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Entry
CA00789                                                            
Classification
Carotenoid Name
Apo-8'-lycopenal
IUPAC name 8'-Apo-psi-caroten-8'-al
Formula
C30H40O
Molecular Weight 
416.62 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
10 including one aldehyde (10 in total)
Number of
conjugated multiple bonds 
10 including one aldehyde (10 in total)
Isomers 
  • Constitutional isomer: CA00011, CA00825
    • InChI

    InChIKey

    Canonical SMILES

    XLogP
    9.610
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    1
    LipinskiFailures
    2
    Complexity of molecule
    0.000
    Number of heavy atoms
    31
    TPSA
    (Topological Polar Surface Area) 
    17.070 Å2
    Reaction
  • Substrate: CR00033,  CR00070
  • Product: CR00437
    • Pathway
    Major carotenoid information

    Minor carotenoid information

    Source organisms
    Nostoc sp. PCC 7120 (Ref.560) - Cyanobacteria: same as Anabaena sp. PCC 7120 (Cyanobacteria - Nostocaceae)
    Solanum lycopersicum (Ref.346, Ref.694) - Land plant: Solanaceae: tomato, same as Lycopersicon esculentum (Streptophyta - Solanaceae)
    Citrullus vulgaris (Ref.694) - Land plant: watermelon (Streptophyta - Cucurbitaceae)
    Fusarium fujikuroi (Ref.555) - Fungi: ascomycete fungus (Ascomycota - Nectriaceae)
    Homo sapiens (Ref.694) - Mammal: Human (Chordata - Hominidae)
    References
  • Ref.560: Scherzinger D, Ruch S, Kloer DP, Wilde A, Al-Babili S., Biochem J. 2006 Sep 15;398(3):361-9., PMID: 16759173 PMCID: PMC1559462 DOI: 10.1042/BJ20060592, "Retinal is formed from apo-carotenoids in Nostoc sp. PCC7120: in vitro characterization of an apo-carotenoid oxygenase.".
  • Ref.555: Alfonso Prado-Cabrero,Alejandro F. Estrada, Salim Al-Babili and Javier Avalos, Molecular Microbiology (2007) 64(2), 448–460, doi:10.1111/j.1365-2958.2007.05665.x, "Identification and biochemical characterization of anovel carotenoid oxygenase: elucidation of thecleavage step in theFusarium carotenoid pathway".
  • Ref.346: Avraham Ben-Aziz, George Britton, Trevor W. Goodwin, Phytochemistry, Volume 12, Issue 11, November 1973, Pages 2759-2764, "Carotene epoxides of Lycopersicon esculentum".
  • Ref.694: R. E. Kopec et al., J Agric Food Chem. 2010 March 24; 58(6), pp. 3290–3296, "Identification and Quantification of Apo-lycopenals in Fruits, Vegetables, and Human Plasma", doi:10.1021/jf100415z..
    • CAS
    2213-22-1
    Links to other DB
    KNApSAcK: C00023119

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