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Entry
CA00820                                                            

Classification
Carotenoid Name
Apo-10'-violaxanthal
IUPAC name (3S,5R,6S)-5,6-Epoxy-3-hydroxy-5,6-dihydro-10'-apo-beta-caroten-10'-al
Formula
C27H36O3
Molecular Weight 
408.558 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
8 including one aldehyde (8 in total)
Number of
conjugated multiple bonds 
8 including one aldehyde (8 in total)
Isomers 
  • Constitutional isomer: CA00900
  • InChI
    InChI=1S/C27H36O3/c1-21(11-7-8-12-22(2)15-10-18-28)13-9-14-23(3)16-17-27-25(4,5)19-24(29)20-26(27,6)30-27/h7-18,24,29H,19-20H2,1-6H3/b8-7+,13-9+,15-10+,17-16+,21-11+,22-12+,23-14+/t24-,26+,27-/m0/s1
    InChIKey
    QZOYIQGWDBXSHB-PCQNESLESA-N
    Canonical SMILES
    O=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/[C@]12O[C@]2(C)C[C@H](CC1(C)C)O)\C)\C)/C
    XLogP
    5.924
    Hydrogen Bond donors
    (Lipinski's definition)
    1
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    3
    LipinskiFailures
    1
    Complexity of molecule
    0.106
    Number of heavy atoms
    30
    TPSA
    (Topological Polar Surface Area) 
    49.830 Å2
    Source organisms
    Citrus sinensis (Ref.162) - Land plant: orange
    References
  • Ref.162 : Pétter Molnár, József Szabolcs, Phytochemistry (1980), Volume 19, Issue 4, Pages 633–637, "β-Citraurin epoxide, a new carotenoid from valencia orange peel".
  • CAS
    17237-68-2
    Links to other DB
    KNApSAcK: C00023126

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