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Entry
CA00778                                                            

Classification
Carotenoid Name
Renierapurpurin
IUPAC name chi,chi-Carotene
Formula
C40H48
Molecular Weight 
528.784 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
15
Number of
conjugated multiple bonds 
15
Isomers 
  • Constitutional isomer: CA00308, CA00770, CA00781
  • InChI
    InChI=1S/C40H48/c1-29(17-13-19-31(3)21-25-39-27-23-33(5)35(7)37(39)9)15-11-12-16-30(2)18-14-20-32(4)22-26-40-28-24-34(6)36(8)38(40)10/h11-28H,1-10H3/b12-11+,17-13+,18-14+,25-21+,26-22+,29-15+,30-16+,31-19+,32-20+
    InChIKey
    UKQDELXQDGFRFW-RIRRTMASSA-N
    Canonical SMILES
    C/C(=C\C=C\C=C(\C=C\C=C(\C=C\c1ccc(c(c1C)C)C)/C)/C)/C=C/C=C(/C=C/c1ccc(c(c1C)C)C)\C
    XLogP
    17.704
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    0
    LipinskiFailures
    1
    Complexity of molecule
    0.341
    Number of heavy atoms
    40
    TPSA
    (Topological Polar Surface Area) 
    0.000 Å2
    Source organisms
    Chromatiaceae spp. (Ref.148) - purple sulfur bacteria
    Synechococcus sp. PCC 7002 (Ref.153) - Cyanobacteria
    References
  • Ref.148 : Schaeffer, Philippe; Adam, Pierre; Wehrung, Patrick; Albrecht, Pierre, Tetrahedron Letters (1997), 38(48), 8413-8416., "Novel aromatic carotenoid derivatives from sulfur photosynthetic bacteria in sediments".
  • Ref.153 : Graham, Joel E.; Lecomte, Juliette T. J.; Bryant, Donald A., Journal of Natural Products (2008), 71(9), 1647-1650., "Synechoxanthin, an aromatic C40 xanthophyll that is a major carotenoid in the cyanobacterium Synechococcus sp. PCC 7002".
  • CAS
    6805-08-9
    Links to other DB
    KNApSAcK: C00022821
    LipidBank: VCA1155
    ProCarDB: C1818

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