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Entry |
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Classification |
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Carotenoid Name
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IUPAC name |
(3S,5R,6R,3'S,5'R,8'S)-5',8'-epoxy-6,7-didehydro-5,6,5',8'-tetrahydro-β,β-carotene-3,5,3'-triol 3-O-acetate
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Formula |
C44H60O5
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Molecular Weight |
668.92 g/mol
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Structure |
Search similar carotenoids
Mol file
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Carotenoid DB Fingerprints |
Predict biological activities of this carotenoid
(3S,5R,6R,3'S,5'R,8'S), 5',8-Epoxy, 6,7--H, 5,6+H, 5',8'+H, 5-OH, 3'-OH, 3-Ethanoyloxy, beta,beta
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Biological functions/Properties |
Anticarcinogenic activity - more effective than peridinin (Ref.494), significant growth-inhibitory activity toward cancer cells (Ref.569)
Antiproliferative activity on HeLa cells at the concentration of 25 g.mL-1 (Ref.494).
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Number of
conjugated double bonds |
9
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Number of
conjugated multiple bonds |
9
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Isomers |
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InChI |
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InChIKey |
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Canonical SMILES |
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XLogP |
10.499
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Hydrogen Bond donors
(Lipinski's definition) |
2
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Hydrogen Bond Acceptors
(Lipinski's definition) |
5
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| LipinskiFailures |
2
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| Complexity of molecule |
0.303
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| Number of heavy atoms |
49
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TPSA
(Topological Polar Surface Area) |
75.990 Å2
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Reaction |
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Pathway |
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Major carotenoid information |
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Minor carotenoid information |
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Source organisms |
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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.569: Maoka T, Tsushima M, Nishino H., Chem Pharm Bull 2002;50:1630–3., "Isolation and characterization of dinochrome A and B, anti-carcinogenic active carotenoids from the fresh water red tide, Peridinium bipes.".
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CAS |
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Links to other DB |
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