Carotenoids obi
All carotenoids     All organisms   Feedback
Carotenoids DB          Carotenoids DB: CA01095   
[   About  |   Help  |   Search carotenoid entry  |   Search organism entry  |   Search similar carotenoids  |   Predict biological activities of this carotenoid  |   Search possible pathways   ]
Entry
CA01095                                                            

Classification
Carotenoid Name
Fucoxanthin 3-ester
IUPAC name (3S,5R,6S,3'S,5'R,6'R)-5,6-Epoxy-3'-ethanoyloxy-3,5'-dihydroxy-8-oxo-6',7'-didehydro-5,6,7,8,5',6'-hexahydro-beta,beta-caroten-3-ester
Formula
C45H62O7
Molecular Weight 
714.946 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/C45H62O7/c1-13-40(48)51-37-27-42(9,10)45(44(12,29-37)52-45)30-38(47)34(5)23-17-22-32(3)19-15-14-18-31(2)20-16-21-33(4)24-25-39-41(7,8)26-36(50-35(6)46)28-43(39,11)49/h14-24,36-37,49H,13,26-30H2,1-12H3/b15-14+,20-16+,22-17+,31-18+,32-19+,33-21+,34-23+/t25-,36-,37-,43+,44+,45-/m0/s1
InChIKey
HYTCVXABOVOLSF-UDVBVFFDSA-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)OC(=O)C)\C)\C)/C)/C
XLogP
10.867
Hydrogen Bond donors
(Lipinski's definition)
1
Hydrogen Bond Acceptors
(Lipinski's definition)
7
LipinskiFailures
2
Complexity of molecule
0.272
Number of heavy atoms
52
TPSA
(Topological Polar Surface Area) 
102.430 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

    Links to other DB

       Search other references with Google Scholar