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Entry
CA00464                                                            

Classification
Carotenoid Name
Eutreptillanone
IUPAC name (3S,5R,6S)-3,6-Epoxy-3',4',7',8'-tetradehydro-5,6-dihydro-beta,beta-caroten-4-one
Formula
C40H50O2
Molecular Weight 
562.8 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
8
Number of
conjugated multiple bonds 
11
Isomers 
  • Constitutional isomer: CA00465, CA00466, CA00726
  • InChI
    InChI=1S/C40H50O2/c1-29(18-13-20-31(3)23-24-35-33(5)22-15-26-38(35,7)8)16-11-12-17-30(2)19-14-21-32(4)25-27-40-34(6)37(41)36(42-40)28-39(40,9)10/h11-22,25,27,34,36H,26,28H2,1-10H3/b12-11+,18-13+,19-14+,27-25+,29-16+,30-17+,31-20+,32-21+/t34-,36-,40-/m0/s1
    InChIKey
    JNXSPGFSPYDPCU-LJPWSPPJSA-N
    Canonical SMILES
    C/C(=C\C=C\C=C(\C=C\C=C(\C#CC1=C(C)C=CCC1(C)C)/C)/C)/C=C/C=C(/C=C/[C@]12O[C@@H](C(=O)[C@@H]1C)CC2(C)C)\C
    XLogP
    11.434
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    2
    LipinskiFailures
    1
    Complexity of molecule
    0.337
    Number of heavy atoms
    42
    TPSA
    (Topological Polar Surface Area) 
    26.300 Å2
    Source organisms
    Eutreptiella gymnastica (Ref.45) - Alga: Euglenoid
    References
  • Ref.45 : A. Fiksdahl, T. Bjoernland, and S. Liaaen-Jensen, Phytochemistry, Vol. 23, No.3, pp. 649-655, 1984, "Algal carotenoids with novel end groups".
  • CAS
    91298-08-7
    Links to other DB
    KNApSAcK: C00023039

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