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Entry
CA00310                                                            

Classification
Carotenoid Name
(15Z)-β-Carotene;
15-cis-β-Carotene;
15-cis-beta-Carotene
IUPAC name (15Z)-beta,beta-Carotene
Formula
C40H56
Molecular Weight 
536.848 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Photoprotective agent. The 15Z configuration of β-carotene is selectively located in the reaction centers of photosynthetic bacteria Rhodopseudomonas sphaeroides G1C (Ref.499, Ref.500).
  • Number of
    conjugated double bonds 
    11
    Number of
    conjugated multiple bonds 
    11
    Isomers 
  • Constitutional isomer: CA00192
  • Cis/trans isomer: CA00309, CA00311, CA00312
  • InChI

    InChIKey

    Canonical SMILES

    XLogP
    14.734
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    0
    LipinskiFailures
    1
    Complexity of molecule
    0.312
    Number of heavy atoms
    40
    TPSA
    (Topological Polar Surface Area) 
    0.000 Å2
    Reaction
    Pathway
    Major carotenoid information

    Minor carotenoid information

    Source organisms
    Synechococcus vulcanus (Ref.197) - Cyanobacteria: hot spring alga (Cyanobacteria - Synechococcaceae)
    References
  • 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.499: Yasushi Koyama, Mariko Kito, Tomoko Takii, Kayoko Saiki, Kiyoshi Tsukida, Jinpei Yamashita, Bioenergetics, Volume 680, Issue 2, 19 May 1982, Pages 109–118, "Configuration of the carotenoid in the reaction centers of photosynthetic bacteria. Comparison of the resonance Raman spectrum of the reaction center of Rhodopseudomonas sphaeroides G1C with those of cis-trans isomers of β-carotene".
  • Ref.500: Koyama Yasushi, Journal of Photochemistry and Photobiology B: Biology, Volume 9, Issues 3–4, June 1991, Pages 265–280, "New trends in photobiology: Structures and functions of carotenoids in photosynthetic systems".
  • CAS
    19361-58-1
    Links to other DB
    KNApSAcK: C00023250

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