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Entry
CA00754                                                            

Classification
Carotenoid Name
Bastaxanthin B2
IUPAC name Sodium (3R,5'S)-19-hydroxy-3',6'-dioxo-7,8-didehydro-beta,kappa-caroten-3-yl sulphate
Formula
C40H52O7S.Na
Molecular Weight 
699.876 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: CA00763
  • InChI
    InChI=1S/C40H52O7S.Na/c1-29(16-12-17-31(3)20-23-37(43)40(9)26-34(42)25-39(40,7)8)14-10-11-15-30(2)18-13-19-33(28-41)21-22-36-32(4)24-35(27-38(36,5)6)47-48(44,45)46;/h10-20,23,35,41H,24-28H2,1-9H3,(H,44,45,46);/q;+1/p-1/b11-10+,16-12+,18-13+,23-20+,29-14+,30-15+,31-17+,33-19-;/t35-,40+;/m1./s1
    InChIKey
    KKCSNIZXINMAQJ-JRAFQAKESA-M
    Canonical SMILES
    OC/C(=C\C=C\C(=C\C=C\C=C(\C=C\C=C(\C=C\C(=O)[C@]1(C)CC(=O)CC1(C)C)/C)/C)\C)/C#CC1=C(C)C[C@H](CC1(C)C)OS(=O)(=O)[O-].[Na]
    XLogP
    6.482
    Hydrogen Bond donors
    (Lipinski's definition)
    1
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    7
    LipinskiFailures
    2
    Complexity of molecule
    0.303
    Number of heavy atoms
    48
    TPSA
    (Topological Polar Surface Area) 
    129.180 Å2
    Source organisms
    Ianthella basta (Ref.260) - Sea sponge
    References
  • Ref.260 : Hertzberg, Sissel; Johansen, Jon E.; Ramdahl, Thomas; Borch, Gunner; Liaaen-Jensen, Synnoeve, Biochemical Systematics and Ecology (1983), 11(3), 267-75. "Carotenoid sulfates. Part 3. Minor carotenoid sulfates from Ianthella basta".
  • CAS
    88907-74-8
    Links to other DB

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