NP-MRD: Showing NP-Card for n-[(2s,3r,4r,7r)-7-[(3r,3ar,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid (NP0200966)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 19:55:15 UTC

Updated at

2022-09-04 19:55:16 UTC

NP-MRD ID

NP0200966

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(2s,3r,4r,7r)-7-[(3r,3ar,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid

Description

N-[(2S,3R,4R,7R)-7-[(1R,2R,5R,6R,9S,10R,13R,14S,19S)-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosan-6-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid belongs to the class of organic compounds known as bacteriohopanoids. These are bacterial terpenoids structurally characterized by a C30 skeleton, which is usually conjugated to a C5 (usually hydroxylated) unit linked by a carbon-carbon bond. n-[(2s,3r,4r,7r)-7-[(3r,3ar,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid is found in Nitrosomonas europaea. Based on a literature review very few articles have been published on N-[(2S,3R,4R,7R)-7-[(1R,2R,5R,6R,9S,10R,13R,14S,19S)-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosan-6-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042221552D          

 56 60  0  0  1  0            999 V2000
   -6.4165  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7021  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9876  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2731  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5586  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8442  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1297  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4152  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0137  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4427  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1571  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8716  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5861  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3005  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3005  -15.9784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0150  -17.2159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7295  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7295  -15.9784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0150  -15.5659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439  -15.5659    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1584  -15.9784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439  -14.7409    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7295  -14.3284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1584  -14.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1584  -13.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8729  -13.0909    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5874  -13.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8729  -12.2659    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2055  -11.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4604  -10.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2854  -10.9963    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9498  -10.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5403  -11.7810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3473  -11.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8993  -11.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6444  -10.5548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4514  -10.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8374  -10.3832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5825   -9.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1345   -8.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9415   -9.1570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4935   -8.5440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6866   -8.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2386   -7.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7906   -7.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5976   -7.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8525   -8.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5810   -7.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3604   -8.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3005   -8.7155    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5554   -9.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0034  -10.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1964   -9.9417    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8639  -10.4266    0.0000 C   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  1  0  0  0  0
  7  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  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
 16 18  2  0  0  0  0
 18 19  1  4  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 30 28  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 30 35  1  0  0  0  0
 35 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 33 40  1  0  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 43 42  1  6  0  0  0
 43 44  1  0  0  0  0
 44 45  1  6  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 49 52  1  0  0  0  0
 44 52  1  0  0  0  0
 52 53  1  6  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 43 55  1  0  0  0  0
 38 55  1  0  0  0  0
 55 56  1  6  0  0  0
M  END

     RDKit          3D

149153  0  0  0  0  0  0  0  0999 V2000
   13.7213    4.0502    0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7358    2.7682    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3775    1.6735    0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4264    0.3668    1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0638   -0.1545    1.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1989   -0.3899    0.5663 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8565   -0.9176    0.9947 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9883   -1.1911   -0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7502    0.0601   -0.9755 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8964   -0.1630   -2.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5550   -0.7030   -1.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7500    0.1989   -0.9051 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4354    1.5265   -1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6167    1.7174   -2.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1990    1.3943   -2.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124    0.0191   -2.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2922   -0.1699   -2.6073 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3669   -1.0245   -2.3948 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9042   -2.3561   -2.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0007   -2.7478   -0.8096 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6710   -4.0871   -0.6240 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0882   -1.9792    0.1344 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5299   -2.3006    1.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7229   -2.6758    0.0136 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1095   -2.5145   -1.1818 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8229   -2.0126    1.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5214   -2.6771    1.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5715   -2.2130    1.9124 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1347   -2.3544    3.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2573   -0.9517    1.7202 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5440    0.3372    1.7261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    1.2501    1.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5269    0.5652    0.4388 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0889    1.2894   -0.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279   -0.8459    0.4045 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0287   -1.9210    0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3035   -1.6417   -0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8397   -0.2547   -0.1635 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9565    0.3384   -1.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9773    0.5809    0.7545 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5226    1.9659    0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9735    2.0577    1.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7699    1.1186    0.3725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2636    1.2559    0.4891 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.8327    0.9922    1.8217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6356    2.7009    0.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1216    2.9083    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9331    1.7064   -0.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2194    0.6676   -1.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3508    1.0723   -2.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0505   -0.6210   -0.9157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8158    0.4085   -0.6313 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.5205   -1.0157   -0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0565   -1.3177   -0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2406   -0.2650    0.4815 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1335   -0.7199    1.9215 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6735    4.9112    1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8324    4.0345    0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6712    4.0943    0.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6874    2.5248    1.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3515    2.9713    2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.4451    1.9904    0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8509    1.5597   -0.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8978   -0.3738    0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1093    0.4204    2.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2245   -1.1372    2.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5350    0.5516    2.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1088    0.5760    0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7225   -1.1056   -0.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3306   -0.1220    1.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9766   -1.8331    1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0290   -1.6223    0.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4718   -1.9877   -0.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3996    0.8437   -0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7310    0.4713   -1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8466    0.7409   -2.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3957   -0.9436   -2.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9802   -1.0044   -2.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6911   -1.6598   -1.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9486   -0.3587   -0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4692    0.3977   -0.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4097    2.1310   -1.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9102    2.0953   -0.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6917    2.8498   -2.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1192    1.2612   -3.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6037    2.0884   -2.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7931    1.7097   -3.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6717    0.6013   -2.4157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8511   -2.4445   -2.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5631   -3.0678   -2.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0653   -2.6561   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9181   -4.2911    0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0756   -0.9206   -0.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3306   -1.5003    2.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327   -3.7372    0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7509   -3.3945   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3453   -2.2466    2.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7351   -0.9474    0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8161   -2.6843   -0.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141   -3.7729    1.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4271   -3.0130    1.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9134   -1.9102    4.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2191   -1.7791    3.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0525   -3.4149    3.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701   -0.8769    2.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9509    0.5876    2.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0395    0.5061    0.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5343    2.2789    1.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3398    1.0674    2.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9838    0.5997   -1.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0136    1.6091   -0.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6016    2.2187   -1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2857   -0.9473   -0.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5569   -2.8245   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2706   -2.2740    1.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0454   -2.3792    0.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1461   -1.9302   -1.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9103    0.1126   -2.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1871   -0.1462   -2.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7611    1.4028   -1.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0580    0.1002    1.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9609    2.4772    1.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3019    2.6099   -0.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2041    2.0193    2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2841    3.1013    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5622    1.4713   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0232    1.1267    2.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3130    0.0251    1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5988    1.7632    2.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2931    3.3600    0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1486    3.0015   -0.8161 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2922    3.6973   -0.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5453    3.3742    0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8206    2.0425   -0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3886    1.2098    0.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7618    0.3691   -3.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4195    0.9727   -2.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0344    2.1153   -2.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1115   -0.2754   -1.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8357   -1.3170   -1.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0354   -1.0421    0.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1788    0.6591   -1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0853   -1.4072    0.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9000   -1.6291   -1.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0327   -2.3059    0.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6472   -1.5911   -1.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1692   -1.0868    2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4808   -1.5909    2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8858    0.0450    2.6372 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  6
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  6
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  1
 44 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 49 51  1  0
 49 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  1
 35 30  1  0
 55 38  1  0
 40 33  1  0
 55 43  1  0
 52 44  1  0
  1 57  1  0
  1 58  1  0
  1 59  1  0
  2 60  1  0
  2 61  1  0
  3 62  1  0
  3 63  1  0
  4 64  1  0
  4 65  1  0
  5 66  1  0
  5 67  1  0
  6 68  1  0
  6 69  1  0
  7 70  1  0
  7 71  1  0
  8 72  1  0
  8 73  1  0
  9 74  1  0
  9 75  1  0
 10 76  1  0
 10 77  1  0
 11 78  1  0
 11 79  1  0
 12 80  1  0
 12 81  1  0
 13 82  1  0
 13 83  1  0
 14 84  1  0
 14 85  1  0
 15 86  1  0
 15 87  1  0
 17 88  1  0
 19 89  1  0
 19 90  1  0
 20 91  1  1
 21 92  1  0
 22 93  1  6
 23 94  1  0
 24 95  1  1
 25 96  1  0
 26 97  1  0
 26 98  1  0
 27 99  1  0
 27100  1  0
 28101  1  1
 29102  1  0
 29103  1  0
 29104  1  0
 30105  1  1
 31106  1  0
 31107  1  0
 32108  1  0
 32109  1  0
 34110  1  0
 34111  1  0
 34112  1  0
 35113  1  6
 36114  1  0
 36115  1  0
 37116  1  0
 37117  1  0
 39118  1  0
 39119  1  0
 39120  1  0
 40121  1  1
 41122  1  0
 41123  1  0
 42124  1  0
 42125  1  0
 43126  1  6
 45127  1  0
 45128  1  0
 45129  1  0
 46130  1  0
 46131  1  0
 47132  1  0
 47133  1  0
 48134  1  0
 48135  1  0
 50136  1  0
 50137  1  0
 50138  1  0
 51139  1  0
 51140  1  0
 51141  1  0
 52142  1  6
 53143  1  0
 53144  1  0
 54145  1  0
 54146  1  0
 56147  1  0
 56148  1  0
 56149  1  0
M  END


  Mrv1652309042221552D          

 56 60  0  0  1  0            999 V2000
   -6.4165  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7021  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9876  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2731  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5586  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8442  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1297  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4152  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0137  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4427  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1571  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8716  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5861  -17.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3005  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3005  -15.9784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0150  -17.2159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7295  -16.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7295  -15.9784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0150  -15.5659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439  -15.5659    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1584  -15.9784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439  -14.7409    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7295  -14.3284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1584  -14.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1584  -13.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8729  -13.0909    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5874  -13.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8729  -12.2659    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2055  -11.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4604  -10.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2854  -10.9963    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9498  -10.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5403  -11.7810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3473  -11.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8993  -11.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6444  -10.5548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4514  -10.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8374  -10.3832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5825   -9.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1345   -8.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9415   -9.1570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4935   -8.5440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6866   -8.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2386   -7.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7906   -7.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5976   -7.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8525   -8.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5810   -7.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3604   -8.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3005   -8.7155    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5554   -9.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0034  -10.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1964   -9.9417    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8639  -10.4266    0.0000 C   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  1  0  0  0  0
  7  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  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
 16 18  2  0  0  0  0
 18 19  1  4  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 30 28  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 30 35  1  0  0  0  0
 35 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 33 40  1  0  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 43 42  1  6  0  0  0
 43 44  1  0  0  0  0
 44 45  1  6  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 49 52  1  0  0  0  0
 44 52  1  0  0  0  0
 52 53  1  6  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 43 55  1  0  0  0  0
 38 55  1  0  0  0  0
 55 56  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0200966

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC(O)=NC[C@H](O)[C@H](O)[C@H](O)CC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]1CC[C@]1(C)[C@@H]2CC[C@@H]2[C@@]3(C)CCCC(C)(C)[C@@H]3CC[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C51H93NO4/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-23-45(55)52-36-41(54)46(56)40(53)25-24-37(2)38-28-33-48(5)39(38)29-34-50(7)43(48)26-27-44-49(6)32-22-31-47(3,4)42(49)30-35-51(44,50)8/h37-44,46,53-54,56H,9-36H2,1-8H3,(H,52,55)/t37-,38-,39-,40-,41+,42+,43-,44-,46-,48+,49+,50-,51-/m1/s1

> <INCHI_KEY>
LUMMUAKZXYAHPW-RLIXSOPXSA-N

> <FORMULA>
C51H93NO4

> <MOLECULAR_WEIGHT>
784.308

> <EXACT_MASS>
783.710460479

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
149

> <JCHEM_AVERAGE_POLARIZABILITY>
101.54829085606339

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2S,3R,4R)-7-[(1R,2R,6R,9S,10R,13R,14S,19S)-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-6-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid

> <JCHEM_LOGP>
13.599454671666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.071187824113586

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.124837329838946

> <JCHEM_PKA_STRONGEST_BASIC>
3.992013732428085

> <JCHEM_POLAR_SURFACE_AREA>
93.28000000000002

> <JCHEM_REFRACTIVITY>
234.6964

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2S,3R,4R)-7-[(1R,2R,6R,9S,10R,13R,14S,19S)-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-6-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0     -11.978 -32.136   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.644 -31.366   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.310 -32.136   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.976 -31.366   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.643 -32.136   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.309 -31.366   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.975 -32.136   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.642 -31.366   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.308 -32.136   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.026 -31.366   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.359 -32.136   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.693 -31.366   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.027 -32.136   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.360 -31.366   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.694 -32.136   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.028 -31.366   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.028 -29.826   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       9.361 -32.136   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      10.695 -31.366   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.695 -29.826   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.361 -29.056   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      12.029 -29.056   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      13.362 -29.826   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      12.029 -27.516   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.695 -26.746   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      13.362 -26.746   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.362 -25.206   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.696 -24.436   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.030 -25.206   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.696 -22.896   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.450 -21.991   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.926 -20.526   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.466 -20.526   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.840 -19.120   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      15.942 -21.991   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      17.448 -22.311   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      18.479 -21.167   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      18.003 -19.702   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      19.509 -20.022   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      16.497 -19.382   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      16.021 -17.917   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      17.051 -16.773   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      18.557 -17.093   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      19.588 -15.949   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      18.082 -15.629   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      19.112 -14.484   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      20.142 -13.340   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      21.649 -13.660   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      22.125 -15.124   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      23.484 -14.401   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      23.073 -16.338   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      21.094 -16.269   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      21.570 -17.734   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      20.540 -18.878   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      19.033 -18.558   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      20.279 -19.463   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35   40                                             
CONECT   34   33                                                            
CONECT   35   33   30   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   40   55                                             
CONECT   39   38                                                            
CONECT   40   38   33   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   55                                                  
CONECT   44   43   45   46   52                                             
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   51   52                                             
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52   49   44   53                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   43   38   56                                             
CONECT   56   55                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  120    0
END

View in JSmol

Synonyms

Value	Source
N-[(2S,3R,4R,7R)-7-[(1R,2R,5R,6R,9S,10R,13R,14S,19S)-1,2,9,14,18,18-Hexamethylpentacyclo[11.8.0.0,.0,.0,]henicosan-6-yl]-2,3,4-trihydroxyoctyl]hexadecanimidate	Generator

Chemical Formula

C₅₁H₉₃NO₄

Average Mass

784.3080 Da

Monoisotopic Mass

783.71046 Da

IUPAC Name

N-[(2S,3R,4R)-7-[(1R,2R,6R,9S,10R,13R,14S,19S)-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-6-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid

Traditional Name

N-[(2S,3R,4R)-7-[(1R,2R,6R,9S,10R,13R,14S,19S)-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-6-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(O)=NC[C@H](O)[C@H](O)[C@H](O)CC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]1CC[C@]1(C)[C@@H]2CC[C@@H]2[C@@]3(C)CCCC(C)(C)[C@@H]3CC[C@@]12C

InChI Identifier

InChI=1S/C51H93NO4/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-23-45(55)52-36-41(54)46(56)40(53)25-24-37(2)38-28-33-48(5)39(38)29-34-50(7)43(48)26-27-44-49(6)32-22-31-47(3,4)42(49)30-35-51(44,50)8/h37-44,46,53-54,56H,9-36H2,1-8H3,(H,52,55)/t37-,38-,39-,40-,41+,42+,43-,44-,46-,48+,49+,50-,51-/m1/s1

InChI Key

LUMMUAKZXYAHPW-RLIXSOPXSA-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
Nitrosomonas europaea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bacteriohopanoids. These are bacterial terpenoids structurally characterized by a C30 skeleton, which is usually conjugated to a C5 (usually hydroxylated) unit linked by a carbon-carbon bond.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Hopanoids

Direct Parent

Bacteriohopanoids

Alternative Parents

Substituents

Bacteriohopane skeleton
Sesquaterpenoid
27-hydroxysteroid
25-hydroxysteroid
24-hydroxysteroid
Steroid
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Polyol
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	13.6	ChemAxon
pKa (Strongest Acidic)	6.12	ChemAxon
pKa (Strongest Basic)	3.99	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	93.28 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	234.7 m³·mol⁻¹	ChemAxon
Polarizability	101.55 Å³	ChemAxon
Number of Rings	5	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

163046784

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[(2s,3r,4r,7r)-7-[(3r,3ar,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid (NP0200966)

MOL for NP0200966 (n-[(2s,3r,4r,7r)-7-[(3r,3ar,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid)

3D MOL for NP0200966 (n-[(2s,3r,4r,7r)-7-[(3r,3ar,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid)

3D SDF for NP0200966 (n-[(2s,3r,4r,7r)-7-[(3r,3ar,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid)

3D-SDF for NP0200966 (n-[(2s,3r,4r,7r)-7-[(3r,3ar,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid)

PDB for NP0200966 (n-[(2s,3r,4r,7r)-7-[(3r,3ar,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid)

3D PDB for NP0200966 (n-[(2s,3r,4r,7r)-7-[(3r,3ar,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid)

SMILES for NP0200966 (n-[(2s,3r,4r,7r)-7-[(3r,3ar,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid)

INCHI for NP0200966 (n-[(2s,3r,4r,7r)-7-[(3r,3ar,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid)

Structure for NP0200966 (n-[(2s,3r,4r,7r)-7-[(3r,3ar,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid)

3D Structure for NP0200966 (n-[(2s,3r,4r,7r)-7-[(3r,3ar,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]-2,3,4-trihydroxyoctyl]hexadecanimidic acid)