Carotenoids obi
All carotenoids     All organisms     All pathways     All reactions     Feedback
Carotenoids DB          Carotenoids DB: CA00073   
[   About  |   Help  |   Search carotenoid entry  |   Search organism entry  |   Search similar carotenoids  |   Predict biological activities of this carotenoid  |   Search possible biosynthetic routes of this carotenoid   ]
Entry
CA00073                                                            
Classification
Carotenoid Name
Rhodopin;
1-Hydroxylycopene;
1-Hydroxy-1,2-dihydrolycopene;
1-Hydroxy-lycopene
IUPAC name 1,2-Dihydro-psi,psi-caroten-1-ol
Formula
C40H58O
Molecular Weight 
554.864 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
11
Number of
conjugated multiple bonds 
11
Isomers 
  • Constitutional isomer: CA00074, CA00202, CA00201
    • InChI

    InChIKey

    Canonical SMILES

    XLogP
    13.478
    Hydrogen Bond donors
    (Lipinski's definition)
    1
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    1
    LipinskiFailures
    2
    Complexity of molecule
    0.000
    Number of heavy atoms
    41
    TPSA
    (Topological Polar Surface Area) 
    20.230 Å2
    Reaction
  • Substrate: CR00018,  CR00120,  CR00330,  CR00332,  CR00346,  CR00353
  • Product: CR00229,  CR00456
    • Pathway
  • Pathway: CB000014,  CB000015,  CB000016,  CB000017,  CB000018,  CB000019,  CB000020,  CB000021,  CB000044,  CB000047,  CB000141,  CB000142,  CB000152,  CB000153
    • Major carotenoid information
    Major carotenoid in phototrophic purple nonsulfur bacteria Rhodospirillum species (Rhodospirillum molischianum and Rhodospirillum photometricum) (Ref.716).
    Minor carotenoid information

    Source organisms
    Thiodictyon strain 3011 (Ref.351) - purple sulfur bacteria (Gammaproteobacteria - Chromatiaceae)
    Rhodopseudomonas palustris (Ref.336, Ref.344) - Alphaproteobacteria: phototrophic purple non-sulfur bacteria (Alphaproteobacteria - Bradyrhizobiaceae)
    Rhodobacter sphaeroides (Ref.208) - Alphaproteobacteria: phototrophic purple non-sulfur bacteria (Alphaproteobacteria - Rhodobacteraceae)
    Rhodobacter capsulatus (Ref.353) - Alphaproteobacteria: photosynthetic purple nonsulfur bacterium (Alphaproteobacteria - Rhodobacteraceae)
    Phaeospirillum sp. (Ref.327) - Alphaproteobacteria: spiral-shaped phototrophic purple non-sulfur bacteria (Alphaproteobacteria - Rhodospirillaceae)
    Roseospira sp. (Ref.327) - Alphaproteobacteria: phototrophic purple non-sulfur bacteria (Alphaproteobacteria - Rhodospirillaceae)
    References
  • Ref.336: Zhang, Tong; Zhu, Rui-yan; Hui, Bo-di; Yang, Bo-yuan, Shipin Kexue (Beijing, China) (2013), 34(21), 283-291., "Lycopene biosynthesis in Rhodopseudomonas palustris".
  • Ref.344: Zhao, Chun-gui; Fu, Qiao-ming; Zhuo, Min-quan; Yang, Su-ping, Weishengwuxue Tongbao (2014), 41(7), 1448-1455., "The relative polarity and stability of each carotenoid of spirilloxanthin biosynthesis pathway by thin-layer chromatography (TLC)".
  • 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.".
  • Ref.353: Maoka, Takashi; Matsumura, Akihiko; Ito, Yoshihiro; Okuda, Yoko; Mochida, Koichi, Jpn. Kokai Tokkyo Koho (1996), JP 08239658 A 19960917., "Antioxidants of Rhodobacter".
  • Ref.327: Takaichi, Shinichi; Maoka, Takashi; Sasikala, Ch.; Ramana, Ch. V.; Shimada, Keizo, Current Microbiology (2011), 63(1), 75-80., "Genus specific unusual carotenoids in purple bacteria, Phaeospirillum and Roseospira: Structures and biosyntheses".
  • Ref.351: Francis, G. W.; Liaaen Jensen, Synnoeve, Acta Chemica Scandinavica (1947-1973) (1970), 24(8), 2705-12., "Bacterial carotenoids. XXXIII. Carotenoids of thiorhodaceae. 9. Structures of the carotenoids of the rhodopinal series".
  • Ref.716: K. Matsuura, K. Shimada, Biochimica et Biophysica Acta (BBA) - Bioenergetics, Volume 1140, Issue 3, 8 January 1993, Pages 293-296, "Electrochromic spectral band shift of carotenoids in the photosynthetic membranes of Rhodospirillum molischianum and Rhodospirillum photometricum", https://doi.org/10.1016/0005-2728(93)90068-Q.
    • CAS
    105-92-0
    Links to other DB
    KEGG COMPOUND: C19795
    KNApSAcK: C00022854
    LipidBank: VCA1032
    MassBank: CA000159
    ProCarDB: C1904

       Searching other references with Google Scholar or searching the colour of this carotenoid by Google image search