NP-MRD: Showing NP-Card for Zeaxanthin dipalmitate (NP0048295)

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Record Information

Version

2.0

Created at

2022-03-17 20:54:11 UTC

Updated at

2022-03-17 20:54:11 UTC

NP-MRD ID

NP0048295

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Zeaxanthin dipalmitate

Description

Zeaxanthin dipalmitate, also known as helenien or physalien, belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. Zeaxanthin dipalmitate is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Zeaxanthin dipalmitate has been detected, but not quantified in, green vegetables and sea-buckthornberries. Zeaxanthin dipalmitate is found in Physalis franchetii, Asparagus officinalis , Lycium barbarum , Lycium chinense , Physalis alkekengi , Physalis pubescens and Physalis spp.. Zeaxanthin dipalmitate was first documented in 1997 (PMID: 9387190). This could make zeaxanthin dipalmitate a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061308402D          

 76 77  0  0  0  0            999 V2000
   32.1512   15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8210   12.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7604   12.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1855   12.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2461   12.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7223   15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.8644   15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.4354   15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065   15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775   15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1460   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1447   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.2907   15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.1473   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.5762   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   15.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0  0  0  0
 14  2  1  0  0  0  0
 15 13  1  0  0  0  0
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 49 37  1  0  0  0  0
 50 38  1  0  0  0  0
 53 51  2  0  0  0  0
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 59 43  2  0  0  0  0
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 60  4  1  0  0  0  0
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 61  5  1  0  0  0  0
 61 47  2  0  0  0  0
 61 51  1  0  0  0  0
 62  6  1  0  0  0  0
 62 48  2  0  0  0  0
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 63 55  1  0  0  0  0
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 68 64  2  0  0  0  0
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 71  9  1  0  0  0  0
 71 10  1  0  0  0  0
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 71 67  1  0  0  0  0
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 72 68  1  0  0  0  0
 73 69  2  0  0  0  0
 74 70  2  0  0  0  0
 75 65  1  0  0  0  0
 75 69  1  0  0  0  0
 76 66  1  0  0  0  0
 76 70  1  0  0  0  0
M  END


  Mrv0541 05061308402D          

 76 77  0  0  0  0            999 V2000
   32.1512   15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8210   12.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7604   12.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1855   12.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.8644   15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1499   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7158   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   15.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 14  2  1  0  0  0  0
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 37 35  1  0  0  0  0
 38 36  1  0  0  0  0
 40 39  2  0  0  0  0
 43 39  1  0  0  0  0
 44 40  1  0  0  0  0
 45 41  2  0  0  0  0
 46 42  2  0  0  0  0
 47 41  1  0  0  0  0
 48 42  1  0  0  0  0
 49 37  1  0  0  0  0
 50 38  1  0  0  0  0
 53 51  2  0  0  0  0
 54 52  2  0  0  0  0
 59  3  1  0  0  0  0
 59 43  2  0  0  0  0
 59 45  1  0  0  0  0
 60  4  1  0  0  0  0
 60 44  2  0  0  0  0
 60 46  1  0  0  0  0
 61  5  1  0  0  0  0
 61 47  2  0  0  0  0
 61 51  1  0  0  0  0
 62  6  1  0  0  0  0
 62 48  2  0  0  0  0
 62 52  1  0  0  0  0
 63  7  1  0  0  0  0
 63 55  1  0  0  0  0
 64  8  1  0  0  0  0
 64 56  1  0  0  0  0
 65 55  1  0  0  0  0
 65 57  1  0  0  0  0
 66 56  1  0  0  0  0
 66 58  1  0  0  0  0
 67 53  1  0  0  0  0
 67 63  2  0  0  0  0
 68 54  1  0  0  0  0
 68 64  2  0  0  0  0
 69 49  1  0  0  0  0
 70 50  1  0  0  0  0
 71  9  1  0  0  0  0
 71 10  1  0  0  0  0
 71 57  1  0  0  0  0
 71 67  1  0  0  0  0
 72 11  1  0  0  0  0
 72 12  1  0  0  0  0
 72 58  1  0  0  0  0
 72 68  1  0  0  0  0
 73 69  2  0  0  0  0
 74 70  2  0  0  0  0
 75 65  1  0  0  0  0
 75 69  1  0  0  0  0
 76 66  1  0  0  0  0
 76 70  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048295

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC(=O)OC1CC(C)=C(\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C2=C(C)CC(CC2(C)C)OC(=O)CCCCCCCCCCCCCCC)C(C)(C)C1

> <INCHI_IDENTIFIER>
InChI=1S/C72H116O4/c1-13-15-17-19-21-23-25-27-29-31-33-35-37-49-69(73)75-65-55-63(7)67(71(9,10)57-65)53-51-61(5)47-41-45-59(3)43-39-40-44-60(4)46-42-48-62(6)52-54-68-64(8)56-66(58-72(68,11)12)76-70(74)50-38-36-34-32-30-28-26-24-22-20-18-16-14-2/h39-48,51-54,65-66H,13-38,49-50,55-58H2,1-12H3/b40-39+,45-41+,46-42+,53-51+,54-52+,59-43+,60-44+,61-47+,62-48+

> <INCHI_KEY>
XACHQDDXHDTRLX-HZXCUAKRSA-N

> <FORMULA>
C72H116O4

> <MOLECULAR_WEIGHT>
1045.689

> <EXACT_MASS>
1044.8873622

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
142.64285060006006

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[4-(hexadecanoyloxy)-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl hexadecanoate

> <ALOGPS_LOGP>
11.01

> <JCHEM_LOGP>
22.192751850666667

> <ALOGPS_LOGS>
-7.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.741231015513359

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
342.1336000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
42

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.15e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[4-(hexadecanoyloxy)-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl hexadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      60.016  28.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -13.337  18.480   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.674  21.560   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.005  25.410   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.008  21.560   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.671  25.410   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      33.342  28.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337  18.480   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      36.999  24.230   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      35.019  24.230   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.680  22.740   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.659  22.740   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      58.682  27.720   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -12.003  19.250   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      57.348  28.490   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.669  18.480   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      56.015  27.720   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.336  19.250   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      54.681  28.490   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.002  18.480   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      53.347  27.720   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.668  19.250   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      52.014  28.490   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.335  18.480   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      50.680  27.720   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.001  19.250   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      49.346  28.490   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.667  18.480   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      48.013  27.720   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.334  19.250   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      46.679  28.490   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.000  18.480   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      45.345  27.720   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.334  19.250   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      44.011  28.490   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.667  18.480   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      42.678  27.720   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.001  19.250   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      24.006  23.100   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      22.673  23.870   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      29.341  23.100   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      17.338  23.870   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      25.340  23.870   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      21.339  23.100   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      28.007  23.870   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      18.672  23.100   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      30.675  23.870   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      16.004  23.100   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      41.344  28.490   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       5.335  18.480   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      33.342  23.870   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      13.337  23.100   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      33.342  25.410   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      13.337  21.560   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      36.009  28.490   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      10.669  18.480   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      37.343  26.180   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       9.336  20.790   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      26.674  23.100   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      20.005  23.870   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      32.008  23.100   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      14.671  23.870   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      34.676  27.720   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      12.003  19.250   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      37.343  27.720   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       9.336  19.250   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      34.676  26.180   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      12.003  20.790   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      40.010  27.720   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0       6.668  19.250   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      36.009  25.410   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      10.669  21.560   0.000  0.00  0.00           C+0
HETATM   73  O   UNK     0      40.010  26.180   0.000  0.00  0.00           O+0
HETATM   74  O   UNK     0       6.668  20.790   0.000  0.00  0.00           O+0
HETATM   75  O   UNK     0      38.677  28.490   0.000  0.00  0.00           O+0
HETATM   76  O   UNK     0       8.002  18.480   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3   59                                                            
CONECT    4   60                                                            
CONECT    5   61                                                            
CONECT    6   62                                                            
CONECT    7   63                                                            
CONECT    8   64                                                            
CONECT    9   71                                                            
CONECT   10   71                                                            
CONECT   11   72                                                            
CONECT   12   72                                                            
CONECT   13    1   15                                                       
CONECT   14    2   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   23                                                       
CONECT   22   20   24                                                       
CONECT   23   21   25                                                       
CONECT   24   22   26                                                       
CONECT   25   23   27                                                       
CONECT   26   24   28                                                       
CONECT   27   25   29                                                       
CONECT   28   26   30                                                       
CONECT   29   27   31                                                       
CONECT   30   28   32                                                       
CONECT   31   29   33                                                       
CONECT   32   30   34                                                       
CONECT   33   31   35                                                       
CONECT   34   32   36                                                       
CONECT   35   33   37                                                       
CONECT   36   34   38                                                       
CONECT   37   35   49                                                       
CONECT   38   36   50                                                       
CONECT   39   40   43                                                       
CONECT   40   39   44                                                       
CONECT   41   45   47                                                       
CONECT   42   46   48                                                       
CONECT   43   39   59                                                       
CONECT   44   40   60                                                       
CONECT   45   41   59                                                       
CONECT   46   42   60                                                       
CONECT   47   41   61                                                       
CONECT   48   42   62                                                       
CONECT   49   37   69                                                       
CONECT   50   38   70                                                       
CONECT   51   53   61                                                       
CONECT   52   54   62                                                       
CONECT   53   51   67                                                       
CONECT   54   52   68                                                       
CONECT   55   63   65                                                       
CONECT   56   64   66                                                       
CONECT   57   65   71                                                       
CONECT   58   66   72                                                       
CONECT   59    3   43   45                                                  
CONECT   60    4   44   46                                                  
CONECT   61    5   47   51                                                  
CONECT   62    6   48   52                                                  
CONECT   63    7   55   67                                                  
CONECT   64    8   56   68                                                  
CONECT   65   55   57   75                                                  
CONECT   66   56   58   76                                                  
CONECT   67   53   63   71                                                  
CONECT   68   54   64   72                                                  
CONECT   69   49   73   75                                                  
CONECT   70   50   74   76                                                  
CONECT   71    9   10   57   67                                             
CONECT   72   11   12   58   68                                             
CONECT   73   69                                                            
CONECT   74   70                                                            
CONECT   75   65   69                                                       
CONECT   76   66   70                                                       
MASTER        0    0    0    0    0    0    0    0   76    0  154    0
END

View in JSmol

Synonyms

Value	Source
Zeaxanthin dipalmitic acid	Generator
HELENIEN	HMDB
Physalien	HMDB
Physalin	HMDB
Xanthophyll dipalmitate	HMDB
4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[4-(Hexadecanoyloxy)-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl hexadecanoic acid	Generator

Chemical Formula

C₇₂H₁₁₆O₄

Average Mass

1045.6890 Da

Monoisotopic Mass

1044.88736 Da

IUPAC Name

4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[4-(hexadecanoyloxy)-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl hexadecanoate

Traditional Name

CAS Registry Number

144-67-2

SMILES

CCCCCCCCCCCCCCCC(=O)OC1CC(C)=C(\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C2=C(C)CC(CC2(C)C)OC(=O)CCCCCCCCCCCCCCC)C(C)(C)C1

InChI Identifier

InChI=1S/C72H116O4/c1-13-15-17-19-21-23-25-27-29-31-33-35-37-49-69(73)75-65-55-63(7)67(71(9,10)57-65)53-51-61(5)47-41-45-59(3)43-39-40-44-60(4)46-42-48-62(6)52-54-68-64(8)56-66(58-72(68,11)12)76-70(74)50-38-36-34-32-30-28-26-24-22-20-18-16-14-2/h39-48,51-54,65-66H,13-38,49-50,55-58H2,1-12H3/b40-39+,45-41+,46-42+,53-51+,54-52+,59-43+,60-44+,61-47+,62-48+

InChI Key

XACHQDDXHDTRLX-HZXCUAKRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Alkekengi officinarum var. franchetii	Plant	KNApSAcK
Asparagus officinalis	Plant	KNApSAcK
Hippophae rhamnoides	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lycium barbarum	Plant	KNApSAcK
Lycium chinense	Plant	KNApSAcK
Physalis alkekengi	Plant	KNApSAcK
Physalis pubescens	Plant	KNApSAcK
Physalis spp.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Tetraterpenoids

Direct Parent

Xanthophylls

Alternative Parents

Substituents

Xanthophyll
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	11.01	ALOGPS
logP	22.19	ChemAxon
logS	-7.2	ALOGPS
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	42	ChemAxon
Refractivity	342.13 m³·mol⁻¹	ChemAxon
Polarizability	142.64 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0035705

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6384266

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kim HP, Kim SY, Lee EJ, Kim YC, Kim YC: Zeaxanthin dipalmitate from Lycium chinense has hepatoprotective activity. Res Commun Mol Pathol Pharmacol. 1997 Sep;97(3):301-14. [PubMed:9387190 ]

Showing NP-Card for Zeaxanthin dipalmitate (NP0048295)

MOL for NP0048295 (Zeaxanthin dipalmitate)

3D MOL for NP0048295 (Zeaxanthin dipalmitate)

3D SDF for NP0048295 (Zeaxanthin dipalmitate)

3D-SDF for NP0048295 (Zeaxanthin dipalmitate)

PDB for NP0048295 (Zeaxanthin dipalmitate)

3D PDB for NP0048295 (Zeaxanthin dipalmitate)

SMILES for NP0048295 (Zeaxanthin dipalmitate)

INCHI for NP0048295 (Zeaxanthin dipalmitate)

Structure for NP0048295 (Zeaxanthin dipalmitate)

3D Structure for NP0048295 (Zeaxanthin dipalmitate)