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Carotenoids DB          Carotenoids DB: CA00266   
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Entry
CA00266                                                            
Classification
Carotenoid Name
4-Ketomyxol;
2'-Hydroxyflexixanthin
IUPAC name (3S,2'S)-3,1',2'-Trihydroxy-3',4'-didehydro-1',2'-dihydro-beta,psi-caroten-4-one
Formula
C40H54O4
Molecular Weight 
598.832 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
13 including one ketone (13 in total)
Number of
conjugated multiple bonds 
13 including one ketone (13 in total)
Isomers 
InChI

InChIKey

Canonical SMILES

XLogP
9.944
Hydrogen Bond donors
(Lipinski's definition)
3
Hydrogen Bond Acceptors
(Lipinski's definition)
4
LipinskiFailures
2
Complexity of molecule
0.061
Number of heavy atoms
44
TPSA
(Topological Polar Surface Area) 
77.760 Å2
Reaction
  • Substrate: CR00267,  CR00268
  • Product: CR00248
    • Pathway
  • Pathway: CB000026,  CB000027
    • Major carotenoid information

    Minor carotenoid information

    Source organisms
    Flexibacter sp. (Ref.246) - Bacteroidetes (Bacteroidetes - Cytophagaceae)
    Flexibacter strain NIVA (Ref.244) - Bacteroidetes (Bacteroidetes - Cytophagaceae)
    Anabaena variabilis ATCC 29413 (Ref.527) - Cyanobacteria (Cyanobacteria - Nostocaceae)
    References
  • Ref.527: Shinichi Takaichi, Mari Mochimaru, and Takashi Maoka, Plant Cell Physiol. 47(2): 211–216 (2006), doi:10.1093/pcp/pci236, "Presence of Free Myxol and 4-Hydroxymyxol and Absence of Myxol Glycosides in Anabaena variabilis ATCC 29413, and Proposal of a Biosynthetic Pathway of Carotenoids".
  • Ref.244: Andrewes, Arthur G.; Foss, Per; Borch, Gunner; Liaaen-Jensen, Synnoeve, Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry (1984), B38(4), 337-9., "Bacterial carotenoids. 50. On the structures of (3S)-flexixanthin and (3S,2'S)-2'-hydroxyflexixanthin".
  • Ref.246: Coman, Ruth E.; Weedon, Basil C. L., Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1975), (23), 2529-32., "Carotenoids and related compounds. XXXIII. Synthesis of dehydroflexixanthin and deoxyflexixanthin".
    • CAS
    38715-22-9
    Links to other DB
    KNApSAcK: C00023026
    LipidBank: VCA1021

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