NP-MRD: Showing NP-Card for (2z,4e,6e,8e,10e,12e,14e)-2-{2-[(2s,4r)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate (NP0252272)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 15:43:51 UTC

Updated at

2022-09-07 15:43:51 UTC

NP-MRD ID

NP0252272

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2z,4e,6e,8e,10e,12e,14e)-2-{2-[(2s,4r)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate

Description

(2Z,4E,6E,8E,10E,12E,14E)-2-{2-[(2S,4R)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (2z,4e,6e,8e,10e,12e,14e)-2-{2-[(2s,4r)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate is found in Emiliania huxleyi. Based on a literature review very few articles have been published on (2Z,4E,6E,8E,10E,12E,14E)-2-{2-[(2S,4R)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072217432D          

 45 45  0  0  1  0            999 V2000
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6716   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1413   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7574    0.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5320    0.7284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   10.3125    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  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  6  0  0  0
 10 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
M  END

     RDKit          3D

 99 99  0  0  0  0  0  0  0  0999 V2000
   -4.6459   -6.4899    3.9874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7077   -6.9139    3.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2121   -7.0508    1.6096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6569   -5.7479    1.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2005   -6.0164   -0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6359   -4.8307   -0.9985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2257   -4.9204   -2.1818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5561   -3.6396   -0.3283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9949   -2.5127   -1.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980   -1.3356   -0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2899   -0.8916    0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5958    0.3302    0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8450    1.5612   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5125    1.6794   -1.6329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4239    0.5378   -1.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5369    1.8379   -2.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3745    2.9495   -1.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6248    4.0798   -0.9214 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4364    5.2296   -1.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9507    6.3328   -1.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8672    7.5074   -1.8584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8097    6.3785   -2.2430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4563    3.6993    0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4045    2.5809    0.5678 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2750    2.1459    1.9883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2159    3.1403    0.1388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8640   -0.7587    0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5374   -1.1391   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5433   -0.4556    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8976   -0.7960   -0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2803   -1.8987   -1.1790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9036   -0.0299    0.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2760   -0.3041   -0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2348    0.5022    0.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6189    0.2517   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6059    0.9966    0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3644    2.1519    1.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0004    0.7097   -0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0388    1.3930    0.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4063    1.0303   -0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4440    1.7191    0.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2038    2.8770    1.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8006    1.3659   -0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9933    0.2031   -0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7875    2.0180    0.3078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5732   -7.2188    4.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9364   -5.5207    4.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6619   -6.4175    3.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5698   -6.2110    3.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0941   -7.9063    3.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0631   -7.3908    0.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4473   -7.8556    1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8836   -5.3424    1.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5092   -5.0172    1.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1029   -6.4123   -0.8924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4794   -6.8585   -0.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7078   -2.2785   -1.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0063   -2.7530   -1.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0073   -1.3884    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9741    0.1196   -1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8537   -0.3238   -2.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1957    0.8636   -2.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3186    2.9178   -2.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5880    1.3615   -2.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9415    1.3893   -3.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6136    3.2453   -2.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3165    2.8045   -1.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6507    4.2434   -1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7530    7.1549   -2.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3824    8.3812   -2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2314    7.7474   -0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4306    3.3016    0.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0852    4.5153    1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0087    1.3745    2.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2406    1.8136    2.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4713    3.0291    2.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.8223    0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9582    0.1140    0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3408   -1.9682   -0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3519    0.3827    0.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8869   -1.4679   -2.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4733   -2.4895   -1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0076   -2.5686   -0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6450    0.7905    0.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5922   -1.0966   -0.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9141    1.3039    0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8645   -0.5785   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3867    1.8708    2.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1058    2.9805    1.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3823    2.6084    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1839   -0.1424   -0.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9186    2.2230    1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5729    0.1788   -0.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6344    2.5683    2.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6528    3.6796    0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1713    3.3385    1.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4888    0.3691   -1.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0371   -0.1062   -1.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4394   -0.6576   -0.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 43 45  2  0
 10 11  1  0
 11 12  2  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  6
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 24 13  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  4 54  1  0
  5 55  1  0
  5 56  1  0
  9 57  1  0
  9 58  1  0
 27 78  1  0
 28 79  1  0
 29 80  1  0
 31 81  1  0
 31 82  1  0
 31 83  1  0
 32 84  1  0
 33 85  1  0
 34 86  1  0
 35 87  1  0
 37 88  1  0
 37 89  1  0
 37 90  1  0
 38 91  1  0
 39 92  1  0
 40 93  1  0
 42 94  1  0
 42 95  1  0
 42 96  1  0
 44 97  1  0
 44 98  1  0
 44 99  1  0
 11 59  1  0
 15 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 16 65  1  0
 17 66  1  0
 17 67  1  0
 18 68  1  6
 23 72  1  0
 23 73  1  0
 25 74  1  0
 25 75  1  0
 25 76  1  0
 26 77  1  0
 21 69  1  0
 21 70  1  0
 21 71  1  0
M  END


  Mrv1652309072217432D          

 45 45  0  0  1  0            999 V2000
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6716   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1413   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7574    0.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5320    0.7284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   10.3125    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  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  6  0  0  0
 10 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0252272

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=O)OC\C(=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)C(C)=O)C=C=C1C(C)(C)C[C@H](C[C@]1(C)O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C39H54O6/c1-10-11-12-23-37(42)44-28-34(24-25-36-38(7,8)26-35(45-33(6)41)27-39(36,9)43)22-16-20-30(3)18-14-13-17-29(2)19-15-21-31(4)32(5)40/h13-22,24,35,43H,10-12,23,26-28H2,1-9H3/b14-13+,19-15+,20-16+,29-17+,30-18+,31-21+,34-22-/t25?,35-,39+/m1/s1

> <INCHI_KEY>
DCMZOXSXLYATSM-UCAKGOLCSA-N

> <FORMULA>
C39H54O6

> <MOLECULAR_WEIGHT>
618.855

> <EXACT_MASS>
618.392039459

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
74.58922903828922

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,4E,6E,8E,10E,12E,14E)-2-{2-[(2S,4R)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate

> <JCHEM_LOGP>
7.228655979666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.601423563510444

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.070473957924769

> <JCHEM_PKA_STRONGEST_BASIC>
-3.205374131412797

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
191.8247

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,4E,6E,8E,10E,12E,14E)-2-{2-[(2S,4R)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337   3.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      14.670   2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      16.004   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.338   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.187  -2.043   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.197  -3.757   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.614   1.360   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      14.060   1.360   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      18.672   3.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.672   4.620   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.005   5.390   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.005   6.930   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.672   7.700   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      21.339   7.700   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      21.339   9.240   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      22.673  10.010   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      22.673  11.550   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      24.006  12.320   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      25.340  11.550   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      24.006  13.860   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      25.340  14.630   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      25.340  16.170   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      26.674  16.940   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      28.007  16.170   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      26.674  18.480   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      25.340  19.250   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      28.007  19.250   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   27                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   24                                                  
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   18   24                                                       
CONECT   24   23   13   25   26                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   10   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   90    0
END

View in JSmol

Synonyms

Value	Source
(2Z,4E,6E,8E,10E,12E,14E)-2-{2-[(2S,4R)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoic acid	Generator

Chemical Formula

C₃₉H₅₄O₆

Average Mass

618.8550 Da

Monoisotopic Mass

618.39204 Da

IUPAC Name

(2Z,4E,6E,8E,10E,12E,14E)-2-{2-[(2S,4R)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate

Traditional Name

(2Z,4E,6E,8E,10E,12E,14E)-2-{2-[(2S,4R)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)OC\C(=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)C(C)=O)C=C=C1C(C)(C)C[C@H](C[C@]1(C)O)OC(C)=O

InChI Identifier

InChI=1S/C39H54O6/c1-10-11-12-23-37(42)44-28-34(24-25-36-38(7,8)26-35(45-33(6)41)27-39(36,9)43)22-16-20-30(3)18-14-13-17-29(2)19-15-21-31(4)32(5)40/h13-22,24,35,43H,10-12,23,26-28H2,1-9H3/b14-13+,19-15+,20-16+,29-17+,30-18+,31-21+,34-22-/t25?,35-,39+/m1/s1

InChI Key

DCMZOXSXLYATSM-UCAKGOLCSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Emiliania huxleyi	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Fatty alcohol ester
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Alpha-branched alpha,beta-unsaturated-ketone
Acryloyl-group
Cyclic alcohol
Enone
Tertiary alcohol
Alpha,beta-unsaturated ketone
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Alcohol
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	7.23	ChemAxon
pKa (Strongest Acidic)	14.07	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	191.82 m³·mol⁻¹	ChemAxon
Polarizability	74.59 Å³	ChemAxon
Number of Rings	1	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

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

162985695

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2z,4e,6e,8e,10e,12e,14e)-2-{2-[(2s,4r)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate (NP0252272)

MOL for NP0252272 ((2z,4e,6e,8e,10e,12e,14e)-2-{2-[(2s,4r)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate)

3D MOL for NP0252272 ((2z,4e,6e,8e,10e,12e,14e)-2-{2-[(2s,4r)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate)

3D SDF for NP0252272 ((2z,4e,6e,8e,10e,12e,14e)-2-{2-[(2s,4r)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate)

3D-SDF for NP0252272 ((2z,4e,6e,8e,10e,12e,14e)-2-{2-[(2s,4r)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate)

PDB for NP0252272 ((2z,4e,6e,8e,10e,12e,14e)-2-{2-[(2s,4r)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate)

3D PDB for NP0252272 ((2z,4e,6e,8e,10e,12e,14e)-2-{2-[(2s,4r)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate)

SMILES for NP0252272 ((2z,4e,6e,8e,10e,12e,14e)-2-{2-[(2s,4r)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate)

INCHI for NP0252272 ((2z,4e,6e,8e,10e,12e,14e)-2-{2-[(2s,4r)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate)

Structure for NP0252272 ((2z,4e,6e,8e,10e,12e,14e)-2-{2-[(2s,4r)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate)

3D Structure for NP0252272 ((2z,4e,6e,8e,10e,12e,14e)-2-{2-[(2s,4r)-4-(acetyloxy)-2-hydroxy-2,6,6-trimethylcyclohexylidene]ethenyl}-6,11,15-trimethyl-16-oxoheptadeca-2,4,6,8,10,12,14-heptaen-1-yl hexanoate)