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Entry
CA00034                                                            

Classification
Carotenoid Name
4,4'-Diapocaroten-4'-al-4-oic acid
IUPAC name 4'-Oxo-4,4'-diapo-psi,psi-caroten-4-oic acid
Formula
C30H36O3
Molecular Weight 
444.588 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
13
Number of
conjugated multiple bonds 
13
Isomers 
  • Constitutional isomer: CA00854
  • InChI
    InChI=1S/C30H36O3/c1-24(15-9-17-26(3)19-11-21-28(5)23-31)13-7-8-14-25(2)16-10-18-27(4)20-12-22-29(6)30(32)33/h7-23H,1-6H3,(H,32,33)/b8-7+,15-9+,16-10+,19-11+,20-12+,24-13+,25-14+,26-17+,27-18+,28-21+,29-22+
    InChIKey
    HJBGYTGFYJLBGT-KEFRQDFBSA-N
    Canonical SMILES
    O=C/C(=C/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C=C(/C(=O)O)\C)\C)\C)/C)/C)/C
    XLogP
    8.113
    Hydrogen Bond donors
    (Lipinski's definition)
    1
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    3
    LipinskiFailures
    2
    Complexity of molecule
    0.000
    Number of heavy atoms
    33
    TPSA
    (Topological Polar Surface Area) 
    54.370 Å2
    Source organisms
    Methylobacterium rhodinum -formerly Pseudomonas rhodos (Ref.66) - Alphaproteobacteria
    Staphylococcus aureus (Ref.540) - Firmicutes - Bacilli
    References
  • Ref.66 : Kleinig, Hans; Schmitt, Ruediger, Zeitschrift fuer Naturforschung, C: Journal of Biosciences (1982), 37C(9), 758-60., "On the biosynthesis of C30 carotenoic acid glucosyl esters in Pseudomonas rhodos. Analysis of car-​mutants".
  • Ref.540 : Benjamin N. Mijts, Pyung Cheon Lee, Claudia Schmidt-Dannert, Chemistry & Biology, Volume 12, Issue 4, April 2005, Pages 453–460, "Identification of a Carotenoid Oxygenase Synthesizing Acyclic Xanthophylls: Combinatorial Biosynthesis and Directed Evolution".
  • CAS
    83558-99-0
    Links to other DB
    LipidBank: VCA1196

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