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Showing NP-Card for (13Z)-Violaxanthin (NP0334061)

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Record Information
Version2.0
Created at2024-09-09 21:52:30 UTC
Updated at2024-09-09 21:52:31 UTC
NP-MRD IDNP0334061
Secondary Accession NumbersNone
Natural Product Identification
Common Name(13Z)-Violaxanthin
Description(All-e)-violaxanthin is a member of the class of compounds known as xanthophylls. Xanthophylls 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 (all-e)-violaxanthin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (All-e)-violaxanthin can be found in a number of food items such as pepper (c. Annuum), mango, yellow bell pepper, and red bell pepper, which makes (all-e)-violaxanthin a potential biomarker for the consumption of these food products.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0334061 ((13Z)-Violaxanthin)


  Mrv2104 05252300052D          

 58 61  0  0  0  0            999 V2000
    3.4914    8.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039    7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7217    8.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7823    8.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789   11.0487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    5.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    8.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    8.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    9.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   10.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   10.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    9.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664   10.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    9.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8230   10.7467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809    9.9217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    5.9368    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    5.2224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539    5.9368    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    5.2224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    6.6513    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    4.5079    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    8.0802    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    3.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809    6.2388    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.9204    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539    7.3658    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    3.7934    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039    8.7947    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    2.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 29  1  0  0  0  0
  2 30  1  0  0  0  0
  3 31  1  0  0  0  0
  4 32  1  0  0  0  0
  5 35  1  0  0  0  0
  6 35  1  0  0  0  0
  7 36  1  0  0  0  0
  8 36  1  0  0  0  0
  9 37  1  0  0  0  0
 10 38  1  0  0  0  0
 11 45  1  0  0  0  0
 11 12  2  0  0  0  0
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 24 58  1  0  0  0  0
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 27 33  1  0  0  0  0
 27 37  1  0  0  0  0
 28 34  1  0  0  0  0
 28 38  1  0  0  0  0
 33 41  1  0  0  0  0
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 35 39  1  0  0  0  0
 36 40  1  0  0  0  0
 37 39  1  0  0  0  0
 37 43  1  0  0  0  0
 38 40  1  0  0  0  0
 38 44  1  0  0  0  0
 39 43  1  0  0  0  0
 40 44  1  0  0  0  0
M  END
Download

3D MOL for NP0334061 ((13Z)-Violaxanthin)

Download
3D SDF for NP0334061 ((13Z)-Violaxanthin)

  Mrv2104 05252300052D          

 58 61  0  0  0  0            999 V2000
    3.4914    8.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039    7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7217    8.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7823    8.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789   11.0487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    5.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    8.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    8.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    9.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   10.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   10.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    9.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664   10.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    9.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8230   10.7467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809    9.9217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    5.9368    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    5.2224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539    5.9368    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    5.2224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    6.6513    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    4.5079    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    8.0802    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    3.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809    6.2388    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.9204    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539    7.3658    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    3.7934    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039    8.7947    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    2.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 29  1  0  0  0  0
  2 30  1  0  0  0  0
  3 31  1  0  0  0  0
  4 32  1  0  0  0  0
  5 35  1  0  0  0  0
  6 35  1  0  0  0  0
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  8 36  1  0  0  0  0
  9 37  1  0  0  0  0
 10 38  1  0  0  0  0
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 11 12  2  0  0  0  0
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 13 47  1  0  0  0  0
 13 17  2  0  0  0  0
 13 19  1  0  0  0  0
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 14 18  2  0  0  0  0
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 27 33  1  0  0  0  0
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 28 34  1  0  0  0  0
 28 38  1  0  0  0  0
 33 41  1  0  0  0  0
 34 42  1  0  0  0  0
 35 39  1  0  0  0  0
 36 40  1  0  0  0  0
 37 39  1  0  0  0  0
 37 43  1  0  0  0  0
 38 40  1  0  0  0  0
 38 44  1  0  0  0  0
 39 43  1  0  0  0  0
 40 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334061

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]/C(=C(/[H])\C(\[H])=C(\C)C([H])=C([H])C(\[H])=C(\C)C([H])=C([H])C12OC1(C)CC(O)CC2(C)C)/C(/[H])=C(/C)C([H])=C([H])C(\[H])=C(\C)C([H])=C([H])C12OC1(C)CC(O)CC2(C)C

> <INCHI_IDENTIFIER>
InChI=1/C40H56O4/c1-29(17-13-19-31(3)21-23-39-35(5,6)25-33(41)27-37(39,9)43-39)15-11-12-16-30(2)18-14-20-32(4)22-24-40-36(7,8)26-34(42)28-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15-,30-16-,31-19-,32-20-

> <INCHI_KEY>
SZCBXWMUOPQSOX-FLJSCFNYNA-N

> <FORMULA>
C40H56O4

> <MOLECULAR_WEIGHT>
600.884

> <EXACT_MASS>
600.417860283

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
74.32603782887621

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[(3Z,7Z,9E,11Z,15Z)-18-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

> <JCHEM_LOGP>
7.257461110666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.440714029770106

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.838654038442145

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7377022034819802

> <JCHEM_POLAR_SURFACE_AREA>
65.52

> <JCHEM_REFRACTIVITY>
192.327

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
6-[(3Z,7Z,9E,11Z,15Z)-18-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0334061 ((13Z)-Violaxanthin)
Download
PDB for NP0334061 ((13Z)-Violaxanthin)
HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  C   UNK     0       6.517  15.083   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.287   5.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.447  13.749   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.357   7.081   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.814  15.801   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.794  15.801   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.991   5.030   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.011   5.030   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.907  20.624   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.897   0.206   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.287  11.082   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.517   9.748   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.597  12.416   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.207   8.415   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.517  12.416   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.287   8.415   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.827  13.749   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.977   7.081   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.137  12.416   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   8.415   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.137  15.083   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   5.747   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.907  16.417   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.897   4.414   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.470  17.750   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.804  20.060   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.287  13.749   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.517   7.081   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.907  13.749   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.897   7.081   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.470  19.290   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.804  16.980   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      11.137  19.290   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      11.137  17.750   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       7.136  20.060   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       6.668   0.770   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      12.471  18.520   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   45  H   UNK     0       8.827  11.082   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.977   9.748   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      10.367  11.082   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       3.437   9.748   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.977  12.416   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       8.827   8.415   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       9.597  15.083   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       4.207   5.747   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      12.471  11.646   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.334   9.185   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      10.367  13.749   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.437   7.081   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      13.447  16.417   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.357   4.414   0.000  0.00  0.00           H+0
CONECT    1   29                                                            
CONECT    2   30                                                            
CONECT    3   31                                                            
CONECT    4   32                                                            
CONECT    5   35                                                            
CONECT    6   35                                                            
CONECT    7   36                                                            
CONECT    8   36                                                            
CONECT    9   37                                                            
CONECT   10   38                                                            
CONECT   11   45   12   15                                                  
CONECT   12   11   46   16                                                  
CONECT   13   47   17   19                                                  
CONECT   14   48   18   20                                                  
CONECT   15   11   49   29                                                  
CONECT   16   12   50   30                                                  
CONECT   17   13   51   29                                                  
CONECT   18   14   52   30                                                  
CONECT   19   13   53   31                                                  
CONECT   20   14   54   32                                                  
CONECT   21   55   23   31                                                  
CONECT   22   56   24   32                                                  
CONECT   23   21   57   39                                                  
CONECT   24   22   58   40                                                  
CONECT   25   33   35                                                       
CONECT   26   34   36                                                       
CONECT   27   33   37                                                       
CONECT   28   34   38                                                       
CONECT   29    1   15   17                                                  
CONECT   30    2   16   18                                                  
CONECT   31    3   19   21                                                  
CONECT   32    4   20   22                                                  
CONECT   33   25   27   41                                                  
CONECT   34   26   28   42                                                  
CONECT   35    5    6   25   39                                             
CONECT   36    7    8   26   40                                             
CONECT   37    9   27   39   43                                             
CONECT   38   10   28   40   44                                             
CONECT   39   23   35   37   43                                             
CONECT   40   24   36   38   44                                             
CONECT   41   33                                                            
CONECT   42   34                                                            
CONECT   43   37   39                                                       
CONECT   44   38   40                                                       
CONECT   45   11                                                            
CONECT   46   12                                                            
CONECT   47   13                                                            
CONECT   48   14                                                            
CONECT   49   15                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   18                                                            
CONECT   53   19                                                            
CONECT   54   20                                                            
CONECT   55   21                                                            
CONECT   56   22                                                            
CONECT   57   23                                                            
CONECT   58   24                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  122    0
END

Download
3D PDB for NP0334061 ((13Z)-Violaxanthin)
Download
SMILES for NP0334061 ((13Z)-Violaxanthin)
[H]/C(=C(/[H])\C(\[H])=C(\C)C([H])=C([H])C(\[H])=C(\C)C([H])=C([H])C12OC1(C)CC(O)CC2(C)C)/C(/[H])=C(/C)C([H])=C([H])C(\[H])=C(\C)C([H])=C([H])C12OC1(C)CC(O)CC2(C)C
Download
INCHI for NP0334061 ((13Z)-Violaxanthin)
InChI=1/C40H56O4/c1-29(17-13-19-31(3)21-23-39-35(5,6)25-33(41)27-37(39,9)43-39)15-11-12-16-30(2)18-14-20-32(4)22-24-40-36(7,8)26-34(42)28-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15-,30-16-,31-19-,32-20-
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View in JSmol
SynonymsNot Available
Chemical FormulaC40H56O4
Average Mass600.8840 Da
Monoisotopic Mass600.41786 Da
IUPAC Name6-[(3Z,7Z,9E,11Z,15Z)-18-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol
Traditional Name6-[(3Z,7Z,9E,11Z,15Z)-18-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol
CAS Registry NumberNot Available
SMILES
[H]/C(=C(/[H])\C(\[H])=C(\C)C([H])=C([H])C(\[H])=C(\C)C([H])=C([H])C12OC1(C)CC(O)CC2(C)C)/C(/[H])=C(/C)C([H])=C([H])C(\[H])=C(\C)C([H])=C([H])C12OC1(C)CC(O)CC2(C)C
InChI Identifier
InChI=1/C40H56O4/c1-29(17-13-19-31(3)21-23-39-35(5,6)25-33(41)27-37(39,9)43-39)15-11-12-16-30(2)18-14-20-32(4)22-24-40-36(7,8)26-34(42)28-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15-,30-16-,31-19-,32-20-
InChI KeySZCBXWMUOPQSOX-FLJSCFNYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP7.26ChemAxon
pKa (Strongest Acidic)14.84ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area65.52 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity192.33 m³·mol⁻¹ChemAxon
Polarizability74.33 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Gomez-Maqueo A, Bandino E, Hormaza JI, Cano MP: Characterization and the impact of in vitro simulated digestion on the stability and bioaccessibility of carotenoids and their esters in two Pouteria lucuma varieties. Food Chem. 2020 Jun 30;316:126369. doi: 10.1016/j.foodchem.2020.126369. Epub 2020  Feb 6. [PubMed:32062233  ] 
  2. Ko EY, Lee JH, Sivanesan I, Choi MJ, Keum YS, Saini RK: Carotenoid and Tocopherol Profiling in 18 Korean Traditional Green Leafy Vegetables by LC-SIM-MS. Foods. 2023 Mar 19;12(6):1312. doi: 10.3390/foods12061312. [PubMed:36981238  ] 
  3. Saini RK, Song MH, Yu JW, Lee JH, Ahn HY, Keum YS, Lee JH: Profiling of Nutritionally Vital Bioactive Compounds in Emerging Green Leafy Vegetables: A Comparative Study. Foods. 2022 Nov 30;11(23):3867. doi: 10.3390/foods11233867. [PubMed:36496677  ] 
  4. Ouyang M, Huang Y, Wang Y, Luo F, Liao L: Stability of carotenoids and carotenoid esters in pumpkin (Cucurbita maxima) slices during hot air drying. Food Chem. 2022 Jan 15;367:130710. doi: 10.1016/j.foodchem.2021.130710. Epub 2021  Jul 28. [PubMed:34343802  ] 
  5. Steingass CB, Vollmer K, Lux PE, Dell C, Carle R, Schweiggert RM: HPLC-DAD-APCI-MS(n) analysis of the genuine carotenoid pattern of pineapple (Ananas comosus [L.] Merr.) infructescence. Food Res Int. 2020 Jan;127:108709. doi: 10.1016/j.foodres.2019.108709. Epub 2019  Oct 15. [PubMed:31882077  ]