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Entry |
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Classification |
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Carotenoid Name
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IUPAC name |
(3S,5R,6S,8S,3'S,5'R,6'S)-5,8-Epoxy-3'-ethanoyloxy-3,5'-dihydroxy-5,6,5',6'-tetrahydro-6',7'-didehydro-12',13',20'-trinor-beta,beta-caroten-19,11-olide
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Formula |
C39H50O7
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Molecular Weight |
630.79 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,6S,8S,3'S,5'R,6'S), 6',7'--H, 5,6+H, 5',6'+H, 3-OH, 5'-OH, 3'-Ethanoyloxy, 5,8-Epoxy, 19,11-olide, beta,beta, 12'-nor, 13'-nor, 20'-nor
( Help )
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Biological functions/Properties |
Anticarcinogenic activity - moderate antiproliferative activity against cancer cell lines such as human BSY-1 (breast), SNB-75 (central nervous system), HCT-116 (colon), NCI-H522 and DMS114(lung), and MKN7 (stomach) (Ref.493).
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Number of
conjugated double bonds |
8 including one lactone (8 in total)
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Number of
conjugated multiple bonds |
8 including one lactone (8 in total)
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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 |
7.665
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Hydrogen Bond donors
(Lipinski's definition) |
2
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Hydrogen Bond Acceptors
(Lipinski's definition) |
7
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| LipinskiFailures |
1
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| Complexity of molecule |
0.323
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| Number of heavy atoms |
46
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TPSA
(Topological Polar Surface Area) |
102.290 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 |
Symbiodinium sp. (Ref.494) - Alga: Dinoflagellate ((Alveolata) - Symbiodiniaceae)
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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.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".
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CAS |
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Links to other DB |
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