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Carotenoids DB          Carotenoids DB: CA00815   
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Entry
CA00815                                                            
Classification
Carotenoid Name
Galloxanthin
IUPAC name (3R)-10'-Apo-beta-carotene-3,10'-diol
Formula
C27H38O2
Molecular Weight 
394.574 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Spectral filter of avian retina cone cells (SWS2) together with dihydrogalloxanthin (Ref.676).
    • Number of
    conjugated double bonds 
    8
    Number of
    conjugated multiple bonds 
    8
    Isomers 
  • Constitutional isomer: CA00816
    • InChI

    InChIKey

    Canonical SMILES

    XLogP
    6.547
    Hydrogen Bond donors
    (Lipinski's definition)
    2
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    2
    LipinskiFailures
    1
    Complexity of molecule
    0.090
    Number of heavy atoms
    29
    TPSA
    (Topological Polar Surface Area) 
    40.460 Å2
    Reaction
    Pathway
  • Pathway: CB000135
    • Major carotenoid information

    Minor carotenoid information

    Source organisms
    Rosa foetida (Ref.235) - Land plant: Rosaceae: rose petal (Streptophyta - Rosaceae)
    Plecoglossus altivelis (Ref.234) - Bony fish: sweetfish (Chordata - Plecoglossidae)
    Coturnix japonica (Ref.233) - Bird: Japanese quail (Chordata - Phasianidae)
    References
  • Ref.234: Yamashita, Eiji; Maruyama, Yutaka; Katsuyama, Masaaki; Tsushima, Miyuki; Arai, Shigeru; Matsuno, Takao, Fisheries Science (1998), 64(5), 826-830., "The presence and origin of an apocarotenoid, Galloxanthin in ayu Plecoglossus altivelis".
  • Ref.233: Bhosale, Prakash; Serban, Bogdan; Zhao, Da You; Bernstein, Paul S., Bhosale, Prakash; Serban, Bogdan; Zhao, Da You; Bernstein, Paul S., "Identification and Metabolic Transformations of Carotenoids in Ocular Tissues of the Japanese Quail Coturnix japonica".
  • Ref.235: Maerki-Fischer, Edith; Eugster, Conrad Hans, Helvetica Chimica Acta (1987), 70(8), 1988-93., "Isolierung von 10'-Apo-β-carotin-10'-ol und (3R)-10'-Apo-β-carotin-3,10'-diol (Galloxanthin) aus Rosenblüten. 5. Mitteilung über Rosenfarbstoffe".
  • Ref.676: Matthew B Toomey et al., eLif, v.5, 2016, PMC4947394 "Complementary shifts in photoreceptor spectral tuning unlock the full adaptive potential of ultraviolet vision in birds", DOI: 10.7554/eLife.15675.001.
    • CAS
    113724-67-7
    Links to other DB

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