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Entry
CA00620                                                            
Classification
Carotenoid Name
Loroxanthin dodecenoate
IUPAC name (3R,3'R,6'R)-19-Dodec-2-enoyloxy-beta,epsilon-carotene-3,3'-diol
Formula
C52H76O4
Molecular Weight 
765.128 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
10 and 2 (12 in total)
Number of
conjugated multiple bonds 
10 and 2 (12 in total)
Isomers 
InChI

InChIKey

Canonical SMILES

XLogP
15.405
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
4
LipinskiFailures
2
Complexity of molecule
0.227
Number of heavy atoms
56
TPSA
(Topological Polar Surface Area) 
66.760 Å2
Reaction
  • Product: CR00284
    • Pathway
    Major carotenoid information

    Minor carotenoid information
    Minor in some prasinophytes. Found also in euglenophyte and a chlorarachniophyte (Ref.707).
    Source organisms
    Tetraselmis suecica  - Green alga: Chlorodendraceae (Chlorophyta - Chlorodendraceae)
    Tetraselmis tetrathele  - Green alga: Chlorodendraceae (Chlorophyta - Chlorodendraceae)
    Tetraselmis chui  - Green alga: Chlorodendraceae (Chlorophyta - Chlorodendraceae)
    Tetraselmis marina  - Green alga: Chlorodendraceae (Chlorophyta - Chlorodendraceae)
    Tetraselmis rubens  - Green alga: Chlorodendraceae (Chlorophyta - Chlorodendraceae)
    Tetraselmis subcordiformis  - Green alga: Chlorodendraceae (Chlorophyta - Chlorodendraceae)
    Pyramimonas parkeae  - Green alga: Prasinophyte (Chlorophyta - Pyramimonadales)
    References
  • Ref.48: Jose L. Carrido, Francisco Rodriguez, and Mannuel Zapata J. Phycol. 15, 366-374 (2009) "Occurrence of Loroxanthin, Loroxanthin decenoate, and Loroxanthin dodecenoate in Tetraselmis species (Prasinophyceae, Chlorophyta)".
  • Ref.49: T. Sasa, S. Takaichi, N. Hatakeyama, and M. M. Watanabe, Plant Cell Physiol. 33(7): 921-925 (1992) "A novel Carotenoid ester, Loroxanthin Dodecenoate, from Pyramimonas parkeae(Prasinophyceae) and Chlorarachniophycean Alga).".
  • 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.
    • CAS
    144852-84-6
    Links to other DB
    LipidBank: VCA1075

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