NP-MRD: Showing NP-Card for walsucochin A (NP0038593)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 21:14:34 UTC

Updated at

2021-06-30 00:11:28 UTC

NP-MRD ID

NP0038593

Secondary Accession Numbers

None

Natural Product Identification

Common Name

walsucochin A

Provided By

JEOL Database JEOL Logo

Description

Walsucochin A belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene. walsucochin A is found in Walsura cochinchinensis. walsucochin A was first documented in 2021 (PMID: 33978408). Based on a literature review very few articles have been published on Walsucochin A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123143D          

 58 61  0  0  0  0            999 V2000
   -1.2167   -2.6169   -7.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033   -2.4584   -6.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275   -2.2716   -4.9210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4265   -3.1494   -4.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9406   -4.1212   -5.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8803   -5.0329   -4.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7975   -2.9893   -2.9983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1980   -1.9814   -2.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7538   -1.1142   -2.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1140   -1.2234   -4.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -0.2924   -4.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2487   -0.1197   -1.8030 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8932   -0.8876   -0.5162 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9955   -0.2094    0.8808 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0778    1.0194    1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047    0.3025    1.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117    0.2787    2.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3450   -0.2436    3.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9010   -0.0495    4.6197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9907   -0.9661    3.4220 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0858   -0.0746    4.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1002   -2.2479    4.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7226   -1.3579    1.9311 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6192   -2.1042    1.6683 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7042   -2.6872    0.2353 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2877   -3.7164    0.1585 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4758   -1.5799   -0.8157 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7211   -0.6657   -0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4888   -2.7648   -8.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7895   -4.5150   -4.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619   -5.7393   -5.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4390   -5.6082   -3.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   -3.6184   -2.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743    0.6042   -4.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891   -0.8003   -4.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7922    0.0599   -5.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3282    0.0356   -1.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206    0.8312   -1.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552   -1.6911   -0.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4675    1.7541    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    1.5613    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9229    0.7605    1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9389    0.7585    0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070    0.6845    2.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865    0.0342    5.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0887   -0.4939    3.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0820    0.9407    3.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1452   -2.7777    4.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082   -2.0182    5.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8478   -2.9379    3.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974   -2.1169    1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690   -1.4443    1.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088   -2.9430    2.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6764   -3.1719    0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3665   -3.9991   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5560   -1.1918   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5419    0.2420   -1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0949   -0.3595    0.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 18  1  0  0  0  0
  9  8  1  0  0  0  0
  8  7  2  0  0  0  0
 17 18  1  0  0  0  0
  7  4  1  0  0  0  0
 17 16  2  0  0  0  0
  4  3  2  0  0  0  0
 20 21  1  1  0  0  0
  3 10  1  0  0  0  0
 10  9  2  0  0  0  0
 20 23  1  0  0  0  0
 18 19  2  0  0  0  0
 23 51  1  6  0  0  0
  3  2  1  0  0  0  0
 27 25  1  0  0  0  0
  2  1  3  0  0  0  0
 14 16  1  0  0  0  0
  1 29  1  0  0  0  0
 13 27  1  0  0  0  0
 10 11  1  0  0  0  0
 14 23  1  0  0  0  0
  4  5  1  0  0  0  0
 14 13  1  0  0  0  0
  5  6  1  0  0  0  0
 23 24  1  0  0  0  0
 20 22  1  0  0  0  0
 27  8  1  0  0  0  0
 25 26  1  0  0  0  0
  9 12  1  0  0  0  0
 13 39  1  1  0  0  0
 12 13  1  0  0  0  0
 14 15  1  6  0  0  0
 24 25  1  0  0  0  0
 27 28  1  6  0  0  0
 24 52  1  0  0  0  0
 24 53  1  0  0  0  0
 17 44  1  0  0  0  0
 16 43  1  0  0  0  0
 21 45  1  0  0  0  0
 21 46  1  0  0  0  0
 21 47  1  0  0  0  0
 25 54  1  6  0  0  0
 12 37  1  0  0  0  0
 12 38  1  0  0  0  0
  7 33  1  0  0  0  0
 11 34  1  0  0  0  0
 11 35  1  0  0  0  0
 11 36  1  0  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
  6 32  1  0  0  0  0
 22 48  1  0  0  0  0
 22 49  1  0  0  0  0
 22 50  1  0  0  0  0
 26 55  1  0  0  0  0
 15 40  1  0  0  0  0
 15 41  1  0  0  0  0
 15 42  1  0  0  0  0
 28 56  1  0  0  0  0
 28 57  1  0  0  0  0
 28 58  1  0  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -1.2167   -2.6169   -7.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033   -2.4584   -6.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275   -2.2716   -4.9210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4265   -3.1494   -4.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9406   -4.1212   -5.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8803   -5.0329   -4.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7975   -2.9893   -2.9983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1980   -1.9814   -2.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7538   -1.1142   -2.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1140   -1.2234   -4.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -0.2924   -4.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2487   -0.1197   -1.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932   -0.8876   -0.5162 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9955   -0.2094    0.8808 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0778    1.0194    1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047    0.3025    1.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117    0.2787    2.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3450   -0.2436    3.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9010   -0.0495    4.6197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9907   -0.9661    3.4220 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0858   -0.0746    4.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1002   -2.2479    4.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7226   -1.3579    1.9311 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6192   -2.1042    1.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042   -2.6872    0.2353 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2877   -3.7164    0.1585 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4758   -1.5799   -0.8157 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7211   -0.6657   -0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4888   -2.7648   -8.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7895   -4.5150   -4.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619   -5.7393   -5.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4390   -5.6082   -3.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   -3.6184   -2.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743    0.6042   -4.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891   -0.8003   -4.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7922    0.0599   -5.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3282    0.0356   -1.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206    0.8312   -1.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552   -1.6911   -0.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4675    1.7541    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    1.5613    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9229    0.7605    1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9389    0.7585    0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070    0.6845    2.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865    0.0342    5.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0887   -0.4939    3.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0820    0.9407    3.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1452   -2.7777    4.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082   -2.0182    5.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8478   -2.9379    3.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974   -2.1169    1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690   -1.4443    1.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088   -2.9430    2.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6764   -3.1719    0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3665   -3.9991   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5560   -1.1918   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5419    0.2420   -1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0949   -0.3595    0.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 18  1  0
  9  8  1  0
  8  7  2  0
 17 18  1  0
  7  4  1  0
 17 16  2  0
  4  3  2  0
 20 21  1  1
  3 10  1  0
 10  9  2  0
 20 23  1  0
 18 19  2  0
 23 51  1  6
  3  2  1  0
 27 25  1  0
  2  1  3  0
 14 16  1  0
  1 29  1  0
 13 27  1  0
 10 11  1  0
 14 23  1  0
  4  5  1  0
 14 13  1  0
  5  6  1  0
 23 24  1  0
 20 22  1  0
 27  8  1  0
 25 26  1  0
  9 12  1  0
 13 39  1  1
 12 13  1  0
 14 15  1  6
 24 25  1  0
 27 28  1  6
 24 52  1  0
 24 53  1  0
 17 44  1  0
 16 43  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 25 54  1  6
 12 37  1  0
 12 38  1  0
  7 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 26 55  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
M  END


  Mrv1652306202123143D          

 58 61  0  0  0  0            999 V2000
   -1.2167   -2.6169   -7.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033   -2.4584   -6.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275   -2.2716   -4.9210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4265   -3.1494   -4.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9406   -4.1212   -5.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8803   -5.0329   -4.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7975   -2.9893   -2.9983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1980   -1.9814   -2.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7538   -1.1142   -2.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1140   -1.2234   -4.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -0.2924   -4.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2487   -0.1197   -1.8030 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8932   -0.8876   -0.5162 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9955   -0.2094    0.8808 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0778    1.0194    1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047    0.3025    1.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117    0.2787    2.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3450   -0.2436    3.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9010   -0.0495    4.6197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9907   -0.9661    3.4220 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0858   -0.0746    4.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1002   -2.2479    4.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7226   -1.3579    1.9311 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6192   -2.1042    1.6683 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7042   -2.6872    0.2353 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2877   -3.7164    0.1585 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4758   -1.5799   -0.8157 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7211   -0.6657   -0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4888   -2.7648   -8.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7895   -4.5150   -4.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619   -5.7393   -5.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4390   -5.6082   -3.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   -3.6184   -2.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743    0.6042   -4.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891   -0.8003   -4.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7922    0.0599   -5.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3282    0.0356   -1.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206    0.8312   -1.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552   -1.6911   -0.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4675    1.7541    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    1.5613    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9229    0.7605    1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9389    0.7585    0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070    0.6845    2.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865    0.0342    5.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0887   -0.4939    3.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0820    0.9407    3.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1452   -2.7777    4.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082   -2.0182    5.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8478   -2.9379    3.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974   -2.1169    1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690   -1.4443    1.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088   -2.9430    2.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6764   -3.1719    0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3665   -3.9991   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5560   -1.1918   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5419    0.2420   -1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0949   -0.3595    0.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 18  1  0  0  0  0
  9  8  1  0  0  0  0
  8  7  2  0  0  0  0
 17 18  1  0  0  0  0
  7  4  1  0  0  0  0
 17 16  2  0  0  0  0
  4  3  2  0  0  0  0
 20 21  1  1  0  0  0
  3 10  1  0  0  0  0
 10  9  2  0  0  0  0
 20 23  1  0  0  0  0
 18 19  2  0  0  0  0
 23 51  1  6  0  0  0
  3  2  1  0  0  0  0
 27 25  1  0  0  0  0
  2  1  3  0  0  0  0
 14 16  1  0  0  0  0
  1 29  1  0  0  0  0
 13 27  1  0  0  0  0
 10 11  1  0  0  0  0
 14 23  1  0  0  0  0
  4  5  1  0  0  0  0
 14 13  1  0  0  0  0
  5  6  1  0  0  0  0
 23 24  1  0  0  0  0
 20 22  1  0  0  0  0
 27  8  1  0  0  0  0
 25 26  1  0  0  0  0
  9 12  1  0  0  0  0
 13 39  1  1  0  0  0
 12 13  1  0  0  0  0
 14 15  1  6  0  0  0
 24 25  1  0  0  0  0
 27 28  1  6  0  0  0
 24 52  1  0  0  0  0
 24 53  1  0  0  0  0
 17 44  1  0  0  0  0
 16 43  1  0  0  0  0
 21 45  1  0  0  0  0
 21 46  1  0  0  0  0
 21 47  1  0  0  0  0
 25 54  1  6  0  0  0
 12 37  1  0  0  0  0
 12 38  1  0  0  0  0
  7 33  1  0  0  0  0
 11 34  1  0  0  0  0
 11 35  1  0  0  0  0
 11 36  1  0  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
  6 32  1  0  0  0  0
 22 48  1  0  0  0  0
 22 49  1  0  0  0  0
 22 50  1  0  0  0  0
 26 55  1  0  0  0  0
 15 40  1  0  0  0  0
 15 41  1  0  0  0  0
 15 42  1  0  0  0  0
 28 56  1  0  0  0  0
 28 57  1  0  0  0  0
 28 58  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038593

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])([H])[C@]2([H])[C@@](C([H])=C([H])C(=O)C2(C([H])([H])[H])C([H])([H])[H])(C([H])([H])[H])[C@@]2([H])C([H])([H])C3=C(C(C#C[H])=C(OC([H])([H])[H])C([H])=C3[C@]12C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H30O3/c1-8-15-14(2)16-11-20-24(5)10-9-21(26)23(3,4)19(24)13-22(27)25(20,6)17(16)12-18(15)28-7/h1,9-10,12,19-20,22,27H,11,13H2,2-7H3/t19-,20+,22+,24-,25-/m0/s1

> <INCHI_KEY>
VLPHUESCRKBVIP-WOSFXNHJSA-N

> <FORMULA>
C25H30O3

> <MOLECULAR_WEIGHT>
378.512

> <EXACT_MASS>
378.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
44.19289457499235

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,7R,9R,10R)-14-ethynyl-9-hydroxy-13-methoxy-2,6,6,10,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-3,11,13,15-tetraen-5-one

> <ALOGPS_LOGP>
4.38

> <JCHEM_LOGP>
4.773305529000001

> <ALOGPS_LOGS>
-5.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.589620817395833

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9782998544710617

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
109.88579999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.17e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,7R,9R,10R)-14-ethynyl-9-hydroxy-13-methoxy-2,6,6,10,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-3,11,13,15-tetraen-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -1.2167   -2.6169   -7.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033   -2.4584   -6.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275   -2.2716   -4.9210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4265   -3.1494   -4.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9406   -4.1212   -5.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8803   -5.0329   -4.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7975   -2.9893   -2.9983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1980   -1.9814   -2.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7538   -1.1142   -2.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1140   -1.2234   -4.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -0.2924   -4.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2487   -0.1197   -1.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932   -0.8876   -0.5162 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9955   -0.2094    0.8808 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0778    1.0194    1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047    0.3025    1.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117    0.2787    2.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3450   -0.2436    3.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9010   -0.0495    4.6197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9907   -0.9661    3.4220 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0858   -0.0746    4.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1002   -2.2479    4.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7226   -1.3579    1.9311 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6192   -2.1042    1.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042   -2.6872    0.2353 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2877   -3.7164    0.1585 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4758   -1.5799   -0.8157 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7211   -0.6657   -0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4888   -2.7648   -8.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7895   -4.5150   -4.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619   -5.7393   -5.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4390   -5.6082   -3.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   -3.6184   -2.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743    0.6042   -4.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891   -0.8003   -4.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7922    0.0599   -5.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3282    0.0356   -1.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206    0.8312   -1.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552   -1.6911   -0.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4675    1.7541    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    1.5613    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9229    0.7605    1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9389    0.7585    0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070    0.6845    2.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865    0.0342    5.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0887   -0.4939    3.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0820    0.9407    3.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1452   -2.7777    4.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082   -2.0182    5.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8478   -2.9379    3.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974   -2.1169    1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690   -1.4443    1.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088   -2.9430    2.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6764   -3.1719    0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3665   -3.9991   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5560   -1.1918   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5419    0.2420   -1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0949   -0.3595    0.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 18  1  0
  9  8  1  0
  8  7  2  0
 17 18  1  0
  7  4  1  0
 17 16  2  0
  4  3  2  0
 20 21  1  1
  3 10  1  0
 10  9  2  0
 20 23  1  0
 18 19  2  0
 23 51  1  6
  3  2  1  0
 27 25  1  0
  2  1  3  0
 14 16  1  0
  1 29  1  0
 13 27  1  0
 10 11  1  0
 14 23  1  0
  4  5  1  0
 14 13  1  0
  5  6  1  0
 23 24  1  0
 20 22  1  0
 27  8  1  0
 25 26  1  0
  9 12  1  0
 13 39  1  1
 12 13  1  0
 14 15  1  6
 24 25  1  0
 27 28  1  6
 24 52  1  0
 24 53  1  0
 17 44  1  0
 16 43  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 25 54  1  6
 12 37  1  0
 12 38  1  0
  7 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 26 55  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 28 56  1  0
 28 57  1  0
 28 58  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      -1.217  -2.617  -7.448  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.903  -2.458  -6.299  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.528  -2.272  -4.921  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.427  -3.149  -4.338  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.941  -4.121  -5.164  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.880  -5.033  -4.612  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.798  -2.989  -2.998  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.198  -1.981  -2.256  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.754  -1.114  -2.831  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.114  -1.223  -4.172  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.125  -0.292  -4.782  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.249  -0.120  -1.803  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.893  -0.888  -0.516  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.996  -0.209   0.881  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.078   1.019   1.015  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.405   0.303   1.124  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.012   0.279   2.318  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.345  -0.244   3.538  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.901  -0.050   4.620  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.991  -0.966   3.422  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.086  -0.075   4.058  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.100  -2.248   4.284  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.723  -1.358   1.931  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.619  -2.104   1.668  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.704  -2.687   0.235  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.288  -3.716   0.159  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.476  -1.580  -0.816  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.721  -0.666  -0.891  0.00  0.00           C+0
HETATM   29  H   UNK     0      -1.489  -2.765  -8.466  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.789  -4.515  -4.290  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.162  -5.739  -5.399  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.439  -5.608  -3.792  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.545  -3.618  -2.530  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.274   0.604  -4.172  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.089  -0.800  -4.885  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.792   0.060  -5.763  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.328   0.036  -1.884  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.721   0.831  -1.908  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.655  -1.691  -0.486  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.468   1.754   1.730  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.024   1.561   0.070  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.923   0.761   1.364  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.939   0.759   0.293  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.007   0.685   2.463  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.087   0.034   5.136  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.089  -0.494   3.934  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.082   0.941   3.658  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.145  -2.778   4.353  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.408  -2.018   5.311  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.848  -2.938   3.876  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.497  -2.117   1.723  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.469  -1.444   1.862  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.709  -2.943   2.367  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.676  -3.172   0.090  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.367  -3.999  -0.769  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.556  -1.192  -1.373  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.542   0.242  -1.477  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.095  -0.360   0.086  0.00  0.00           H+0
CONECT    1    2   29                                                       
CONECT    2    3    1                                                       
CONECT    3    4   10    2                                                  
CONECT    4    7    3    5                                                  
CONECT    5    4    6                                                       
CONECT    6    5   30   31   32                                             
CONECT    7    8    4   33                                                  
CONECT    8    9    7   27                                                  
CONECT    9    8   10   12                                                  
CONECT   10    3    9   11                                                  
CONECT   11   10   34   35   36                                             
CONECT   12    9   13   37   38                                             
CONECT   13   27   14   39   12                                             
CONECT   14   16   23   13   15                                             
CONECT   15   14   40   41   42                                             
CONECT   16   17   14   43                                                  
CONECT   17   18   16   44                                                  
CONECT   18   20   17   19                                                  
CONECT   19   18                                                            
CONECT   20   18   21   23   22                                             
CONECT   21   20   45   46   47                                             
CONECT   22   20   48   49   50                                             
CONECT   23   20   51   14   24                                             
CONECT   24   23   25   52   53                                             
CONECT   25   27   26   24   54                                             
CONECT   26   25   55                                                       
CONECT   27   25   13    8   28                                             
CONECT   28   27   56   57   58                                             
CONECT   29    1                                                            
CONECT   30    6                                                            
CONECT   31    6                                                            
CONECT   32    6                                                            
CONECT   33    7                                                            
CONECT   34   11                                                            
CONECT   35   11                                                            
CONECT   36   11                                                            
CONECT   37   12                                                            
CONECT   38   12                                                            
CONECT   39   13                                                            
CONECT   40   15                                                            
CONECT   41   15                                                            
CONECT   42   15                                                            
CONECT   43   16                                                            
CONECT   44   17                                                            
CONECT   45   21                                                            
CONECT   46   21                                                            
CONECT   47   21                                                            
CONECT   48   22                                                            
CONECT   49   22                                                            
CONECT   50   22                                                            
CONECT   51   23                                                            
CONECT   52   24                                                            
CONECT   53   24                                                            
CONECT   54   25                                                            
CONECT   55   26                                                            
CONECT   56   28                                                            
CONECT   57   28                                                            
CONECT   58   28                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  122    0
END

RDKit          3D

58 61  0  0  0  0  0  0  0  0999 V2000
   -1.2167   -2.6169   -7.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033   -2.4584   -6.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275   -2.2716   -4.9210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4265   -3.1494   -4.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9406   -4.1212   -5.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8803   -5.0329   -4.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7975   -2.9893   -2.9983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1980   -1.9814   -2.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7538   -1.1142   -2.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1140   -1.2234   -4.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -0.2924   -4.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2487   -0.1197   -1.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932   -0.8876   -0.5162 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9955   -0.2094    0.8808 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0778    1.0194    1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047    0.3025    1.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117    0.2787    2.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3450   -0.2436    3.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9010   -0.0495    4.6197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9907   -0.9661    3.4220 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0858   -0.0746    4.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1002   -2.2479    4.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7226   -1.3579    1.9311 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6192   -2.1042    1.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042   -2.6872    0.2353 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2877   -3.7164    0.1585 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4758   -1.5799   -0.8157 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7211   -0.6657   -0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4888   -2.7648   -8.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7895   -4.5150   -4.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619   -5.7393   -5.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4390   -5.6082   -3.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   -3.6184   -2.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743    0.6042   -4.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0891   -0.8003   -4.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7922    0.0599   -5.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3282    0.0356   -1.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206    0.8312   -1.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552   -1.6911   -0.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4675    1.7541    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    1.5613    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9229    0.7605    1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9389    0.7585    0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070    0.6845    2.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865    0.0342    5.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0887   -0.4939    3.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0820    0.9407    3.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1452   -2.7777    4.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082   -2.0182    5.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8478   -2.9379    3.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974   -2.1169    1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690   -1.4443    1.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7088   -2.9430    2.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6764   -3.1719    0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3665   -3.9991   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5560   -1.1918   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5419    0.2420   -1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0949   -0.3595    0.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 18  1  0
  9  8  1  0
  8  7  2  0
 17 18  1  0
  7  4  1  0
 17 16  2  0
  4  3  2  0
 20 21  1  1
  3 10  1  0
 10  9  2  0
 20 23  1  0
 18 19  2  0
 23 51  1  6
  3  2  1  0
 27 25  1  0
  2  1  3  0
 14 16  1  0
  1 29  1  0
 13 27  1  0
 10 11  1  0
 14 23  1  0
  4  5  1  0
 14 13  1  0
  5  6  1  0
 23 24  1  0
 20 22  1  0
 27  8  1  0
 25 26  1  0
  9 12  1  0
 13 39  1  1
 12 13  1  0
 14 15  1  6
 24 25  1  0
 27 28  1  6
 24 52  1  0
 24 53  1  0
 17 44  1  0
 16 43  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 25 54  1  6
 12 37  1  0
 12 38  1  0
  7 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 26 55  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₅H₃₀O₃

Average Mass

378.5120 Da

Monoisotopic Mass

378.21949 Da

IUPAC Name

(1R,2R,7R,9R,10R)-14-ethynyl-9-hydroxy-13-methoxy-2,6,6,10,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-3,11,13,15-tetraen-5-one

Traditional Name

(1R,2R,7R,9R,10R)-14-ethynyl-9-hydroxy-13-methoxy-2,6,6,10,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-3,11,13,15-tetraen-5-one

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C([H])([H])[C@]2([H])[C@@](C([H])=C([H])C(=O)C2(C([H])([H])[H])C([H])([H])[H])(C([H])([H])[H])[C@@]2([H])C([H])([H])C3=C(C(C#C[H])=C(OC([H])([H])[H])C([H])=C3[C@]12C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C25H30O3/c1-8-15-14(2)16-11-20-24(5)10-9-21(26)23(3,4)19(24)13-22(27)25(20,6)17(16)12-18(15)28-7/h1,9-10,12,19-20,22,27H,11,13H2,2-7H3/t19-,20+,22+,24-,25-/m0/s1

InChI Key

VLPHUESCRKBVIP-WOSFXNHJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Walsura cochinchinensis	JEOL database	Zhou, Z.-W., et al, Org. Lett. 10, 465 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Fluorenes

Sub Class

Not Available

Direct Parent

Fluorenes

Alternative Parents

Substituents

Fluorene
Indane
Anisole
Alkyl aryl ether
Cyclohexenone
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Acetylide
Ether
Alcohol
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.38	ALOGPS
logP	4.77	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	14.59	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	109.89 m³·mol⁻¹	ChemAxon
Polarizability	44.19 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28284858

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24777199

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang D, Xu D, Chen X, Zhou H, Xu G: Divergent Entry to Walsucochin Nortriterpenoids: Total Syntheses of (+/-)-Walsucochin A and (+/-)-Walsucochinoids C-F. J Org Chem. 2021 May 21;86(10):7271-7279. doi: 10.1021/acs.joc.1c00401. Epub 2021 May 12. [PubMed:33978408 ]
Zhou, Z.-W., et al. (2008). Zhou, Z.-W., et al, Org. Lett. 10, 465 (2008). Org. Lett..

Showing NP-Card for walsucochin A (NP0038593)

MOL for NP0038593 (walsucochin A)

3D MOL for NP0038593 (walsucochin A)

3D SDF for NP0038593 (walsucochin A)

3D-SDF for NP0038593 (walsucochin A)

PDB for NP0038593 (walsucochin A)

3D PDB for NP0038593 (walsucochin A)

SMILES for NP0038593 (walsucochin A)

INCHI for NP0038593 (walsucochin A)

Structure for NP0038593 (walsucochin A)

3D Structure for NP0038593 (walsucochin A)