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Entry
CA01076                                                            

Classification
Carotenoid Name
β-Damascone;
beta-Damascone
IUPAC name 10-Apo-7,8,9,10-tetrahydro-3,4,8,9-tetradehydro-19-nor-beta-caroten-7-one
Formula
C13H20O
Molecular Weight 
192.29 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Odor content of rose oil (Ref.479).
  • 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: CA01013, CA00803, CA01171, CA01177, CA00864, CA01164
  • InChI
    InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7H,6,8-9H2,1-4H3/b7-5+
    InChIKey
    BGTBFNDXYDYBEY-FNORWQNLSA-N
    Canonical SMILES
    C/C=C/C(=O)C1=C(C)CCCC1(C)C
    XLogP
    3.521
    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
    Rosa damascena (Ref.479) - Land plant: Rosaceae: Damask rose, same as Rosa damascena Mill
    Rosa centifolia L. (Ref.479) - Land plant: Rosaceae: Rose de Mai, Burgundy rose
    References
  • Ref.479 : Rosana Álvarez, Belen Vaz, Hinrich Gronemeyer, and Ángel R. de Lera, Chem Rev. 2014 Jan 8;114(1):1-125. doi: 10.1021/cr400126u. Epub 2013 Nov 22., PMID: 24266866, "Functions, Therapeutic Applications, and Synthesis of Retinoids and Carotenoids".
  • CAS

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