NP-MRD: Showing NP-Card for [(1r,2r,6s,7s,8r,10s,11s,12r,14s,16r,18s)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-8-yl]methyl hexadecanoate (NP0208476)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 05:29:39 UTC

Updated at

2022-09-05 05:29:39 UTC

NP-MRD ID

NP0208476

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1r,2r,6s,7s,8r,10s,11s,12r,14s,16r,18s)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-8-yl]methyl hexadecanoate

Description

[(1R,2R,6S,7S,8R,10S,11S,12R,14S,16R,18S)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]Nonadec-3-en-8-yl]methyl hexadecanoate belongs to the class of organic compounds known as rhamnofolane and daphnane diterpenoids. These are diterpenoids with a structure based on one the rhamnofolane or daphnane skeleton. The rhamnofolane and daphnane skeletons are closely related, being formally derived from casbane by two cyclizations (6,10 and 5,14) followed by cleavage of the 1,15 (daphnane) or 2,15 (rhamnofolane) cyclopropane bonds. [(1r,2r,6s,7s,8r,10s,11s,12r,14s,16r,18s)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-8-yl]methyl hexadecanoate is found in Neoboutonia mannii. Based on a literature review very few articles have been published on [(1R,2R,6S,7S,8R,10S,11S,12R,14S,16R,18S)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]Nonadec-3-en-8-yl]methyl hexadecanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052207292D          

 57 62  0  0  1  0            999 V2000
   -4.0430   -5.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4351   -5.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8542   -6.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6101   -5.5964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9733   -4.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2959   -4.4428    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3548   -3.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8140   -5.2670    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4516   -6.0518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3229   -6.8121    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8721   -7.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2452   -8.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7944   -8.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1675   -9.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7167  -10.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897  -11.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390  -11.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0120  -12.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5613  -13.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9343  -13.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4836  -14.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5384   -6.5857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125   -5.7247    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0460   -4.9656    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8028   -4.1772    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4449   -3.4339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2676   -3.4956    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2676   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531   -2.2581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1614   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1614   -3.4956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8758   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5903   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3048   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0193   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7337   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4482   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1627   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8771   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5916   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3061   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0206   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7350   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4495   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1640   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8784   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0903   -3.4339    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3917   -2.6659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514   -4.0387    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9180   -3.2580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4653   -3.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8343   -3.1657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8453   -4.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6611   -4.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2663   -5.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5284   -4.8545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0072   -6.3613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 10 22  1  0  0  0  0
 23 22  1  1  0  0  0
  4 23  1  0  0  0  0
 23 24  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 27 47  1  0  0  0  0
 47 48  1  6  0  0  0
 47 49  1  0  0  0  0
 49 50  1  6  0  0  0
 49 51  1  0  0  0  0
 51 52  2  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  2  0  0  0  0
 56 55  1  6  0  0  0
 49 56  1  0  0  0  0
  8 56  1  0  0  0  0
 10 57  1  0  0  0  0
  4 57  1  0  0  0  0
M  END

     RDKit          3D

135140  0  0  0  0  0  0  0  0999 V2000
   -1.3204   -3.5559    2.9873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4163   -3.3295    2.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5542   -4.3353    2.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6777   -2.1134    1.5488 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1334   -2.3973    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9085   -1.1369   -0.2833 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5770   -1.4710   -1.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0653    0.0578   -0.1179 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4229    0.6881    1.0883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2652   -0.0358    2.2173 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7637    0.6812    3.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1155    1.1374    3.5693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3291    0.3094    3.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7713   -0.4455    2.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0482    0.3599    1.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0912    1.3934    1.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4732    0.9220    1.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0599   -0.0237    0.6793 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1746    0.5553   -0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0212    1.7762   -0.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4440    1.4987   -0.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8491   -0.2542    2.4659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5716   -1.1403    1.4484 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5961   -0.3110    0.1399 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6854    0.8419    0.3495 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2084    2.1119    0.6101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3997    1.8041   -0.5515 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8643    2.6746   -0.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7546    2.4826   -1.4900 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4282    1.3156   -1.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2317    0.3173   -1.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3161    1.3417   -2.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1451    0.1191   -3.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0899   -0.1281   -2.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9282   -1.3622   -2.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8831   -1.5855   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8333   -0.4078   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6269   -0.2048   -2.1761 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5787    0.9384   -2.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5871    0.7689   -0.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4046   -0.4670   -1.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4310   -0.5910   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7875   -0.6602    1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8576   -0.8078    2.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1508   -0.8646    3.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3537    0.4067    3.9012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0270    2.0081   -1.8770 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0424    1.9071   -2.8545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1501    1.1163   -2.2337 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6752   -0.0626   -2.6824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8933    1.7887   -3.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525    2.3673   -4.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3210    1.6234   -3.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3527    1.8703   -4.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4841    1.2479   -1.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1711    1.1282   -1.1566 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6661   -1.3319    2.1956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4926   -2.8790    3.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2366   -4.5085    3.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5549   -4.8494    1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5281   -3.8345    2.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4450   -5.0489    3.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3502   -2.6611   -0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8647   -3.2501    0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7363   -1.1448    0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6219   -2.6077   -1.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6923   -1.2557   -1.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1487   -1.1766   -2.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0365    1.5218    3.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530   -0.0477    4.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1929    1.8774    4.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3277    1.9273    2.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1361   -0.4551    4.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1708    0.8944    4.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8311   -0.8643    2.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2192   -1.3646    2.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3122   -0.3048    0.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1016    0.8497    0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1710    1.9167    0.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7571    2.2253    2.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1887    1.7584    1.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4091    0.4181    2.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5218   -0.9903    0.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0874   -0.2760    1.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1537    0.8245   -1.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5618   -0.1890   -1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5929    2.6562   -0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0945    2.0961   -1.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5998    1.7594    0.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6730    0.4151   -0.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1803    2.0137   -1.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5518   -1.5742    1.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1866   -0.9878   -0.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431    0.6101    1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5765    3.7284   -0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3905    2.3966    0.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6386    1.4104   -3.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9783    2.2317   -2.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8001    0.3040   -4.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5639   -0.7926   -3.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7253    0.7522   -1.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4628   -0.3307   -1.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4748   -1.3700   -3.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2877   -2.2860   -2.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3905   -2.5473   -1.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2593   -1.6031   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2413    0.4591   -0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4948   -0.6651   -0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1608   -1.1180   -2.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9015    0.0530   -3.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9901    1.8709   -1.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1436    0.9739   -3.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0265    0.6961   -0.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2287    1.6774   -1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8976   -0.4709   -2.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7019   -1.3529   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0188   -1.5297   -0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1065    0.2905   -0.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2289    0.2927    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0768   -1.5077    1.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5453    0.0552    2.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4162   -1.7382    2.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9040   -0.9230    4.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4510   -1.7133    3.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7790    1.2103    3.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4392    0.7253    4.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3048    0.2174    3.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4039    3.0709   -1.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0806    0.9888   -3.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7354   -0.1167   -3.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3323    1.4873   -3.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0469    1.4028   -5.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5189    2.9713   -4.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4437    1.0727   -1.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0787    2.1647   -0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
 46 45  1  0
 45 44  1  0
 44 43  1  0
 43 42  1  0
 42 41  1  0
 41 40  1  0
 40 39  1  0
 39 38  1  0
 38 37  1  0
 37 36  1  0
 36 35  1  0
 35 34  1  0
 34 33  1  0
 33 32  1  0
 32 30  1  0
 30 31  2  0
 30 29  1  0
 29 28  1  0
 27 28  1  6
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 10  1  0
 10 11  1  1
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 10 57  1  0
 57  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  1
  8 56  1  0
 56 55  1  0
 55 53  2  0
 53 54  1  0
 53 51  1  0
 51 52  2  0
 51 49  1  0
 49 50  1  6
 49 47  1  0
 47 48  1  0
  4  2  1  1
  2  3  1  0
  2  1  2  3
 25 27  1  0
  8 24  1  0
 49 56  1  0
 47 27  1  0
  4 23  1  0
  9 10  1  0
 46125  1  0
 46126  1  0
 46127  1  0
 45123  1  0
 45124  1  0
 44121  1  0
 44122  1  0
 43119  1  0
 43120  1  0
 42117  1  0
 42118  1  0
 41115  1  0
 41116  1  0
 40113  1  0
 40114  1  0
 39111  1  0
 39112  1  0
 38109  1  0
 38110  1  0
 37107  1  0
 37108  1  0
 36105  1  0
 36106  1  0
 35103  1  0
 35104  1  0
 34101  1  0
 34102  1  0
 33 99  1  0
 33100  1  0
 32 97  1  0
 32 98  1  0
 28 95  1  0
 28 96  1  0
 25 94  1  1
 24 93  1  6
 23 92  1  1
 11 69  1  0
 11 70  1  0
 12 71  1  0
 12 72  1  0
 13 73  1  0
 13 74  1  0
 14 75  1  0
 14 76  1  0
 15 77  1  0
 15 78  1  0
 16 79  1  0
 16 80  1  0
 17 81  1  0
 17 82  1  0
 18 83  1  0
 18 84  1  0
 19 85  1  0
 19 86  1  0
 20 87  1  0
 20 88  1  0
 21 89  1  0
 21 90  1  0
 21 91  1  0
  5 63  1  0
  5 64  1  0
  6 65  1  1
  7 66  1  0
  7 67  1  0
  7 68  1  0
 56135  1  1
 55134  1  0
 54131  1  0
 54132  1  0
 54133  1  0
 50130  1  0
 47128  1  1
 48129  1  0
  3 60  1  0
  3 61  1  0
  3 62  1  0
  1 58  1  0
  1 59  1  0
M  END


  Mrv1652309052207292D          

 57 62  0  0  1  0            999 V2000
   -4.0430   -5.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4351   -5.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8542   -6.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6101   -5.5964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9733   -4.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2959   -4.4428    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3548   -3.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8140   -5.2670    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4516   -6.0518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3229   -6.8121    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8721   -7.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2452   -8.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7944   -8.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1675   -9.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7167  -10.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897  -11.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390  -11.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0120  -12.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5613  -13.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9343  -13.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4836  -14.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5384   -6.5857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125   -5.7247    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0460   -4.9656    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8028   -4.1772    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4449   -3.4339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2676   -3.4956    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2676   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531   -2.2581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1614   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1614   -3.4956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8758   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5903   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3048   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0193   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7337   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4482   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1627   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8771   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5916   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3061   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0206   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7350   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4495   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1640   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8784   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0903   -3.4339    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3917   -2.6659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514   -4.0387    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9180   -3.2580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4653   -3.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8343   -3.1657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8453   -4.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6611   -4.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2663   -5.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5284   -4.8545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0072   -6.3613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 10 22  1  0  0  0  0
 23 22  1  1  0  0  0
  4 23  1  0  0  0  0
 23 24  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 27 47  1  0  0  0  0
 47 48  1  6  0  0  0
 47 49  1  0  0  0  0
 49 50  1  6  0  0  0
 49 51  1  0  0  0  0
 51 52  2  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  2  0  0  0  0
 56 55  1  6  0  0  0
 49 56  1  0  0  0  0
  8 56  1  0  0  0  0
 10 57  1  0  0  0  0
  4 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0208476

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC(=O)OC[C@]12O[C@H]1[C@H]1[C@H]3O[C@]4(CCCCCCCCCCC)O[C@]3(C[C@H](C)[C@]1(O4)[C@@H]1C=C(C)C(=O)[C@@]1(O)[C@@H]2O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C48H78O9/c1-7-9-11-13-15-17-18-19-20-21-23-25-27-29-38(49)53-33-45-42(54-45)39-41-44(34(3)4)32-36(6)48(39,37-31-35(5)40(50)47(37,52)43(45)51)57-46(55-41,56-44)30-28-26-24-22-16-14-12-10-8-2/h31,36-37,39,41-43,51-52H,3,7-30,32-33H2,1-2,4-6H3/t36-,37+,39+,41+,42-,43+,44+,45-,46+,47+,48-/m0/s1

> <INCHI_KEY>
YAOIPFIERXDZGV-RYZNWIEGSA-N

> <FORMULA>
C48H78O9

> <MOLECULAR_WEIGHT>
799.143

> <EXACT_MASS>
798.564584092

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
135

> <JCHEM_AVERAGE_POLARIZABILITY>
98.59158594797259

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1R,2R,6S,7S,8R,10S,11S,12R,14S,16R,18S)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0^{1,11}.0^{2,6}.0^{8,10}.0^{12,16}]nonadec-3-en-8-yl]methyl hexadecanoate

> <JCHEM_LOGP>
12.394082272

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.385558714093612

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.64747964404428

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8575050338740424

> <JCHEM_POLAR_SURFACE_AREA>
124.05

> <JCHEM_REFRACTIVITY>
221.91510000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
28

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2R,6S,7S,8R,10S,11S,12R,14S,16R,18S)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0^{1,11}.0^{2,6}.0^{8,10}.0^{12,16}]nonadec-3-en-8-yl]methyl hexadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.547  -9.391   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.412 -10.432   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.194 -11.759   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.872 -10.447   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.550  -9.079   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.286  -8.293   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.396  -6.757   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.386  -9.832   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.576 -11.297   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.336 -12.716   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.495 -14.006   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.191 -15.379   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.350 -16.669   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.046 -18.043   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.205 -19.333   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.901 -20.706   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.059 -21.996   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.756 -23.370   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.914 -24.659   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.611 -26.033   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.769 -27.323   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.872 -12.293   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.823 -10.686   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.953  -9.269   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.499  -7.797   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.830  -6.410   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.366  -6.525   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.366  -4.985   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.032  -4.215   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.301  -4.985   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.301  -6.525   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.635  -4.215   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.969  -4.985   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.302  -4.215   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.636  -4.985   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.970  -4.215   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.303  -4.985   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.637  -4.215   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.971  -4.985   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.304  -4.215   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      13.638  -4.985   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      14.972  -4.215   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      16.305  -4.985   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      17.639  -4.215   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      18.973  -4.985   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      20.306  -4.215   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -3.902  -6.410   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -4.464  -4.976   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -4.949  -7.539   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -5.447  -6.082   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -6.468  -7.287   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      -7.157  -5.909   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -7.178  -8.653   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -8.701  -8.883   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -6.097  -9.751   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -4.720  -9.062   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      -5.613 -11.875   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   23   57                                             
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   24   56                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   22   57                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   10   23                                                       
CONECT   23   22    4   24                                                  
CONECT   24   23    8   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   27                                                       
CONECT   27   26   25   28   47                                             
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                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45                                                            
CONECT   47   27   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50   51   56                                             
CONECT   50   49                                                            
CONECT   51   49   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56                                                       
CONECT   56   55   49    8                                                  
CONECT   57   10    4                                                       
MASTER        0    0    0    0    0    0    0    0   57    0  124    0
END

View in JSmol

Synonyms

Value	Source
[(1R,2R,6S,7S,8R,10S,11S,12R,14S,16R,18S)-6,7-Dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0,.0,.0,.0,]nonadec-3-en-8-yl]methyl hexadecanoic acid	Generator

Chemical Formula

C₄₈H₇₈O₉

Average Mass

799.1430 Da

Monoisotopic Mass

798.56458 Da

IUPAC Name

[(1R,2R,6S,7S,8R,10S,11S,12R,14S,16R,18S)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0^{1,11}.0^{2,6}.0^{8,10}.0^{12,16}]nonadec-3-en-8-yl]methyl hexadecanoate

Traditional Name

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)OC[C@]12O[C@H]1[C@H]1[C@H]3O[C@]4(CCCCCCCCCCC)O[C@]3(C[C@H](C)[C@]1(O4)[C@@H]1C=C(C)C(=O)[C@@]1(O)[C@@H]2O)C(C)=C

InChI Identifier

InChI=1S/C48H78O9/c1-7-9-11-13-15-17-18-19-20-21-23-25-27-29-38(49)53-33-45-42(54-45)39-41-44(34(3)4)32-36(6)48(39,37-31-35(5)40(50)47(37,52)43(45)51)57-46(55-41,56-44)30-28-26-24-22-16-14-12-10-8-2/h31,36-37,39,41-43,51-52H,3,7-30,32-33H2,1-2,4-6H3/t36-,37+,39+,41+,42-,43+,44+,45-,46+,47+,48-/m0/s1

InChI Key

YAOIPFIERXDZGV-RYZNWIEGSA-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
Neoboutonia mannii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as rhamnofolane and daphnane diterpenoids. These are diterpenoids with a structure based on one the rhamnofolane or daphnane skeleton. The rhamnofolane and daphnane skeletons are closely related, being formally derived from casbane by two cyclizations (6,10 and 5,14) followed by cleavage of the 1,15 (daphnane) or 2,15 (rhamnofolane) cyclopropane bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Rhamnofolane and daphnane diterpenoids

Alternative Parents

Substituents

Daphnane diterpenoid
Glycidol ester
1,3-dioxepane
Dioxepane
Fatty acid ester
Ortho ester
Carboxylic acid orthoester
Meta-dioxane
Fatty acyl
Meta-dioxolane
Tertiary alcohol
Cyclic alcohol
Ketone
Orthocarboxylic acid derivative
Secondary alcohol
Carboxylic acid ester
1,2-diol
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Dialkyl ether
Ether
Oxirane
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Alcohol
Carbonyl group
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	12.39	ChemAxon
pKa (Strongest Acidic)	11.65	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	124.05 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	221.92 m³·mol⁻¹	ChemAxon
Polarizability	98.59 Å³	ChemAxon
Number of Rings	6	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

162902506

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1r,2r,6s,7s,8r,10s,11s,12r,14s,16r,18s)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-8-yl]methyl hexadecanoate (NP0208476)

MOL for NP0208476 ([(1r,2r,6s,7s,8r,10s,11s,12r,14s,16r,18s)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-8-yl]methyl hexadecanoate)

3D MOL for NP0208476 ([(1r,2r,6s,7s,8r,10s,11s,12r,14s,16r,18s)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-8-yl]methyl hexadecanoate)

3D SDF for NP0208476 ([(1r,2r,6s,7s,8r,10s,11s,12r,14s,16r,18s)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-8-yl]methyl hexadecanoate)

3D-SDF for NP0208476 ([(1r,2r,6s,7s,8r,10s,11s,12r,14s,16r,18s)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-8-yl]methyl hexadecanoate)

PDB for NP0208476 ([(1r,2r,6s,7s,8r,10s,11s,12r,14s,16r,18s)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-8-yl]methyl hexadecanoate)

3D PDB for NP0208476 ([(1r,2r,6s,7s,8r,10s,11s,12r,14s,16r,18s)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-8-yl]methyl hexadecanoate)

SMILES for NP0208476 ([(1r,2r,6s,7s,8r,10s,11s,12r,14s,16r,18s)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-8-yl]methyl hexadecanoate)

INCHI for NP0208476 ([(1r,2r,6s,7s,8r,10s,11s,12r,14s,16r,18s)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-8-yl]methyl hexadecanoate)

Structure for NP0208476 ([(1r,2r,6s,7s,8r,10s,11s,12r,14s,16r,18s)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-8-yl]methyl hexadecanoate)

3D Structure for NP0208476 ([(1r,2r,6s,7s,8r,10s,11s,12r,14s,16r,18s)-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-(prop-1-en-2-yl)-14-undecyl-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-8-yl]methyl hexadecanoate)