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Entry
CA00576                                                            

Classification
Carotenoid Name
Peridininol;
Peridinol
IUPAC name (3S,5R,6S,3'S,5'R,6'R)-5,6-Epoxy-3,3',5'-trihydroxy-6',7'-didehydro-5,6,5',6'-tetrahydro-12',13',20'-trinor-beta,beta-caroten-19,11-olide
Formula
C37H48O6
Molecular Weight 
588.754 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9 including one lactone (9 in total)
Number of
conjugated multiple bonds 
9 including one lactone (9 in total)
Isomers 
  • Constitutional isomer: CA00413, CA00577
  • InChI

    InChIKey

    Canonical SMILES

    XLogP
    7.509
    Hydrogen Bond donors
    (Lipinski's definition)
    3
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    6
    LipinskiFailures
    1
    Complexity of molecule
    0.341
    Number of heavy atoms
    43
    TPSA
    (Topological Polar Surface Area) 
    99.520 Å2
    Reaction
  • Substrate: CR00283
  • Product: CR00295,  CR00355
  • Pathway
  • Pathway: CB000096,  CB000147
  • Major carotenoid information

    Minor carotenoid information

    Source organisms
    Gymnodinum nelsoni (Ref.33) - Alga: Dinoflagellate ((Alveolata) - Gymnodiniaceae)
    Gymnodinum splendens (Ref.33) - Alga: Dinoflagellate ((Alveolata) - Gymnodiniaceae)
    Amphidinium carterae (Ref.33) - Alga: Dinoflagellate ((Alveolata) - Gymnodiniaceae)
    Gyrodinium dorsum (Ref.33) - Alga: Dinoflagellate ((Alveolata) - Gymnodiniaceae)
    Glenodinium sp. (Ref.33) - Alga: Dinoflagellate ((Alveolata) - Glenodiniaceae)
    Corbicula japonica (Ref.221) - Shellfish: bivalve (Mollusca - Corbiculidae)
    Paphia amabilis (Ref.312) - Shellfish: bivalve, Venus amabilis (Mollusca - Veneridae)
    Sarcophyton elegans (Ref.311) - Soft coral (Cnidaria - Alcyoniidae)
    References
  • Ref.33: J. E. Joansen, W. A. Svec, and S. Liaaen-Jensen, Phytochemistry, 1974, Vol.13 pp.2261-2271, "Carotenoids of the Dinophyceae".
  • Ref.311: Minh, Chau Van; Kiem, Phan Van; Nguyen, Hoai Nam; Nguyen, Xuan Cuong; Nguyen, Phuong Thao; Nguyen, Hai Dang; Quang, Tran Hong; Nguyen, Tien Dat; Thung, Do Cong; Thuy, Dinh Thi Thuy, Tap Chi Hoa Hoc (2010), 48(5), 627-631., "Carotenoids from the soft coral Sarcophyton elegans".
  • Ref.312: Maoka, Takashi; Akimoto, Naoshige; Yim, Mi-Jin; Hosokawa, Masashi; Miyashita, Kazuo, Journal of Agricultural and Food Chemistry (2008), 56(24), 12069-12072., "New C37 Skeletal Carotenoid from the Clam, Paphia amabillis".
  • Ref.221: Maoka, Takashi; Fujiwara, Yasuhiro; Hashimoto, Keiji; Akimoto, Naoshige, Journal of Agricultural and Food Chemistry (2005), 53(21), 8357-8364. "Carotenoids in Three Species of Corbicula Clams, Corbicula japonica, Corbicula sandai, and Corbicula sp. (Chinese Freshwater Corbicula Clam)".
  • CAS
    54369-14-1
    Links to other DB
    KNApSAcK: C00023163

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