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Entry |
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Classification |
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Carotenoid Name
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IUPAC name |
(2R,3R,3'R)-beta,beta-Carotene-2,3,3'-triol
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Formula |
C40H56O3
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Molecular Weight |
584.848 g/mol
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Structure |
Search similar carotenoids
Mol file
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Carotenoid DB Fingerprints |
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Biological functions/Properties |
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Number of
conjugated double bonds |
11
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Number of
conjugated multiple bonds |
11
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Isomers |
Constitutional isomer: CA00227, CA00228, CA00394, CA00340, CA00377, CA00378, CA00339, CA00342, CA00341, CA00410, CA00436, CA00437, CA00407, CA00408, CA00412, CA00438, CA00411, CA00409, CA00583, CA00607, CA00606, CA00609, CA00608, CA00618, CA00627, CA00630, CA00624, CA00625, CA01047, CA00761, CA00762, CA00739
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InChI |
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InChIKey |
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Canonical SMILES |
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XLogP |
9.330
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Hydrogen Bond donors
(Lipinski's definition) |
3
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Hydrogen Bond Acceptors
(Lipinski's definition) |
3
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| LipinskiFailures |
1
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| Complexity of molecule |
0.303
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| Number of heavy atoms |
43
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TPSA
(Topological Polar Surface Area) |
60.690 Å2
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Reaction |
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Pathway |
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Major carotenoid information |
Major carotenoid in cyanobacteria e.g. Synechococcus spp. (Ref.707 and Ref.732).
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Minor carotenoid information |
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Source organisms |
Erythrobacter flavus strain KJ5 (Ref.756) - A yellowish marine bacterium that was isolated from a hard coral Acropora nasuta in the Karimunjawa Islands, Indonesia. (Alphaproteobacteria - Erythrobacteraceae)Erythrobacter longus (Ref.364) - Alphaproteobacteria: marine anoxygenic phototroph with BChl a (Alphaproteobacteria - Erythrobacteraceae)Erythrobacter nanhaesediminis (Ref.756) - Gram-negative, rod-shaped and slightly halophilic bacteria from the genus of Erythrobacter which has been isolated from sediment from the South China Sea. (Alphaproteobacteria - Erythrobacteraceae)Calothrix parietina (Ref.1) - Cyanobacteria: a hair-forming cyanobacteria rom an upland stream (Cyanobacteria - Rivulariaceae)Synechococcus elongatus (Ref.1) - Cyanobacteria: freshwater unicellular cyanobacterium (Cyanobacteria - Synechococcaceae)Anacystis nidulans (Ref.6) - Cyanobacteria: other name is Synechococcus elongatus PCC 7942 (Cyanobacteria - Synechococcaceae)Nostoc commune (Ref.1) - Cyanobacteria: star jelly, witch's butter, mare's eggs, fah-tsai and facai, eaten as a salad (Cyanobacteria - Nostocaceae)
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References |
Ref.1: S. Hertzberg, S. Liaaen-Jensen, and H. W. Siegelman, Phytochemistry, 1971, Vol. 10, pp. 3121 - 3127 "The carotenois of blue-green algae".
Ref.6: R. L. Smallidge and F. W. Quackenbush, Phytochemistry, 1973, Vol. 12, pp.2481 - 2482 (1973) "beta,beta-Carotene-2,3,3'-triol: a new carotenoid in Anacystis nidulans".
Ref.364: S. Takaichi, K. Shimada, and J. Ishidsu, Arch Microbiol.(1990) 153:118-122, "Carotenoids from the aerobic photosynthetic bacterium, Erythrobacter longus: β-Carotene and its hydroxyl derivatives".
Ref.756: Edi Setiyono, Heriyanto, Delianis Pringgenies, Yuzo Shioi, Yu Kanesaki, Koichiro Awai 4 and Tatas Hardo Panintingjati Brotosudarmo, Mar. Drugs 2019, 17, 349, “Sulfur-Containing Carotenoids from A Marine Coral Symbiont Erythrobacter flavus Strain KJ5”, doi:10.3390/md17060349.
Ref.707: Suzanne Roy et al., Phytoplankton Pigments Characterization, Chemotaxonomy and Applications in Oceanography, October 2011, Cambridge University Press, pp 665-674, "Part VII - Data sheets aiding identification of phytoplankton carotenoids and chlorophylls", available at http://www.cambridge.org/gb/files/2013/6697/5826/Data_sheets_part_3_Xanthophylls.pdf, ISBN: 9781107000667.
Ref.732: S. Takaichia and M. Mochimaru, Cell. Mol. Life Sci. 64 (2007) 2607 – 2619, "Carotenoids and carotenogenesis in cyanobacteria: unique ketocarotenoids and carotenoid glycosides", DOI 10.1007/s00018-007-7190-z.
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CAS |
29267-88-7
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Links to other DB |
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