NP-MRD: Showing NP-Card for delaumonone B (NP0038419)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 21:06:53 UTC

Updated at

2021-06-30 00:11:12 UTC

NP-MRD ID

NP0038419

Secondary Accession Numbers

None

Natural Product Identification

Common Name

delaumonone B

Provided By

JEOL Database JEOL Logo

Description

Delaumonone B belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring. delaumonone B is found in Laumoniera bruceadelpha NOOTEBOOM (Simaroubaceae) and Soulamea tomentosa. delaumonone B was first documented in 2009 (Oshima, S., et al.). Based on a literature review very few articles have been published on Delaumonone B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123063D          

 71 75  0  0  0  0            999 V2000
    0.7927   -6.8239    1.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1702   -5.8035    0.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0586   -4.7075    1.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7936   -4.5643    2.4952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095   -3.6458    1.2710 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4114   -4.2525    1.0525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677   -3.5333   -0.0244 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1829   -2.3119   -0.3239 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8359   -2.9967   -0.0750 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3625   -2.0949   -0.2874 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5383   -2.8937   -0.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6757   -2.1960    0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405   -0.9841    0.3210 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8476   -3.1436    0.2873 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7745   -2.7903    1.4585 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0893   -3.0344    2.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0625   -3.6103    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2820   -1.5590   -1.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2439   -1.4797   -2.4757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445   -1.1042   -2.0975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1706   -1.8265   -1.7729 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3169   -0.8773   -2.1310 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3821    0.3315   -1.1682 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3490    1.4358   -1.5928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6242    1.6332   -3.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8905    2.2822   -0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5748    2.1951    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010    3.0636    1.5076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510    1.0815    1.2408 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3420    1.6321    1.3824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6354   -0.1621    0.3024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0433   -0.8187    0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -1.1289    0.6890 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3691   -1.5939    2.1757 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6261   -2.1272    2.5769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2455   -2.6335    2.4345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0250   -1.9260    2.6647 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6082   -7.6513    0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8058   -6.4474    0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -7.1961    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0869   -3.3230    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1210   -4.2182   -0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7233   -3.8148   -0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3762   -1.2347    0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4802   -4.1707    0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3856   -3.0932   -0.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0451   -1.7284    1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916   -4.0828    2.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1934   -2.4147    2.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7627   -2.7863    3.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5861   -3.4149    0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7426   -3.3531    2.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8550   -4.6844    1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2054   -2.6772   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2674   -1.4197   -2.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1372   -0.5195   -3.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3921    0.8117   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2415    2.5186   -3.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1590    0.7714   -3.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868    1.7686   -3.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5492    3.0962   -0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9989    0.7854    2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4304    2.4046    1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8398   -0.1432    0.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1469   -1.7058   -0.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3074   -1.0879    1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.4892    0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877   -0.7172    2.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5761   -2.3250    3.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4860   -3.1750    3.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6250   -2.5750    3.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 54  1  6  0  0  0
 24 23  1  0  0  0  0
 34 35  1  0  0  0  0
 31 29  1  0  0  0  0
 31 32  1  6  0  0  0
 31 23  1  0  0  0  0
  9 43  1  6  0  0  0
 21 20  1  0  0  0  0
 10 11  1  0  0  0  0
 20 18  1  0  0  0  0
  5  6  1  0  0  0  0
 18 10  1  0  0  0  0
  8  7  1  6  0  0  0
  7  6  1  0  0  0  0
 10  9  1  0  0  0  0
  5  3  1  1  0  0  0
 33  8  1  0  0  0  0
 27 28  2  0  0  0  0
 23 57  1  1  0  0  0
 27 26  1  0  0  0  0
 36 37  1  0  0  0  0
 27 29  1  0  0  0  0
 33 67  1  1  0  0  0
 31 33  1  0  0  0  0
 24 25  1  0  0  0  0
 23 22  1  0  0  0  0
 18 19  2  0  0  0  0
 22 21  1  0  0  0  0
  3  2  1  0  0  0  0
 33 34  1  0  0  0  0
  3  4  2  0  0  0  0
  8  9  1  0  0  0  0
 11 12  1  0  0  0  0
  9  5  1  0  0  0  0
 12 14  1  0  0  0  0
  5 36  1  0  0  0  0
 14 15  1  0  0  0  0
 36 34  1  0  0  0  0
 15 16  1  0  0  0  0
  8 21  1  0  0  0  0
 15 17  1  0  0  0  0
 29 30  1  0  0  0  0
 12 13  2  0  0  0  0
 26 24  2  0  0  0  0
  2  1  1  0  0  0  0
 26 61  1  0  0  0  0
 29 62  1  1  0  0  0
 22 55  1  0  0  0  0
 22 56  1  0  0  0  0
 10 44  1  1  0  0  0
 36 70  1  1  0  0  0
 34 68  1  1  0  0  0
 30 63  1  0  0  0  0
 35 69  1  0  0  0  0
 32 64  1  0  0  0  0
 32 65  1  0  0  0  0
 32 66  1  0  0  0  0
  7 41  1  0  0  0  0
  7 42  1  0  0  0  0
 37 71  1  0  0  0  0
 25 58  1  0  0  0  0
 25 59  1  0  0  0  0
 25 60  1  0  0  0  0
 14 45  1  0  0  0  0
 14 46  1  0  0  0  0
 15 47  1  6  0  0  0
 16 48  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
 17 53  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
M  END

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
    0.7927   -6.8239    1.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1702   -5.8035    0.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0586   -4.7075    1.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7936   -4.5643    2.4952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095   -3.6458    1.2710 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4114   -4.2525    1.0525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677   -3.5333   -0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829   -2.3119   -0.3239 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8359   -2.9967   -0.0750 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3625   -2.0949   -0.2874 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5383   -2.8937   -0.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6757   -2.1960    0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405   -0.9841    0.3210 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8476   -3.1436    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7745   -2.7903    1.4585 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0893   -3.0344    2.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0625   -3.6103    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2820   -1.5590   -1.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2439   -1.4797   -2.4757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445   -1.1042   -2.0975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1706   -1.8265   -1.7729 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3169   -0.8773   -2.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821    0.3315   -1.1682 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3490    1.4358   -1.5928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6242    1.6332   -3.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8905    2.2822   -0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5748    2.1951    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010    3.0636    1.5076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510    1.0815    1.2408 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3420    1.6321    1.3824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6354   -0.1621    0.3024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0433   -0.8187    0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -1.1289    0.6890 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3691   -1.5939    2.1757 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6261   -2.1272    2.5769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2455   -2.6335    2.4345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0250   -1.9260    2.6647 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6082   -7.6513    0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8058   -6.4474    0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -7.1961    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0869   -3.3230    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1210   -4.2182   -0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7233   -3.8148   -0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3762   -1.2347    0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4802   -4.1707    0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3856   -3.0932   -0.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0451   -1.7284    1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916   -4.0828    2.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1934   -2.4147    2.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7627   -2.7863    3.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5861   -3.4149    0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7426   -3.3531    2.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8550   -4.6844    1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2054   -2.6772   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2674   -1.4197   -2.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1372   -0.5195   -3.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3921    0.8117   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2415    2.5186   -3.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1590    0.7714   -3.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868    1.7686   -3.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5492    3.0962   -0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9989    0.7854    2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4304    2.4046    1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8398   -0.1432    0.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1469   -1.7058   -0.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3074   -1.0879    1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.4892    0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877   -0.7172    2.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5761   -2.3250    3.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4860   -3.1750    3.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6250   -2.5750    3.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 54  1  6
 24 23  1  0
 34 35  1  0
 31 29  1  0
 31 32  1  6
 31 23  1  0
  9 43  1  6
 21 20  1  0
 10 11  1  0
 20 18  1  0
  5  6  1  0
 18 10  1  0
  8  7  1  6
  7  6  1  0
 10  9  1  0
  5  3  1  1
 33  8  1  0
 27 28  2  0
 23 57  1  1
 27 26  1  0
 36 37  1  0
 27 29  1  0
 33 67  1  1
 31 33  1  0
 24 25  1  0
 23 22  1  0
 18 19  2  0
 22 21  1  0
  3  2  1  0
 33 34  1  0
  3  4  2  0
  8  9  1  0
 11 12  1  0
  9  5  1  0
 12 14  1  0
  5 36  1  0
 14 15  1  0
 36 34  1  0
 15 16  1  0
  8 21  1  0
 15 17  1  0
 29 30  1  0
 12 13  2  0
 26 24  2  0
  2  1  1  0
 26 61  1  0
 29 62  1  1
 22 55  1  0
 22 56  1  0
 10 44  1  1
 36 70  1  1
 34 68  1  1
 30 63  1  0
 35 69  1  0
 32 64  1  0
 32 65  1  0
 32 66  1  0
  7 41  1  0
  7 42  1  0
 37 71  1  0
 25 58  1  0
 25 59  1  0
 25 60  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  6
 16 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
M  END


  Mrv1652306202123063D          

 71 75  0  0  0  0            999 V2000
    0.7927   -6.8239    1.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1702   -5.8035    0.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0586   -4.7075    1.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7936   -4.5643    2.4952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095   -3.6458    1.2710 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4114   -4.2525    1.0525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677   -3.5333   -0.0244 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1829   -2.3119   -0.3239 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8359   -2.9967   -0.0750 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3625   -2.0949   -0.2874 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5383   -2.8937   -0.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6757   -2.1960    0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405   -0.9841    0.3210 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8476   -3.1436    0.2873 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7745   -2.7903    1.4585 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0893   -3.0344    2.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0625   -3.6103    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2820   -1.5590   -1.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2439   -1.4797   -2.4757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445   -1.1042   -2.0975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1706   -1.8265   -1.7729 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3169   -0.8773   -2.1310 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3821    0.3315   -1.1682 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3490    1.4358   -1.5928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6242    1.6332   -3.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8905    2.2822   -0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5748    2.1951    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010    3.0636    1.5076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510    1.0815    1.2408 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3420    1.6321    1.3824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6354   -0.1621    0.3024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0433   -0.8187    0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -1.1289    0.6890 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3691   -1.5939    2.1757 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6261   -2.1272    2.5769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2455   -2.6335    2.4345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0250   -1.9260    2.6647 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6082   -7.6513    0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8058   -6.4474    0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -7.1961    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0869   -3.3230    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1210   -4.2182   -0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7233   -3.8148   -0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3762   -1.2347    0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4802   -4.1707    0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3856   -3.0932   -0.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0451   -1.7284    1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916   -4.0828    2.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1934   -2.4147    2.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7627   -2.7863    3.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5861   -3.4149    0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7426   -3.3531    2.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8550   -4.6844    1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2054   -2.6772   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2674   -1.4197   -2.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1372   -0.5195   -3.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3921    0.8117   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2415    2.5186   -3.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1590    0.7714   -3.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868    1.7686   -3.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5492    3.0962   -0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9989    0.7854    2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4304    2.4046    1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8398   -0.1432    0.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1469   -1.7058   -0.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3074   -1.0879    1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.4892    0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877   -0.7172    2.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5761   -2.3250    3.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4860   -3.1750    3.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6250   -2.5750    3.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 54  1  6  0  0  0
 24 23  1  0  0  0  0
 34 35  1  0  0  0  0
 31 29  1  0  0  0  0
 31 32  1  6  0  0  0
 31 23  1  0  0  0  0
  9 43  1  6  0  0  0
 21 20  1  0  0  0  0
 10 11  1  0  0  0  0
 20 18  1  0  0  0  0
  5  6  1  0  0  0  0
 18 10  1  0  0  0  0
  8  7  1  6  0  0  0
  7  6  1  0  0  0  0
 10  9  1  0  0  0  0
  5  3  1  1  0  0  0
 33  8  1  0  0  0  0
 27 28  2  0  0  0  0
 23 57  1  1  0  0  0
 27 26  1  0  0  0  0
 36 37  1  0  0  0  0
 27 29  1  0  0  0  0
 33 67  1  1  0  0  0
 31 33  1  0  0  0  0
 24 25  1  0  0  0  0
 23 22  1  0  0  0  0
 18 19  2  0  0  0  0
 22 21  1  0  0  0  0
  3  2  1  0  0  0  0
 33 34  1  0  0  0  0
  3  4  2  0  0  0  0
  8  9  1  0  0  0  0
 11 12  1  0  0  0  0
  9  5  1  0  0  0  0
 12 14  1  0  0  0  0
  5 36  1  0  0  0  0
 14 15  1  0  0  0  0
 36 34  1  0  0  0  0
 15 16  1  0  0  0  0
  8 21  1  0  0  0  0
 15 17  1  0  0  0  0
 29 30  1  0  0  0  0
 12 13  2  0  0  0  0
 26 24  2  0  0  0  0
  2  1  1  0  0  0  0
 26 61  1  0  0  0  0
 29 62  1  1  0  0  0
 22 55  1  0  0  0  0
 22 56  1  0  0  0  0
 10 44  1  1  0  0  0
 36 70  1  1  0  0  0
 34 68  1  1  0  0  0
 30 63  1  0  0  0  0
 35 69  1  0  0  0  0
 32 64  1  0  0  0  0
 32 65  1  0  0  0  0
 32 66  1  0  0  0  0
  7 41  1  0  0  0  0
  7 42  1  0  0  0  0
 37 71  1  0  0  0  0
 25 58  1  0  0  0  0
 25 59  1  0  0  0  0
 25 60  1  0  0  0  0
 14 45  1  0  0  0  0
 14 46  1  0  0  0  0
 15 47  1  6  0  0  0
 16 48  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
 17 53  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038419

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C(=O)C([H])=C(C([H])([H])[H])[C@]2([H])C([H])([H])[C@@]3([H])OC(=O)[C@]([H])(OC(=O)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@@]4([H])[C@@]5(OC([H])([H])[C@]34[C@]([H])([C@@]([H])(O[H])[C@]5([H])O[H])[C@@]12C([H])([H])[H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O11/c1-10(2)6-15(28)37-17-19-25-9-35-26(19,23(33)34-5)21(31)16(29)18(25)24(4)12(8-14(25)36-22(17)32)11(3)7-13(27)20(24)30/h7,10,12,14,16-21,29-31H,6,8-9H2,1-5H3/t12-,14+,16+,17+,18+,19+,20-,21-,24-,25+,26-/m0/s1

> <INCHI_KEY>
NTBOLWMPXFGUHO-MTYOMTIKSA-N

> <FORMULA>
C26H34O11

> <MOLECULAR_WEIGHT>
522.547

> <EXACT_MASS>
522.210111915

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
52.40456862691357

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,2S,3R,6R,8S,12R,13S,14R,15R,16S,17S)-12,15,16-trihydroxy-9,13-dimethyl-3-[(3-methylbutanoyl)oxy]-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.0^{1,6}.0^{2,17}.0^{8,13}]nonadec-9-ene-17-carboxylate

> <ALOGPS_LOGP>
0.80

> <JCHEM_LOGP>
-0.14570142766666744

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.147430175343686

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.530898017604802

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3240343992085064

> <JCHEM_POLAR_SURFACE_AREA>
165.89000000000001

> <JCHEM_REFRACTIVITY>
123.46140000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.79e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,2S,3R,6R,8S,12R,13S,14R,15R,16S,17S)-12,15,16-trihydroxy-9,13-dimethyl-3-[(3-methylbutanoyl)oxy]-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.0^{1,6}.0^{2,17}.0^{8,13}]nonadec-9-ene-17-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
    0.7927   -6.8239    1.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1702   -5.8035    0.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0586   -4.7075    1.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7936   -4.5643    2.4952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095   -3.6458    1.2710 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4114   -4.2525    1.0525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677   -3.5333   -0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829   -2.3119   -0.3239 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8359   -2.9967   -0.0750 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3625   -2.0949   -0.2874 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5383   -2.8937   -0.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6757   -2.1960    0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405   -0.9841    0.3210 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8476   -3.1436    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7745   -2.7903    1.4585 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0893   -3.0344    2.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0625   -3.6103    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2820   -1.5590   -1.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2439   -1.4797   -2.4757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445   -1.1042   -2.0975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1706   -1.8265   -1.7729 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3169   -0.8773   -2.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821    0.3315   -1.1682 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3490    1.4358   -1.5928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6242    1.6332   -3.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8905    2.2822   -0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5748    2.1951    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010    3.0636    1.5076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510    1.0815    1.2408 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3420    1.6321    1.3824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6354   -0.1621    0.3024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0433   -0.8187    0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -1.1289    0.6890 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3691   -1.5939    2.1757 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6261   -2.1272    2.5769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2455   -2.6335    2.4345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0250   -1.9260    2.6647 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6082   -7.6513    0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8058   -6.4474    0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -7.1961    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0869   -3.3230    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1210   -4.2182   -0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7233   -3.8148   -0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3762   -1.2347    0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4802   -4.1707    0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3856   -3.0932   -0.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0451   -1.7284    1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916   -4.0828    2.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1934   -2.4147    2.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7627   -2.7863    3.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5861   -3.4149    0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7426   -3.3531    2.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8550   -4.6844    1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2054   -2.6772   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2674   -1.4197   -2.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1372   -0.5195   -3.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3921    0.8117   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2415    2.5186   -3.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1590    0.7714   -3.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868    1.7686   -3.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5492    3.0962   -0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9989    0.7854    2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4304    2.4046    1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8398   -0.1432    0.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1469   -1.7058   -0.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3074   -1.0879    1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.4892    0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877   -0.7172    2.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5761   -2.3250    3.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4860   -3.1750    3.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6250   -2.5750    3.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 54  1  6
 24 23  1  0
 34 35  1  0
 31 29  1  0
 31 32  1  6
 31 23  1  0
  9 43  1  6
 21 20  1  0
 10 11  1  0
 20 18  1  0
  5  6  1  0
 18 10  1  0
  8  7  1  6
  7  6  1  0
 10  9  1  0
  5  3  1  1
 33  8  1  0
 27 28  2  0
 23 57  1  1
 27 26  1  0
 36 37  1  0
 27 29  1  0
 33 67  1  1
 31 33  1  0
 24 25  1  0
 23 22  1  0
 18 19  2  0
 22 21  1  0
  3  2  1  0
 33 34  1  0
  3  4  2  0
  8  9  1  0
 11 12  1  0
  9  5  1  0
 12 14  1  0
  5 36  1  0
 14 15  1  0
 36 34  1  0
 15 16  1  0
  8 21  1  0
 15 17  1  0
 29 30  1  0
 12 13  2  0
 26 24  2  0
  2  1  1  0
 26 61  1  0
 29 62  1  1
 22 55  1  0
 22 56  1  0
 10 44  1  1
 36 70  1  1
 34 68  1  1
 30 63  1  0
 35 69  1  0
 32 64  1  0
 32 65  1  0
 32 66  1  0
  7 41  1  0
  7 42  1  0
 37 71  1  0
 25 58  1  0
 25 59  1  0
 25 60  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  6
 16 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.793  -6.824   1.085  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.170  -5.803   0.821  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.059  -4.707   1.623  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.794  -4.564   2.495  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.109  -3.646   1.271  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.411  -4.253   1.052  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.068  -3.533  -0.024  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.183  -2.312  -0.324  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.836  -2.997  -0.075  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.363  -2.095  -0.287  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.538  -2.894  -0.100  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.676  -2.196   0.180  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.740  -0.984   0.321  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.848  -3.144   0.287  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.774  -2.790   1.458  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.089  -3.034   2.805  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.063  -3.610   1.373  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.282  -1.559  -1.720  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.244  -1.480  -2.476  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.945  -1.104  -2.098  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.171  -1.827  -1.773  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.317  -0.877  -2.131  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.382   0.332  -1.168  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.349   1.436  -1.593  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.624   1.633  -3.059  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.891   2.282  -0.699  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.575   2.195   0.746  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.001   3.064   1.508  0.00  0.00           O+0
HETATM   29  C   UNK     0      -3.651   1.081   1.241  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.342   1.632   1.382  0.00  0.00           O+0
HETATM   31  C   UNK     0      -3.635  -0.162   0.302  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.043  -0.819   0.400  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.425  -1.129   0.689  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.369  -1.594   2.176  0.00  0.00           C+0
HETATM   35  O   UNK     0      -3.626  -2.127   2.577  0.00  0.00           O+0
HETATM   36  C   UNK     0      -1.246  -2.634   2.434  0.00  0.00           C+0
HETATM   37  O   UNK     0      -0.025  -1.926   2.665  0.00  0.00           O+0
HETATM   38  H   UNK     0       0.608  -7.651   0.394  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.806  -6.447   0.912  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.686  -7.196   2.109  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.087  -3.323   0.289  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.121  -4.218  -0.879  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.723  -3.815  -0.810  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.376  -1.235   0.385  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.480  -4.171   0.403  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.386  -3.093  -0.666  0.00  0.00           H+0
HETATM   47  H   UNK     0       5.045  -1.728   1.402  0.00  0.00           H+0
HETATM   48  H   UNK     0       3.792  -4.083   2.916  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.193  -2.415   2.913  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.763  -2.786   3.633  0.00  0.00           H+0
HETATM   51  H   UNK     0       6.586  -3.415   0.431  0.00  0.00           H+0
HETATM   52  H   UNK     0       6.743  -3.353   2.192  0.00  0.00           H+0
HETATM   53  H   UNK     0       5.855  -4.684   1.429  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.205  -2.677  -2.465  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.267  -1.420  -2.157  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.137  -0.520  -3.152  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.392   0.812  -1.202  0.00  0.00           H+0
HETATM   58  H   UNK     0      -5.242   2.519  -3.247  0.00  0.00           H+0
HETATM   59  H   UNK     0      -5.159   0.771  -3.470  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.687   1.769  -3.608  0.00  0.00           H+0
HETATM   61  H   UNK     0      -5.549   3.096  -0.982  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.999   0.785   2.238  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.430   2.405   1.974  0.00  0.00           H+0
HETATM   64  H   UNK     0      -5.840  -0.143   0.071  0.00  0.00           H+0
HETATM   65  H   UNK     0      -5.147  -1.706  -0.222  0.00  0.00           H+0
HETATM   66  H   UNK     0      -5.307  -1.088   1.425  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.540  -0.489   0.583  0.00  0.00           H+0
HETATM   68  H   UNK     0      -2.188  -0.717   2.808  0.00  0.00           H+0
HETATM   69  H   UNK     0      -3.576  -2.325   3.530  0.00  0.00           H+0
HETATM   70  H   UNK     0      -1.486  -3.175   3.359  0.00  0.00           H+0
HETATM   71  H   UNK     0       0.625  -2.575   3.009  0.00  0.00           H+0
CONECT    1    2   38   39   40                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6    3    9   36                                             
CONECT    6    5    7                                                       
CONECT    7    8    6   41   42                                             
CONECT    8    7   33    9   21                                             
CONECT    9   43   10    8    5                                             
CONECT   10   11   18    9   44                                             
CONECT   11   10   12                                                       
CONECT   12   11   14   13                                                  
CONECT   13   12                                                            
CONECT   14   12   15   45   46                                             
CONECT   15   14   16   17   47                                             
CONECT   16   15   48   49   50                                             
CONECT   17   15   51   52   53                                             
CONECT   18   20   10   19                                                  
CONECT   19   18                                                            
CONECT   20   21   18                                                       
CONECT   21   54   20   22    8                                             
CONECT   22   23   21   55   56                                             
CONECT   23   24   31   57   22                                             
CONECT   24   23   25   26                                                  
CONECT   25   24   58   59   60                                             
CONECT   26   27   24   61                                                  
CONECT   27   28   26   29                                                  
CONECT   28   27                                                            
CONECT   29   31   27   30   62                                             
CONECT   30   29   63                                                       
CONECT   31   29   32   23   33                                             
CONECT   32   31   64   65   66                                             
CONECT   33    8   67   31   34                                             
CONECT   34   35   33   36   68                                             
CONECT   35   34   69                                                       
CONECT   36   37    5   34   70                                             
CONECT   37   36   71                                                       
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    7                                                            
CONECT   42    7                                                            
CONECT   43    9                                                            
CONECT   44   10                                                            
CONECT   45   14                                                            
CONECT   46   14                                                            
CONECT   47   15                                                            
CONECT   48   16                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   17                                                            
CONECT   53   17                                                            
CONECT   54   21                                                            
CONECT   55   22                                                            
CONECT   56   22                                                            
CONECT   57   23                                                            
CONECT   58   25                                                            
CONECT   59   25                                                            
CONECT   60   25                                                            
CONECT   61   26                                                            
CONECT   62   29                                                            
CONECT   63   30                                                            
CONECT   64   32                                                            
CONECT   65   32                                                            
CONECT   66   32                                                            
CONECT   67   33                                                            
CONECT   68   34                                                            
CONECT   69   35                                                            
CONECT   70   36                                                            
CONECT   71   37                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  150    0
END

RDKit          3D

71 75  0  0  0  0  0  0  0  0999 V2000
    0.7927   -6.8239    1.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1702   -5.8035    0.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0586   -4.7075    1.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7936   -4.5643    2.4952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095   -3.6458    1.2710 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4114   -4.2525    1.0525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677   -3.5333   -0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829   -2.3119   -0.3239 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8359   -2.9967   -0.0750 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3625   -2.0949   -0.2874 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5383   -2.8937   -0.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6757   -2.1960    0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405   -0.9841    0.3210 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8476   -3.1436    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7745   -2.7903    1.4585 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0893   -3.0344    2.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0625   -3.6103    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2820   -1.5590   -1.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2439   -1.4797   -2.4757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445   -1.1042   -2.0975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1706   -1.8265   -1.7729 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3169   -0.8773   -2.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821    0.3315   -1.1682 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3490    1.4358   -1.5928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6242    1.6332   -3.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8905    2.2822   -0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5748    2.1951    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010    3.0636    1.5076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510    1.0815    1.2408 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3420    1.6321    1.3824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6354   -0.1621    0.3024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0433   -0.8187    0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -1.1289    0.6890 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3691   -1.5939    2.1757 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6261   -2.1272    2.5769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2455   -2.6335    2.4345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0250   -1.9260    2.6647 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6082   -7.6513    0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8058   -6.4474    0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6860   -7.1961    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0869   -3.3230    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1210   -4.2182   -0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7233   -3.8148   -0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3762   -1.2347    0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4802   -4.1707    0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3856   -3.0932   -0.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0451   -1.7284    1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916   -4.0828    2.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1934   -2.4147    2.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7627   -2.7863    3.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5861   -3.4149    0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7426   -3.3531    2.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8550   -4.6844    1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2054   -2.6772   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2674   -1.4197   -2.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1372   -0.5195   -3.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3921    0.8117   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2415    2.5186   -3.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1590    0.7714   -3.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868    1.7686   -3.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5492    3.0962   -0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9989    0.7854    2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4304    2.4046    1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8398   -0.1432    0.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1469   -1.7058   -0.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3074   -1.0879    1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398   -0.4892    0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877   -0.7172    2.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5761   -2.3250    3.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4860   -3.1750    3.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6250   -2.5750    3.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 54  1  6
 24 23  1  0
 34 35  1  0
 31 29  1  0
 31 32  1  6
 31 23  1  0
  9 43  1  6
 21 20  1  0
 10 11  1  0
 20 18  1  0
  5  6  1  0
 18 10  1  0
  8  7  1  6
  7  6  1  0
 10  9  1  0
  5  3  1  1
 33  8  1  0
 27 28  2  0
 23 57  1  1
 27 26  1  0
 36 37  1  0
 27 29  1  0
 33 67  1  1
 31 33  1  0
 24 25  1  0
 23 22  1  0
 18 19  2  0
 22 21  1  0
  3  2  1  0
 33 34  1  0
  3  4  2  0
  8  9  1  0
 11 12  1  0
  9  5  1  0
 12 14  1  0
  5 36  1  0
 14 15  1  0
 36 34  1  0
 15 16  1  0
  8 21  1  0
 15 17  1  0
 29 30  1  0
 12 13  2  0
 26 24  2  0
  2  1  1  0
 26 61  1  0
 29 62  1  1
 22 55  1  0
 22 56  1  0
 10 44  1  1
 36 70  1  1
 34 68  1  1
 30 63  1  0
 35 69  1  0
 32 64  1  0
 32 65  1  0
 32 66  1  0
  7 41  1  0
  7 42  1  0
 37 71  1  0
 25 58  1  0
 25 59  1  0
 25 60  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  6
 16 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 17 53  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₄O₁₁

Average Mass

522.5470 Da

Monoisotopic Mass

522.21011 Da

IUPAC Name

methyl (1R,2S,3R,6R,8S,12R,13S,14R,15R,16S,17S)-12,15,16-trihydroxy-9,13-dimethyl-3-[(3-methylbutanoyl)oxy]-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.0^{1,6}.0^{2,17}.0^{8,13}]nonadec-9-ene-17-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C(=O)C([H])=C(C([H])([H])[H])[C@]2([H])C([H])([H])[C@@]3([H])OC(=O)[C@]([H])(OC(=O)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@@]4([H])[C@@]5(OC([H])([H])[C@]34[C@]([H])([C@@]([H])(O[H])[C@]5([H])O[H])[C@@]12C([H])([H])[H])C(=O)OC([H])([H])[H]

InChI Identifier

InChI=1S/C26H34O11/c1-10(2)6-15(28)37-17-19-25-9-35-26(19,23(33)34-5)21(31)16(29)18(25)24(4)12(8-14(25)36-22(17)32)11(3)7-13(27)20(24)30/h7,10,12,14,16-21,29-31H,6,8-9H2,1-5H3/t12-,14+,16+,17+,18+,19+,20-,21-,24-,25+,26-/m0/s1

InChI Key

NTBOLWMPXFGUHO-MTYOMTIKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Laumoniera bruceadelpha NOOTEBOOM (Simaroubaceae)	JEOL database	Oshima, S., et al, Chem. Pharm. Bull. 57, 867 (2009)
Soulamea tomentosa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Quassinoids

Alternative Parents

Substituents

Triterpenoid
C-20 quassinoid skeleton
Quassinoid
Naphthopyran
Naphthalene
Furopyran
Tricarboxylic acid or derivatives
Delta_valerolactone
Beta-hydroxy acid
Cyclohexenone
Oxepane
Delta valerolactone
Fatty acid ester
Pyran
Oxane
Hydroxy acid
Fatty acyl
Cyclic alcohol
Furan
Tetrahydrofuran
Methyl ester
Ketone
Lactone
Secondary alcohol
Carboxylic acid ester
Cyclic ketone
Carboxylic acid derivative
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organic oxide
Organooxygen compound
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	0.8	ALOGPS
logP	-0.15	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	12.53	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	165.89 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	123.46 m³·mol⁻¹	ChemAxon
Polarizability	52.4 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	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

44203496

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Oshima, S., et al. (2009). Oshima, S., et al, Chem. Pharm. Bull. 57, 867 (2009). Chem. Pharm. Bull..

Showing NP-Card for delaumonone B (NP0038419)

MOL for NP0038419 (delaumonone B)

3D MOL for NP0038419 (delaumonone B)

3D SDF for NP0038419 (delaumonone B)

3D-SDF for NP0038419 (delaumonone B)

PDB for NP0038419 (delaumonone B)

3D PDB for NP0038419 (delaumonone B)

SMILES for NP0038419 (delaumonone B)

INCHI for NP0038419 (delaumonone B)

Structure for NP0038419 (delaumonone B)

3D Structure for NP0038419 (delaumonone B)