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Entry
CA00097                                                            

Classification
Carotenoid Name
(15Z)-Spirilloxanthin;
15-cis-Spirilloxanthin
IUPAC name (15Z)-1,1'-Dimethoxy-3,4,3',4'-tetradehydro-1,2,1',2'-tetrahydro-psi,psi-carotene
Formula
C42H60O2
Molecular Weight 
596.9 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
13
Number of
conjugated multiple bonds 
13
Isomers 
  • Cis/trans isomer: CA00096
  • InChI
    InChI=1S/C42H60O2/c1-35(23-15-25-37(3)27-17-29-39(5)31-19-33-41(7,8)43-11)21-13-14-22-36(2)24-16-26-38(4)28-18-30-40(6)32-20-34-42(9,10)44-12/h13-32H,33-34H2,1-12H3/b14-13-,23-15+,24-16+,27-17+,28-18+,31-19+,32-20+,35-21+,36-22+,37-25+,38-26+,39-29+,40-30+
    InChIKey
    VAZQBTJCYODOSV-RISZBRKMSA-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(\C=C\C=C(\C=C\CC(OC)(C)C)/C)/C)/C)/C)/C)/C)(C)C
    XLogP
    13.180
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    2
    LipinskiFailures
    2
    Complexity of molecule
    0.000
    Number of heavy atoms
    44
    TPSA
    (Topological Polar Surface Area) 
    18.460 Å2
    Source organisms
    Rhodospirillum rubrum (Ref.210) - Alphaproteobacteria: phototrophic purple bacteria
    References
  • Ref.210 : Yasushi Koyama, Ichiro Takatsuka, Mariko Kanaji, Koichi Tomimoto, Mariko Kito, Toshio Shimamura, Jinpei Yamashita, Kayoko Saiki and Kiyoshi Tsukida, Photochemistry and Photobiology Volume 51, Issue 1, pages 119–128, January 1990, "CONFIGURATIONS OF CAROTENOIDS IN THE REACTION CENTER and THE LIGHT-HARVESTING COMPLEX OF Rhodospirillum rubrum. NATURAL SELECTION OF CAROTENOID CONFIGURATIONS BY PIGMENT PROTEIN COMPLEXES".
  • CAS
    113566-88-4
    Links to other DB

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