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Entry
CA01245                                                            
Classification
Carotenoid Name
Nitro-Astaxanthin;
(15Z)-15-Nitor-Astaxanthin
IUPAC name (15Z)-15-Nitro-3,3'-dihydroxy-beta,beta-carotene-4,4'-dione
Formula
C40H51NO6
Molecular Weight 
641.809 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Astaxanthin is able to capture peroxynitrite and nitrogen dioxide radicals from their molecules to form nitro-astaxanthin and protects against the nitration of tyrosine. (Ref.779)
    • Number of
    conjugated double bonds 
    13 including one nitro-bond (13 in total)
    Number of
    conjugated multiple bonds 
    13 including one nitro-bond (13 in total)
    Isomers 
    InChI
    InChI=1S/C40H51NO6/c1-26(13-11-14-27(2)18-21-33-30(5)37(44)35(42)24-39(33,7)8)17-20-32(41(46)47)23-29(4)16-12-15-28(3)19-22-34-31(6)38(45)36(43)25-40(34,9)10/h11-23,35-36,42-43H,24-25H2,1-10H3/b13-11+,16-12+,21-18+,22-19+,26-17+,27-14+,28-15+,29-23+,32-20+
    InChIKey
    YDVSAYDEYSDXDI-FVEAXDNBSA-N
    Canonical SMILES
    C/C(=C\C=C(\[N+](=O)[O-])/C=C(/C=C/C=C(/C=C/C1=C(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
    8.858
    Hydrogen Bond donors
    (Lipinski's definition)
    2
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    7
    LipinskiFailures
    2
    Complexity of molecule
    0.306
    Number of heavy atoms
    47
    TPSA
    (Topological Polar Surface Area) 
    117.740 Å2
    Reaction
  • Product: CR00475
    • Pathway
    Major carotenoid information

    Minor carotenoid information

    Source organisms
    Auto oxidation products of astaxanthin and reaction products of astaxanthin with peroxynitrite. (Ref.779) - Auto oxidation products of astaxanthin and reaction products of astaxanthin with peroxynitrite. (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

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