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Entry
CA01013                                                            

Classification
Carotenoid Name
Pseudoionone;
ψ-ionone;
psi-ionone;
Citrylideneacetone
IUPAC name 10-Apo-psi-carotene-9-one
Formula
C13H20O
Molecular Weight 
192.29 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Sweet balsamic odor.
  • Number of
    conjugated double bonds 
    3 including one ketone (3 in total)
    Number of
    conjugated multiple bonds 
    3 including one ketone (3 in total)
    Isomers 
  • Constitutional isomer: CA01076, CA00803, CA01171, CA01177, CA00864, CA01164
  • InChI
    InChI=1S/C13H20O/c1-11(2)7-5-8-12(3)9-6-10-13(4)14/h6-7,9-10H,5,8H2,1-4H3/b10-6+,12-9+
    InChIKey
    JXJIQCXXJGRKRJ-KOOBJXAQSA-N
    Canonical SMILES
    C/C(=C\C=C\C(=O)C)/CCC=C(C)C
    XLogP
    3.576
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    1
    LipinskiFailures
    0
    Complexity of molecule
    0.000
    Number of heavy atoms
    14
    TPSA
    (Topological Polar Surface Area) 
    17.070 Å2
    Source organisms
    Solanum lycopersicum (Ref.395) - Land plant: Solanaceae: tomato
    Laurus nobilis L. (Ref.397) - 
    References
  • Ref.395 : Andrew J. Simkin, Steven H. Schwartz, Michele Auldridge, Mark G. Taylor, and Harry J. Klee, The Plant Journal (2004) 40, 882–892, doi: 10.1111/j.1365-313X.2004.02263.x, "The tomato carotenoid cleavage dioxygenase 1 genes contribute to the formation of the flavor volatiles b-ionone, pseudoionone, and geranylacetone".
  • Ref.397 : Yahyaa, Mosaab; Berim, Anna; Isaacson, Tal; Marzouk, Sally; Bar, Einat; Davidovich-Rikanati, Rachel; Lewinsohn, Efraim; Ibdah, Mwafaq, ournal of Agricultural and Food Chemistry (2015), 63(37), 8275-8282., "Isolation and Functional Characterization of Carotenoid Cleavage Dioxygenase-1 from Laurus nobilis L. (Bay Laurel) Fruits".
  • CAS
    141-10-6
    Links to other DB

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