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Entry
CA00811                                                            
Classification
Carotenoid Name
β-Apo-10'-carotenal;
beta-Apo-10'-carotenal
IUPAC name 10'-Apo-beta-caroten-10'-al
Formula
C27H36O
Molecular Weight 
376.558 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9
Number of
conjugated multiple bonds 
9
Isomers 
  • Constitutional isomer: CA01148
  • Cis/trans isomer: CA01091
    • InChI

    InChIKey

    Canonical SMILES

    XLogP
    8.809
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    1
    LipinskiFailures
    1
    Complexity of molecule
    0.094
    Number of heavy atoms
    28
    TPSA
    (Topological Polar Surface Area) 
    17.070 Å2
    Reaction
  • Substrate: CR00019,  CR00024,  CR00039,  CR00080,  CR00214
  • Product: CR00021,  CR00043
    • Pathway
  • Pathway: CB000090,  CB000123
    • Major carotenoid information

    Minor carotenoid information

    Source organisms
    Nostoc sp. PCC 7120 (Ref.560) - Cyanobacteria: same as Anabaena sp. PCC 7120 (Cyanobacteria - Nostocaceae)
    Arabidopsis thaliana (Ref.554) - Land plant: thale-cress, a model organism (Streptophyta - Brassicaceae)
    Boronia megastigma  - Land plant: brown boronia (Streptophyta - Rutaceae)
    Citrus sinensis L. Osbeck (Ref.373) - Land plant: orange (Streptophyta - Rutaceae)
    Cucumis melo Inodorus Group (Ref.392) - Land plant: orange-fleshed muskmelon "honeydew" (Streptophyta - Cucurbitaceae)
    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.373: Kudritskaya, S. E.; Fishman, G. M.; Zagorodskaya, L. M., Subtropicheskie Kul'tury (1977), (5-6), 154-8., "Identification of orange peel (Citrus sinensis Osb.) carotenoids".
  • Ref.392: Fleshman, Matthew K.; Lester, Gene E.; Riedl, Ken M.; Kopec, Rachel E.; Narayanasamy, Sureshbabu; Curley, Robert W.; Schwartz, Steven J.; Harrison, Earl H., Journal of Agricultural and Food Chemistry (2011), 59(9), 4448-4454., "Carotene and Novel Apocarotenoid Concentrations in Orange-Fleshed Cucumis melo Melons: Determinations of β-Carotene Bioaccessibility and Bioavailability".
  • Ref.554: Daniela S. Floss and Michael H. Walter, Plant Signaling & Behavior 4:3, 172-175; March 2009, "Role of carotenoid cleavage dioxygenase 1 (CCD1) in apocarotenoid biogenesis revisited".
    • CAS
    640-49-3
    Links to other DB

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