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Carotenoids DB          Carotenoids DB: CA00386   
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Entry
CA00386                                                            
Classification
Carotenoid Name
Thermozeaxanthin-13;
Zeaxanthin glucoside ester
IUPAC name (3R,3'R)-3'-[(6-O-11-Methyldodecanoyl-b-D-glucopyranosyl)oxy]-beta,beta-caroten-3-ol
Formula
C59H90O8
Molecular Weight 
927.31 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Membrane stabilizer in large unilamellar liposomes (LUVs) of thermophilic bacterium, Thermus thermophilus in acidic conditions (Ref.504, Ref.505).
    • Number of
    conjugated double bonds 
    11
    Number of
    conjugated multiple bonds 
    11
    Isomers 
    InChI

    InChIKey

    Canonical SMILES

    XLogP
    15.649
    Hydrogen Bond donors
    (Lipinski's definition)
    4
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    8
    LipinskiFailures
    2
    Complexity of molecule
    0.236
    Number of heavy atoms
    67
    TPSA
    (Topological Polar Surface Area) 
    125.680 Å2
    Reaction
  • Substrate: CR00280,  CR00315
  • Product: CR00188
    • Pathway
  • Pathway: CB000029
    • Major carotenoid information

    Minor carotenoid information

    Source organisms
    Thermus thermophilus (Ref.435) - Deinococcus-Thermus: Thermophilic bacterium (Deinococci - Thermaceae)
    References
  • Ref.435: Yokoyama A, Shizuri Y, Hoshino T, Sandmann G., Arch Microbiol. 1996 May 22;165(5):342-5., "Thermocryptoxanthins: novel intermediates in the carotenoid biosynthetic pathway of Thermus thermophilus".
  • Ref.504: Hara M, Yuan H, Yang Q, Hoshino T, Yokoyama A, Miyake J., PMID: 10556496, Volume 1461, Issue 1, 9 November 1999, Pages 147–154, “Stabilization of liposomal membranes by thermozeaxanthins: carotenoid-glucoside esters”.
  • Ref.505: Yuan HQ, Cong LH, Hara M, Hoshino T, Yokoyama A, Miyake J., Sheng Wu Hua Xue Yu Sheng Wu Wu Li Xue Bao (Shanghai). 2001;33(5):577-581., PMID: 12040403, "Effect of Thermozeaxanthins on Liposome Membranes in Acidic and Basic Conditions.".
    • CAS
    165525-68-8
    Links to other DB
    KEGG COMPOUND: C15983
    LipidBank: VCA1025
    ProCarDB: C0859

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