Carotenoids obi
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Entry
CA01134                                                            
Classification
Carotenoid Name
3-Hydroxy-α-Ionone;
3-Hydroxy-alpha-Ionone
IUPAC name (3R,6R)-3-Hydroxy-9,10-dihydro-9-apo-epsilon-caroten-9-one
Formula
C13H20O2
Molecular Weight 
208.29 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Volatile constitution of Rosaceae (Ref.553).
    • Number of
    conjugated double bonds 
    3 including one ketone (3 in total)
    Number of
    conjugated multiple bonds 
    3 including one ketone (3 in total)
    Isomers 
  • Constitutional isomer: CA00804, CA00998, CA01107, CA01111, CA01165, CA01117, CA01173
    • InChI

    InChIKey

    Canonical SMILES

    XLogP
    2.284
    Hydrogen Bond donors
    (Lipinski's definition)
    1
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    2
    LipinskiFailures
    0
    Complexity of molecule
    0.171
    Number of heavy atoms
    15
    TPSA
    (Topological Polar Surface Area) 
    37.300 Å2
    Reaction
  • Product: CR00093
    • Pathway
    Major carotenoid information

    Minor carotenoid information

    Source organisms
    Arabidopsis thaliana (Ref.551) - Land plant: thale-cress, a model organism (Streptophyta - Brassicaceae)
    Galleria mellonella (Ref.558) - Insect: greater wax moth (Arthropoda (Insecta) - Pyralidae)
    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.558: Vitus Oberhausera, Olaf Voolstraa, Annette Bangerta, Johannes von Lintigb, and Klaus Vogt, Proc Natl Acad Sci U S A. 2008 Dec 2;105(48):19000-5. doi: 10.1073/pnas.0807805105. Epub 2008 Nov 19., "NinaB combines carotenoid oxygenase and retinoid isomerase activity in a single polypeptide.".
  • Ref.553: Dana Tatman, Huanbiao Mo, Cancer Letters 175 (2002) 129–139, "Volatile isoprenoid constituents of fruits, vegetables and herbs cumulatively suppress the proliferation of murine B16 melanoma and human HL-60 leukemia cells".
    • CAS

    Links to other DB

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