NP-MRD: Showing NP-Card for 6,7-Didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5,19'-tetrahydroxy-beta,beta-carotene (NP0065734)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 09:56:05 UTC

Updated at

2022-04-28 09:56:05 UTC

NP-MRD ID

NP0065734

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6,7-Didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5,19'-tetrahydroxy-beta,beta-carotene

Description

(1R,3S)-6-[(3E,5E,7E,9E,11E,15E)-17-hydroxy-16-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]Heptan-1-yl]ethenyl]-3,7,12-trimethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-ylidene]-1,5,5-trimethylcyclohexane-1,3-diol 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. 6,7-Didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5,19'-tetrahydroxy-beta,beta-carotene is found in Nannochloropsis salina. Based on a literature review very few articles have been published on (1R,3S)-6-[(3E,5E,7E,9E,11E,15E)-17-hydroxy-16-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]Heptan-1-yl]ethenyl]-3,7,12-trimethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-ylidene]-1,5,5-trimethylcyclohexane-1,3-diol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282211562D          

 45 47  0  0  1  0            999 V2000
   10.5039   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289   10.0026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7414    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    8.5737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.5039    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6789    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4414    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  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
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561    1.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5307    1.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4414    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3630    8.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3630    9.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0286    8.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3577    7.7492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7414   10.7171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 24 23  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 24 31  1  0  0  0  0
 27 32  1  6  0  0  0
 25 33  1  0  0  0  0
 25 34  1  0  0  0  0
 21 35  1  0  0  0  0
 35 36  1  0  0  0  0
 17 37  1  0  0  0  0
 12 38  1  0  0  0  0
  8 39  1  0  0  0  0
  5 40  1  0  0  0  0
  1 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
  4 43  1  6  0  0  0
  4 44  1  1  0  0  0
  2 45  1  6  0  0  0
M  END

     RDKit          3D

101103  0  0  0  0  0  0  0  0999 V2000
    7.9007    2.2016    0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7017    1.2095   -0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7810    0.6649   -1.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6974    0.0209   -0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5448   -0.5977   -0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2503   -2.0083    0.0200 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4835   -2.6181   -1.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4718   -2.2830    1.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5607   -2.7612    0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4323   -2.0163    1.1029 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8572   -1.9554    2.3723 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8150   -0.6548    0.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6195    0.2260    0.3096 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2599    1.0962    1.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0479    1.1114   -0.7081 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4575    0.8329   -1.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3080    1.3772   -0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0885    1.0181   -0.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9926    1.5883    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2308    2.5789    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7583    1.2213   -0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5665    1.6874    0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6467    1.2647    0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8416    1.7255    0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0531    1.2596    0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0600    0.2852   -0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2440    1.7342    1.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4788    1.3749    1.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5882    1.9221    1.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8223    1.5669    1.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1456    0.6075    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4325    0.2524    0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7913   -0.7279   -0.7096 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.8011   -1.1706   -1.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3701   -2.0512   -0.6578 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4173   -2.5392    0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4021   -3.0406   -1.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0275   -2.6717   -2.4489 C   0  0  1  0  0  0  0  0  0  0  0  0
  -12.2226   -3.4183   -2.5636 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3471   -1.2332   -2.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0854   -0.3836   -1.4168 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.9089    1.0550   -1.9247 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2587   -0.3485   -0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9549    2.1664    2.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4547    3.0516    3.3555 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2861    3.1119    0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6464    1.7418    1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9642    2.5491    0.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9801    0.6865   -2.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0028   -3.4978   -1.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4427   -2.8495   -0.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4001   -1.8275   -1.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7550   -3.2909    1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5834   -1.4914    2.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3915   -2.3172    1.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3529   -3.7628    0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0926   -2.8370   -0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3703   -2.5981    1.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2287   -1.1530    2.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4519   -0.1762    1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3876   -0.8148   -0.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1116    1.1742    2.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3743    0.7743    2.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0803    2.1659    1.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3603    1.1357   -1.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2335    0.1058   -1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5531    2.0844    0.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8969    0.2885   -1.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1981    2.3433    1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3338    3.6064    0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4718    2.5466    2.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6049    0.4909   -0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138    2.4115    1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7334    0.5469   -0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7506    2.4459    1.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5504    0.7182   -1.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5953   -0.6748   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0946    0.0447   -0.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1204    2.4722    2.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6326    0.6578    0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3826    2.6485    2.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4529    0.1147   -0.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1850    0.7151    0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4130   -1.9286    1.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3790   -2.5809   -0.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6640   -3.5861    0.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1659   -3.1745   -0.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8389   -4.0070   -1.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3878   -3.0379   -3.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5624   -3.5920   -1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4293   -1.0829   -2.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7807   -0.8222   -3.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8762    1.4600   -2.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4286    1.6833   -1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2797    0.9575   -2.8387 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5474    0.6943   -0.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1740   -0.7935   -0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0275   -0.8591    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6626    2.5962    1.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4595    1.3386    2.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0657    3.8243    3.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 18  1  0
 18 17  2  0
 17 16  1  0
 16  2  2  0
  2  1  1  0
  2  3  1  0
  3  4  2  0
  4  5  2  0
  5  6  1  0
  6  7  1  6
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  6
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 44  1  0
 44 45  1  0
 30 31  1  0
 31 32  2  0
 33 32  1  1
 33 34  1  0
 34 35  1  0
 35 36  1  1
 35 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  1  6
 41 43  1  0
 13  5  1  0
 35 33  1  0
 41 33  1  0
 20 69  1  0
 20 70  1  0
 20 71  1  0
 18 68  1  0
 17 67  1  0
 16 66  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  3 49  1  0
  7 50  1  0
  7 51  1  0
  7 52  1  0
  8 53  1  0
  8 54  1  0
  8 55  1  0
  9 56  1  0
  9 57  1  0
 10 58  1  1
 11 59  1  0
 12 60  1  0
 12 61  1  0
 14 62  1  0
 14 63  1  0
 14 64  1  0
 15 65  1  0
 21 72  1  0
 22 73  1  0
 23 74  1  0
 24 75  1  0
 26 76  1  0
 26 77  1  0
 26 78  1  0
 27 79  1  0
 28 80  1  0
 29 81  1  0
 44 99  1  0
 44100  1  0
 45101  1  0
 31 82  1  0
 32 83  1  0
 36 84  1  0
 36 85  1  0
 36 86  1  0
 37 87  1  0
 37 88  1  0
 38 89  1  6
 39 90  1  0
 40 91  1  0
 40 92  1  0
 42 93  1  0
 42 94  1  0
 42 95  1  0
 43 96  1  0
 43 97  1  0
 43 98  1  0
M  END


  Mrv1652304282211562D          

 45 47  0  0  1  0            999 V2000
   10.5039   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289   10.0026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7414    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    8.5737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.5039    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6789    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4414    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  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
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561    1.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5307    1.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4414    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3630    8.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3630    9.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0286    8.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3577    7.7492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7414   10.7171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 24 23  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 24 31  1  0  0  0  0
 27 32  1  6  0  0  0
 25 33  1  0  0  0  0
 25 34  1  0  0  0  0
 21 35  1  0  0  0  0
 35 36  1  0  0  0  0
 17 37  1  0  0  0  0
 12 38  1  0  0  0  0
  8 39  1  0  0  0  0
  5 40  1  0  0  0  0
  1 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
  4 43  1  6  0  0  0
  4 44  1  1  0  0  0
  2 45  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0065734

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(\C=C\C=C(/C)C=C=C1C(C)(C)C[C@H](O)C[C@@]1(C)O)=C/C=C/C=C(\C)/C=C/C=C(/CO)\C=C\[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H56O5/c1-29(16-12-17-31(3)20-21-35-36(4,5)24-33(42)26-38(35,8)44)14-10-11-15-30(2)18-13-19-32(28-41)22-23-40-37(6,7)25-34(43)27-39(40,9)45-40/h10-20,22-23,33-34,41-44H,24-28H2,1-9H3/b11-10+,16-12+,18-13+,23-22+,29-14+,30-15+,31-17+,32-19+/t21?,33-,34-,38+,39+,40-/m0/s1

> <INCHI_KEY>
OWWSPDNLRSCPIS-ZKLSQCAPSA-N

> <FORMULA>
C40H56O5

> <MOLECULAR_WEIGHT>
616.883

> <EXACT_MASS>
616.412774903

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
101

> <JCHEM_AVERAGE_POLARIZABILITY>
75.01652006279153

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S)-6-[(3E,5E,7E,9E,11E,13E,15E)-17-hydroxy-16-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-3,7,12-trimethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-ylidene]-1,5,5-trimethylcyclohexane-1,3-diol

> <ALOGPS_LOGP>
7.17

> <JCHEM_LOGP>
5.411166734333333

> <ALOGPS_LOGS>
-5.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.930480509101368

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.005124919557314

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9724787350569208

> <JCHEM_POLAR_SURFACE_AREA>
93.45

> <JCHEM_REFRACTIVITY>
195.80580000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.34e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S)-6-[(3E,5E,7E,9E,11E,13E,15E)-17-hydroxy-16-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-3,7,12-trimethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-ylidene]-1,5,5-trimethylcyclohexane-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      19.607  18.672   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.147  18.672   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.917  17.338   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.147  16.004   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.607  16.004   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.837  14.670   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.067  13.337   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.527  13.337   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.757  12.003   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.217  12.003   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.447  10.669   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.907  10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.137   9.336   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.597   9.336   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.827   8.002   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.287   8.002   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.517   6.668   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.977   6.668   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.207   5.335   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   5.335   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.897   4.001   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   2.667   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.897   1.334   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.897  -2.874   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       3.278   2.130   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.724   2.130   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.357   4.001   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -0.413   2.667   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       7.287   5.335   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.137  12.003   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      15.757  14.670   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      18.837  17.338   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      17.478  16.615   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      17.478  18.061   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      22.453  15.188   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      21.201  14.465   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      21.917  20.005   0.000  0.00  0.00           O+0
CONECT    1    2   40                                                       
CONECT    2    1    3   45                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   43   44                                             
CONECT    5    4    6   40                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   39                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   38                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   37                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   35                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   29   31                                             
CONECT   25   24   26   33   34                                             
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   24   30   31                                             
CONECT   30   29                                                            
CONECT   31   29   24                                                       
CONECT   32   27                                                            
CONECT   33   25                                                            
CONECT   34   25                                                            
CONECT   35   21   36                                                       
CONECT   36   35                                                            
CONECT   37   17                                                            
CONECT   38   12                                                            
CONECT   39    8                                                            
CONECT   40    5    1   41   42                                             
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43    4                                                            
CONECT   44    4                                                            
CONECT   45    2                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₅₆O₅

Average Mass

616.8830 Da

Monoisotopic Mass

616.41277 Da

IUPAC Name

(1R,3S)-6-[(3E,5E,7E,9E,11E,13E,15E)-17-hydroxy-16-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-3,7,12-trimethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-ylidene]-1,5,5-trimethylcyclohexane-1,3-diol

Traditional Name

CAS Registry Number

Not Available

SMILES

C\C(\C=C\C=C(/C)C=C=C1C(C)(C)C[C@H](O)C[C@@]1(C)O)=C/C=C/C=C(\C)/C=C/C=C(/CO)\C=C\[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C

InChI Identifier

InChI=1S/C40H56O5/c1-29(16-12-17-31(3)20-21-35-36(4,5)24-33(42)26-38(35,8)44)14-10-11-15-30(2)18-13-19-32(28-41)22-23-40-37(6,7)25-34(43)27-39(40,9)45-40/h10-20,22-23,33-34,41-44H,24-28H2,1-9H3/b11-10+,16-12+,18-13+,23-22+,29-14+,30-15+,31-17+,32-19+/t21?,33-,34-,38+,39+,40-/m0/s1

InChI Key

OWWSPDNLRSCPIS-ZKLSQCAPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Nannochloropsis salina	-	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
Long chain fatty alcohol
Fatty alcohol
Oxepane
Fatty acyl
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	7.17	ALOGPS
logP	5.41	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	14.01	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	93.45 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	195.81 m³·mol⁻¹	ChemAxon
Polarizability	75.02 Å³	ChemAxon
Number of Rings	3	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

163026411

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 6,7-Didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5,19'-tetrahydroxy-beta,beta-carotene (NP0065734)

MOL for NP0065734 (6,7-Didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5,19'-tetrahydroxy-beta,beta-carotene)

3D MOL for NP0065734 (6,7-Didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5,19'-tetrahydroxy-beta,beta-carotene)

3D SDF for NP0065734 (6,7-Didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5,19'-tetrahydroxy-beta,beta-carotene)

3D-SDF for NP0065734 (6,7-Didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5,19'-tetrahydroxy-beta,beta-carotene)

PDB for NP0065734 (6,7-Didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5,19'-tetrahydroxy-beta,beta-carotene)

3D PDB for NP0065734 (6,7-Didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5,19'-tetrahydroxy-beta,beta-carotene)

SMILES for NP0065734 (6,7-Didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5,19'-tetrahydroxy-beta,beta-carotene)

INCHI for NP0065734 (6,7-Didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5,19'-tetrahydroxy-beta,beta-carotene)

Structure for NP0065734 (6,7-Didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5,19'-tetrahydroxy-beta,beta-carotene)

3D Structure for NP0065734 (6,7-Didehydro-5',6'-epoxy-5,5',6,6'-tetrahydro-3,3',5,19'-tetrahydroxy-beta,beta-carotene)