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Entry
CA00815                                                            

Classification
Carotenoid Name
Galloxanthin
IUPAC name (3R)-10'-Apo-beta-carotene-3,10'-diol
Formula
C27H38O2
Molecular Weight 
394.574 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
8
Number of
conjugated multiple bonds 
8
Isomers 
  • Constitutional isomer: CA00816
  • InChI
    InChI=1S/C27H38O2/c1-21(11-7-8-12-22(2)15-10-18-28)13-9-14-23(3)16-17-26-24(4)19-25(29)20-27(26,5)6/h7-17,25,28-29H,18-20H2,1-6H3/b8-7+,13-9+,15-10+,17-16+,21-11+,22-12+,23-14+/t25-/m1/s1
    InChIKey
    NHPUPPMAMNMMMG-ZCPYHVQDSA-N
    Canonical SMILES
    OC/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C1=C(C)C[C@H](CC1(C)C)O)\C)\C)/C
    XLogP
    6.547
    Hydrogen Bond donors
    (Lipinski's definition)
    2
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    2
    LipinskiFailures
    1
    Complexity of molecule
    0.090
    Number of heavy atoms
    29
    TPSA
    (Topological Polar Surface Area) 
    40.460 Å2
    Source organisms
    Plecoglossus altivelis (Ref.234) - Bony fish: sweetfish
    Coturnix japonica (Ref.233) - Bird: Japanese quail
    Rosa foetida (Ref.235) - Land plant: Rosaceae: rose petal
    References
  • Ref.234 : Yamashita, Eiji; Maruyama, Yutaka; Katsuyama, Masaaki; Tsushima, Miyuki; Arai, Shigeru; Matsuno, Takao, Fisheries Science (1998), 64(5), 826-830., "The presence and origin of an apocarotenoid, Galloxanthin in ayu Plecoglossus altivelis".
  • Ref.233 : Bhosale, Prakash; Serban, Bogdan; Zhao, Da You; Bernstein, Paul S., Bhosale, Prakash; Serban, Bogdan; Zhao, Da You; Bernstein, Paul S., "Identification and Metabolic Transformations of Carotenoids in Ocular Tissues of the Japanese Quail Coturnix japonica".
  • Ref.235 : Maerki-Fischer, Edith; Eugster, Conrad Hans, Helvetica Chimica Acta (1987), 70(8), 1988-93., "Isolierung von 10'-Apo-β-carotin-10'-ol und (3R)-10'-Apo-β-carotin-3,10'-diol (Galloxanthin) aus Rosenblüten. 5. Mitteilung über Rosenfarbstoffe".
  • CAS
    113724-67-7
    Links to other DB

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