Carotenoids obi
All carotenoids     All organisms   Feedback
Carotenoids DB          Carotenoids DB: CA01133   
[   About  |   Help  |   Search carotenoid entry  |   Search organism entry  |   Search similar carotenoids  |   Predict biological activities of this carotenoid  |   Search possible pathways   ]
Entry
CA01133                                                            

Classification
Carotenoid Name
C14 aldehyde;
C14 dialdehyde;
4,9-dimethyldodeca-2,4,6,8,10-pentaene-1,12-dial
IUPAC name 10,10'-Diapocarotene-10,10'-dial
Formula
C14H16O2
Molecular Weight 
216.268 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Probable precursor of rosafluene(Ref.551).
  • A highly fluorescent compound found in some varieties of roses (Ref.552).
  • Number of
    conjugated double bonds 
    7 including two aldehydes (7 in total)
    Number of
    conjugated multiple bonds 
    7 including two aldehydes (7 in total)
    Isomers 
    InChI
    InChI=1S/C14H16O2/c1-13(9-5-11-15)7-3-4-8-14(2)10-6-12-16/h3-12H,1-2H3/b4-3+,9-5+,10-6+,13-7+,14-8+
    InChIKey
    QXJSYJRWEUENRT-PSAUJTBTSA-N
    Canonical SMILES
    O=C/C=C/C(=C/C=C/C=C(/C=C/C=O)\C)/C
    XLogP
    2.884
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    2
    LipinskiFailures
    0
    Complexity of molecule
    0.000
    Number of heavy atoms
    16
    TPSA
    (Topological Polar Surface Area) 
    34.140 Å2
    Source organisms
    Arabidopsis thaliana (Ref.551) - Land plant: thale-cress, a model organism
    Medicago truncatula (Ref.554) - Land plant: barrel medic
    References
  • Ref.551 : Steven H. Schwartz, Xiaoqiong Qin, and Jan A. D. Zeevaart, THE JOURNAL OF BIOLOGICAL CHEMISTRY, Vol. 276, No. 27, Issue of July 6, pp. 25208–25211, 2001, "Characterization of a Novel Carotenoid Cleavage Dioxygenase from Plants".
  • Ref.554 : Daniela S. Floss and Michael H. Walter, Plant Signaling & Behavior 4:3, 172-175; March 2009, "Role of carotenoid cleavage dioxygenase 1 (CCD1) in apocarotenoid biogenesis revisited".
  • Ref.552 : Conrad Hans Eugster, Edith Märki-Fischer, Angewandte Chemie International Edition in English Volume 30, Issue 6, pages 654–672, June 1991DOI: 10.1002/anie.199106541, "The Chemistry of Rose Pigments".
  • CAS

    Links to other DB

       Search other references with Google Scholar