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Entry
CA00511                                                            

Classification
Carotenoid Name
4-Ketonostoxanthin
IUPAC name (2R,3S,2'R,3'R)-2,3,2',3'-Tetrahydroxy-beta,beta-caroten-4-one
Formula
C40H54O5
Molecular Weight 
614.832 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
12 including one ketotone (12 in total)
Number of
conjugated multiple bonds 
12 including one ketotone (12 in total)
Isomers 
  • Constitutional isomer: CA00649, CA00673, CA00750
  • InChI
    InChI=1S/C40H54O5/c1-26(17-13-19-28(3)21-23-32-30(5)25-34(41)37(44)39(32,7)8)15-11-12-16-27(2)18-14-20-29(4)22-24-33-31(6)35(42)36(43)38(45)40(33,9)10/h11-24,34,36-38,41,43-45H,25H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,26-15+,27-16+,28-19+,29-20+/t34-,36-,37+,38+/m1/s1
    InChIKey
    XJWXMPXLYUAWJI-LKWSRBIKSA-N
    Canonical SMILES
    C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)C(=O)[C@H]([C@@H](C1(C)C)O)O)/C)/C)/C=C/C=C(/C=C/C1=C(C)C[C@H]([C@@H](C1(C)C)O)O)\C
    XLogP
    7.873
    Hydrogen Bond donors
    (Lipinski's definition)
    4
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    5
    LipinskiFailures
    1
    Complexity of molecule
    0.303
    Number of heavy atoms
    45
    TPSA
    (Topological Polar Surface Area) 
    97.990 Å2
    Source organisms
    Rhizobium lupini (Ref.449) - Alphaproteobacteria: root nodule bacterium
    References
  • Ref.449 : Kleinig, Hans; Heumann, Wolfram; Meister, Walter; Englert, Gerhard, Helvetica Chimica Acta (1979), 62(8), 2551-7., "Carotenoids of Rhizobia.  I.  New carotenoids from Rhizobium lupini".
  • CAS
    63109-36-4
    Links to other DB
    KNApSAcK: C00023027
    LipidBank: VCA1024

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