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Entry
CA00127                                                            

Classification
Carotenoid Name
Oscillaxanthin
IUPAC name (2R,2'R)-2,2'-Di-(L-chinovosyloxy)-3,4,3',4'-tetradehydro-1,2,1',2'-tetrahydro-psi,psi-carotene-1,1'-diol
Formula
C52H76O12
Molecular Weight 
893.128 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
13
Number of
conjugated multiple bonds 
13
Isomers 
  • Constitutional isomer: CA00945, CA00964, CA00384
  • InChI
    InChI=1S/C52H76O12/c1-33(21-15-23-35(3)25-17-27-37(5)29-31-41(51(9,10)59)63-49-47(57)45(55)43(53)39(7)61-49)19-13-14-20-34(2)22-16-24-36(4)26-18-28-38(6)30-32-42(52(11,12)60)64-50-48(58)46(56)44(54)40(8)62-50/h13-32,39-50,53-60H,1-12H3/b14-13+,21-15+,22-16+,25-17+,26-18+,31-29+,32-30+,33-19+,34-20+,35-23+,36-24+,37-27+,38-28+/t39?,40?,41-,42-,43?,44?,45?,46?,47?,48?,49?,50?/m1/s1
    InChIKey
    ZYYNEJWFGGVJQZ-LLGWSYJLSA-N
    Canonical SMILES
    C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C=C(\C=C\[C@H](C(O)(C)C)OC1OC(C)C(C(C1O)O)O)/C)/C)/C)/C=C/C=C(/C=C/C=C(/C=C/[C@H](C(O)(C)C)OC1OC(C)C(C(C1O)O)O)\C)\C
    XLogP
    9.382
    Hydrogen Bond donors
    (Lipinski's definition)
    8
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    12
    LipinskiFailures
    4
    Complexity of molecule
    0.300
    Number of heavy atoms
    64
    TPSA
    (Topological Polar Surface Area) 
    198.760 Å2
    Source organisms
    Oscillantoria rubescens (Ref.1) - Cyanobacteria: other name is Planktothrix rubescens
    Oscillatoria agardhii (Ref.1) - Cyanobacteria: other name is Planktothrix agardhii
    Oscillatoria amoena (Ref.1) - Cyanobacteria
    Oscillatoria princeps (Ref.1) - Cyanobacteria
    Arthrospira sp. (Ref.1) - Cyanobacteria
    Microcystis aeruginosa (Ref.1) - Cyanobacteria
    Planktothrix agardhii (Ref.8) - Cyanobacteria
    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.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".
  • CAS
    25217-88-3
    Links to other DB
    LipidBank: VCA1106
    MassBank: CA000090
    ProCarDB: C1724

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