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Entry
CA00364                                                            

Classification
Carotenoid Name
Monoanhydroeschscholtzxanthin
IUPAC name (3S)-2',3',4',5'-Tetradehydro-4,5'-retro-beta,beta-caroten-3-ol
Formula
C40H52O
Molecular Weight 
548.816 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
13
Number of
conjugated multiple bonds 
13
Isomers 
  • Constitutional isomer: CA00160, CA00254, CA00255, CA00320, CA00460, CA00540, CA00724, CA00729
  • InChI
    InChI=1S/C40H52O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-28,36,41H,29H2,1-10H3/b16-11+,17-12+,20-13+,21-14+,30-18+,31-19+,32-23+,33-24+,37-25-,38-26-/t36-/m1/s1
    InChIKey
    MSJNXGZSUAPJJA-PVUYRUFZSA-N
    Canonical SMILES
    C/C(=C\C=C\C(=C\C=C/1\C(=C[C@H](CC1(C)C)O)C)\C)/C=C/C=C/C(=C/C=C/C(=C/C=C\1/C(=CC=CC1(C)C)C)/C)/C
    XLogP
    13.306
    Hydrogen Bond donors
    (Lipinski's definition)
    1
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    1
    LipinskiFailures
    1
    Complexity of molecule
    0.323
    Number of heavy atoms
    41
    TPSA
    (Topological Polar Surface Area) 
    20.230 Å2
    Source organisms
    Buxus sempervirens (Ref.271) - Land plant: common box
    References
  • Ref.271 : Kazuko Ida, Kazumori Masamoto, Takashi Maoka, Yasuhiro Fujiwara, Satomi Takeda, Emiko Hasegawa, Journal of Plant Research, September 1995, Volume 108, Issue 3, pp 369-376, "The leaves of the common box,Buxus sempervirens (Buxaceae), become red as the level of a red carotenoid, anhydroeschscholtzxanthin, increases".
  • CAS
    -
    Links to other DB
    LipidBank: VCA0024

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