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Entry
CA00999                                                            

Classification
Carotenoid Name
Agelaxanthin B
IUPAC name 19,3',8'-Trihydroxy-3,19-dimethoxy-7,8-didehydro-beta,kappa-caroten-6'-one
Formula
C42H58O5
Molecular Weight 
642.884 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9 including one ketone (9 in total)
Number of
conjugated multiple bonds 
11 including one ketone (11 in total)
Isomers 
  • Constitutional isomer: CA00358, CA00429, CA00765
  • InChI
    InChI=1S/C42H58O5/c1-30(18-14-20-32(3)38(44)25-39(45)42(9)27-35(43)26-41(42,7)8)16-12-13-17-31(2)19-15-21-34(29-46-10)22-23-37-33(4)24-36(47-11)28-40(37,5)6/h12-21,25,35-36,43-44H,24,26-29H2,1-11H3/b13-12+,18-14+,19-15+,30-16+,31-17+,32-20+,34-21-,38-25-
    InChIKey
    DSPUKWBPWQZZJD-RSFRUAQZSA-N
    Canonical SMILES
    COC/C(=C\C=C\C(=C\C=C\C=C(\C=C\C=C(\C(=C\C(=O)C1(C)CC(CC1(C)C)O)\O)/C)/C)\C)/C#CC1=C(C)CC(CC1(C)C)OC
    XLogP
    8.512
    Hydrogen Bond donors
    (Lipinski's definition)
    2
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    5
    LipinskiFailures
    2
    Complexity of molecule
    0.286
    Number of heavy atoms
    47
    TPSA
    (Topological Polar Surface Area) 
    75.990 Å2
    Source organisms
    Agelas schmidtii (Ref.369) - Sea sponge
    References
  • Ref.369 : Buchecker, Richard; Eugster, Conrad Hans; Litchfield, Carter, Helvetica Chimica Acta, Volume60, Issue8, Pages2780-8, 1977, ISSN:0018-019X, "Carotenoids from marine sponges (Porifera): ¬†isolation and structure of the seven main carotenoids from Agelas schmidtii".
  • CAS

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