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Carotenoids DB          Carotenoids DB: CA00578   
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Entry
CA00578                                                            

Classification
Carotenoid Name
Pyrrhoxanthin
IUPAC name (3S,5R,6S,3'R)-5,6-Epoxy-3'-ethanoyloxy-3-hydroxy-7',8'-didehydro-5,6-dihydro-12',13',20'-trinor-beta,beta-caroten-19,11-olide
Formula
C39H48O6
Molecular Weight 
612.774 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
8 including one lactone (8 in total)
Number of
conjugated multiple bonds 
10 including one lactone (10 in total)
Isomers 
  • Constitutional isomer: CA00982, CA00968, CA00675
  • InChI

    InChIKey

    Canonical SMILES

    XLogP
    7.660
    Hydrogen Bond donors
    (Lipinski's definition)
    1
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    6
    LipinskiFailures
    1
    Complexity of molecule
    0.333
    Number of heavy atoms
    45
    TPSA
    (Topological Polar Surface Area) 
    85.360 Å2
    Reaction
  • Substrate: CR00294
  • Product: CR00139
  • Pathway
  • Pathway: CB000095,  CB000147,  CB000148
  • Major carotenoid information

    Minor carotenoid information

    Source organisms
    Gymnodinum nelsoni (Ref.33) - Alga: Dinoflagellate ((Alveolata) - Gymnodiniaceae)
    Amphidinium carterae (Ref.33) - Alga: Dinoflagellate ((Alveolata) - Gymnodiniaceae)
    Gyrodinium dorsum (Ref.33) - Alga: Dinoflagellate ((Alveolata) - Gymnodiniaceae)
    Glenodinium sp. (Ref.33) - Alga: Dinoflagellate ((Alveolata) - Glenodiniaceae)
    Corbicula japonica (Ref.221) - Shellfish: bivalve (Mollusca - Corbiculidae)
    References
  • Ref.33: J. E. Joansen, W. A. Svec, and S. Liaaen-Jensen, Phytochemistry, 1974, Vol.13 pp.2261-2271, "Carotenoids of the Dinophyceae".
  • Ref.221: Maoka, Takashi; Fujiwara, Yasuhiro; Hashimoto, Keiji; Akimoto, Naoshige, Journal of Agricultural and Food Chemistry (2005), 53(21), 8357-8364. "Carotenoids in Three Species of Corbicula Clams, Corbicula japonica, Corbicula sandai, and Corbicula sp. (Chinese Freshwater Corbicula Clam)".
  • CAS
    54369-13-0
    Links to other DB
    KNApSAcK: C00023162
    LipidBank: VCA0006

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