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Entry
CA00947                                                            

Classification
Carotenoid Name
Lutein 3-acetate;
(3R,3'R,6'R)-Lutein 3-acetate
IUPAC name (3R,3'R,6'R)-3-Ethanoyloxy-beta,epsilon-Carotene-3,3'-diol
Formula
C42H58O3
Molecular Weight 
610.884 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
10
Number of
conjugated multiple bonds 
10
Isomers 
  • Constitutional isomer: CA00174
  • InChI
    InChI=1S/C42H58O3/c1-30(18-14-20-32(3)22-24-39-34(5)26-37(44)28-41(39,8)9)16-12-13-17-31(2)19-15-21-33(4)23-25-40-35(6)27-38(45-36(7)43)29-42(40,10)11/h12-26,37-39,44H,27-29H2,1-11H3/b13-12+,18-14+,19-15+,24-22+,25-23+,30-16+,31-17+,32-20+,33-21+/t37-,38+,39-/m0/s1
    InChIKey
    DPRVOPNEXZNBGX-UNJNJUTFSA-N
    Canonical SMILES
    CC(=O)O[C@@H]1CC(=C(C(C1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/[C@H]1C(=C[C@@H](CC1(C)C)O)C)\C)\C)/C)/C)C
    XLogP
    12.023
    Hydrogen Bond donors
    (Lipinski's definition)
    1
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    3
    LipinskiFailures
    2
    Complexity of molecule
    0.291
    Number of heavy atoms
    45
    TPSA
    (Topological Polar Surface Area) 
    46.530 Å2
    Source organisms
    Oryza sativa (Ref.195) - Land plant: rice
    Pleioblastus chino (Ref.195) - Land plant: typical chino bamboo
    Panicum maximum (Ref.195) - Land plant: millet
    References
  • Ref.195 : Makoto Kusaba, Takashi Maoka, Ryouhei Morita and Shinichi Takaichi, Plant Cell Physiol. 2009 Aug;50(8):1573-7. doi: 10.1093/pcp/pcp096. Epub 2009 Jun 27., "A novel carotenoid derivative, lutein 3-acetate, accumulates in senescent leaves of rice.".
  • CAS
    264254-19-5
    Links to other DB

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