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Entry
CA00751                                                            

Classification
Carotenoid Name
5,6-Diepicapsokarpoxanthin;
5,6-Diacapsokarpoxanthin
IUPAC name (3S,5S,6S,3'S,5'R)-3,5,6,3'-Tetrahydroxy-5,6-dihydro-beta,kappa-caroten-6'-one
Formula
C40H58O5
Molecular Weight 
618.864 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
10 including one ketone (10 in total)
Number of
conjugated multiple bonds 
10 including one ketone (10 in total)
Isomers 
  • Constitutional isomer: CA00355, CA00356, CA00427, CA00446, CA00447, CA00425, CA00426, CA00702
  • InChI
    InChI=1S/C40H58O5/c1-29(17-13-19-31(3)21-22-35(43)38(9)27-33(41)25-36(38,5)6)15-11-12-16-30(2)18-14-20-32(4)23-24-40(45)37(7,8)26-34(42)28-39(40,10)44/h11-24,33-34,41-42,44-45H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,29-15+,30-16+,31-19+,32-20+/t33-,34-,38-,39-,40-/m0/s1
    InChIKey
    LYYDEPKDTUIGFR-XCFOYWHTSA-N
    Canonical SMILES
    C/C(=C\C=C\C=C(\C=C\C=C(\C=C\[C@]1(O)C(C)(C)C[C@@H](C[C@]1(C)O)O)/C)/C)/C=C/C=C(/C=C/C(=O)[C@]1(C)C[C@H](CC1(C)C)O)\C
    XLogP
    8.503
    Hydrogen Bond donors
    (Lipinski's definition)
    4
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    5
    LipinskiFailures
    2
    Complexity of molecule
    0.291
    Number of heavy atoms
    45
    TPSA
    (Topological Polar Surface Area) 
    97.990 Å2
    Source organisms
    Capsicum annuum var. longum (Ref.286) - Land plant: red spice paprika
    References
  • Ref.286 : Deli, Jozsef; Molnar, Peter; Matus, Zoltan; Toth, Gyula; Steck, Andrea; Pfander, Hanspeter, Helvetica Chimica Acta (1998), 81(7), 1233-1241., "Isolation of carotenoids with 3,5,6-trihydroxy-5,6-dihydro-β-end groups from red paprika (Capsicum annuum)".
  • CAS
    211804-92-1
    Links to other DB
    KNApSAcK: C00023029

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