Carotenoids obi
All carotenoids     All organisms   Feedback
Carotenoids DB          Carotenoids DB: CA01171   
[   About  |   Help  |   Search carotenoid entry  |   Search organism entry  |   Search similar carotenoids  |   Predict biological activities of this carotenoid  |   Search possible pathways   ]
Entry
CA01171                                                            

Classification
Carotenoid Name
Megastigma-5,8-dien-4-one
IUPAC name 10-Apo-8,9-didehydro-7,8,9,10-tetrahydro-19-nor-beta-caroten-3-one
Formula
C13H20O
Molecular Weight 
192.29 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Important constituents of tobacco flavor (Ref.623).
  • Number of
    conjugated double bonds 
    2 including one ketone
    Number of
    conjugated multiple bonds 
    2 including one ketone
    Isomers 
  • Constitutional isomer: CA01013, CA01076, CA00803, CA01177, CA00864, CA01164
  • InChI
    InChI=1S/C13H20O/c1-5-6-7-11-10(2)12(14)8-9-13(11,3)4/h5-6H,7-9H2,1-4H3/b6-5+
    InChIKey
    CVDHBGKYPTUEAA-AATRIKPKSA-N
    Canonical SMILES
    C/C=C/CC1=C(C)C(=O)CCC1(C)C
    XLogP
    3.345
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    1
    LipinskiFailures
    0
    Complexity of molecule
    0.176
    Number of heavy atoms
    14
    TPSA
    (Topological Polar Surface Area) 
    17.070 Å2
    Source organisms
    Nicotiana tabacum (Ref.623) - Land plant: common tobacco
    References
  • Ref.623 : Peter Winterhalter and Russell Rouseff, ā€¯Carotenoid-Derived Aroma Compounds: An Introductionā€¯, ACS Symposium Series; American Chemical Society: Washington, DC, 2001., doi: 10.1021/bk-2002-0802.ch001.
  • CAS

    Links to other DB

       Search other references with Google Scholar