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Entry
CA00763                                                            

Classification
Carotenoid Name
Bastaxanthin B
IUPAC name Sodium (3R,1'R,5'R)--19-hydroxy-3',6',17'-trioxo-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: CA00754
  • InChI
    InChI=1S/C40H52O7S.Na/c1-29(15-11-16-31(3)19-22-37(44)40(8)25-34(43)24-39(40,7)28-42)13-9-10-14-30(2)17-12-18-33(27-41)20-21-36-32(4)23-35(48(45,46)47)26-38(36,5)6;/h9-19,22,35,41-42H,23-28H2,1-8H3,(H,45,46,47);/q;+1/p-1/b10-9+,15-11+,17-12+,22-19+,29-13+,30-14+,31-16+,33-18-;/t35-,39+,40+;/m1./s1
    InChIKey
    IQJGGEGVEDSENH-QLDDTSQQSA-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)C[C@@]1(C)CO)/C)/C)\C)/C#CC1=C(C)C[C@H](CC1(C)C)S(=O)(=O)[O-].[Na+]
    XLogP
    5.659
    Hydrogen Bond donors
    (Lipinski's definition)
    2
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    7
    LipinskiFailures
    2
    Complexity of molecule
    0.303
    Number of heavy atoms
    48
    TPSA
    (Topological Polar Surface Area) 
    140.180 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
    80802-71-7
    Links to other DB

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