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Entry
CA01156                                                            
Classification
Carotenoid Name
Sorgomol;
strigolactone
IUPAC name (3E,3aR,8R,8bS)-8-(hydroxymethyl)-8-methyl-3-[[(2R)-4-methyl-5-oxo-2H-furan-2-yl]oxymethylidene]-3a,4,5,6,7,8b-hexahydroindeno[1,2-b]furan-2-one
Formula
C19H22O6
Molecular Weight 
346.366 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • An allelochemical - germination stimulant for root parasitic plants Striga and Orobanche (Ref.617), chemical signal for Arbuscular Mycorrhizal fungi during presymbiotic stages (Ref.594).
    • Number of
    conjugated double bonds 
    2 including one ketone and 2 including one ketone (4 in total)
    Number of
    conjugated multiple bonds 
    2 including one ketone and 2 including one ketone (4 in total)
    Isomers 
    InChI

    InChIKey

    Canonical SMILES

    XLogP
    1.010
    Hydrogen Bond donors
    (Lipinski's definition)
    1
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    6
    LipinskiFailures
    0
    Complexity of molecule
    0.404
    Number of heavy atoms
    25
    TPSA
    (Topological Polar Surface Area) 
    82.060 Å2
    Reaction
    Pathway
    Major carotenoid information

    Minor carotenoid information

    Source organisms
    Striga spp. (Ref.617) - Land plant: witchweeds, Striga Lour. (Streptophyta - Orobanchaceae)
    Orobanche spp. (Ref.617) - Land plant: holoparasite (Streptophyta - Orobanchaceae)
    Phelipanche spp. (Ref.617) - Land plant: Phelipanche Pomel (Streptophyta - Orobanchaceae)
    Arbuscular mycorrhizal (Ref.594) - Fungi: mycorrhizal fungus (Mucoromycota - Glomeraceae)
    References
  • Ref.617: Xiaonan X., Yoneyama K., Kusumoto D., Yamada Y., Takeuchi Y., Sugimoto Y., Yoneyama K., Sorgomol, germination stimulant for root parasitic plants, produced by Sorghum bicolor., Tetrahedron Letters 49 (2008) pp. 2066–2068.
  • 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

    Links to other DB

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