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Entry
CA00169                                                            
Classification
Carotenoid Name
Phillipsiaxanthin
IUPAC name 1,1'-Dihydroxy-3,4,3',4'-tetradehydro-1,2,1',2'-tetrahydro-psi,psi-carotene-2,2'-dione
Formula
C40H52O4
Molecular Weight 
596.816 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Deep purple color (Ref.585).
    • Number of
    conjugated double bonds 
    15 including two ketones (15 in total)
    Number of
    conjugated multiple bonds 
    15 including two ketones (15 in total)
    Isomers 
    InChI

    InChIKey

    Canonical SMILES

    XLogP
    9.564
    Hydrogen Bond donors
    (Lipinski's definition)
    2
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    4
    LipinskiFailures
    2
    Complexity of molecule
    0.000
    Number of heavy atoms
    44
    TPSA
    (Topological Polar Surface Area) 
    74.600 Å2
    Reaction
    Pathway
    Major carotenoid information

    Minor carotenoid information

    Source organisms
    Rubrivivax gelatinosus (Ref.108) - Betaproteobacteria: phototrophic purple nonsulfur bacteria (Betaproteobacteria - Unclassified Burkholderiales)
    Phillipsia carminea (Ref.110) - Fungi: mushroom (Ascomycota - Pezizales)
    Leccinum griseum (Ref.109) - Fungi: mushroom (Basidiomycota - Boletaceae)
    Leccinum testaceo-scabrum (Ref.109) - Fungi: mushroom (Basidiomycota - Boletaceae)
    Leccinum scabrum (Ref.109) - Fungi: mushroom (Basidiomycota - Boletaceae)
    References
  • Ref.108: Pinta, Violaine; Ouchane, Soufian; Picaud, Martine; Takaichi, Shinichi; Astier, Chantal; Reiss-Husson, Francoise, Archives of Microbiology (2003), 179(5), 354-362., "Characterization of unusual hydroxy- and ketocarotenoids in Rubrivivax gelatinosus: involvement of enzyme CrtF or CrtA".
  • Ref.109: Czeczuga, B., Qualitas Plantarum - Plant Foods for Human Nutrition (1978), 28(3), 197-201., "Investigations on carotenoids in fungi. V. Representatives of the Leccinum genus".
  • Ref.110: Arpin, Noel; Liaaen Jensen, Synnoeve, Bulletin de la Societe de Chimie Biologique (1967), 49(5), 527-361., "Chemotaxonomic studies on fungi. Fungal carotenoids. IV. Phillipsia carminea carotenoids. Isolation and identification of a new, naturally occurring xanthophyll".
  • Ref.585: Pyung Cheon Lee, Abu Zafar Ruhul Momen, Benjamin N. Mijts, and Claudia Schmidt-Dannert, Chemistry & Biology, Vol. 10, 453–462, May, 2003, 2003 Elsevier Science Ltd. All rights reserved. DOI 10.1016/S1074-5521(03)00103-0, "Biosynthesis of Structurally Novel Carotenoids in Escherichia coli".
    • CAS
    18416-92-7
    Links to other DB
    KNApSAcK: C00023063

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