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Entry
CA00704                                                            

Classification
Carotenoid Name
Chlorobactene;
Chlorobactin;
all-trans-Chlorobactene;
all-trans-Chlorobactin
IUPAC name phi,psi-Carotene
Formula
C40H52
Molecular Weight 
532.816 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
13
Number of
conjugated multiple bonds 
13
Isomers 
  • Constitutional isomer: CA00068, CA00716, CA00319, CA00722
  • Cis/trans isomer: CA00708, CA00709, CA00705, CA00707, CA00706
  • InChI

    InChIKey

    Canonical SMILES

    XLogP
    16.145
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    0
    LipinskiFailures
    2
    Complexity of molecule
    0.065
    Number of heavy atoms
    40
    TPSA
    (Topological Polar Surface Area) 
    0.000 Å2
    Reaction
  • Substrate: CR00343
  • Product: CR00155
  • Pathway
  • Pathway: CB000011
  • Major carotenoid information
    Major carotenoid in phototrophic green sulfur bacterium Chlorobaculum tepidum (Ref.732).
    Minor carotenoid information

    Source organisms
    Chromatiaceae spp. (Ref.148) - purple sulfur bacteria (Gammaproteobacteria - Chromatiaceae)
    Chlorobium tepidum (Ref.197, Ref.355) - Green sulfur bacteria (Chlorobi - Chlorobiaceae)
    Chlorochromatium lunatum (Ref.94) - unclassified bacteria, green sulfur bacteria (Unclassified bacteria (Chlorochromatium) - Unclassified bacteria (Chlorochromatium))
    Chlorochromatium aggregatum (Ref.94) - unclassified bacteria, green sulfur bacteria (Unclassified bacteria (Chlorochromatium) - Unclassified bacteria (Chlorochromatium))
    References
  • Ref.94: Abella, C. A.; Cristina, X. P.; Martinez, A.; Pibernat, I.; Vila, X., Archives of Microbiology (1998), 169(5), 452-459., "Two new motile phototrophic consortia: "Chlorochromatium lunatum" and "Pelochromatium selenoides".
  • 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.197: Grazyna E. Bialek-Bylka, Ritsuko Fujii, Chun-Hai Chen, Hirozo Oh-oka, Akihisa Kamiesu5, Kazuhiko Satoh, Hiroyuki Koike & Yasushi Koyama, Photosynthesis Research 58: 135–142, 1998., "15-Cis-carotenoids found in the reaction center of a green sulfur bacterium Chlorobium tepidum and in the Photosystem I reaction center of a cyanobacterium Synechococcus vulcanus".
  • Ref.355: Takaichi, Shinichi; Wang, Zheng-Yu; Umetsu, Mitsuo; Nozawa, Tsunenori; Shimada, Keizo; Madigan, Michael T., Archives of Microbiology (1997), 168(4), 270-276., "New carotenoids from the thermophilic green sulfur bacterium Chlorobium tepidum: 1',2'-dihydro-γ-carotene, 1',2'-dihydrochlorobactene, and OH-chlorobactene glucoside ester, and the carotenoid composition of different strains".
  • Ref.732: S. Takaichia and M. Mochimaru, Cell. Mol. Life Sci. 64 (2007) 2607 – 2619, "Carotenoids and carotenogenesis in cyanobacteria: unique ketocarotenoids and carotenoid glycosides", DOI 10.1007/s00018-007-7190-z.
  • CAS
    2932-09-4
    Links to other DB
    KEGG COMPOUND: C15908
    KNApSAcK: C00022819
    LipidBank: VCA1081
    ProCarDB: C1803

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