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Entry
CA00460                                                            

Classification
Carotenoid Name
2-Keto-3,4-dehydro-β-carotene;
3,4-didehydro-β-caroten-2-one;
2-Keto-3,4-dehydro-beta-carotene;
3,4-didehydro-beta-caroten-2-one
IUPAC name 3,4-Didehydro-beta,beta-caroten-2-one
Formula
C40H52O
Molecular Weight 
548.816 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
13 including one ketone (13 in total)
Number of
conjugated multiple bonds 
13 including one ketone (13 in total)
Isomers 
  • Constitutional isomer: CA00160, CA00254, CA00255, CA00320, CA00364, CA00540, CA00724, CA00729
  • InChI

    InChIKey

    Canonical SMILES

    XLogP
    12.725
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    1
    LipinskiFailures
    1
    Complexity of molecule
    0.323
    Number of heavy atoms
    41
    TPSA
    (Topological Polar Surface Area) 
    17.070 Å2
    Reaction
    Pathway
    Major carotenoid information

    Minor carotenoid information

    Source organisms
    Neophirasea japonica (Ref.306) - Insect: walking stick (Arthropoda (Insecta) - Phasmatidae)
    Extatosoma tiaratum (Ref.308) - Insect: giant prickly stick insect (Arthropoda (Insecta) - Phasmatidae)
    Anisomorpha buprestoides (Ref.305) - Insect: walking stick (Arthropoda (Insecta) - Pseudophasmatidae)
    References
  • Ref.305: Davidson, Bradley S.; Eisner, Thomas; Meinwald, Jerrold, Tetrahedron Letters (1991), 32(41), 5651-4., "3,4-Didehydro-β,β-caroten-2-one, a new carotenoid from the eggs of the stick insect Anisomorpha buprestoides".
  • Ref.306: Matsuno, Takao; Maoka, Takashi; Toriiminami, Yutaka, Comparative Biochemistry and Physiology, Part B: Biochemistry & Molecular Biology (1990), 95B(3), 583-7., "Carotenoids in the Japanese stick insect Neophirasea japonica".
  • Ref.308: Kayser, Hartmut, Zeitschrift fuer Naturforschung, C: Journal of Biosciences (1981), 36C(9-10), 755-64., "Carotenoids in the stick insect, Ectatosoma tiaratum. Isolation of β,ε-carotene-2-ol and β,ε-carotene-2-one".
  • CAS
    130177-40-1
    Links to other DB
    KNApSAcK: C00022966

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