NP-MRD: Showing NP-Card for Gaudispirolactone (NP0025411)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-19 17:32:47 UTC

Updated at

2021-06-29 23:50:21 UTC

NP-MRD ID

NP0025411

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gaudispirolactone

Provided By

JEOL Database JEOL Logo

Description

Gaudispirolactone is found in Garcinia gaudichaudii. It was first documented in 2001 (Wu, J., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119323D          

 74 79  0  0  0  0            999 V2000
   -1.3218    2.5116   -4.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3863    1.4551   -3.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0255    1.5785   -4.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7197    0.4648   -2.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0636    0.1622   -2.3195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0863    0.3821   -0.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5299    1.6136   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5456    1.8387    1.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1253    0.8183    1.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644    1.0583    3.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6823   -0.4070    1.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6389   -0.6199    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1749   -1.7827   -0.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3439   -2.6581    0.3099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9136   -2.7659    1.6927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2077   -3.8904    2.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386   -5.1988    1.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3641   -6.2202    2.2649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886   -5.2292    0.4915 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3575   -4.0251   -0.4267 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7038   -3.8328   -1.5439 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0446   -3.4820   -2.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510   -5.0136   -1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191   -2.7051   -1.1619 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1721   -2.2854    0.1794 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5268   -0.8028    0.3385 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0142   -0.6267    0.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8324   -1.6266    0.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3235   -1.5047    0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2688   -2.9174    1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -3.7897    1.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -3.0633    1.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858   -1.5001    2.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2834   -1.3506    3.5621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9988    3.1268    1.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4391    4.0406    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4863    3.8077   -0.7435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9435    3.8284   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6965    4.9137   -1.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9235    2.5603   -1.1930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9601    3.5047   -4.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3424    2.4157   -3.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3705    2.4662   -5.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404    1.5002   -5.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6832    0.7984   -3.8949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    2.5469   -4.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0599   -0.2411   -2.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163   -0.8835   -2.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8738    0.7220   -2.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8660    0.2541    3.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -3.9088    3.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3233   -6.1518   -0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504   -5.2971    0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3452   -4.1907   -0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7998   -3.2242   -3.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531   -4.3172   -3.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064   -2.6096   -2.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2894   -5.2077   -0.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3434   -4.7907   -2.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1048   -5.9266   -2.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1366   -0.2209   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1365   -0.3891    1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4144    0.3382    0.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7786   -2.2579    0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6569   -0.5212    0.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7068   -1.6440    1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9800    3.3158    2.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7910    4.9982    1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5175    3.0167   -0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0030    3.6673   -2.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4387    4.7770   -0.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6358    4.8746   -1.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0790    5.9117   -1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7369    4.7862   -2.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0  0  0  0
 16 15  2  0  0  0  0
 14 15  1  0  0  0  0
 25 26  1  0  0  0  0
  7 40  1  0  0  0  0
  8 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 40  1  0  0  0  0
 20 14  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 14 25  1  0  0  0  0
 14 13  1  6  0  0  0
 25 24  1  6  0  0  0
 15 33  1  0  0  0  0
 20 21  1  0  0  0  0
 21 24  1  0  0  0  0
 33 11  1  0  0  0  0
 33 34  2  0  0  0  0
 12 13  1  0  0  0  0
 17 18  2  0  0  0  0
 12 11  1  0  0  0  0
 30 31  2  0  0  0  0
 28 30  1  0  0  0  0
 28 29  1  0  0  0  0
 19 17  1  0  0  0  0
 21 22  1  6  0  0  0
 23 21  1  0  0  0  0
 32 25  1  0  0  0  0
 37 38  1  6  0  0  0
 12  6  2  0  0  0  0
 37 39  1  0  0  0  0
 11  9  2  0  0  0  0
  6  5  1  0  0  0  0
  9  8  1  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  4  2  2  3  0  0  0
  7  8  2  0  0  0  0
  2  1  1  0  0  0  0
 32 30  1  0  0  0  0
  2  3  1  0  0  0  0
 19 20  1  0  0  0  0
  9 10  1  0  0  0  0
 26 61  1  0  0  0  0
 26 62  1  0  0  0  0
 27 63  1  0  0  0  0
 19 52  1  0  0  0  0
 19 53  1  0  0  0  0
 16 51  1  0  0  0  0
 35 67  1  0  0  0  0
 36 68  1  0  0  0  0
 20 54  1  6  0  0  0
 29 64  1  0  0  0  0
 29 65  1  0  0  0  0
 29 66  1  0  0  0  0
 22 55  1  0  0  0  0
 22 56  1  0  0  0  0
 22 57  1  0  0  0  0
 23 58  1  0  0  0  0
 23 59  1  0  0  0  0
 23 60  1  0  0  0  0
 38 69  1  0  0  0  0
 38 70  1  0  0  0  0
 38 71  1  0  0  0  0
 39 72  1  0  0  0  0
 39 73  1  0  0  0  0
 39 74  1  0  0  0  0
  5 48  1  0  0  0  0
  5 49  1  0  0  0  0
  4 47  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  3 44  1  0  0  0  0
  3 45  1  0  0  0  0
  3 46  1  0  0  0  0
 10 50  1  0  0  0  0
M  END

     RDKit          3D

 74 79  0  0  0  0  0  0  0  0999 V2000
   -1.3218    2.5116   -4.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3863    1.4551   -3.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0255    1.5785   -4.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7197    0.4648   -2.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0636    0.1622   -2.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0863    0.3821   -0.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5299    1.6136   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5456    1.8387    1.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1253    0.8183    1.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644    1.0583    3.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6823   -0.4070    1.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6389   -0.6199    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1749   -1.7827   -0.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3439   -2.6581    0.3099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9136   -2.7659    1.6927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2077   -3.8904    2.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386   -5.1988    1.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3641   -6.2202    2.2649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886   -5.2292    0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575   -4.0251   -0.4267 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7038   -3.8328   -1.5439 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0446   -3.4820   -2.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510   -5.0136   -1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191   -2.7051   -1.1619 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1721   -2.2854    0.1794 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5268   -0.8028    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0142   -0.6267    0.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8324   -1.6266    0.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3235   -1.5047    0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2688   -2.9174    1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -3.7897    1.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -3.0633    1.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858   -1.5001    2.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2834   -1.3506    3.5621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9988    3.1268    1.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4391    4.0406    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4863    3.8077   -0.7435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9435    3.8284   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6965    4.9137   -1.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9235    2.5603   -1.1930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9601    3.5047   -4.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3424    2.4157   -3.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3705    2.4662   -5.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404    1.5002   -5.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6832    0.7984   -3.8949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    2.5469   -4.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0599   -0.2411   -2.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163   -0.8835   -2.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8738    0.7220   -2.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8660    0.2541    3.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -3.9088    3.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3233   -6.1518   -0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504   -5.2971    0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3452   -4.1907   -0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7998   -3.2242   -3.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531   -4.3172   -3.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064   -2.6096   -2.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2894   -5.2077   -0.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3434   -4.7907   -2.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1048   -5.9266   -2.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1366   -0.2209   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1365   -0.3891    1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4144    0.3382    0.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7786   -2.2579    0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6569   -0.5212    0.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7068   -1.6440    1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9800    3.3158    2.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7910    4.9982    1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5175    3.0167   -0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0030    3.6673   -2.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4387    4.7770   -0.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6358    4.8746   -1.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0790    5.9117   -1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7369    4.7862   -2.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  2  0
 14 15  1  0
 25 26  1  0
  7 40  1  0
  8 35  1  0
 35 36  2  0
 36 37  1  0
 37 40  1  0
 20 14  1  0
 26 27  1  0
 27 28  2  0
 14 25  1  0
 14 13  1  6
 25 24  1  6
 15 33  1  0
 20 21  1  0
 21 24  1  0
 33 11  1  0
 33 34  2  0
 12 13  1  0
 17 18  2  0
 12 11  1  0
 30 31  2  0
 28 30  1  0
 28 29  1  0
 19 17  1  0
 21 22  1  6
 23 21  1  0
 32 25  1  0
 37 38  1  6
 12  6  2  0
 37 39  1  0
 11  9  2  0
  6  5  1  0
  9  8  1  0
  5  4  1  0
  7  6  1  0
  4  2  2  3
  7  8  2  0
  2  1  1  0
 32 30  1  0
  2  3  1  0
 19 20  1  0
  9 10  1  0
 26 61  1  0
 26 62  1  0
 27 63  1  0
 19 52  1  0
 19 53  1  0
 16 51  1  0
 35 67  1  0
 36 68  1  0
 20 54  1  6
 29 64  1  0
 29 65  1  0
 29 66  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 23 60  1  0
 38 69  1  0
 38 70  1  0
 38 71  1  0
 39 72  1  0
 39 73  1  0
 39 74  1  0
  5 48  1  0
  5 49  1  0
  4 47  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  3 44  1  0
  3 45  1  0
  3 46  1  0
 10 50  1  0
M  END


  Mrv1652306192119323D          

 74 79  0  0  0  0            999 V2000
   -1.3218    2.5116   -4.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3863    1.4551   -3.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0255    1.5785   -4.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7197    0.4648   -2.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0636    0.1622   -2.3195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0863    0.3821   -0.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5299    1.6136   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5456    1.8387    1.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1253    0.8183    1.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644    1.0583    3.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6823   -0.4070    1.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6389   -0.6199    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1749   -1.7827   -0.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3439   -2.6581    0.3099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9136   -2.7659    1.6927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2077   -3.8904    2.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386   -5.1988    1.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3641   -6.2202    2.2649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886   -5.2292    0.4915 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3575   -4.0251   -0.4267 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7038   -3.8328   -1.5439 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0446   -3.4820   -2.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510   -5.0136   -1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191   -2.7051   -1.1619 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1721   -2.2854    0.1794 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5268   -0.8028    0.3385 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0142   -0.6267    0.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8324   -1.6266    0.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3235   -1.5047    0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2688   -2.9174    1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -3.7897    1.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -3.0633    1.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858   -1.5001    2.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2834   -1.3506    3.5621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9988    3.1268    1.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4391    4.0406    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4863    3.8077   -0.7435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9435    3.8284   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6965    4.9137   -1.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9235    2.5603   -1.1930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9601    3.5047   -4.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3424    2.4157   -3.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3705    2.4662   -5.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404    1.5002   -5.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6832    0.7984   -3.8949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    2.5469   -4.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0599   -0.2411   -2.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163   -0.8835   -2.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8738    0.7220   -2.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8660    0.2541    3.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -3.9088    3.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3233   -6.1518   -0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504   -5.2971    0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3452   -4.1907   -0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7998   -3.2242   -3.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531   -4.3172   -3.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064   -2.6096   -2.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2894   -5.2077   -0.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3434   -4.7907   -2.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1048   -5.9266   -2.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1366   -0.2209   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1365   -0.3891    1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4144    0.3382    0.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7786   -2.2579    0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6569   -0.5212    0.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7068   -1.6440    1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9800    3.3158    2.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7910    4.9982    1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5175    3.0167   -0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0030    3.6673   -2.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4387    4.7770   -0.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6358    4.8746   -1.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0790    5.9117   -1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7369    4.7862   -2.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0  0  0  0
 16 15  2  0  0  0  0
 14 15  1  0  0  0  0
 25 26  1  0  0  0  0
  7 40  1  0  0  0  0
  8 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 40  1  0  0  0  0
 20 14  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 14 25  1  0  0  0  0
 14 13  1  6  0  0  0
 25 24  1  6  0  0  0
 15 33  1  0  0  0  0
 20 21  1  0  0  0  0
 21 24  1  0  0  0  0
 33 11  1  0  0  0  0
 33 34  2  0  0  0  0
 12 13  1  0  0  0  0
 17 18  2  0  0  0  0
 12 11  1  0  0  0  0
 30 31  2  0  0  0  0
 28 30  1  0  0  0  0
 28 29  1  0  0  0  0
 19 17  1  0  0  0  0
 21 22  1  6  0  0  0
 23 21  1  0  0  0  0
 32 25  1  0  0  0  0
 37 38  1  6  0  0  0
 12  6  2  0  0  0  0
 37 39  1  0  0  0  0
 11  9  2  0  0  0  0
  6  5  1  0  0  0  0
  9  8  1  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  4  2  2  3  0  0  0
  7  8  2  0  0  0  0
  2  1  1  0  0  0  0
 32 30  1  0  0  0  0
  2  3  1  0  0  0  0
 19 20  1  0  0  0  0
  9 10  1  0  0  0  0
 26 61  1  0  0  0  0
 26 62  1  0  0  0  0
 27 63  1  0  0  0  0
 19 52  1  0  0  0  0
 19 53  1  0  0  0  0
 16 51  1  0  0  0  0
 35 67  1  0  0  0  0
 36 68  1  0  0  0  0
 20 54  1  6  0  0  0
 29 64  1  0  0  0  0
 29 65  1  0  0  0  0
 29 66  1  0  0  0  0
 22 55  1  0  0  0  0
 22 56  1  0  0  0  0
 22 57  1  0  0  0  0
 23 58  1  0  0  0  0
 23 59  1  0  0  0  0
 23 60  1  0  0  0  0
 38 69  1  0  0  0  0
 38 70  1  0  0  0  0
 38 71  1  0  0  0  0
 39 72  1  0  0  0  0
 39 73  1  0  0  0  0
 39 74  1  0  0  0  0
  5 48  1  0  0  0  0
  5 49  1  0  0  0  0
  4 47  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  3 44  1  0  0  0  0
  3 45  1  0  0  0  0
  3 46  1  0  0  0  0
 10 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025411

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C3=C([H])C(=O)C([H])([H])[C@]4([H])C(O[C@]5(OC(=O)C(=C([H])C5([H])[H])C([H])([H])[H])[C@]34OC2=C(C2=C1C([H])=C([H])C(O2)(C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C32H34O8/c1-16(2)8-9-20-26-19(11-12-29(4,5)37-26)24(34)23-25(35)21-14-18(33)15-22-30(6,7)40-31(32(21,22)38-27(20)23)13-10-17(3)28(36)39-31/h8,10-12,14,22,34H,9,13,15H2,1-7H3/t22-,31+,32+/m1/s1

> <INCHI_KEY>
VUBQFKGRIADULM-PDXWSVEKSA-N

> <FORMULA>
C32H34O8

> <MOLECULAR_WEIGHT>
546.616

> <EXACT_MASS>
546.225368055

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
58.30601281957668

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4R,7R)-14-hydroxy-5',6,6,18,18-pentamethyl-21-(3-methylbut-2-en-1-yl)-3',6'-dihydro-2,5,19-trioxaspiro[pentacyclo[11.8.0.0^{3,7}.0^{3,11}.0^{15,20}]henicosane-4,2'-pyran]-1(21),10,13,15(20),16-pentaene-6',9,12-trione

> <ALOGPS_LOGP>
4.51

> <JCHEM_LOGP>
6.224189307333335

> <ALOGPS_LOGS>
-5.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.12262777645865

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.565752069889681

> <JCHEM_PKA_STRONGEST_BASIC>
-4.215694209028171

> <JCHEM_POLAR_SURFACE_AREA>
108.36000000000003

> <JCHEM_REFRACTIVITY>
150.8679

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.21e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R,7R)-14-hydroxy-5',6,6,18,18-pentamethyl-21-(3-methylbut-2-en-1-yl)-3'H-2,5,19-trioxaspiro[pentacyclo[11.8.0.0^{3,7}.0^{3,11}.0^{15,20}]henicosane-4,2'-pyran]-1(21),10,13,15(20),16-pentaene-6',9,12-trione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 74 79  0  0  0  0  0  0  0  0999 V2000
   -1.3218    2.5116   -4.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3863    1.4551   -3.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0255    1.5785   -4.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7197    0.4648   -2.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0636    0.1622   -2.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0863    0.3821   -0.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5299    1.6136   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5456    1.8387    1.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1253    0.8183    1.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644    1.0583    3.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6823   -0.4070    1.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6389   -0.6199    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1749   -1.7827   -0.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3439   -2.6581    0.3099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9136   -2.7659    1.6927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2077   -3.8904    2.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386   -5.1988    1.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3641   -6.2202    2.2649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886   -5.2292    0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575   -4.0251   -0.4267 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7038   -3.8328   -1.5439 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0446   -3.4820   -2.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510   -5.0136   -1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191   -2.7051   -1.1619 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1721   -2.2854    0.1794 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5268   -0.8028    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0142   -0.6267    0.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8324   -1.6266    0.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3235   -1.5047    0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2688   -2.9174    1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -3.7897    1.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -3.0633    1.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858   -1.5001    2.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2834   -1.3506    3.5621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9988    3.1268    1.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4391    4.0406    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4863    3.8077   -0.7435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9435    3.8284   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6965    4.9137   -1.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9235    2.5603   -1.1930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9601    3.5047   -4.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3424    2.4157   -3.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3705    2.4662   -5.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404    1.5002   -5.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6832    0.7984   -3.8949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    2.5469   -4.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0599   -0.2411   -2.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163   -0.8835   -2.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8738    0.7220   -2.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8660    0.2541    3.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -3.9088    3.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3233   -6.1518   -0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504   -5.2971    0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3452   -4.1907   -0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7998   -3.2242   -3.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531   -4.3172   -3.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064   -2.6096   -2.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2894   -5.2077   -0.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3434   -4.7907   -2.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1048   -5.9266   -2.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1366   -0.2209   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1365   -0.3891    1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4144    0.3382    0.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7786   -2.2579    0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6569   -0.5212    0.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7068   -1.6440    1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9800    3.3158    2.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7910    4.9982    1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5175    3.0167   -0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0030    3.6673   -2.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4387    4.7770   -0.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6358    4.8746   -1.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0790    5.9117   -1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7369    4.7862   -2.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  2  0
 14 15  1  0
 25 26  1  0
  7 40  1  0
  8 35  1  0
 35 36  2  0
 36 37  1  0
 37 40  1  0
 20 14  1  0
 26 27  1  0
 27 28  2  0
 14 25  1  0
 14 13  1  6
 25 24  1  6
 15 33  1  0
 20 21  1  0
 21 24  1  0
 33 11  1  0
 33 34  2  0
 12 13  1  0
 17 18  2  0
 12 11  1  0
 30 31  2  0
 28 30  1  0
 28 29  1  0
 19 17  1  0
 21 22  1  6
 23 21  1  0
 32 25  1  0
 37 38  1  6
 12  6  2  0
 37 39  1  0
 11  9  2  0
  6  5  1  0
  9  8  1  0
  5  4  1  0
  7  6  1  0
  4  2  2  3
  7  8  2  0
  2  1  1  0
 32 30  1  0
  2  3  1  0
 19 20  1  0
  9 10  1  0
 26 61  1  0
 26 62  1  0
 27 63  1  0
 19 52  1  0
 19 53  1  0
 16 51  1  0
 35 67  1  0
 36 68  1  0
 20 54  1  6
 29 64  1  0
 29 65  1  0
 29 66  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 23 60  1  0
 38 69  1  0
 38 70  1  0
 38 71  1  0
 39 72  1  0
 39 73  1  0
 39 74  1  0
  5 48  1  0
  5 49  1  0
  4 47  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  3 44  1  0
  3 45  1  0
  3 46  1  0
 10 50  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.322   2.512  -4.298  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.386   1.455  -3.780  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.026   1.579  -4.293  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.720   0.465  -2.929  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.064   0.162  -2.320  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.086   0.382  -0.817  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.530   1.614  -0.285  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.546   1.839   1.099  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.125   0.818   1.964  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.164   1.058   3.318  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.682  -0.407   1.446  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.639  -0.620   0.066  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.175  -1.783  -0.495  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.344  -2.658   0.310  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.914  -2.766   1.693  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.208  -3.890   2.358  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.939  -5.199   1.735  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.364  -6.220   2.265  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.089  -5.229   0.492  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.358  -4.025  -0.427  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.704  -3.833  -1.544  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.045  -3.482  -2.886  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.651  -5.014  -1.786  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.519  -2.705  -1.162  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.172  -2.285   0.179  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.527  -0.803   0.339  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.014  -0.627   0.370  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.832  -1.627   0.734  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.324  -1.505   0.757  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.269  -2.917   1.204  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.975  -3.790   1.693  0.00  0.00           O+0
HETATM   32  O   UNK     0       1.923  -3.063   1.133  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.286  -1.500   2.346  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.283  -1.351   3.562  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.999   3.127   1.611  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.439   4.041   0.744  0.00  0.00           C+0
HETATM   37  C   UNK     0      -3.486   3.808  -0.744  0.00  0.00           C+0
HETATM   38  C   UNK     0      -4.944   3.828  -1.219  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.696   4.914  -1.453  0.00  0.00           C+0
HETATM   40  O   UNK     0      -2.924   2.560  -1.193  0.00  0.00           O+0
HETATM   41  H   UNK     0      -0.960   3.505  -4.011  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.342   2.416  -3.924  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.371   2.466  -5.391  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.040   1.500  -5.385  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.683   0.798  -3.895  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.449   2.547  -4.007  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.060  -0.241  -2.646  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.316  -0.884  -2.536  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.874   0.722  -2.796  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.866   0.254   3.799  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.666  -3.909   3.342  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.323  -6.152  -0.053  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.950  -5.297   0.825  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.345  -4.191  -0.881  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.800  -3.224  -3.637  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.553  -4.317  -3.265  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.606  -2.610  -2.803  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.289  -5.208  -0.918  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.343  -4.791  -2.607  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.105  -5.927  -2.042  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.137  -0.221  -0.501  0.00  0.00           H+0
HETATM   62  H   UNK     0       1.137  -0.389   1.273  0.00  0.00           H+0
HETATM   63  H   UNK     0       3.414   0.338   0.071  0.00  0.00           H+0
HETATM   64  H   UNK     0       5.779  -2.258   0.105  0.00  0.00           H+0
HETATM   65  H   UNK     0       5.657  -0.521   0.409  0.00  0.00           H+0
HETATM   66  H   UNK     0       5.707  -1.644   1.773  0.00  0.00           H+0
HETATM   67  H   UNK     0      -2.980   3.316   2.679  0.00  0.00           H+0
HETATM   68  H   UNK     0      -3.791   4.998   1.119  0.00  0.00           H+0
HETATM   69  H   UNK     0      -5.518   3.017  -0.755  0.00  0.00           H+0
HETATM   70  H   UNK     0      -5.003   3.667  -2.302  0.00  0.00           H+0
HETATM   71  H   UNK     0      -5.439   4.777  -0.984  0.00  0.00           H+0
HETATM   72  H   UNK     0      -1.636   4.875  -1.177  0.00  0.00           H+0
HETATM   73  H   UNK     0      -3.079   5.912  -1.212  0.00  0.00           H+0
HETATM   74  H   UNK     0      -2.737   4.786  -2.541  0.00  0.00           H+0
CONECT    1    2   41   42   43                                             
CONECT    2    4    1    3                                                  
CONECT    3    2   44   45   46                                             
CONECT    4    5    2   47                                                  
CONECT    5    6    4   48   49                                             
CONECT    6   12    5    7                                                  
CONECT    7   40    6    8                                                  
CONECT    8   35    9    7                                                  
CONECT    9   11    8   10                                                  
CONECT   10    9   50                                                       
CONECT   11   33   12    9                                                  
CONECT   12   13   11    6                                                  
CONECT   13   14   12                                                       
CONECT   14   15   20   25   13                                             
CONECT   15   16   14   33                                                  
CONECT   16   17   15   51                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   52   53                                             
CONECT   20   14   21   19   54                                             
CONECT   21   20   24   22   23                                             
CONECT   22   21   55   56   57                                             
CONECT   23   21   58   59   60                                             
CONECT   24   25   21                                                       
CONECT   25   26   14   24   32                                             
CONECT   26   25   27   61   62                                             
CONECT   27   26   28   63                                                  
CONECT   28   27   30   29                                                  
CONECT   29   28   64   65   66                                             
CONECT   30   31   28   32                                                  
CONECT   31   30                                                            
CONECT   32   25   30                                                       
CONECT   33   15   11   34                                                  
CONECT   34   33                                                            
CONECT   35    8   36   67                                                  
CONECT   36   35   37   68                                                  
CONECT   37   36   40   38   39                                             
CONECT   38   37   69   70   71                                             
CONECT   39   37   72   73   74                                             
CONECT   40    7   37                                                       
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    3                                                            
CONECT   45    3                                                            
CONECT   46    3                                                            
CONECT   47    4                                                            
CONECT   48    5                                                            
CONECT   49    5                                                            
CONECT   50   10                                                            
CONECT   51   16                                                            
CONECT   52   19                                                            
CONECT   53   19                                                            
CONECT   54   20                                                            
CONECT   55   22                                                            
CONECT   56   22                                                            
CONECT   57   22                                                            
CONECT   58   23                                                            
CONECT   59   23                                                            
CONECT   60   23                                                            
CONECT   61   26                                                            
CONECT   62   26                                                            
CONECT   63   27                                                            
CONECT   64   29                                                            
CONECT   65   29                                                            
CONECT   66   29                                                            
CONECT   67   35                                                            
CONECT   68   36                                                            
CONECT   69   38                                                            
CONECT   70   38                                                            
CONECT   71   38                                                            
CONECT   72   39                                                            
CONECT   73   39                                                            
CONECT   74   39                                                            
MASTER        0    0    0    0    0    0    0    0   74    0  158    0
END

RDKit          3D

74 79  0  0  0  0  0  0  0  0999 V2000
   -1.3218    2.5116   -4.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3863    1.4551   -3.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0255    1.5785   -4.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7197    0.4648   -2.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0636    0.1622   -2.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0863    0.3821   -0.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5299    1.6136   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5456    1.8387    1.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1253    0.8183    1.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644    1.0583    3.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6823   -0.4070    1.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6389   -0.6199    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1749   -1.7827   -0.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3439   -2.6581    0.3099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9136   -2.7659    1.6927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2077   -3.8904    2.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386   -5.1988    1.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3641   -6.2202    2.2649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886   -5.2292    0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575   -4.0251   -0.4267 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7038   -3.8328   -1.5439 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0446   -3.4820   -2.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510   -5.0136   -1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191   -2.7051   -1.1619 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1721   -2.2854    0.1794 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5268   -0.8028    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0142   -0.6267    0.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8324   -1.6266    0.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3235   -1.5047    0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2688   -2.9174    1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -3.7897    1.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -3.0633    1.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858   -1.5001    2.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2834   -1.3506    3.5621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9988    3.1268    1.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4391    4.0406    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4863    3.8077   -0.7435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9435    3.8284   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6965    4.9137   -1.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9235    2.5603   -1.1930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9601    3.5047   -4.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3424    2.4157   -3.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3705    2.4662   -5.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404    1.5002   -5.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6832    0.7984   -3.8949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    2.5469   -4.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0599   -0.2411   -2.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163   -0.8835   -2.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8738    0.7220   -2.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8660    0.2541    3.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -3.9088    3.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3233   -6.1518   -0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9504   -5.2971    0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3452   -4.1907   -0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7998   -3.2242   -3.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531   -4.3172   -3.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064   -2.6096   -2.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2894   -5.2077   -0.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3434   -4.7907   -2.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1048   -5.9266   -2.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1366   -0.2209   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1365   -0.3891    1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4144    0.3382    0.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7786   -2.2579    0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6569   -0.5212    0.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7068   -1.6440    1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9800    3.3158    2.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7910    4.9982    1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5175    3.0167   -0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0030    3.6673   -2.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4387    4.7770   -0.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6358    4.8746   -1.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0790    5.9117   -1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7369    4.7862   -2.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  2  0
 14 15  1  0
 25 26  1  0
  7 40  1  0
  8 35  1  0
 35 36  2  0
 36 37  1  0
 37 40  1  0
 20 14  1  0
 26 27  1  0
 27 28  2  0
 14 25  1  0
 14 13  1  6
 25 24  1  6
 15 33  1  0
 20 21  1  0
 21 24  1  0
 33 11  1  0
 33 34  2  0
 12 13  1  0
 17 18  2  0
 12 11  1  0
 30 31  2  0
 28 30  1  0
 28 29  1  0
 19 17  1  0
 21 22  1  6
 23 21  1  0
 32 25  1  0
 37 38  1  6
 12  6  2  0
 37 39  1  0
 11  9  2  0
  6  5  1  0
  9  8  1  0
  5  4  1  0
  7  6  1  0
  4  2  2  3
  7  8  2  0
  2  1  1  0
 32 30  1  0
  2  3  1  0
 19 20  1  0
  9 10  1  0
 26 61  1  0
 26 62  1  0
 27 63  1  0
 19 52  1  0
 19 53  1  0
 16 51  1  0
 35 67  1  0
 36 68  1  0
 20 54  1  6
 29 64  1  0
 29 65  1  0
 29 66  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 23 60  1  0
 38 69  1  0
 38 70  1  0
 38 71  1  0
 39 72  1  0
 39 73  1  0
 39 74  1  0
  5 48  1  0
  5 49  1  0
  4 47  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  3 44  1  0
  3 45  1  0
  3 46  1  0
 10 50  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₃₄O₈

Average Mass

546.6160 Da

Monoisotopic Mass

546.22537 Da

IUPAC Name

(3R,4R,7R)-14-hydroxy-5',6,6,18,18-pentamethyl-21-(3-methylbut-2-en-1-yl)-3',6'-dihydro-2,5,19-trioxaspiro[pentacyclo[11.8.0.0^{3,7}.0^{3,11}.0^{15,20}]henicosane-4,2'-pyran]-1(21),10,13,15(20),16-pentaene-6',9,12-trione

Traditional Name

(3R,4R,7R)-14-hydroxy-5',6,6,18,18-pentamethyl-21-(3-methylbut-2-en-1-yl)-3'H-2,5,19-trioxaspiro[pentacyclo[11.8.0.0^{3,7}.0^{3,11}.0^{15,20}]henicosane-4,2'-pyran]-1(21),10,13,15(20),16-pentaene-6',9,12-trione

CAS Registry Number

Not Available

SMILES

[H]OC1=C2C(=O)C3=C([H])C(=O)C([H])([H])[C@]4([H])C(O[C@]5(OC(=O)C(=C([H])C5([H])[H])C([H])([H])[H])[C@]34OC2=C(C2=C1C([H])=C([H])C(O2)(C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C32H34O8/c1-16(2)8-9-20-26-19(11-12-29(4,5)37-26)24(34)23-25(35)21-14-18(33)15-22-30(6,7)40-31(32(21,22)38-27(20)23)13-10-17(3)28(36)39-31/h8,10-12,14,22,34H,9,13,15H2,1-7H3/t22-,31+,32+/m1/s1

InChI Key

VUBQFKGRIADULM-PDXWSVEKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Garcinia gaudichaudii	JEOL database	Wu, J., et al, Tetrahedron Letts. 42, 727 (2001)

Chemical Taxonomy

Classification

Not classified

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	4.51	ALOGPS
logP	6.22	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	8.57	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	108.36 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	150.87 m³·mol⁻¹	ChemAxon
Polarizability	58.31 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Wu, J., et al. (2001). Wu, J., et al, Tetrahedron Letts. 42, 727 (2001). Tetrahedron Lett.

Showing NP-Card for Gaudispirolactone (NP0025411)

MOL for NP0025411 (Gaudispirolactone)

3D MOL for NP0025411 (Gaudispirolactone)

3D SDF for NP0025411 (Gaudispirolactone)

3D-SDF for NP0025411 (Gaudispirolactone)

PDB for NP0025411 (Gaudispirolactone)

3D PDB for NP0025411 (Gaudispirolactone)

SMILES for NP0025411 (Gaudispirolactone)

INCHI for NP0025411 (Gaudispirolactone)

Structure for NP0025411 (Gaudispirolactone)

3D Structure for NP0025411 (Gaudispirolactone)