
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 Aug 24
Characterization and discrimination of premium-quality, waxy, and black-pigmented rice based on odor-active compounds.
2010 Dec
Changes in the key odorants of Italian Hazelnuts ( Coryllus avellana L. Var. Tonda Romana) induced by roasting.
2010 May 26
Improvement of aroma in transgenic potato as a consequence of impairing tuber browning.
2010 Nov 17
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:00:32 GMT 2023
Edited
by admin
on Fri Dec 15 19:00:32 GMT 2023
Record UNII
IGC0W6LY94
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2-ACETYL-1-PYRROLINE
FHFI  
Systematic Name English
FEMA NO. 4249
Code 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 Fri Dec 15 19:00:32 GMT 2023 , Edited by admin on Fri Dec 15 19:00:32 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID50869341
Created by admin on Fri Dec 15 19:00:32 GMT 2023 , Edited by admin on Fri Dec 15 19:00:32 GMT 2023
PRIMARY
JECFA MONOGRAPH
1593
Created by admin on Fri Dec 15 19:00:32 GMT 2023 , Edited by admin on Fri Dec 15 19:00:32 GMT 2023
PRIMARY
CAS
99583-29-6
Created by admin on Fri Dec 15 19:00:32 GMT 2023 , Edited by admin on Fri Dec 15 19:00:32 GMT 2023
PRIMARY
PUBCHEM
15801179
Created by admin on Fri Dec 15 19:00:32 GMT 2023 , Edited by admin on Fri Dec 15 19:00:32 GMT 2023
PRIMARY
WIKIPEDIA
2-ACETYL-1-PYRROLINE
Created by admin on Fri Dec 15 19:00:32 GMT 2023 , Edited by admin on Fri Dec 15 19:00:32 GMT 2023
PRIMARY
FDA UNII
IGC0W6LY94
Created by admin on Fri Dec 15 19:00:32 GMT 2023 , Edited by admin on Fri Dec 15 19:00:32 GMT 2023
PRIMARY