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Identification
YMDB IDYMDB01451
Name2-acetyl-1-pyrroline
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description2-Acetyl-1-pyrroline, abbreviated 2AP is an aroma compound and flavor that gives white bread, jasmine rice and basmati rice, the spice pandan (Pandanus amaryllifolius), and bread flowers (Vallaris glabra) their typical smell. 2-Acetyl-1-pyrroline and its structural homolog, 6-acetyl-2,3,4,5-tetrahydropyridine of similar smell, can be formed by Maillard reactions during heating of food such as in baked bread. Both compounds have odor thresholds below 0.06 ng/l.[Wikipedia]
Structure
Thumb
Synonyms
  • 1-(3,4-Dihydro-2H-pyrrol-5-yl)ethanone
  • 1-Pyrroline, 2-acetyl
  • 2-Acetyl-1-pyrolline
CAS number99583-29-6
WeightAverage: 111.1418
Monoisotopic: 111.068413915
InChI KeyInChIKey=DQBQWWSFRPLIAX-UHFFFAOYSA-N
InChIInChI=1S/C6H9NO/c1-5(8)6-3-2-4-7-6/h2-4H2,1H3
IUPAC Name1-(3,4-dihydro-2H-pyrrol-5-yl)ethan-1-one
Traditional IUPAC Name2-acetyl-1-pyrroline
Chemical FormulaC6H9NO
SMILES[H]C([H])([H])C(=O)C1=NC([H])([H])C([H])([H])C1([H])[H]
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAmino Acids and Polypeptides
ClassAmino Acids
Sub ClassNot Available
Other Descriptors
  • Aliphatic Heteromonocyclic Compounds
Substituents
  • Aliphatic Heteromonocyclic Compounds
Physical Properties
StateNot Available
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility4.09ALOGPS
logP0.19ALOGPS
logP0.86ChemAxon
logS-1.4ALOGPS
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.43 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity31.39 m3·mol-1ChemAxon
Polarizability12.02 Å3ChemAxon
Biological Properties
Cellular LocationsNot Available
PathwaysNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
SpectraNot Available
References
References:
  • Mahadevan, K., Farmer, L. (2006). "Key odor impact compounds in three yeast extract pastes." J Agric Food Chem 54:7242-7250.16968089
Synthesis Reference:Not Available
External Links:
ResourceLink
Pubchem Compound ID:522834
ChemSpider ID:456071
Wikipedia:2-acetyl-1-pyrroline