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Entry
CA00230                                                            

Classification
Carotenoid Name
Myxol 2'-rhamnoside;
Myxoxanthophyll
IUPAC name (3R,2'S)-2'-(alpha-L-Rhamnosyloxy)-3',4'-didehydro-1',2'-dihydro-beta,psi-carotene-3,1'-diol
Formula
C46H66O7
Molecular Weight 
730.988 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Photoprotective pigment - possible outer membrane-bound UV-B photoprotector (Ref.497).
  • Number of
    conjugated double bonds 
    12
    Number of
    conjugated multiple bonds 
    12
    Isomers 
  • Constitutional isomer: CA00103, CA00946, CA00961, CA00212, CA00240, CA00211, CA00269, CA00561
  • InChI

    InChIKey

    Canonical SMILES

    XLogP
    9.973
    Hydrogen Bond donors
    (Lipinski's definition)
    5
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    7
    LipinskiFailures
    2
    Complexity of molecule
    0.303
    Number of heavy atoms
    53
    TPSA
    (Topological Polar Surface Area) 
    119.610 Å2
    Reaction
    Pathway
    Major carotenoid information

    Minor carotenoid information

    Source organisms
    Synechocystis sp. (Ref.8) - Cyanobacteria (Cyanobacteria - Merismopediaceae)
    Merismopedia punctata (Ref.1) - Cyanobacteria: colony square or rectangular (Cyanobacteria - Merismopediaceae)
    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)
    Arthrospira sp. (Ref.1) - Cyanobacteria (Cyanobacteria - Microcoleaceae)
    Microcoleus paludosus (Ref.1) - Cyanobacteria (Cyanobacteria - Microcoleaceae)
    Microcoleus vaginatus (Ref.1, Ref.5) - Cyanobacteria (Cyanobacteria - Microcoleaceae)
    Oscillantoria rubescens (Ref.1) - Cyanobacteria: other name is Planktothrix rubescens (Cyanobacteria - Microcoleaceae)
    Oscillatoria agardhii (Ref.1) - Cyanobacteria: other name is Planktothrix agardhii (Cyanobacteria - Microcoleaceae)
    Planktothrix agardhii (Ref.8) - Cyanobacteria (Cyanobacteria - Microcoleaceae)
    Microcystis aeruginosa (Ref.8) - Cyanobacteria (Cyanobacteria - Microcystaceae)
    Coccochloris elabens (Ref.1, Ref.5) - Cyanobacteria (Cyanobacteria - Aphanothecaceae)
    Aphanizomenon gracile (Ref.8) - Cyanobacteria (Cyanobacteria - Aphanizomenonaceae)
    Aphanizomenon flos-aquae (Ref.1) - Cyanobacteria (Cyanobacteria - Aphanizomenonaceae)
    Mastigocladus laminosus (Ref.1, Ref.5) - Cyanobacteria (Cyanobacteria - Hapalosiphonaceae)
    Anabaena aerulosa oscillatorioides (Ref.1) - Cyanobacteria (Cyanobacteria - Nostocaceae)
    Anabaena cylindrica (Ref.1, Ref.5) - Cyanobacteria: a nitrogen-fixing filamentous cyanobacterium (Cyanobacteria - Nostocaceae)
    Anabaena flos-aquae (Ref.1) - Cyanobacteria: filamentous cyanobacterium same as Dolichospermum flos-aquae (Cyanobacteria - Aphanizomenonaceae)
    Anabaena variabilis (Ref.1, Ref.5) - Cyanobacteria: filamentous cyanobacterium (Cyanobacteria - Nostocaceae)
    Cylindrospormum sp. (Ref.1, Ref.5) - Cyanobacteria (Cyanobacteria - Nostocaceae)
    Nostoc commune (Ref.1) - Cyanobacteria: star jelly, witch's butter, mare's eggs, fah-tsai and facai, eaten as a salad (Cyanobacteria - Nostocaceae)
    Nostoc sp. (Ref.1, Ref.5) - Cyanobacteria (Cyanobacteria - Nostocaceae)
    Oscillatoria amoena (Ref.1) - Cyanobacteria (Cyanobacteria - Oscillatoriaceae)
    Oscillatoria princeps (Ref.1) - Cyanobacteria (Cyanobacteria - Oscillatoriaceae)
    Oscillatoria tenuis (Ref.1) - Cyanobacteria: hot spring alga (Cyanobacteria - Oscillatoriaceae)
    Phormidium foveolarum (Ref.1) - Cyanobacteria (Cyanobacteria - Oscillatoriaceae)
    Phormidium lucidum (Ref.1) - Cyanobacteria (Cyanobacteria - Oscillatoriaceae)
    Tolypothrix tenuis (Ref.1) - Cyanobacteria: filaments repeated single false branched forming cyanobacteria, yellow-brown colored (Cyanobacteria - Tolypothrichaceae)
    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.5: T. W. Goodwin, J. gen. Microbiol. 17, 467-473 (1957), "The nature and distribution of Carotenoids in some Blue-Green Algae".
  • Ref.8: L. Schlueter, T. L. Lauridsen, G. Krogh, and Joergensen, Freshwater Biology, 2006, 51, 1474-1485 " Identification and quantification of phytoplankton groups in lakes using new pigment ratios – a comparison between pigment analysis by HPLC and microscopy".
  • Ref.497: Ehling-Schulz, Bilger W, Scherer S., J Bacteriol. 1997 Mar;179(6):1940-5., "UV-B-induced synthesis of photoprotective pigments and extracellular polysaccharides in the terrestrial cyanobacterium Nostoc commune.".
  • CAS
    11004-68-5
    Links to other DB
    ProCarDB: C1814

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