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Entry
CA01172                                                            

Classification
Carotenoid Name
4-oxo-β-ionone
IUPAC name 9-Apo-9,10-dihydro-beta-caroten-4,9-dione
Formula
C13H18O2
Molecular Weight 
206.274 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Important constituents of tobacco flavor (Ref.623).
  • Number of
    conjugated double bonds 
    4 including two ketones
    Number of
    conjugated multiple bonds 
    4 including two ketones
    Isomers 
    InChI
    InChI=1S/C13H18O2/c1-9(14)5-6-11-10(2)12(15)7-8-13(11,3)4/h5-6H,7-8H2,1-4H3/b6-5+
    InChIKey
    OBHGOXFSRVNKBS-AATRIKPKSA-N
    Canonical SMILES
    CC(=O)/C=C/C1=C(C)C(=O)CCC1(C)C
    XLogP
    1.677
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    2
    LipinskiFailures
    0
    Complexity of molecule
    0.182
    Number of heavy atoms
    15
    TPSA
    (Topological Polar Surface Area) 
    34.140 Å2
    Source organisms
    Nicotiana tabacum (Ref.623) - Land plant: common tobacco
    References
  • Ref.623 : Peter Winterhalter and Russell Rouseff, ā€¯Carotenoid-Derived Aroma Compounds: An Introductionā€¯, ACS Symposium Series; American Chemical Society: Washington, DC, 2001., doi: 10.1021/bk-2002-0802.ch001.
  • CAS

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