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Entry
CA00693                                                            
Classification
Carotenoid Name
3,3'-Diketo-ε-carotene;
3,3'-Diketo-epsilon-carotene
IUPAC name (6S,6'S)-epsilon,epsilon-Carotene-3,3'-dione
Formula
C40H52O2
Molecular Weight 
564.816 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9, 2, and 2 including two ketones (13 in total)
Number of
conjugated multiple bonds 
9, 2, and 2 including two ketones (13 in total)
Isomers 
  • Constitutional isomer: CA00183, CA00281, CA00279, CA00280, CA00283, CA00323, CA00468, CA00471, CA00469, CA00470, CA00467, CA00656
  • Enantiomer: CA00697
  • Conformer: CA00698
    • InChI

    InChIKey

    Canonical SMILES

    XLogP
    11.456
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    2
    LipinskiFailures
    1
    Complexity of molecule
    0.319
    Number of heavy atoms
    42
    TPSA
    (Topological Polar Surface Area) 
    34.140 Å2
    Reaction
  • Substrate: CR00270
  • Product: CR00104
    • Pathway
  • Pathway: CB000036
    • Major carotenoid information

    Minor carotenoid information

    Source organisms
    Acanthochiton defilippii (Ref.366) - 
    Acanthochiton rubrolineatus (Ref.366) - chiton (Mollusca - Acanthochitonidae)
    Thunnus obesus (Ref.367) - Bony fish: bigeye tuna (Chordata - Scombridae)
    Sebastes flavidus (Ref.445) - Bony fish: yellowtail rockfish (Chordata - Sebastidae)
    Homo sapiens (Ref.211) - Mammal: Human (Chordata - Hominidae)
    References
  • 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.366: Tsushima, Miyuki; Maoka, Takashi; Matsuno, Takao, Comparative Biochemistry and Physiology, Part B: Biochemistry & Molecular Biology (1989), 93B(3), 665-71., "Comparative biochemical studies of carotenoids in marine invertebrates - the first positive identification of ε,ε-carotene derivatives and isolation of two new carotenoids from chitons".
  • Ref.367: Ikuno, Yoshihiro; Matsuno, Takao, Nippon Suisan Gakkaishi (1987), 53(10), 1893-6., "Carotenoids and their metabolism in big-eye tuna Thunnus obesus".
  • Ref.445: Ikuno, Yoshihiro; Shimizu, Minoru; Koshino, Yasuyo; Maoka, Takashi; Matsuno, Takao, Nippon Suisan Gakkaishi (1985), 51(12), 2033-5., "Comparative biochemical studies of carotenoids in fishes - XXVII. Stereochemical investigation of carotenoids from yellow-tail rockfish Sebastes flavidus".
    • CAS
    97169-05-6
    Links to other DB
    KNApSAcK: C00023049

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