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Entry
CA00692                                                            

Classification
Carotenoid Name
Tunaxanthin
IUPAC name epsilon,epsilon-Carotene-3,3'-diol
Formula
C40H56O2
Molecular Weight 
568.848 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Bright yellow color (Ref.520).
  • Number of
    conjugated double bonds 
    9
    Number of
    conjugated multiple bonds 
    9
    Isomers 
    InChI
    InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-26,35-38,41-42H,27-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+
    InChIKey
    BIPAHAFBQLWRMC-DKLMTRRASA-N
    Canonical SMILES
    C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1C(=CC(CC1(C)C)O)C)/C)/C)/C=C/C=C(/C=C/C1C(=CC(CC1(C)C)O)C)\C
    XLogP
    12.002
    Hydrogen Bond donors
    (Lipinski's definition)
    2
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    2
    LipinskiFailures
    1
    Complexity of molecule
    0.306
    Number of heavy atoms
    42
    TPSA
    (Topological Polar Surface Area) 
    40.460 Å2
    Source organisms
    Salvelinus alpinus (Ref.440) - Bony fish: arctic char
    Homo sapiens (Ref.211) - Human
    References
  • Ref.440 : B. Bjerkeng, B. Hatlen, M. Jobling, Comparative Biochemistry and Physiology Part B: Biochemistry and Molecular Biology Volume 125, Issue 3, March 2000, Pages 395–404 "Astaxanthin and its metabolites idoxanthin and crustaxanthin in flesh, skin, and gonads of sexually immature and maturing Arctic charr (Salvelinus alpinus (L.))".
  • Ref.211 : Frederick Khachik Paul S. Bernstein, and Donita L. Garland, Investigative Ophthalmology & Visual Science, August 1997, Vol. 38, No. 9, "Identification of lutein and zeaxanthin oxidation products in human and monkey retinas.".
  • Ref.520 : Takashi Maoka, Mar. Drugs 2011, 9, 278-293; doi:10.3390/md9020278, "Carotenoids in Marine Animals".
  • CAS
    12738-95-3
    Links to other DB
    MassBank: CA000104

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