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Entry
CA01046                                                            

Classification
Carotenoid Name
4-Oxoretinaldehyde;
4-Ketoretinal;
all-trans-4-Ketoretinal
IUPAC name 4-oxo-15-apo-beta-caroten-15-al
Formula
C20H26O2
Molecular Weight 
298.408 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Major bioactive retinoid in the Xenopus egg and early embryo (Ref.424).
  • Number of
    conjugated double bonds 
    7 including one aldehyde (7 in total)
    Number of
    conjugated multiple bonds 
    7 including one aldehyde (7 in total)
    Isomers 
    InChI
    InChI=1S/C20H26O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,14H,11,13H2,1-5H3/b8-6+,10-9+,15-7+,16-12+
    InChIKey
    PLILDISEFZJECC-RMWYGNQTSA-N
    Canonical SMILES
    O=C/C=C(/C=C/C=C(/C=C/C1=C(C)C(=O)CCC1(C)C)\C)\C
    XLogP
    4.362
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    2
    LipinskiFailures
    0
    Complexity of molecule
    0.125
    Number of heavy atoms
    22
    TPSA
    (Topological Polar Surface Area) 
    34.140 Å2
    Source organisms
    Xenopus sp. (Ref.424) - frogs & toads
    References
  • Ref.424 : B Blumberg, J Bolado, Jr, F Derguini, A G Craig, T A Moreno, D Chakravarti, R A Heyman, J Buck, and R M Evans, Proc Natl Acad Sci U S A. 1996 May 14; 93(10): 4873–4878, "Novel retinoic acid receptor ligands in Xenopus embryos".
  • CAS
    33532-44-4
    Links to other DB

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