Carotenoids obi
All carotenoids     All organisms   Feedback
Carotenoids DB          Carotenoids DB: CA00822   
[   About  |   Help  |   Search carotenoid entry  |   Search organism entry  |   Search similar carotenoids  |   Predict biological activities of this carotenoid  |   Search possible pathways   ]
Entry
CA00822                                                            

Classification
Carotenoid Name
Sinensiachrome
IUPAC name (3S,5R,8RS)-5,8-Epoxy-5,8-dihydro-10'-apo-beta-carotene-3,10'-diol
Formula
C27H38O3
Molecular Weight 
410.574 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
7
Number of
conjugated multiple bonds 
7
Isomers 
  • Constitutional isomer: CA00823, CA00821
  • InChI
    InChI=1S/C27H38O3/c1-20(11-7-8-12-21(2)14-10-16-28)13-9-15-22(3)24-17-25-26(4,5)18-23(29)19-27(25,6)30-24/h7-15,17,23,25,28-29H,16,18-19H2,1-6H3/b8-7+,13-9+,14-10+,20-11+,21-12+,22-15+/t23-,25?,27+/m0/s1
    InChIKey
    BNPIIBPBTJTVJW-VKXYCTBISA-N
    Canonical SMILES
    OC/C=C/C(=C/C=C/C=C(/C=C/C=C(/C1=CC2[C@@](O1)(C)C[C@H](CC2(C)C)O)\C)\C)/C
    XLogP
    6.204
    Hydrogen Bond donors
    (Lipinski's definition)
    2
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    3
    LipinskiFailures
    1
    Complexity of molecule
    0.132
    Number of heavy atoms
    30
    TPSA
    (Topological Polar Surface Area) 
    49.690 Å2
    Source organisms
    Spanish Navelinas (Ref.228) - Land plant: orange
    Persea americana (Ref.202)  - Land plant: avocado
    References
  • Ref.228 : Maerki-Fischer, Edith; Eugster, Conrad Hans, Helvetica Chimica Acta (1990), 73(2), 468-75., "Structure of the valenciaxanthins and valenciachromes".
  • Ref.202 : Gross, Jeana; Gabai, Michaela; Lifshitz, Abraham; Sklarz, Benjamin, Phytochemistry (Elsevier) (1974), 13(9), 1917-21., "Structures of some carotenoids from pulp of Persea americana".
  • CAS
    53905-15-0
    Links to other DB

       Search other references with Google Scholar