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Entry
CA01157                                                            

Classification
Carotenoid Name
Carlactone
IUPAC name 3-methyl-5-{[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxy}furan-2(5H)-one;
10-apo-beta-caroten-10-(hydroxy-methyl-furanone) (defined by Carotenoids DB)
Formula
C19H26O3
Molecular Weight 
302.398 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Endogenous strigolactone precursor (Ref.618).
  • Number of
    conjugated double bonds 
    3 and 2 including one ketone (5 in total)
    Number of
    conjugated multiple bonds 
    3 and 2 including one ketone (5 in total)
    Isomers 
    InChI
    InChI=1S/C19H26O3/c1-13(12-21-17-11-15(3)18(20)22-17)8-9-16-14(2)7-6-10-19(16,4)5/h8-9,11-12,17H,6-7,10H2,1-5H3/b9-8+,13-12-
    InChIKey
    OTIYLZVFQIMLQH-FRGMPSNRSA-N
    Canonical SMILES
    C/C(=C/OC1OC(=O)C(=C1)C)/C=C/C1=C(C)CCCC1(C)C
    XLogP
    5.183
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    3
    LipinskiFailures
    1
    Complexity of molecule
    0.333
    Number of heavy atoms
    22
    TPSA
    (Topological Polar Surface Area) 
    35.530 Å2
    Source organisms
    Oryza sp. (Ref.618) - 
    Arabidopsis sp. (Ref.618) - 
    References
  • Ref.618 : Seto Y., Sado A., Asamia K., Hanadaa A., Umehara M., Akiyama K., Yamaguchi S. (2014), Carlactone is an endogenous biosynthetic precursor for strigolactones, PNAS, January 28, 2014, vol. 111, no. 4, pp. 1640–1645.
  • CAS

    Links to other DB

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