NP-MRD: Showing NP-Card for 15-(2,2-dimethyl-5-oxooxolan-3-yl)-7-(2-hydroxy-5h-pyrrol-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate (NP0254954)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 19:16:43 UTC

Updated at

2022-09-07 19:16:43 UTC

NP-MRD ID

NP0254954

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-(2,2-dimethyl-5-oxooxolan-3-yl)-7-(2-hydroxy-5h-pyrrol-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate

Description

15-(2,2-Dimethyl-5-oxooxolan-3-yl)-7-(5-hydroxy-2H-pyrrol-4-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]Pentadec-13-en-9-yl acetate belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. 15-(2,2-dimethyl-5-oxooxolan-3-yl)-7-(2-hydroxy-5h-pyrrol-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate is found in Munronia pinnata. 15-(2,2-Dimethyl-5-oxooxolan-3-yl)-7-(5-hydroxy-2H-pyrrol-4-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]Pentadec-13-en-9-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004151519322D          

 37 42  0  0  0  0            999 V2000
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2095    1.3394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0138    1.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5282    1.8008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3717    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0138   -0.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2095   -0.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -1.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5674   -1.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1765   -1.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7466   -2.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5993   -3.3922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4899   -2.2225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792   -1.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1786   -1.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6188   -0.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9640   -0.8070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6887    2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6887    2.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    3.1994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5809    2.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4059    2.5320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0493    1.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 12 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 30 34  1  0  0  0  0
 34 35  2  0  0  0  0
 29 36  1  0  0  0  0
  5 36  1  0  0  0  0
 25 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END

     RDKit          3D

 70 75  0  0  0  0  0  0  0  0999 V2000
   -0.7274    0.6595    2.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2875    0.6713    1.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9841    0.0722    0.1480 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1135   -0.8391   -0.6384 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2485   -2.2237   -0.4271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6891   -2.8639    0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1407   -3.9229    1.1173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7963   -2.3818    1.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5736   -1.2846    1.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4220   -0.2982    0.3129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9018   -1.0813   -0.9292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2745    0.8913    0.5506 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0453    2.0233   -0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177    2.8810   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4863    4.0277   -0.5546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021    2.2063    0.8375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7420    0.8022    0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4657    0.0440    1.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3903    0.6955   -0.8649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3884   -0.5990   -0.4018 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1476   -1.2814   -1.3474 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8041   -2.4501   -1.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206   -3.1612   -2.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6814   -2.9301   -0.0352 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7038    0.8324   -0.2106 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0753    1.6715   -1.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1115    1.2602   -0.1332 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1948    0.3009   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1830    0.1190   -0.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1405   -0.9052   -0.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7375   -1.3532    0.7500 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5431   -0.6426    1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9355   -0.8594    2.1308 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1283    2.3834    0.8984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606    2.2849    1.6153 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7930    1.0929    2.2958 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0247    1.3268    1.0456 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1036    1.1485    3.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6187    0.2254    2.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1166    1.0273   -0.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3926   -0.6800   -1.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0627   -2.9971    2.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3358   -1.1718    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4248   -2.0817   -0.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9607   -1.3209   -0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6912   -0.4308   -1.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399    1.3651    1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1268    1.7618   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1625    2.6504   -0.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1249    0.2601    2.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5290   -1.0346    1.4077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5245    0.4835    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0496   -0.2275   -0.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1643    1.5102   -1.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7844    0.6916   -1.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5497   -1.1383    0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4252   -3.6979   -1.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0652   -2.4751   -2.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9947   -3.9391   -2.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9417    2.0938   -1.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5616    2.5535   -1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5780    1.0283   -2.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3373    1.8560   -1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2402    0.7058   -1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1814   -1.7328   -1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1501   -0.3963   -0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2232   -2.0683    1.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1588    3.3863    0.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9347    2.2590    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4054    3.2173    2.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 24  2  0
 22 21  1  0
 21 20  1  0
 20  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 10  3  1  0
  3  2  1  0
  2  1  2  3
  2 37  1  0
 37 36  1  1
 36 35  1  0
 35 34  1  0
 34 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 27 25  1  0
 25 26  1  6
 25 20  1  0
  3  4  1  0
 35 37  1  0
 32 28  1  0
 17 12  1  0
 25 37  1  0
 23 57  1  0
 23 58  1  0
 23 59  1  0
 20 56  1  1
  4 41  1  6
  8 42  1  0
  9 43  1  0
 11 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  1
 13 48  1  0
 13 49  1  0
 18 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
  3 40  1  6
  1 38  1  0
  1 39  1  0
 35 70  1  1
 34 68  1  0
 34 69  1  0
 27 63  1  6
 29 64  1  0
 30 65  1  0
 30 66  1  0
 31 67  1  0
 26 60  1  0
 26 61  1  0
 26 62  1  0
M  END


  Mrv1533004151519322D          

 37 42  0  0  0  0            999 V2000
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2095    1.3394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0138    1.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5282    1.8008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3717    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0138   -0.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2095   -0.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -1.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5674   -1.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1765   -1.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7466   -2.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5993   -3.3922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4899   -2.2225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792   -1.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1786   -1.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6188   -0.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9640   -0.8070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6887    2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6887    2.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    3.1994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5809    2.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4059    2.5320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0493    1.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 12 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 30 34  1  0  0  0  0
 34 35  2  0  0  0  0
 29 36  1  0  0  0  0
  5 36  1  0  0  0  0
 25 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0254954

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1C2OC(=O)C=CC(C)(C3CC(=O)OC3(C)C)C2C(=C)C23OC2CC(C2=CCNC2=O)C13C

> <INCHI_IDENTIFIER>
InChI=1S/C28H33NO8/c1-13-21-22(35-19(31)7-9-26(21,5)17-12-20(32)37-25(17,3)4)23(34-14(2)30)27(6)16(11-18-28(13,27)36-18)15-8-10-29-24(15)33/h7-9,16-18,21-23H,1,10-12H2,2-6H3,(H,29,33)

> <INCHI_KEY>
FSPDOKDIFCCWRB-UHFFFAOYSA-N

> <FORMULA>
C28H33NO8

> <MOLECULAR_WEIGHT>
511.571

> <EXACT_MASS>
511.220617027

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
52.03123899825898

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-(2,2-dimethyl-5-oxooxolan-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-7-(2-oxo-2,5-dihydro-1H-pyrrol-3-yl)-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate

> <ALOGPS_LOGP>
2.34

> <JCHEM_LOGP>
1.3043035639999996

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.191662133851537

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.684871845260865

> <JCHEM_PKA_STRONGEST_BASIC>
0.013910313237703309

> <JCHEM_POLAR_SURFACE_AREA>
120.53

> <JCHEM_REFRACTIVITY>
130.05319999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-(2,2-dimethyl-5-oxooxolan-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-7-(2-oxo-1,5-dihydropyrrol-3-yl)-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.787   4.620   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.787   6.160   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.453   3.850   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.453   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.991   2.500   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.492   2.157   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.453   3.362   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.161   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.492  -0.617   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.991  -0.960   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.787  -1.920   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.659  -2.348   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.929  -3.704   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.994  -4.817   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.719  -6.332   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       8.381  -4.149   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.174  -2.623   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.667  -2.242   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.622  -1.149   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.453  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.120   0.000   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.799  -1.506   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.250   0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.179   3.481   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.286   3.956   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.286   5.496   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0       0.179   5.972   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0       1.084   4.726   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.624   4.726   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.959   3.072   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   36                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   22                                             
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   14   20   21                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   12    6   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27   36                                             
CONECT   26   25   27                                                       
CONECT   27   26   25   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   36                                                  
CONECT   30   29   31   34                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   30   35                                                  
CONECT   35   34                                                            
CONECT   36   29    5   25   37                                             
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   84    0
END

View in JSmol

Synonyms

Value	Source
15-(2,2-Dimethyl-5-oxooxolan-3-yl)-7-(5-hydroxy-2H-pyrrol-4-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0,.0,]pentadec-13-en-9-yl acetic acid	Generator
15-(2,2-Dimethyl-5-oxooxolan-3-yl)-7-(5-hydroxy-2H-pyrrol-4-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetic acid	Generator

Chemical Formula

C₂₈H₃₃NO₈

Average Mass

511.5710 Da

Monoisotopic Mass

511.22062 Da

IUPAC Name

15-(2,2-dimethyl-5-oxooxolan-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-7-(2-oxo-2,5-dihydro-1H-pyrrol-3-yl)-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate

Traditional Name

15-(2,2-dimethyl-5-oxooxolan-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-7-(2-oxo-1,5-dihydropyrrol-3-yl)-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C2OC(=O)C=CC(C)(C3CC(=O)OC3(C)C)C2C(=C)C23OC2CC(C2=CCNC2=O)C13C

InChI Identifier

InChI=1S/C28H33NO8/c1-13-21-22(35-19(31)7-9-26(21,5)17-12-20(32)37-25(17,3)4)23(34-14(2)30)27(6)16(11-18-28(13,27)36-18)15-8-10-29-24(15)33/h7-9,16-18,21-23H,1,10-12H2,2-6H3,(H,29,33)

InChI Key

FSPDOKDIFCCWRB-UHFFFAOYSA-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
Munronia pinnata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Gamma butyrolactone
Oxane
Pyrroline
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Carboxamide group
Carboxylic acid ester
Lactam
Lactone
Secondary carboxylic acid amide
Dialkyl ether
Oxirane
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
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	2.34	ALOGPS
logP	1.3	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	13.68	ChemAxon
pKa (Strongest Basic)	0.014	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	120.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	130.05 m³·mol⁻¹	ChemAxon
Polarizability	52.03 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	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

85302395

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 15-(2,2-dimethyl-5-oxooxolan-3-yl)-7-(2-hydroxy-5h-pyrrol-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate (NP0254954)

MOL for NP0254954 (15-(2,2-dimethyl-5-oxooxolan-3-yl)-7-(2-hydroxy-5h-pyrrol-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate)

3D MOL for NP0254954 (15-(2,2-dimethyl-5-oxooxolan-3-yl)-7-(2-hydroxy-5h-pyrrol-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate)

3D SDF for NP0254954 (15-(2,2-dimethyl-5-oxooxolan-3-yl)-7-(2-hydroxy-5h-pyrrol-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate)

3D-SDF for NP0254954 (15-(2,2-dimethyl-5-oxooxolan-3-yl)-7-(2-hydroxy-5h-pyrrol-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate)

PDB for NP0254954 (15-(2,2-dimethyl-5-oxooxolan-3-yl)-7-(2-hydroxy-5h-pyrrol-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate)

3D PDB for NP0254954 (15-(2,2-dimethyl-5-oxooxolan-3-yl)-7-(2-hydroxy-5h-pyrrol-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate)

SMILES for NP0254954 (15-(2,2-dimethyl-5-oxooxolan-3-yl)-7-(2-hydroxy-5h-pyrrol-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate)

INCHI for NP0254954 (15-(2,2-dimethyl-5-oxooxolan-3-yl)-7-(2-hydroxy-5h-pyrrol-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate)

Structure for NP0254954 (15-(2,2-dimethyl-5-oxooxolan-3-yl)-7-(2-hydroxy-5h-pyrrol-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate)

3D Structure for NP0254954 (15-(2,2-dimethyl-5-oxooxolan-3-yl)-7-(2-hydroxy-5h-pyrrol-3-yl)-8,15-dimethyl-2-methylidene-12-oxo-4,11-dioxatetracyclo[8.5.0.0³,⁵.0³,⁸]pentadec-13-en-9-yl acetate)