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Entry
CA00559                                                            

Classification
Carotenoid Name
Astaxanthin monoester
IUPAC name 3,3'-Dihydroxy-beta,beta-carotene-4,4'-dione-3-ester
Formula
C44H58O5
Molecular Weight 
666.904 g/mol
Structure      Search similar carotenoids

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

InChIKey

Canonical SMILES

XLogP
10.829
Hydrogen Bond donors
(Lipinski's definition)
1
Hydrogen Bond Acceptors
(Lipinski's definition)
5
LipinskiFailures
2
Complexity of molecule
0.280
Number of heavy atoms
49
TPSA
(Topological Polar Surface Area) 
80.670 Å2
Reaction
Pathway
Major carotenoid information

Minor carotenoid information

Source organisms
Ettlia carotinosa (Ref.16) - Green alga: Chlamydomonadales (Chlorophyta - Chlamydomonadales)
Protosiphon botryoides (Ref.16, Ref.17) - Green alga: Chlamydomonadales (Chlorophyta - Chlamydomonadales)
Chlorella zofingiensis (Ref.16) - Green alga: Scenedesmaceae (Chlorophyta - Chromochloridaceae)
Neochloris wimmeri  - Green alga: Scenedesmaceae (Chlorophyta - Neochloridaceae)
Scotiellopsis oocystiformis (Ref.16) - Green alga: Scenedesmaceae (Chlorophyta - Scenedesmaceae)
Scenedesmus vacuolatus (Ref.16) - Green alga: Scenedesmaceae (Chlorophyta - Scenedesmaceae)
Nannochloropsis oculata (Ref.27, Ref.28) - Alga: Eustigmatophyceae ((Eustigmatophyceae) - Monodopsidaceae)
Nannochloropsis salina (Ref.27, Ref.28) - Alga: Eustigmatophyceae ((Eustigmatophyceae) - Monodopsidaceae)
Tovellia sanguinea (Ref.34) - Alga: Dinoflagellate ((Alveolata) - Tovelliaceae)
References
  • Ref.16: M. Orosa, E. Torres, P. Fidalgo, J. Abalde, Journal of Applied Phycology, October 2000, Volume 12, Issue 3-5, pp 553-556 "Production and analysis of secondary carotenoids in green algae".
  • Ref.17: H. Kleinig and F. C. Czygan (1969), Z Naturforsch B. 1969 Jul;24(7):927-30. "Lipids of Protosiphon (Chlorophyta) Carotenoids and Carotenoid Esters of five Strains of Protosiphon botryoides Klebs" .
  • Ref.27: N. J. Antial, and J.Y. Cheng, British Phycological Journal, Volume 17, Issue 1, 1982 "The Keto carotenoids of two marine cocoid members of the eustimaphyceae" DOI:10.1080/00071618200650061 .
  • Ref.28: Luis M. Lubián, Olimpio Montero, Ignacio Moreno-Garrido, I. Emma Huertas, Cristina Sobrino, Manuel González-del Valle, Griselda Parés, Journal of Applied Phycology, October 2000, Volume 12, Issue 3-5, pp 249-255 "Nannochloropsis (Eustigmatophyceae) as source of commercially valuable pigments".
  • Ref.34: R. Frassanito G. Flaim, I. Mancini, G. Guella, Biochemical Systematics and Ecology 34 (2006) pp.843-853, "High production of unexpected carotenoids in Dinophyceae. Astaxanthin esters from freshwater dinoflagellate Tovellia sanguinea".
  • CAS
    622836-59-3
    Links to other DB
    LipidBank: VCA1132

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