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Entry
CA00466                                                            

Classification
Carotenoid Name
Rhodoxanthin
IUPAC name 4',5'-Didehydro-4,5'-retro-epsilon,epsilon-carotene-3,3'-dione
Formula
C40H50O2
Molecular Weight 
562.8 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Coloring material for food, beverages, pharmaceuticals and cosmetics (Ref.468).
  • Number of
    conjugated double bonds 
    14 including two ketones (14 in total)
    Number of
    conjugated multiple bonds 
    14 including two ketones (14 in total)
    Isomers 
  • Constitutional isomer: CA00465, CA00464, CA00726
  • InChI

    InChIKey

    Canonical SMILES

    XLogP
    10.766
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    2
    LipinskiFailures
    1
    Complexity of molecule
    0.326
    Number of heavy atoms
    42
    TPSA
    (Topological Polar Surface Area) 
    34.140 Å2
    Reaction
    Pathway
  • Pathway: CB000107
  • Major carotenoid information

    Minor carotenoid information

    Source organisms
    Epicoccum nigrum  - Fungi: fungus, a plant pathogen (Ascomycota - Incertae sedis)
    Protousnea sp. (Ref.388) - Fungi: lichen (Ascomycota - Lecanorineae)
    Cladonia sp. (Ref.609) - Fungi: lichen, ascomycetes (Ascomycota - Cladoniaceae)
    Ilicura militaris (Ref.652) - Bird: pin-tailed manakin (Chordata - Pipridae)
    References
  • Ref.388: B. Czeczuga, E. Czeczuga-Semeniuk, S. Calvelo, and S. Liberatore, Journal of Botanical Taxonomy and Geobotany, Volume 116, Issue 3-4, pages 195–200, August 2005, "Carotenoids in representatives of the Protousnea (Parmeliaceae), endemic genus from South America".
  • Ref.609: Prof. Dr. B. Czeczuga and Doz. Dr. R. Doll, Journal of Botanical Taxonomy and Geobatany, Volume 102, Issue 5-6, pages 431–436, 1991, DOI: 10.1002/fedr.19911020518, "The carotenoid content of lichens of the Cladonia genus from Mecklenburg".
  • Ref.652: Jocelyn Hudon, Marina Anciães, Vittorio Bertacche, and Riccardo Stradi, Comparative Biochemistry and Physiology Part B: Biochemistry and Molecular Biology Volume 147, Issue 3, July 2007, Pages 402-411, "Plumage carotenoids of the Pin-tailed Manakin (Ilicura militaris): Evidence for the endogenous production of rhodoxanthin from a colour variant", https://doi.org/10.1016/j.cbpb.2007.02.004.
  • Ref.468: Gerard P. Moss, Herbert Baxter, J.B. Harborne, Gerald P. Moss, CRC Press; 1 edition (February 15, 1993), ISBN-10: 0850667364, ISBN-13: 978-0850667363, "Phytochemical Dictionary: A Handbook of Bioactive Compounds from Plants".
  • CAS
    116-30-3
    Links to other DB
    KNApSAcK: C00003784
    LipidBank: VCA0022
    ProCarDB: C1441

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