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Carotenoids DB          Carotenoids DB: CA00081   
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Entry
CA00081                                                            
Classification
Carotenoid Name
Spheroidene
IUPAC name 1-Methoxy-3,4-didehydro-1,2,7',8'-tetrahydro-psi,psi-carotene
Formula
C41H60O
Molecular Weight 
568.89 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
10
Number of
conjugated multiple bonds 
10
Isomers 
  • Cis/trans isomer: CA00082
  • Constitutional isomer: CA00133
    • InChI

    InChIKey

    Canonical SMILES

    XLogP
    13.925
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    1
    LipinskiFailures
    2
    Complexity of molecule
    0.000
    Number of heavy atoms
    42
    TPSA
    (Topological Polar Surface Area) 
    9.230 Å2
    Reaction
  • Substrate: CR00249,  CR00350
  • Product: CR00328
    • Pathway
  • Pathway: CB000022,  CB000048,  CB000049,  CB000140
    • Major carotenoid information

    Minor carotenoid information

    Source organisms
    Rubrivivax gelatinosus (Ref.354) - Betaproteobacteria: phototrophic purple nonsulfur bacteria (Betaproteobacteria - Unclassified Burkholderiales)
    Rhodobacter sphaeroides (Ref.208) - Alphaproteobacteria: phototrophic purple non-sulfur bacteria (Alphaproteobacteria - Rhodobacteraceae)
    Rhodospirillum rubrum (Ref.207, Ref.337) - Alphaproteobacteria: phototrophic purple non-sulfur bacteria (Alphaproteobacteria - Rhodospirillaceae)
    References
  • Ref.207: B. H. Davies, E. Ann Holmes, D. E. Loeber, T. P. Toube, and B. C. L. Weedon, J. Chem. Soc. C, 1969, 1266-1268, DOI: 10.1039/J39690001266, "Carotenoids and related compounds. Part XXIII. Occurrence of 7,8,11,12-tetrahydrolycopene, spheroidene, 3,4,11',12'-tetrahydrospheroidene, and 11',12'-dihydrospheroidene in Rhodospirillum rubrum".
  • Ref.337: H.C. Malhotra, G. Britton, T.W. Goodwin, Phytochemistry, Volume 9, Issue 11, November 1970, Pages 2369–2375, "The mono- and dimethoxy-carotenoids of diphenylamine-inhibited cultures of rhodospirillum rubrum".
  • Ref.354: Jirsakova, Vladimira; Reiss-Husson, Francoise; van Dijk, Bas; Owen, Gabrielle; Hoff, Arnold J., Photochemistry and Photobiology (1996), 64(2), 363-368., "Characterization of carotenoid triplet states in the light-harvesting complex B800-850 from the purple bacterium Rubrivivax gelatinosus".
  • Ref.208: M Albrecht, A Ruther, G Sandmann, J. Bacteriol. December 1997 vol. 179 no. 23 7462-7467, "Purification and biochemical characterization of a hydroxyneurosporene desaturase involved in the biosynthetic pathway of the carotenoid spheroidene in Rhodobacter sphaeroides.".
    • CAS
    13836-61-8
    Links to other DB
    KEGG COMPOUND: C15900
    LipidBank: VCA1037
    ProCarDB: C1930

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