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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)-3,6-Epoxy-5,3'-dihydroxy-5,6-dihydro-beta,kappa-caroten-6'-one
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Formula |
C40H56O4
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Molecular Weight |
600.848 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), 5,6+H, 5-OH, 3'-OH, 6'=O, 3,6-Epoxy, beta,kappa
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Biological functions/Properties |
Strong antioxidant activity - significantly inhibits O2 - generation in differentiated human promyelocytic HL-60 cells. (Ref.581).
Strong anti-inflammatory activity (Ref.581).
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Number of
conjugated double bonds |
10 including one ketone (10 in total)
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Number of
conjugated multiple bonds |
10 including one ketone (10 in total)
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Isomers |
Constitutional isomer: CA00137, CA01092, CA01100, CA01101, CA00350, CA00347, CA00979, CA01093, CA01094, CA00348, CA00349, CA00346, CA00965, CA00415, CA00439, CA00440, CA00419, CA00441, CA00442, CA00443, CA00444, CA00445, CA00414, CA00421, CA00420, CA00417, CA00418, CA00416, CA00555, CA00584, CA00626, CA00631, CA00647, CA00648, CA00701, CA00745, CA00744, CA00747, CA00743, CA00785
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InChI |
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InChIKey |
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Canonical SMILES |
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XLogP |
9.092
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Hydrogen Bond donors
(Lipinski's definition) |
2
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Hydrogen Bond Acceptors
(Lipinski's definition) |
4
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| LipinskiFailures |
2
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| Complexity of molecule |
0.310
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| Number of heavy atoms |
44
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TPSA
(Topological Polar Surface Area) |
66.760 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.581: Murakami, A. Nakashima, M. Koshiba, T. Maoka, T. Nishino, H. Yano, M. Sumida, T. Kim, O.K. Koshimizu, K. Ohigashi, H., Cancer letters, 2000, 149, 115-123., “Modifying effects of carotenoids on superoxide and nitric oxide generation from stimulated leukocytes.” .
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CAS |
103955-76-6
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Links to other DB |
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