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Entry |
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Classification |
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Carotenoid Name
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IUPAC name |
5,8:5',8'-Diepoxy-5,8,5',8'-tetrahydro-beta,beta-carotene
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Formula |
C40H56O2
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Molecular Weight |
568.848 g/mol
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Structure |
Mol file
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Carotenoid DB Fingerprints |
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Biological functions/Properties |
Moderately inhibits MDR in hMDR1-L1210, at 4 and 40 microgram/ml (Ref.493).
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Number of
conjugated double bonds |
7
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Number of
conjugated multiple bonds |
7
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Isomers |
Constitutional isomer: CA00140, CA00078, CA00079, CA00164, CA00207, CA00208, CA00204, CA00218, CA00233, CA00234, CA00206, CA00205, CA00249, CA00248, CA00261, CA00373, CA00374, CA00327, CA00326, CA00375, CA00328, CA00329, CA00330, CA00331, CA00399, CA00402, CA00401, CA00400, CA00430, CA00434, CA00403, CA00480, CA00582, CA00597, CA00598, CA00615, CA00599, CA00600, CA00616, CA00614, CA00623, CA00676, CA00692, CA00691, CA00689, CA00686, CA00687, CA00685, CA00682, CA00690, CA00683, CA00684, CA00688, CA00737
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InChI |
InChI=1S/C40H56O2/c1-29(19-13-21-31(3)33-27-35-37(5,6)23-15-25-39(35,9)41-33)17-11-12-18-30(2)20-14-22-32(4)34-28-36-38(7,8)24-16-26-40(36,10)42-34/h11-14,17-22,27-28,33-34H,15-16,23-26H2,1-10H3/b12-11+,19-13+,20-14+,29-17+,30-18+,31-21+,32-22+
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InChIKey |
JLFOTJPFBATTLK-HEQCMDTNSA-N
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Canonical SMILES |
C/C(=C\C=C\C=C(\C=C\C=C(\C1C=C2C(O1)(C)CCCC2(C)C)/C)/C)/C=C/C=C(/C1C=C2C(O1)(C)CCCC2(C)C)\C
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XLogP |
8.938
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Hydrogen Bond donors
(Lipinski's definition) |
0
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Hydrogen Bond Acceptors
(Lipinski's definition) |
2
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| LipinskiFailures |
1
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| Complexity of molecule |
0.327
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| Number of heavy atoms |
42
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TPSA
(Topological Polar Surface Area) |
18.460 Å2
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Source organisms |
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References |
Ref.215 : Taylor, Sarah; Baker, David; Owuor, Philip; Orchard, John; Othieno, Caleb; Gay, Clifton, Taylor, Sarah; Baker, David; Owuor, Philip; Orchard, John; Othieno, Caleb; Gay, Clifton, "A model for predicting black tea quality from the carotenoid and chlorophyll composition of fresh green tea leaf".
Ref.430 : T. W. GOODWIN, Biochem J. 1954 Sep;58(1):90-4., "Studies in carotenogenesis. 13. The carotenoids of the flower petals of Calendula officinalis.".
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 |
6821-09-6
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Links to other DB |
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