NP-MRD: Showing NP-Card for (all-E)-Violaxanthin (NP0333986)

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Record Information

Version

2.0

Created at

2024-09-09 21:33:30 UTC

Updated at

2024-09-09 21:33:30 UTC

NP-MRD ID

NP0333986

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(all-E)-Violaxanthin

Description

3 (Violaxanthin, zeaxanthin and antheraxanthin) participate in series of photo-induced interconversions known as ''violaxanthin cycle''; Xanthophyll; a carotene epoxide that is precursor to capsanthin; cleavage of 9-cis-epoxycarotenoids (violaxanthin) to xanthoxin, catalyzed by 9-cis-epoxycarotenoid dioxygenase, is the key regulatory step of abscisic acid biosynthesis; one of 3 xanthophylls involved in evolution of plastids of green plants (oxygen evolution). (All-E)-Violaxanthin is found in many foods, some of which are orange bell pepper, passion fruit, pepper (c. Annuum), and italian sweet red pepper.

Structure

MOL SDF PDB SMILES InChI


  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
 11 15  1  0  0  0  0
 12 46  1  0  0  0  0
 12 16  1  0  0  0  0
 13 47  1  0  0  0  0
 13 17  2  0  0  0  0
 13 19  1  0  0  0  0
 14 48  1  0  0  0  0
 14 18  2  0  0  0  0
 14 20  1  0  0  0  0
 15 49  1  0  0  0  0
 15 29  2  0  0  0  0
 16 50  1  0  0  0  0
 16 30  2  0  0  0  0
 17 51  1  0  0  0  0
 17 29  1  0  0  0  0
 18 52  1  0  0  0  0
 18 30  1  0  0  0  0
 19 53  1  0  0  0  0
 19 31  2  0  0  0  0
 20 54  1  0  0  0  0
 20 32  2  0  0  0  0
 21 55  1  0  0  0  0
 21 23  2  0  0  0  0
 21 31  1  0  0  0  0
 22 56  1  0  0  0  0
 22 24  2  0  0  0  0
 22 32  1  0  0  0  0
 23 57  1  0  0  0  0
 23 39  1  0  0  0  0
 24 58  1  0  0  0  0
 24 40  1  0  0  0  0
 25 33  1  0  0  0  0
 25 35  1  0  0  0  0
 26 34  1  0  0  0  0
 26 36  1  0  0  0  0
 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
 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


  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
 11 15  1  0  0  0  0
 12 46  1  0  0  0  0
 12 16  1  0  0  0  0
 13 47  1  0  0  0  0
 13 17  2  0  0  0  0
 13 19  1  0  0  0  0
 14 48  1  0  0  0  0
 14 18  2  0  0  0  0
 14 20  1  0  0  0  0
 15 49  1  0  0  0  0
 15 29  2  0  0  0  0
 16 50  1  0  0  0  0
 16 30  2  0  0  0  0
 17 51  1  0  0  0  0
 17 29  1  0  0  0  0
 18 52  1  0  0  0  0
 18 30  1  0  0  0  0
 19 53  1  0  0  0  0
 19 31  2  0  0  0  0
 20 54  1  0  0  0  0
 20 32  2  0  0  0  0
 21 55  1  0  0  0  0
 21 23  2  0  0  0  0
 21 31  1  0  0  0  0
 22 56  1  0  0  0  0
 22 24  2  0  0  0  0
 22 32  1  0  0  0  0
 23 57  1  0  0  0  0
 23 39  1  0  0  0  0
 24 58  1  0  0  0  0
 24 40  1  0  0  0  0
 25 33  1  0  0  0  0
 25 35  1  0  0  0  0
 26 34  1  0  0  0  0
 26 36  1  0  0  0  0
 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
 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>
NP0333986

> <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

$$$$

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

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₅₆O₄

Average Mass

600.8840 Da

Monoisotopic Mass

600.41786 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not 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 Key

SZCBXWMUOPQSOX-FLJSCFNYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	7.26	ChemAxon
pKa (Strongest Acidic)	14.84	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	65.52 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	192.33 m³·mol⁻¹	ChemAxon
Polarizability	74.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

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 ]
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 ]
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 ]
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 ]
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 ]

Showing NP-Card for (all-E)-Violaxanthin (NP0333986)

MOL for NP0333986 ((all-E)-Violaxanthin)

3D MOL for NP0333986 ((all-E)-Violaxanthin)

3D SDF for NP0333986 ((all-E)-Violaxanthin)

3D-SDF for NP0333986 ((all-E)-Violaxanthin)

PDB for NP0333986 ((all-E)-Violaxanthin)

3D PDB for NP0333986 ((all-E)-Violaxanthin)

SMILES for NP0333986 ((all-E)-Violaxanthin)

INCHI for NP0333986 ((all-E)-Violaxanthin)

Structure for NP0333986 ((all-E)-Violaxanthin)

3D Structure for NP0333986 ((all-E)-Violaxanthin)