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Entry
CA00429                                                            

Classification
Carotenoid Name
Dinoxanthin
IUPAC name (3S,5R,6S,3'S,5'R,6'R)-5,6-Epoxy-3'-ethanoyloxy-6',7'-didehydro-5,6,5',6'-tetrahydro-beta,beta-carotene-3,5'-diol
Formula
C42H58O5
Molecular Weight 
642.884 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: CA00358, CA00999, CA00765
  • InChI

    InChIKey

    Canonical SMILES

    XLogP
    11.059
    Hydrogen Bond donors
    (Lipinski's definition)
    2
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    5
    LipinskiFailures
    2
    Complexity of molecule
    0.295
    Number of heavy atoms
    47
    TPSA
    (Topological Polar Surface Area) 
    79.290 Å2
    Reaction
  • Product: CR00290
  • Pathway
  • Pathway: CB000148
  • Major carotenoid information

    Minor carotenoid information
    Minor carotenoid in Peridinin-containing dinoflagellates (Ref.707).
    Source organisms
    Pavlova lutheri (Ref.31) - Alga: Haptophyte ((Haptophyceae) - Pavlovaceae)
    Gonyostomum semen (Ref.35) - Alga: Raphidophyceae ((Raphidophyceae) - Chattonellaceae)
    Vacuolaria virescens (Ref.35) - Alga: Raphidophyceae ((Raphidophyceae) - Chattonellaceae)
    Gymnodinum nelsoni (Ref.33) - Alga: Dinoflagellate ((Alveolata) - Gymnodiniaceae)
    Gymnodinum splendens (Ref.33) - Alga: Dinoflagellate ((Alveolata) - Gymnodiniaceae)
    Amphidinium carterae (Ref.33) - Alga: Dinoflagellate ((Alveolata) - Gymnodiniaceae)
    Tovellia sanguinea (Ref.34) - Alga: Dinoflagellate ((Alveolata) - Tovelliaceae)
    References
  • Ref.31: R. Berger, and S. Liaaen-Jensen, Biochemical Systematics and Ecology, 1977, Vol. 5, pp.71-75 "Carotenoids of Prymnesiophyceae (Haptophyceae)* ".
  • Ref.33: J. E. Joansen, W. A. Svec, and S. Liaaen-Jensen, Phytochemistry, 1974, Vol.13 pp.2261-2271, "Carotenoids of the Dinophyceae".
  • Ref.34: R. Frassanito G. Flaim, I. Mancini, G. Guella, Biochemical Systematics and Ecology 34 (2006) pp.843-853, "High production of unexpected carotenoids in Dinophyceae. Astaxanthin esters from freshwater dinoflagellate Tovellia sanguinea".
  • Ref.35: A.Fiksdahl, N. Withers, R. R. L. Guillard, and S. Liaaen-Jensen, Comp. Biochem. Physiol. Vol. 78B, No. 1, pp. 265-271, 1984, "Carotenoids of the Raphidophyceae - a chemosystematic contribution ".
  • Ref.707: Suzanne Roy et al., Phytoplankton Pigments Characterization, Chemotaxonomy and Applications in Oceanography, October 2011, Cambridge University Press, pp 665-674, "Part VII - Data sheets aiding identification of phytoplankton carotenoids and chlorophylls", available at http://www.cambridge.org/gb/files/2013/6697/5826/Data_sheets_part_3_Xanthophylls.pdf, ISBN: 9781107000667.
  • CAS
    54369-12-9
    Links to other DB
    KNApSAcK: C00022944

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