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Carotenoids DB          Carotenoids DB: CA01169   
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Entry
CA01169                                                            
Classification
Carotenoid Name
Megastigma-4,7E,9-trien-3-one
IUPAC name 10-Apo-epsilon-caroten-3-one
Formula
C13H18O
Molecular Weight 
190.274 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • A key flavor compound in wine and tobacco (Ref.624, Ref.623).
    • Number of
    conjugated double bonds 
    4 including one ketone
    Number of
    conjugated multiple bonds 
    4 including one ketone
    Isomers 
  • Constitutional isomer: CA00800, CA00801, CA01170, CA00802
    • InChI

    InChIKey

    Canonical SMILES

    XLogP
    3.493
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    1
    LipinskiFailures
    0
    Complexity of molecule
    0.188
    Number of heavy atoms
    14
    TPSA
    (Topological Polar Surface Area) 
    17.070 Å2
    Reaction
    Pathway
    Major carotenoid information

    Minor carotenoid information

    Source organisms
    Nicotiana tabacum (Ref.623) - Land plant: common tobacco (Streptophyta - Solanaceae)
    Vitis sp. (Ref.623) - Land plant: grapevine (Streptophyta - Vitaceae)
    References
  • Ref.623: Peter Winterhalter and Russell Rouseff, ”Carotenoid-Derived Aroma Compounds: An Introduction”, ACS Symposium Series; American Chemical Society: Washington, DC, 2001., doi: 10.1021/bk-2002-0802.ch001.
  • Ref.624: David Slaghenaufi, Marie-Claire Perello, Stéphanie Marchand-Marion, Sophie Temperea, Gilles de Revel, "Quantitative solid phase microextraction – Gas chromatography mass spectrometry analysis of five megastigmatrienone isomers in aged wine", Analytica Chimica Acta, Volume 813, 27 February 2014, Pages 63–69.
    • CAS

    Links to other DB

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