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Carotenoids DB          Carotenoids DB: CA01010   
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Entry
CA01010                                                            
Classification
Carotenoid Name
Geranylacetone;
trans-Geranylacetone;
6,10-Dimethyl-(E)-5,9-undecadien-2-one
IUPAC name 10-Apo-7,8-dihydro-psi-caroten-9-one
Formula
C13H22O
Molecular Weight 
194.306 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Light yellow liquid with a fresh rose and magnolia-type odor, used as a fragrance and as a flavor of a nice tropical fruit note additive.
  • Contribute to tomato flavor (Ref.393).
    • Number of
    conjugated double bonds 
    0
    Number of
    conjugated multiple bonds 
    0
    Isomers 
  • Constitutional isomer: CA01108, CA01178, CA00865, CA01174
    • InChI

    InChIKey

    Canonical SMILES

    XLogP
    3.618
    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
    Reaction
  • Product: CR00097,  CR00429,  CR00430
    • Pathway
    Major carotenoid information

    Minor carotenoid information

    Source organisms
    Solanum lycopersicum (Ref.393, Ref.395) - Land plant: Solanaceae: tomato, same as Lycopersicon esculentum (Streptophyta - Solanaceae)
    References
  • Ref.393: Jonathan T Vogel, Denise M Tieman, Charles A Sims, Asli Z Odabasi, David G Clark, and Harry J Klee, J Sci Food Agric. 2010 Oct;90(13):2233-40. doi: 10.1002/jsfa.4076., "Carotenoid content impacts flavor acceptability in tomato (Solanum lycopersicum).".
  • 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".
    • CAS
    3796-70-1
    Links to other DB

       Searching other references with Google Scholar or searching the colour of this carotenoid by Google image search