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Entry
CA00632                                                            

Classification
Carotenoid Name
Taraxien;
Taraxanthin dipalmitate;
Eloxanthin, dipalmitate
IUPAC name (3S,5R,6S,3'R,6'R)-5,6-Epoxy-3,3'-dihexadecanoyloxy-5,6-dihydro-beta,epsilon-carotene
Formula
C72H116O5
Molecular Weight 
1061.648 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9
Number of
conjugated multiple bonds 
9
Isomers 
InChI
InChI=1S/C72H116O5/c1-13-15-17-19-21-23-25-27-29-31-33-35-37-49-67(73)75-64-55-63(7)66(69(8,9)56-64)52-51-61(5)47-41-45-59(3)43-39-40-44-60(4)46-42-48-62(6)53-54-72-70(10,11)57-65(58-71(72,12)77-72)76-68(74)50-38-36-34-32-30-28-26-24-22-20-18-16-14-2/h39-48,51-55,64-66H,13-38,49-50,56-58H2,1-12H3/b40-39+,45-41+,46-42+,52-51+,54-53+,59-43+,60-44+,61-47+,62-48+/t64-,65-,66-,71+,72-/m0/s1
InChIKey
SGMOAWIYDVJCSH-COGYJENXSA-N
Canonical SMILES
CCCCCCCCCCCCCCCC(=O)O[C@H]1C=C(C)[C@@H](C(C1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/[C@]12O[C@]2(C)C[C@H](CC1(C)C)OC(=O)CCCCCCCCCCCCCCC)\C)\C)/C)/C
XLogP
27.263
Hydrogen Bond donors
(Lipinski's definition)
0
Hydrogen Bond Acceptors
(Lipinski's definition)
5
LipinskiFailures
2
Complexity of molecule
0.161
Number of heavy atoms
77
TPSA
(Topological Polar Surface Area) 
65.130 Å2
Source organisms
Taraxacum officinale  - Land plant: dandelion
Citrus reticulata (Ref.292) - Land plant: mandarin orange, tangerine
References
  • Ref.292 : Thomas Wingerath ,Wilhelm Stahl ,Dieter Kirsch, Raimund Kaufmann, and Helmut Sies, J. Agric. Food Chem., 1996, 44 (8), pp 2006–2013, DOI: 10.1021/jf960057y, "Fruit Juice Carotenol Fatty Acid Esters and Carotenoids As Identified by Matrix-Assisted Laser Desorption Ionization (MALDI) Mass Spectrometry".
  • CAS
    10112-19-3
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