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Entry
CA00562                                                            

Classification
Carotenoid Name
19'-Hexanoyloxyfucoxanthin
IUPAC name (3S,5R,6S,3'S,5'R,6'S)-5,6-Epoxy-3'-ethanoyloxy-19'-hexanoyloxy-3,5'-dihydroxy-6',7'-didehydro-5,6,7,8,5',6'-hexahydro-beta,beta-caroten-8-one
Formula
C48H68O8
Molecular Weight 
773.024 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9
Number of
conjugated multiple bonds 
9
Isomers 
InChI
InChI=1S/C48H68O8/c1-12-13-14-25-43(52)54-33-38(26-27-42-44(6,7)30-40(55-37(5)49)31-46(42,10)53)24-18-22-35(3)20-16-15-19-34(2)21-17-23-36(4)41(51)32-48-45(8,9)28-39(50)29-47(48,11)56-48/h15-24,26,39-40,50,53H,12-14,25,28-33H2,1-11H3/b16-15+,21-17+,22-18+,34-19+,35-20+,36-23+,38-24-/t27-,39-,40-,46+,47+,48-/m0/s1
InChIKey
AJKIHQWOELANGE-ISZZXZAVSA-N
Canonical SMILES
CCCCCC(=O)OC/C(=C\C=C\C(=C\C=C\C=C(\C=C\C=C(\C(=O)C[C@]12O[C@]2(C)C[C@H](CC1(C)C)O)/C)/C)\C)/C=C=C1C(C)(C)C[C@@H](C[C@@]1(C)O)OC(=O)C
XLogP
10.693
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
8
LipinskiFailures
2
Complexity of molecule
0.250
Number of heavy atoms
56
TPSA
(Topological Polar Surface Area) 
122.660 Å2
Source organisms
Coccolithus huxleyi (Ref.32) - Alga: Haptophyte
Phaeocystis sp. (Ref.31) - Alga: Haptophyte
References
  • Ref.32 : N. Arpin, W. A. Svec, and S. Liaaen-Jensen, Phytochemistry, 1976, Vol. 15, pp. 529-532 "New Fucoxanthin related carotenoids from Coccolithus Huxleyi".
  • Ref.31 : R. Berger, and S. Liaaen-Jensen, Biochemical Systematics and Ecology, 1977, Vol. 5, pp.71-75 "Carotenoids of Prymnesiophyceae (Haptophyceae)* ".
  • CAS
    60147-85-5
    Links to other DB
    LipidBank: VCA0054

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