Carotenoids obi
All carotenoids     All organisms     All pathways     All reactions     Feedback
Carotenoids DB          Carotenoids DB: CA01243   
[   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
CA01243                                                            
Classification
Carotenoid Name
Astaxanthin-5,6-peroxide;
Astaxanthin endoperoxide
IUPAC name 5,6-Peroxy-3,3'-dihydroxy-beta,beta-carotene-4,4'-dione
Formula
C40H52O6
Molecular Weight 
612.816 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Astaxanthin endoperoxides were identified as major reaction products of astaxanthin with singlet oxygen. (Ref.779)
    • Number of
    conjugated double bonds 
    10 including one ketone (10 in total)
    Number of
    conjugated multiple bonds 
    10 including one ketone (10 in total)
    Isomers 
  • Constitutional isomer: CA01244, CA00516
    • InChI
    InChI=1S/C40H52O6/c1-27(17-13-19-29(3)21-22-32-31(5)35(43)33(41)25-37(32,6)7)15-11-12-16-28(2)18-14-20-30(4)23-24-40-38(8,9)26-34(42)36(44)39(40,10)45-46-40/h11-24,33-34,41-42H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,27-15+,28-16+,29-19+,30-20+
    InChIKey
    DOZDVQNNRILKMC-YICHLYRRSA-N
    Canonical SMILES
    C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C12OOC2(C)C(=O)C(CC1(C)C)O)/C)/C)/C=C/C=C(/C=C/C1=C(C)C(=O)C(CC1(C)C)O)\C
    XLogP
    8.671
    Hydrogen Bond donors
    (Lipinski's definition)
    2
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    6
    LipinskiFailures
    1
    Complexity of molecule
    0.327
    Number of heavy atoms
    46
    TPSA
    (Topological Polar Surface Area) 
    93.060 Å2
    Reaction
  • Product: CR00473
    • Pathway
    Major carotenoid information
    Major reaction products of astaxanthin with singlet oxygen. (Ref.779)
    Minor carotenoid information

    Source organisms
    Auto oxidation products of astaxanthin with hydroxy radicals, superoxide anion radicals, and singlet oxygen. (Ref.779) - Auto oxidation products of astaxanthin with hydroxy radicals, superoxide anion radicals, and singlet oxygen. (Unclassified non-living matter - Unclassified non-living matter)
    References
  • Ref.779: Takashi Maoka, Journal of Natural Medicines ISSN 1340-3443 Volume 74 Number 1 J Nat Med (2020) 74:1-16, “Carotenoids as natural functional pigments”, DOI 10.1007/s11418-019-01364-x.
    • CAS

    Links to other DB

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