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Entry
CA00213                                                            

Classification
Carotenoid Name
Aphanizophyll;
4-Hydroxymyxol;
4-OH-myxol
IUPAC name 2'-(L-Rhamnosyloxy)-3',4'-didehydro-1',2'-dihydro-beta,psi-carotene-3,4,1'-triol
Formula
C46H66O8
Molecular Weight 
746.988 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
12
Number of
conjugated multiple bonds 
12
Isomers 
  • Constitutional isomer: CA00241, CA00962, CA01099, CA00958
  • InChI
    InChI=1S/C46H66O8/c1-30(17-12-13-18-31(2)20-15-23-33(4)25-27-37-35(6)40(48)38(47)29-45(37,8)9)19-14-21-32(3)22-16-24-34(5)26-28-39(46(10,11)52)54-44-43(51)42(50)41(49)36(7)53-44/h12-28,36,38-44,47-52H,29H2,1-11H3/b13-12+,19-14+,20-15+,22-16+,27-25+,28-26+,30-17+,31-18+,32-21+,33-23+,34-24+/t36-,38?,39?,40?,41-,42+,43+,44+/m0/s1
    InChIKey
    HLVUXUXYJGWECZ-QGBWSVDESA-N
    Canonical SMILES
    C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)C(O)C(CC1(C)C)O)/C)/C)/C=C/C=C(/C=C/C=C(/C=C/C(C(O)(C)C)O[C@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)\C)\C
    XLogP
    9.216
    Hydrogen Bond donors
    (Lipinski's definition)
    6
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    8
    LipinskiFailures
    3
    Complexity of molecule
    0.300
    Number of heavy atoms
    54
    TPSA
    (Topological Polar Surface Area) 
    139.840 Å2
    Source organisms
    Oscillatoria tenuis (Ref.1) - Cyanobacteria: hot spring alga
    Anabaena aerulosa oscillatorioides (Ref.1) - Cyanobacteria
    Microcystis aeruginosa (Ref.1) - Cyanobacteria
    Aphanizomenon gracile (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
    35930-16-6
    Links to other DB
    KNApSAcK: C00022931
    LipidBank: VCA1108

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