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Entry
CA00755                                                            

Classification
Carotenoid Name
Bastaxanthin C
IUPAC name Sodium (3R,1'R,5'R)-19,17'-dihydroxy-3',6'-dioxo-7,8-didehydro-beta,kappa-caroten-3-yl sulphate
Formula
C40H52O9S.Na
Molecular Weight 
731.876 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 (11 in total)
Isomers 
InChI
InChI=1S/C40H52O9S.Na/c1-28(15-11-17-30(3)36(44)22-37(45)40(8)24-33(43)23-39(40,7)27-42)13-9-10-14-29(2)16-12-18-32(26-41)19-20-35-31(4)21-34(25-38(35,5)6)49-50(46,47)48;/h9-18,22,34,41-42,44H,21,23-27H2,1-8H3,(H,46,47,48);/q;+1/p-1/b10-9+,15-11+,16-12+,28-13+,29-14+,30-17+,32-18-,36-22-;/t34-,39+,40+;/m1./s1
InChIKey
PIQPKOQEIWPLLB-NIPSRHAASA-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)\O)/C)/C)\C)/C#CC1=C(C)C[C@H](CC1(C)C)OS(=O)(=O)[O-].[Na]
XLogP
4.214
Hydrogen Bond donors
(Lipinski's definition)
3
Hydrogen Bond Acceptors
(Lipinski's definition)
9
LipinskiFailures
1
Complexity of molecule
0.297
Number of heavy atoms
50
TPSA
(Topological Polar Surface Area) 
169.640 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
    80802-72-8
    Links to other DB
    LipidBank: VCA1152

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