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Entry
CA00082                                                            

Classification
Carotenoid Name
15Z-Spheroiden;
15-cis-Spheroidene
IUPAC name (15Z)-1-Methoxy-3,4-didehydro-1,2,7',8'-tetrahydro-psi,psi-carotene
Formula
C41H60O
Molecular Weight 
568.89 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
10
Number of
conjugated multiple bonds 
10
Isomers 
  • Cis/trans isomer: CA00081
  • InChI
    InChI=1S/C41H60O/c1-34(2)20-14-23-37(5)26-17-29-38(6)27-15-24-35(3)21-12-13-22-36(4)25-16-28-39(7)30-18-31-40(8)32-19-33-41(9,10)42-11/h12-13,15-16,18-22,24-28,30-32H,14,17,23,29,33H2,1-11H3/b13-12-,24-15+,25-16+,30-18+,32-19+,35-21+,36-22+,37-26+,38-27+,39-28+,40-31+
    InChIKey
    FJOCMTHZSURUFA-LPGJJEOCSA-N
    Canonical SMILES
    COC(C/C=C/C(=C/C=C/C(=C/C=C/C(=C/C=C\C=C(\C=C\C=C(\CC/C=C(/CCC=C(C)C)\C)/C)/C)/C)/C)/C)(C)C
    XLogP
    13.925
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    1
    LipinskiFailures
    2
    Complexity of molecule
    0.000
    Number of heavy atoms
    42
    TPSA
    (Topological Polar Surface Area) 
    9.230 Å2
    Source organisms
    Rhodobacter sphaeroides (Ref.209) - Alphaproteobacteria: phototrophic purple non-sulfur bacteria
    References
  • Ref.209 : Yoshinori Kakitani ,Ritsuko Fujii ,Yasushi Koyama ,Hiroyoshi Nagae, Lee Walker, Bruce Salter ,and Alexander Angerhofer, Biochemistry, 2006, 45 (7), pp 2053–2062 DOI: 10.1021/bi0511538, "Triplet-State Conformational Changes in 15-cis-Spheroidene Bound to the Reaction Center from Rhodobacter sphaeroides 2.4.1 as Revealed by Time-Resolved EPR Spectroscopy:  Strengthened Hypothetical Mechanism of Triplet-Energy Dissipation".
  • CAS
    113566-90-8
    Links to other DB

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