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Entry
CA00667                                                            
Classification
Carotenoid Name
Siphonein
IUPAC name (3R,3'R,6'R)-19-Dodecanoyloxy-3,3'-dihydroxy-7,8,-dihydro-beta,epsilon-caroten-8-one
Formula
C52H78O5
Molecular Weight 
783.144 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9 including one ketone (9 in total)
Number of
conjugated multiple bonds 
9 including one ketone (9 in total)
Isomers 
InChI

InChIKey

Canonical SMILES

XLogP
14.288
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
5
LipinskiFailures
2
Complexity of molecule
0.222
Number of heavy atoms
57
TPSA
(Topological Polar Surface Area) 
83.830 Å2
Reaction
Pathway
Major carotenoid information

Minor carotenoid information

Source organisms
Codium fragile  - Green alga: Ulvophyceae (Chlorophyta - Codiaceae)
Pyramimonas amylifera (Ref.46) - Green alga: Prasinophyte same as Polyblepharides amylifera (Chlorophyta - Pyramimonadales)
Euglena viridis (Ref.44) - Alga: Euglena (Euglenida - Euglenaceae)
Eutreptiella gymnastica (Ref.45) - Alga: Euglena (Euglenida - Eutreptiales)
References
  • Ref.44: A. Fiksdahl, S. Liaaen-Jensen, Phytochemistry, Vol.27, No.5, pp. 1447 - 1450, 1988 "Diacetylenic carotenoids from Euglena viridis".
  • Ref.45: A. Fiksdahl, T. Bjoernland, and S. Liaaen-Jensen, Phytochemistry, Vol. 23, No.3, pp. 649-655, 1984, "Algal carotenoids with novel end groups".
  • Ref.46: E. S. Egeland, R. R. L. Guillard, and S. Liaaen-Jensen, Phytochemistry, Vol. 44, No. 6, pp.1087-1097, 1997, "Additional carotenoid prototype representatices and general chemosystematic evaluation of carotenoids in prasinophyceae (chlorophyta)".
    • CAS
    39704-43-3
    Links to other DB

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