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Entry
CA01096                                                            

Classification
Carotenoid Name
Fucoxanthinol 3-ester
IUPAC name (3S,5R,6S,3'S,5'R,6'R)-5,6-Epoxy-3,3',5'-trihydroxy-6',7'-didehydro-8-oxo-5,6,7,8,5',6'-hexahydro-beta,beta-caroten-3-ester
Formula
C43H60O6
Molecular Weight 
672.91 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
Number of
conjugated multiple bonds 
Isomers 
InChI
InChI=1S/C43H60O6/c1-12-38(46)48-35-27-40(8,9)43(42(11,28-35)49-43)29-36(45)33(5)22-16-21-31(3)18-14-13-17-30(2)19-15-20-32(4)23-24-37-39(6,7)25-34(44)26-41(37,10)47/h13-23,34-35,44,47H,12,25-29H2,1-11H3/b14-13+,19-15+,21-16+,30-17+,31-18+,32-20+,33-22+/t24-,34-,35-,41+,42+,43-/m0/s1
InChIKey
UJICOFMPHQQSBU-CLFHULBTSA-N
Canonical SMILES
CCC(=O)O[C@H]1CC(C)(C)[C@]2([C@](C1)(C)O2)CC(=O)/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C=C1C(C)(C)C[C@@H](C[C@@]1(C)O)O)\C)\C)/C)/C
XLogP
10.127
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
6
LipinskiFailures
2
Complexity of molecule
0.284
Number of heavy atoms
49
TPSA
(Topological Polar Surface Area) 
96.360 Å2
Source organisms
Mactra chinensis (Ref.521) - Shellfish: bivalve, Mactra chinensis Philippi, 1846
Ruditapes philippinarum (Ref.522) - Shellfish: bivalve, Japanese littleneck, Tapes japonica, Venerupis philippinarum,
Meretrix petechialis (Ref.522) - Shellfish: bivalve, Meretrix petechialis (Lamarck, 1818)
References
  • Ref.521 : Maoka, T.; Fujiwara, Y.; Hashimoto, K.; Akimoto, N. Characterizatoin of fucoxanthin and fucoxanthinol esters in the chinese surf clam, Mactra chinensis. J. Agric. Food Chem. 2007, 55, 1563–1567..
  • Ref.522 : Maoka, T.; Akimoto, N.; Murakoshi, M.; Sugiyama, K.; Nishino, H. Carotenoids in clams, Ruditapes philippinarum and Meretrix petechialis. J. Agric. Food Chem. 2010, 58, 5784–5788. .
  • CAS

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