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Entry
CA00058                                                            

Classification
Carotenoid Name
(all-E)-Phytofluene;
all-trans-Phytofluene
IUPAC name 7,8,11,12,7',8'-Hexahydro-psi,psi-carotene
Formula
C40H62
Molecular Weight 
542.896 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
5
Number of
conjugated multiple bonds 
5
Isomers 
  • Constitutional isomer: CA00056, CA00055, CA00054
  • Cis/trans isomer: CA00057, CA00059
  • InChI
    InChI=1S/C40H62/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15,19-22,25,27-30H,13-14,16-18,23-24,26,31-32H2,1-10H3/b12-11+,25-15+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+
    InChIKey
    OVSVTCFNLSGAMM-OUOOUFEBSA-N
    Canonical SMILES
    C/C(=C\C=C\C=C(\C=C\C=C(\CC/C=C(/CCC=C(C)C)\C)/C)/C)/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C
    XLogP
    14.712
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    0
    LipinskiFailures
    2
    Complexity of molecule
    0.000
    Number of heavy atoms
    40
    TPSA
    (Topological Polar Surface Area) 
    0.000 Å2
    Source organisms
    Halobacterium cutirubrum (Ref.331) - Archaea: Euryarchaeota
    Rhodobacter capsulatus (Ref.607) - Alphaproteobacteria: photosynthetic purple nonsulfur bacterium
    Coccinella septempunctata (Ref.116) - Insect: seven-spotted ladybird
    References
  • Ref.331 : Kushwaha, S. C.; Pugh, E. L.; Kramer, J. K. G.; Kates, M., Biochimica et Biophysica Acta, Lipids and Lipid Metabolism (1972), 260(3), 492-506., "Isolation and identification of dehydrosqualene and C40 carotenoid pigments in Halobacterium cutirubrum cutirubrum".
  • Ref.607 : Glenn E. Bartley and PabloA. Scolnik (1989), The Journal of Biological Chemistry, vol.264, No.22, Issu of August 5, pp.13109-13113, “Carotenoid Biosynthesis inPhotosynthetic Bacteria”.
  • Ref.116 : Britton, George; Lockley, William J. S.; Harriman, Garry A.; Goodwin, Trevor W., Nature (London, United Kingdom) (1977), 266(5597), 49-50., "Pigmentation of the ladybird beetle Coccinella septempunctata by carotenoids not of plant origin".
  • CAS
    540-05-6
    Links to other DB
    KEGG COMPOUND: C05414

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