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Entry
CA00937                                                            
Classification
Carotenoid Name
Decaprenoxanthin
IUPAC name (2R,6R,2'R,6'R)-2,2'-Bis-(4-hydroxy-3-methylbut-2-enyl)-epsilon,epsilon-carotene
Formula
C51H74O2
Molecular Weight 
719.102 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9
Number of
conjugated multiple bonds 
9
Isomers 
InChI

InChIKey

Canonical SMILES

XLogP
15.672
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
2
LipinskiFailures
2
Complexity of molecule
0.236
Number of heavy atoms
53
TPSA
(Topological Polar Surface Area) 
40.460 Å2
Reaction
Pathway
  • Pathway: CB000100
    • Major carotenoid information
    Major carotenoid in Micrococcus sp. PAH83 (Ref.739).
    Minor carotenoid information

    Source organisms
    Corynebacterium glutamicum (Ref.190, Ref.135, Ref.242) - Actinobacteria: amino acid producing bacteria (Actinobacteria - Corynebacteriaceae)
    Aureobacterium sp. FERM P-18698 (Ref.136) - Actinobacteria (Actinobacteria - Microbacteriaceae)
    References
  • Ref.190: Heider, Sabine A. E.; Peters-Wendisch, Petra; Netzer, Roman; Stafnes, Marit; Brautaset, Trygve; Wendisch, Volker F., Applied Microbiology and Biotechnology (2014), 98(3), 1223-1235., "Production and glucosylation of C50 and C40 carotenoids by metabolically engineered Corynebacterium glutamicum".
  • Ref.135: Heider, Sabine A. E.; Peters-Wendisch, Petra; Wendisch, Volker F., BMC Microbiology (2012), 12, 198., "Carotenoid biosynthesis and overproduction in Corynebacterium glutamicum".
  • Ref.242: Krubasik, Philipp; Takaichi, Shinichi; Maoka, Takashi; Kobayashi, Miki; Masamoto, Kazumori; Sandmann, Gerhard, Archives of Microbiology (2001), 176(3), 217-223., "Detailed biosynthetic pathway to decaprenoxanthin diglucoside in Corynebacterium glutamicum and identification of novel intermediates".
  • Ref.136: Fukuoka, Satoshi; Ajiki, Yusuke; Ohga, Takahiko; Kawanami, Yasuhiro; Izumori, Ken, Bioscience, Biotechnology, and Biochemistry (2004), 68(12), 2646-2648. "Production of dihydroxy C50-​carotenoid by Aureobacterium sp. FERM P-​18698".
  • Ref.739: Abdelnasser Salah Shebl Ibrahim, Biotechnology 7 (3): 469-474, 2008, "Production of Carotenoids by a Newly Isolated Marine Micrococcus sp.", ISSN 1682-296X.
    • CAS
    28368-06-1
    Links to other DB
    KNApSAcK: C00023091
    ProCarDB: C1282

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