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Entry
CA00884                                                            
Classification
Carotenoid Name
Mycorradicin;
all-E-4,9-dimethyldodeca-2,4,6,8,10-pentaendioic acid
IUPAC name 10,10'-Diapocarotene-10,10'-dioic acid
Formula
C14H16O4
Molecular Weight 
248.268 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Accumulate in large quantities late in the arbuscular mycorrhizal symbiosis in tomato (Ref.593).
  • The so-called yellow pigment responsible for the long-known yellow discoloration of arbuscular mycorrhizal colonized roots (Ref.594).
    • Number of
    conjugated double bonds 
    7 including two carboxylic acids (7 in total)
    Number of
    conjugated multiple bonds 
    7 including two carboxylic acids (7 in total)
    Isomers 
    InChI

    InChIKey

    Canonical SMILES

    XLogP
    2.722
    Hydrogen Bond donors
    (Lipinski's definition)
    2
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    4
    LipinskiFailures
    0
    Complexity of molecule
    0.000
    Number of heavy atoms
    18
    TPSA
    (Topological Polar Surface Area) 
    74.600 Å2
    Reaction
  • Product: CR00212,  CR00412,  CR00416
    • Pathway
    Major carotenoid information

    Minor carotenoid information

    Source organisms
    Medicago truncatula (Ref.554) - Land plant: barrel medic (Streptophyta - Fabaceae)
    Arbuscular mycorrhizal  - Fungi: mycorrhizal fungus (Mucoromycota - Glomeraceae)
    References
  • 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.593: Jonathan T. Vogel et al., The Plant Journal (2010) 61, 300–311, doi: 10.1111/j.1365-313X.2009.04056.x, "SlCCD7 controls strigolactone biosynthesis, shoot branching and mycorrhiza-induced apocarotenoid formation in tomato".
  • Ref.594: Kohki AKIYAMA, Bioscience, Biotechnology, and Biochemistry, 71:6, 1405-1414, DOI: 10.1271/bbb.70023, "Chemical Identification and Functional Analysis of Apocarotenoids Involved in the Development of Arbuscular Mycorrhizal Symbiosis".
    • CAS
    160162-46-9
    Links to other DB
    KNApSAcK: C00023156

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