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Entry
CA00772                                                            
Classification
Carotenoid Name
Isorenieradicistene;
(7Z,7'Z)-Isorenieratene;
7,7'-dicis-Isorenieratene;
7,7'-dicis-φ,φ-carotene
IUPAC name (7Z,7'Z)-phi,phi-Carotene
Formula
C40H48
Molecular Weight 
528.784 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Anticarcinogenic activity - more active than trans-Isorenieratene (Ref.491).
    • Number of
    conjugated double bonds 
    15
    Number of
    conjugated multiple bonds 
    15
    Isomers 
  • Cis/trans isomer: CA00770, CA00771
    • InChI

    InChIKey

    Canonical SMILES

    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
    Reaction
    Pathway
    Major carotenoid information

    Minor carotenoid information

    Source organisms
    Streptomyces argillaceus (Ref.771) - Actinobacteria (Actinobacteria - Streptomycetaceae)
    Suberites sericeus (Ref.97) - Sea sponge (Porifera - Suberitidae)
    Tethya amamensis (Ref.98) - Sea sponge (Porifera - Tethyidae)
    References
  • Ref.97: Matsuno, Takao; Maoka, Takashi; Katagiri, Kiyoshi; Komori, Tadaaki, Nippon Suisan Gakkaishi (1984), 50(6), 1071-5., "A new carotenoid, isorenieradicistene from the sea sponge, Suberites sericeus".
  • Ref.98: Tanaka, Yoshito; Soejima, Takumi; Katayama, Teruhisa, Nippon Suisan Gakkaishi (1978), 44(11), 1283-5., "Biochemical studies of the carotenoids in porifera. Distribution of the carotenoids in porifera".
  • Ref.771: Adriana Becerril et al., PLOS ONE | https://doi.org/10.1371/journal.pone.0198145 May 24, 2018, “Uncovering production of specialized metabolites by Streptomyces argillaceus: Activation of cryptic biosynthesis gene clusters using nutritional and genetic approaches”.
  • Ref.491: Tsushima M, Maoka T, Katsuyama M, Kozuka M, Matsuno T, Tokuda H, Nishino H, Iwashima A., Biol Pharm Bull. 1995 Feb;18(2):227-33., PMID: 7742789, "Inhibitory effect of natural carotenoids on Epstein-Barr virus activation activity of a tumor promoter in Raji cells. A screening study for anti-tumor promoters.".
    • CAS
    92934-56-0
    Links to other DB

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