Carotenoids obi
All carotenoids     All organisms   Feedback
Carotenoids DB          Carotenoids DB: CA01087   
[   About  |   Help  |   Search carotenoid entry  |   Search organism entry  |   Search similar carotenoids  |   Predict biological activities of this carotenoid  |   Search possible pathways   ]
Entry
CA01087                                                            

Classification
Carotenoid Name
Nor-peridinin1
IUPAC name (3S,5R,6S,8R,3'S,5'R,6'R)-5,8-Epoxy-3'-ethanoyloxy-3,5'-dihydroxy-5,6,5',6'-tetrahydro-6',7'-didehydro-beta,beta-caroten-19,11-olide
Formula
C39H50O7
Molecular Weight 
630.79 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Anticarcinogenic activity - less than Nor-peridinin2. (Ref.493).
  • Number of
    conjugated double bonds 
    8 including one lactone (8 in total)
    Number of
    conjugated multiple bonds 
    8 including one lactone (8 in total)
    Isomers 
  • Conformer: CA00428, CA01088
  • Constitutional isomer: CA00579
  • InChI
    InChI=1S/C39H50O7/c1-25(16-17-33-37(6,7)23-30(44-27(3)40)24-38(33,8)43)14-12-10-11-13-15-26(2)18-29-19-31(35(42)45-29)32-20-34-36(4,5)21-28(41)22-39(34,9)46-32/h10-16,18-20,28,30,32,41,43H,21-24H2,1-9H3/b12-10+,13-11+,25-14+,26-15+,29-18-/t17-,28-,30-,32+,38+,39+/m0/s1
    InChIKey
    KQQRQKINDGGYIE-LVNJCZOPSA-N
    Canonical SMILES
    C/C(=C\C=C\C=C\C=C(\C=C/1\C=C(C(=O)O1)[C@H]1C=C2[C@@](O1)(C)C[C@H](CC2(C)C)O)/C)/C=C=C1C(C)(C)C[C@@H](C[C@@]1(C)O)OC(=O)C
    XLogP
    7.665
    Hydrogen Bond donors
    (Lipinski's definition)
    2
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    7
    LipinskiFailures
    1
    Complexity of molecule
    0.323
    Number of heavy atoms
    46
    TPSA
    (Topological Polar Surface Area) 
    102.290 Å2
    Source organisms
    Symbiodinium sp. (Ref.494) - Alga: Dinoflagellate
    References
  • Ref.494 : Takashi MAOKA, Miyuki TSUSHIMA, and Hoyoku NISHINO, Chem. Pharm. Bull. 50(12) 1630—1633 (2002), "Isolation and Characterization of Dinochrome A and B, Anti-carcinogenic Active Carotenoids from the Fresh Water Red Tide Peridinium bipes".
  • Ref.493 : Anne-Laure Gagez, Valérie Thiery, Virginie Pasquet, Jean-Paul Cadoret, and Laurent Picot, Current Bioactive Compounds 2012, 8, 000-000, "Epoxycarotenoids and Cancer. Review".
  • CAS

    Links to other DB

       Search other references with Google Scholar