NP-MRD: Showing NP-Card for chebulinic acid (NP0039541)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 21:56:36 UTC

Updated at

2021-06-30 00:12:56 UTC

NP-MRD ID

NP0039541

Secondary Accession Numbers

None

Natural Product Identification

Common Name

chebulinic acid

Provided By

JEOL Database JEOL Logo

Description

chebulinic acid is found in Caesalpinia coriana, Lumnitzera racemosa, Phyllanthus emblica , Terminalia bellerica, Terminalia chebula and Terminalia horrida. chebulinic acid was first documented in 2010 (Pfundstein, B., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123563D          

100106  0  0  0  0            999 V2000
    1.2447   -5.4809    1.9461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0625   -5.6353    2.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3258   -6.4668    3.1982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121   -5.0184    1.4940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8704   -3.5505    1.0981 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7883   -2.6980    2.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2449   -3.0772    3.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2230   -1.4291    2.1761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255   -0.3624    2.8829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4961    0.8386    2.9575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3364    1.6617    4.2484 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0543    2.3173    4.3091 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8907    1.7645    5.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7640    0.7413    5.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1610    2.5300    5.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2211    3.8039    4.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4408    4.4639    4.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030    5.7030    3.7954 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5909    3.8741    4.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7767    4.5522    4.7901 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5355    2.6129    5.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7003    2.0825    5.9325 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252    1.9329    5.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3127    1.7484    1.8431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1323    1.0671    0.5943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1723    2.0327   -0.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8497    1.6516   -1.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530    0.5987   -1.7175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7590    2.7023   -2.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9758    3.8603   -2.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9256    4.8040   -3.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1818    5.9465   -3.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    4.6049   -4.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5984    5.5290   -5.6591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4126    3.4619   -4.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1123    3.2706   -5.9721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    2.5053   -3.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2368    0.3279    0.5707 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0765   -0.9534   -0.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1549   -0.9687   -1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5806   -0.0537   -2.1371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3495   -2.2624   -2.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1119   -2.5304   -3.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3279   -3.6560   -4.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0985   -3.9469   -5.2751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391   -4.5202   -3.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6716   -5.6142   -4.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7156   -4.2615   -2.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2735   -3.1530   -1.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417   -2.9814   -0.0016 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2906   -3.4788    0.0443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7752   -3.3788    1.3831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4497   -4.8803   -0.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2403   -5.6894   -0.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6629   -5.1722   -1.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6862    0.0568    2.0243 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6944   -0.9725    2.0633 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680   -0.5569    1.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3145    0.5975    1.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8994   -1.7137    1.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4296   -3.0339    1.9767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3333   -4.0894    1.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9213   -5.3910    2.0328 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6958   -3.8389    1.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5930   -4.8717    1.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1628   -2.5339    1.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5027   -2.2939    1.6787 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2763   -1.4646    1.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4941   -6.7920    3.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9938   -5.0987    2.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623   -5.6495    0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1491   -3.4789    0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2451   -0.7217    3.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327    0.4806    2.9140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    1.0469    5.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    2.4679    4.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3370    4.2867    4.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4478    5.9537    3.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4314    3.9411    5.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5194    1.1845    6.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2700    0.9463    5.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    0.3666    0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4117    4.0154   -1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802    5.9403   -2.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0030    6.2289   -5.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159    4.0611   -6.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838    1.6147   -3.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0119    0.9092    0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8085   -1.8432   -3.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6889   -3.2347   -5.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2103   -5.5711   -4.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9700   -1.9068    0.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9264   -2.8311   -0.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5965   -3.9119    1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1022    0.9765    2.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3680   -3.2341    2.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366   -5.4066    1.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0334   -5.6734    1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9156   -3.1816    1.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6566   -0.4493    1.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
 40 41  2  0  0  0  0
 24 25  1  0  0  0  0
 50  5  1  0  0  0  0
 25 38  1  0  0  0  0
  5  4  1  0  0  0  0
 39 38  1  0  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
 10 11  1  0  0  0  0
  6  7  2  0  0  0  0
 25 26  1  0  0  0  0
 56 57  1  0  0  0  0
 29 30  2  0  0  0  0
  8  9  1  0  0  0  0
 30 31  1  0  0  0  0
 11 12  1  0  0  0  0
 31 33  2  0  0  0  0
 21 23  1  0  0  0  0
 33 35  1  0  0  0  0
 48 46  2  0  0  0  0
 35 37  2  0  0  0  0
 37 29  1  0  0  0  0
 16 17  2  0  0  0  0
 29 27  1  0  0  0  0
 27 26  1  0  0  0  0
 46 44  1  0  0  0  0
 27 28  2  0  0  0  0
 17 19  1  0  0  0  0
 31 32  1  0  0  0  0
 44 43  2  0  0  0  0
 33 34  1  0  0  0  0
 19 21  2  0  0  0  0
 35 36  1  0  0  0  0
 43 42  1  0  0  0  0
 53 54  2  0  0  0  0
 42 49  2  0  0  0  0
 51 52  1  0  0  0  0
 48 49  1  0  0  0  0
  5 72  1  6  0  0  0
 15 13  1  0  0  0  0
  4  2  1  0  0  0  0
 23 15  2  0  0  0  0
  2  3  1  0  0  0  0
 13 14  2  0  0  0  0
  2  1  2  0  0  0  0
 50 92  1  1  0  0  0
 13 12  1  0  0  0  0
 51 93  1  6  0  0  0
 15 16  1  0  0  0  0
 57 58  1  0  0  0  0
 48 55  1  0  0  0  0
 58 59  2  0  0  0  0
 49 50  1  0  0  0  0
 58 60  1  0  0  0  0
 50 51  1  0  0  0  0
 60 61  2  0  0  0  0
 51 53  1  0  0  0  0
 61 62  1  0  0  0  0
 53 55  1  0  0  0  0
 62 64  2  0  0  0  0
 38 56  1  0  0  0  0
 64 66  1  0  0  0  0
 44 45  1  0  0  0  0
 66 68  2  0  0  0  0
 68 60  1  0  0  0  0
 56  9  1  0  0  0  0
 62 63  1  0  0  0  0
 46 47  1  0  0  0  0
 64 65  1  0  0  0  0
  9 10  1  0  0  0  0
 66 67  1  0  0  0  0
 42 40  1  0  0  0  0
 19 20  1  0  0  0  0
 40 39  1  0  0  0  0
 17 18  1  0  0  0  0
 10 24  1  0  0  0  0
 21 22  1  0  0  0  0
 23 81  1  0  0  0  0
 16 77  1  0  0  0  0
 11 75  1  0  0  0  0
 11 76  1  0  0  0  0
 38 88  1  6  0  0  0
 10 74  1  6  0  0  0
 25 82  1  6  0  0  0
  9 73  1  1  0  0  0
 56 95  1  1  0  0  0
 43 89  1  0  0  0  0
 45 90  1  0  0  0  0
 47 91  1  0  0  0  0
  4 70  1  0  0  0  0
  4 71  1  0  0  0  0
 30 83  1  0  0  0  0
 37 87  1  0  0  0  0
 32 84  1  0  0  0  0
 34 85  1  0  0  0  0
 36 86  1  0  0  0  0
 52 94  1  0  0  0  0
  3 69  1  0  0  0  0
 61 96  1  0  0  0  0
 68100  1  0  0  0  0
 63 97  1  0  0  0  0
 65 98  1  0  0  0  0
 67 99  1  0  0  0  0
 20 79  1  0  0  0  0
 18 78  1  0  0  0  0
 22 80  1  0  0  0  0
M  END

     RDKit          3D

100106  0  0  0  0  0  0  0  0999 V2000
    1.2447   -5.4809    1.9461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0625   -5.6353    2.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3258   -6.4668    3.1982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121   -5.0184    1.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8704   -3.5505    1.0981 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7883   -2.6980    2.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2449   -3.0772    3.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2230   -1.4291    2.1761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255   -0.3624    2.8829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4961    0.8386    2.9575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3364    1.6617    4.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543    2.3173    4.3091 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8907    1.7645    5.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7640    0.7413    5.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1610    2.5300    5.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2211    3.8039    4.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4408    4.4639    4.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030    5.7030    3.7954 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5909    3.8741    4.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7767    4.5522    4.7901 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5355    2.6129    5.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7003    2.0825    5.9325 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252    1.9329    5.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3127    1.7484    1.8431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1323    1.0671    0.5943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1723    2.0327   -0.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8497    1.6516   -1.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530    0.5987   -1.7175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7590    2.7023   -2.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9758    3.8603   -2.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9256    4.8040   -3.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1818    5.9465   -3.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    4.6049   -4.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5984    5.5290   -5.6591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4126    3.4619   -4.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1123    3.2706   -5.9721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    2.5053   -3.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2368    0.3279    0.5707 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0765   -0.9534   -0.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1549   -0.9687   -1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5806   -0.0537   -2.1371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3495   -2.2624   -2.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1119   -2.5304   -3.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3279   -3.6560   -4.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0985   -3.9469   -5.2751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391   -4.5202   -3.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6716   -5.6142   -4.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7156   -4.2615   -2.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2735   -3.1530   -1.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417   -2.9814   -0.0016 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2906   -3.4788    0.0443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7752   -3.3788    1.3831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4497   -4.8803   -0.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2403   -5.6894   -0.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6629   -5.1722   -1.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6862    0.0568    2.0243 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6944   -0.9725    2.0633 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680   -0.5569    1.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3145    0.5975    1.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8994   -1.7137    1.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4296   -3.0339    1.9767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3333   -4.0894    1.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9213   -5.3910    2.0328 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6958   -3.8389    1.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5930   -4.8717    1.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1628   -2.5339    1.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5027   -2.2939    1.6787 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2763   -1.4646    1.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4941   -6.7920    3.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9938   -5.0987    2.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623   -5.6495    0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1491   -3.4789    0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2451   -0.7217    3.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327    0.4806    2.9140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    1.0469    5.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    2.4679    4.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3370    4.2867    4.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4478    5.9537    3.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4314    3.9411    5.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5194    1.1845    6.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2700    0.9463    5.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    0.3666    0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4117    4.0154   -1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802    5.9403   -2.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0030    6.2289   -5.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159    4.0611   -6.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838    1.6147   -3.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0119    0.9092    0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8085   -1.8432   -3.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6889   -3.2347   -5.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2103   -5.5711   -4.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9700   -1.9068    0.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9264   -2.8311   -0.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5965   -3.9119    1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1022    0.9765    2.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3680   -3.2341    2.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366   -5.4066    1.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0334   -5.6734    1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9156   -3.1816    1.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6566   -0.4493    1.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
 40 41  2  0
 24 25  1  0
 50  5  1  0
 25 38  1  0
  5  4  1  0
 39 38  1  0
  5  6  1  0
  6  8  1  0
 10 11  1  0
  6  7  2  0
 25 26  1  0
 56 57  1  0
 29 30  2  0
  8  9  1  0
 30 31  1  0
 11 12  1  0
 31 33  2  0
 21 23  1  0
 33 35  1  0
 48 46  2  0
 35 37  2  0
 37 29  1  0
 16 17  2  0
 29 27  1  0
 27 26  1  0
 46 44  1  0
 27 28  2  0
 17 19  1  0
 31 32  1  0
 44 43  2  0
 33 34  1  0
 19 21  2  0
 35 36  1  0
 43 42  1  0
 53 54  2  0
 42 49  2  0
 51 52  1  0
 48 49  1  0
  5 72  1  6
 15 13  1  0
  4  2  1  0
 23 15  2  0
  2  3  1  0
 13 14  2  0
  2  1  2  0
 50 92  1  1
 13 12  1  0
 51 93  1  6
 15 16  1  0
 57 58  1  0
 48 55  1  0
 58 59  2  0
 49 50  1  0
 58 60  1  0
 50 51  1  0
 60 61  2  0
 51 53  1  0
 61 62  1  0
 53 55  1  0
 62 64  2  0
 38 56  1  0
 64 66  1  0
 44 45  1  0
 66 68  2  0
 68 60  1  0
 56  9  1  0
 62 63  1  0
 46 47  1  0
 64 65  1  0
  9 10  1  0
 66 67  1  0
 42 40  1  0
 19 20  1  0
 40 39  1  0
 17 18  1  0
 10 24  1  0
 21 22  1  0
 23 81  1  0
 16 77  1  0
 11 75  1  0
 11 76  1  0
 38 88  1  6
 10 74  1  6
 25 82  1  6
  9 73  1  1
 56 95  1  1
 43 89  1  0
 45 90  1  0
 47 91  1  0
  4 70  1  0
  4 71  1  0
 30 83  1  0
 37 87  1  0
 32 84  1  0
 34 85  1  0
 36 86  1  0
 52 94  1  0
  3 69  1  0
 61 96  1  0
 68100  1  0
 63 97  1  0
 65 98  1  0
 67 99  1  0
 20 79  1  0
 18 78  1  0
 22 80  1  0
M  END


  Mrv1652306202123563D          

100106  0  0  0  0            999 V2000
    1.2447   -5.4809    1.9461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0625   -5.6353    2.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3258   -6.4668    3.1982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121   -5.0184    1.4940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8704   -3.5505    1.0981 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7883   -2.6980    2.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2449   -3.0772    3.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2230   -1.4291    2.1761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255   -0.3624    2.8829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4961    0.8386    2.9575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3364    1.6617    4.2484 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0543    2.3173    4.3091 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8907    1.7645    5.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7640    0.7413    5.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1610    2.5300    5.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2211    3.8039    4.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4408    4.4639    4.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030    5.7030    3.7954 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5909    3.8741    4.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7767    4.5522    4.7901 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5355    2.6129    5.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7003    2.0825    5.9325 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252    1.9329    5.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3127    1.7484    1.8431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1323    1.0671    0.5943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1723    2.0327   -0.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8497    1.6516   -1.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530    0.5987   -1.7175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7590    2.7023   -2.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9758    3.8603   -2.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9256    4.8040   -3.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1818    5.9465   -3.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    4.6049   -4.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5984    5.5290   -5.6591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4126    3.4619   -4.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1123    3.2706   -5.9721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    2.5053   -3.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2368    0.3279    0.5707 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0765   -0.9534   -0.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1549   -0.9687   -1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5806   -0.0537   -2.1371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3495   -2.2624   -2.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1119   -2.5304   -3.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3279   -3.6560   -4.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0985   -3.9469   -5.2751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391   -4.5202   -3.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6716   -5.6142   -4.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7156   -4.2615   -2.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2735   -3.1530   -1.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417   -2.9814   -0.0016 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2906   -3.4788    0.0443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7752   -3.3788    1.3831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4497   -4.8803   -0.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2403   -5.6894   -0.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6629   -5.1722   -1.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6862    0.0568    2.0243 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6944   -0.9725    2.0633 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680   -0.5569    1.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3145    0.5975    1.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8994   -1.7137    1.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4296   -3.0339    1.9767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3333   -4.0894    1.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9213   -5.3910    2.0328 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6958   -3.8389    1.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5930   -4.8717    1.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1628   -2.5339    1.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5027   -2.2939    1.6787 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2763   -1.4646    1.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4941   -6.7920    3.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9938   -5.0987    2.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623   -5.6495    0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1491   -3.4789    0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2451   -0.7217    3.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327    0.4806    2.9140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    1.0469    5.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    2.4679    4.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3370    4.2867    4.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4478    5.9537    3.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4314    3.9411    5.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5194    1.1845    6.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2700    0.9463    5.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    0.3666    0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4117    4.0154   -1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802    5.9403   -2.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0030    6.2289   -5.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159    4.0611   -6.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838    1.6147   -3.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0119    0.9092    0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8085   -1.8432   -3.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6889   -3.2347   -5.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2103   -5.5711   -4.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9700   -1.9068    0.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9264   -2.8311   -0.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5965   -3.9119    1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1022    0.9765    2.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3680   -3.2341    2.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366   -5.4066    1.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0334   -5.6734    1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9156   -3.1816    1.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6566   -0.4493    1.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
 40 41  2  0  0  0  0
 24 25  1  0  0  0  0
 50  5  1  0  0  0  0
 25 38  1  0  0  0  0
  5  4  1  0  0  0  0
 39 38  1  0  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
 10 11  1  0  0  0  0
  6  7  2  0  0  0  0
 25 26  1  0  0  0  0
 56 57  1  0  0  0  0
 29 30  2  0  0  0  0
  8  9  1  0  0  0  0
 30 31  1  0  0  0  0
 11 12  1  0  0  0  0
 31 33  2  0  0  0  0
 21 23  1  0  0  0  0
 33 35  1  0  0  0  0
 48 46  2  0  0  0  0
 35 37  2  0  0  0  0
 37 29  1  0  0  0  0
 16 17  2  0  0  0  0
 29 27  1  0  0  0  0
 27 26  1  0  0  0  0
 46 44  1  0  0  0  0
 27 28  2  0  0  0  0
 17 19  1  0  0  0  0
 31 32  1  0  0  0  0
 44 43  2  0  0  0  0
 33 34  1  0  0  0  0
 19 21  2  0  0  0  0
 35 36  1  0  0  0  0
 43 42  1  0  0  0  0
 53 54  2  0  0  0  0
 42 49  2  0  0  0  0
 51 52  1  0  0  0  0
 48 49  1  0  0  0  0
  5 72  1  6  0  0  0
 15 13  1  0  0  0  0
  4  2  1  0  0  0  0
 23 15  2  0  0  0  0
  2  3  1  0  0  0  0
 13 14  2  0  0  0  0
  2  1  2  0  0  0  0
 50 92  1  1  0  0  0
 13 12  1  0  0  0  0
 51 93  1  6  0  0  0
 15 16  1  0  0  0  0
 57 58  1  0  0  0  0
 48 55  1  0  0  0  0
 58 59  2  0  0  0  0
 49 50  1  0  0  0  0
 58 60  1  0  0  0  0
 50 51  1  0  0  0  0
 60 61  2  0  0  0  0
 51 53  1  0  0  0  0
 61 62  1  0  0  0  0
 53 55  1  0  0  0  0
 62 64  2  0  0  0  0
 38 56  1  0  0  0  0
 64 66  1  0  0  0  0
 44 45  1  0  0  0  0
 66 68  2  0  0  0  0
 68 60  1  0  0  0  0
 56  9  1  0  0  0  0
 62 63  1  0  0  0  0
 46 47  1  0  0  0  0
 64 65  1  0  0  0  0
  9 10  1  0  0  0  0
 66 67  1  0  0  0  0
 42 40  1  0  0  0  0
 19 20  1  0  0  0  0
 40 39  1  0  0  0  0
 17 18  1  0  0  0  0
 10 24  1  0  0  0  0
 21 22  1  0  0  0  0
 23 81  1  0  0  0  0
 16 77  1  0  0  0  0
 11 75  1  0  0  0  0
 11 76  1  0  0  0  0
 38 88  1  6  0  0  0
 10 74  1  6  0  0  0
 25 82  1  6  0  0  0
  9 73  1  1  0  0  0
 56 95  1  1  0  0  0
 43 89  1  0  0  0  0
 45 90  1  0  0  0  0
 47 91  1  0  0  0  0
  4 70  1  0  0  0  0
  4 71  1  0  0  0  0
 30 83  1  0  0  0  0
 37 87  1  0  0  0  0
 32 84  1  0  0  0  0
 34 85  1  0  0  0  0
 36 86  1  0  0  0  0
 52 94  1  0  0  0  0
  3 69  1  0  0  0  0
 61 96  1  0  0  0  0
 68100  1  0  0  0  0
 63 97  1  0  0  0  0
 65 98  1  0  0  0  0
 67 99  1  0  0  0  0
 20 79  1  0  0  0  0
 18 78  1  0  0  0  0
 22 80  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0039541

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])[C@]1([H])C(=O)O[C@@]2([H])[C@@]([H])(OC(=O)C3=C([H])C(O[H])=C(O[H])C(O[H])=C3[H])[C@@]([H])(OC(=O)C3=C4C(OC(=O)[C@@]([H])(O[H])[C@@]14[H])=C(O[H])C(O[H])=C3[H])[C@]([H])(OC(=O)C1=C([H])C(O[H])=C(O[H])C(O[H])=C1[H])O[C@]2([H])C([H])([H])OC(=O)C1=C([H])C(O[H])=C(O[H])C(O[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C41H32O27/c42-15-1-10(2-16(43)26(15)51)35(56)62-9-22-31-33(66-36(57)11-3-17(44)27(52)18(45)4-11)34(41(63-22)68-37(58)12-5-19(46)28(53)20(47)6-12)67-38(59)13-7-21(48)29(54)32-25(13)24(30(55)40(61)65-32)14(8-23(49)50)39(60)64-31/h1-7,14,22,24,30-31,33-34,41-48,51-55H,8-9H2,(H,49,50)/t14-,22+,24-,30-,31+,33+,34+,41-/m0/s1

> <INCHI_KEY>
YGVHOSGNOYKRIH-OTKBAZLLSA-N

> <FORMULA>
C41H32O27

> <MOLECULAR_WEIGHT>
956.68

> <EXACT_MASS>
956.11309577

> <JCHEM_ACCEPTOR_COUNT>
21

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
85.74197376674982

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(4R,5S,7R,8R,11S,12S,13S,21R)-13,17,18-trihydroxy-2,10,14-trioxo-5,21-bis(3,4,5-trihydroxybenzoyloxy)-7-[(3,4,5-trihydroxybenzoyloxy)methyl]-3,6,9,15-tetraoxatetracyclo[10.7.1.1^{4,8}.0^{16,20}]henicosa-1(20),16,18-trien-11-yl]acetic acid

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
3.022383389999999

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.559118092381712

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.158926682111319

> <JCHEM_PKA_STRONGEST_BASIC>
-4.7814753972837964

> <JCHEM_POLAR_SURFACE_AREA>
447.0900000000001

> <JCHEM_REFRACTIVITY>
210.97750000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.36e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(4R,5S,7R,8R,11S,12S,13S,21R)-13,17,18-trihydroxy-2,10,14-trioxo-5,21-bis(3,4,5-trihydroxybenzoyloxy)-7-[(3,4,5-trihydroxybenzoyloxy)methyl]-3,6,9,15-tetraoxatetracyclo[10.7.1.1^{4,8}.0^{16,20}]henicosa-1(20),16,18-trien-11-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

100106  0  0  0  0  0  0  0  0999 V2000
    1.2447   -5.4809    1.9461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0625   -5.6353    2.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3258   -6.4668    3.1982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121   -5.0184    1.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8704   -3.5505    1.0981 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7883   -2.6980    2.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2449   -3.0772    3.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2230   -1.4291    2.1761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255   -0.3624    2.8829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4961    0.8386    2.9575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3364    1.6617    4.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543    2.3173    4.3091 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8907    1.7645    5.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7640    0.7413    5.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1610    2.5300    5.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2211    3.8039    4.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4408    4.4639    4.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030    5.7030    3.7954 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5909    3.8741    4.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7767    4.5522    4.7901 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5355    2.6129    5.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7003    2.0825    5.9325 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252    1.9329    5.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3127    1.7484    1.8431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1323    1.0671    0.5943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1723    2.0327   -0.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8497    1.6516   -1.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530    0.5987   -1.7175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7590    2.7023   -2.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9758    3.8603   -2.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9256    4.8040   -3.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1818    5.9465   -3.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    4.6049   -4.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5984    5.5290   -5.6591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4126    3.4619   -4.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1123    3.2706   -5.9721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    2.5053   -3.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2368    0.3279    0.5707 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0765   -0.9534   -0.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1549   -0.9687   -1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5806   -0.0537   -2.1371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3495   -2.2624   -2.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1119   -2.5304   -3.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3279   -3.6560   -4.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0985   -3.9469   -5.2751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391   -4.5202   -3.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6716   -5.6142   -4.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7156   -4.2615   -2.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2735   -3.1530   -1.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417   -2.9814   -0.0016 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2906   -3.4788    0.0443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7752   -3.3788    1.3831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4497   -4.8803   -0.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2403   -5.6894   -0.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6629   -5.1722   -1.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6862    0.0568    2.0243 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6944   -0.9725    2.0633 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680   -0.5569    1.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3145    0.5975    1.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8994   -1.7137    1.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4296   -3.0339    1.9767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3333   -4.0894    1.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9213   -5.3910    2.0328 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6958   -3.8389    1.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5930   -4.8717    1.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1628   -2.5339    1.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5027   -2.2939    1.6787 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2763   -1.4646    1.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4941   -6.7920    3.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9938   -5.0987    2.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623   -5.6495    0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1491   -3.4789    0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2451   -0.7217    3.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327    0.4806    2.9140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    1.0469    5.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    2.4679    4.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3370    4.2867    4.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4478    5.9537    3.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4314    3.9411    5.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5194    1.1845    6.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2700    0.9463    5.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    0.3666    0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4117    4.0154   -1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802    5.9403   -2.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0030    6.2289   -5.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159    4.0611   -6.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838    1.6147   -3.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0119    0.9092    0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8085   -1.8432   -3.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6889   -3.2347   -5.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2103   -5.5711   -4.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9700   -1.9068    0.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9264   -2.8311   -0.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5965   -3.9119    1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1022    0.9765    2.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3680   -3.2341    2.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366   -5.4066    1.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0334   -5.6734    1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9156   -3.1816    1.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6566   -0.4493    1.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
 40 41  2  0
 24 25  1  0
 50  5  1  0
 25 38  1  0
  5  4  1  0
 39 38  1  0
  5  6  1  0
  6  8  1  0
 10 11  1  0
  6  7  2  0
 25 26  1  0
 56 57  1  0
 29 30  2  0
  8  9  1  0
 30 31  1  0
 11 12  1  0
 31 33  2  0
 21 23  1  0
 33 35  1  0
 48 46  2  0
 35 37  2  0
 37 29  1  0
 16 17  2  0
 29 27  1  0
 27 26  1  0
 46 44  1  0
 27 28  2  0
 17 19  1  0
 31 32  1  0
 44 43  2  0
 33 34  1  0
 19 21  2  0
 35 36  1  0
 43 42  1  0
 53 54  2  0
 42 49  2  0
 51 52  1  0
 48 49  1  0
  5 72  1  6
 15 13  1  0
  4  2  1  0
 23 15  2  0
  2  3  1  0
 13 14  2  0
  2  1  2  0
 50 92  1  1
 13 12  1  0
 51 93  1  6
 15 16  1  0
 57 58  1  0
 48 55  1  0
 58 59  2  0
 49 50  1  0
 58 60  1  0
 50 51  1  0
 60 61  2  0
 51 53  1  0
 61 62  1  0
 53 55  1  0
 62 64  2  0
 38 56  1  0
 64 66  1  0
 44 45  1  0
 66 68  2  0
 68 60  1  0
 56  9  1  0
 62 63  1  0
 46 47  1  0
 64 65  1  0
  9 10  1  0
 66 67  1  0
 42 40  1  0
 19 20  1  0
 40 39  1  0
 17 18  1  0
 10 24  1  0
 21 22  1  0
 23 81  1  0
 16 77  1  0
 11 75  1  0
 11 76  1  0
 38 88  1  6
 10 74  1  6
 25 82  1  6
  9 73  1  1
 56 95  1  1
 43 89  1  0
 45 90  1  0
 47 91  1  0
  4 70  1  0
  4 71  1  0
 30 83  1  0
 37 87  1  0
 32 84  1  0
 34 85  1  0
 36 86  1  0
 52 94  1  0
  3 69  1  0
 61 96  1  0
 68100  1  0
 63 97  1  0
 65 98  1  0
 67 99  1  0
 20 79  1  0
 18 78  1  0
 22 80  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  O   UNK     0       1.245  -5.481   1.946  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.063  -5.635   2.215  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.326  -6.467   3.198  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.112  -5.018   1.494  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.870  -3.551   1.098  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.788  -2.698   2.372  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.245  -3.077   3.402  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.223  -1.429   2.176  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.526  -0.362   2.883  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.496   0.839   2.958  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.336   1.662   4.248  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.054   2.317   4.309  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.891   1.765   5.103  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.764   0.741   5.755  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.161   2.530   5.015  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.221   3.804   4.428  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.441   4.464   4.364  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.503   5.703   3.795  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.591   3.874   4.872  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.777   4.552   4.790  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.535   2.613   5.453  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.700   2.083   5.933  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.325   1.933   5.533  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.313   1.748   1.843  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.132   1.067   0.594  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.172   2.033  -0.464  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.850   1.652  -1.574  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.453   0.599  -1.718  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.759   2.702  -2.623  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.976   3.860  -2.455  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.926   4.804  -3.477  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.182   5.947  -3.374  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.643   4.605  -4.651  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.598   5.529  -5.659  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.413   3.462  -4.816  0.00  0.00           C+0
HETATM   36  O   UNK     0      -3.112   3.271  -5.972  0.00  0.00           O+0
HETATM   37  C   UNK     0      -2.478   2.505  -3.813  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.237   0.328   0.571  0.00  0.00           C+0
HETATM   39  O   UNK     0       0.077  -0.953  -0.108  0.00  0.00           O+0
HETATM   40  C   UNK     0       0.155  -0.969  -1.451  0.00  0.00           C+0
HETATM   41  O   UNK     0       0.581  -0.054  -2.137  0.00  0.00           O+0
HETATM   42  C   UNK     0      -0.350  -2.262  -2.020  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.112  -2.530  -3.327  0.00  0.00           C+0
HETATM   44  C   UNK     0      -0.328  -3.656  -4.010  0.00  0.00           C+0
HETATM   45  O   UNK     0       0.099  -3.947  -5.275  0.00  0.00           O+0
HETATM   46  C   UNK     0      -1.239  -4.520  -3.420  0.00  0.00           C+0
HETATM   47  O   UNK     0      -1.672  -5.614  -4.115  0.00  0.00           O+0
HETATM   48  C   UNK     0      -1.716  -4.261  -2.138  0.00  0.00           C+0
HETATM   49  C   UNK     0      -1.274  -3.153  -1.399  0.00  0.00           C+0
HETATM   50  C   UNK     0      -1.842  -2.981  -0.002  0.00  0.00           C+0
HETATM   51  C   UNK     0      -3.291  -3.479   0.044  0.00  0.00           C+0
HETATM   52  O   UNK     0      -3.775  -3.379   1.383  0.00  0.00           O+0
HETATM   53  C   UNK     0      -3.450  -4.880  -0.524  0.00  0.00           C+0
HETATM   54  O   UNK     0      -4.240  -5.689  -0.045  0.00  0.00           O+0
HETATM   55  O   UNK     0      -2.663  -5.172  -1.621  0.00  0.00           O+0
HETATM   56  C   UNK     0       0.686   0.057   2.024  0.00  0.00           C+0
HETATM   57  O   UNK     0       1.694  -0.973   2.063  0.00  0.00           O+0
HETATM   58  C   UNK     0       2.968  -0.557   1.854  0.00  0.00           C+0
HETATM   59  O   UNK     0       3.314   0.598   1.671  0.00  0.00           O+0
HETATM   60  C   UNK     0       3.899  -1.714   1.875  0.00  0.00           C+0
HETATM   61  C   UNK     0       3.430  -3.034   1.977  0.00  0.00           C+0
HETATM   62  C   UNK     0       4.333  -4.089   1.962  0.00  0.00           C+0
HETATM   63  O   UNK     0       3.921  -5.391   2.033  0.00  0.00           O+0
HETATM   64  C   UNK     0       5.696  -3.839   1.866  0.00  0.00           C+0
HETATM   65  O   UNK     0       6.593  -4.872   1.856  0.00  0.00           O+0
HETATM   66  C   UNK     0       6.163  -2.534   1.773  0.00  0.00           C+0
HETATM   67  O   UNK     0       7.503  -2.294   1.679  0.00  0.00           O+0
HETATM   68  C   UNK     0       5.276  -1.465   1.772  0.00  0.00           C+0
HETATM   69  H   UNK     0       0.494  -6.792   3.623  0.00  0.00           H+0
HETATM   70  H   UNK     0      -1.994  -5.099   2.139  0.00  0.00           H+0
HETATM   71  H   UNK     0      -1.262  -5.649   0.614  0.00  0.00           H+0
HETATM   72  H   UNK     0       0.149  -3.479   0.691  0.00  0.00           H+0
HETATM   73  H   UNK     0      -0.245  -0.722   3.877  0.00  0.00           H+0
HETATM   74  H   UNK     0      -2.533   0.481   2.914  0.00  0.00           H+0
HETATM   75  H   UNK     0      -1.525   1.047   5.136  0.00  0.00           H+0
HETATM   76  H   UNK     0      -2.079   2.468   4.251  0.00  0.00           H+0
HETATM   77  H   UNK     0       1.337   4.287   4.022  0.00  0.00           H+0
HETATM   78  H   UNK     0       4.448   5.954   3.855  0.00  0.00           H+0
HETATM   79  H   UNK     0       6.431   3.941   5.188  0.00  0.00           H+0
HETATM   80  H   UNK     0       5.519   1.185   6.263  0.00  0.00           H+0
HETATM   81  H   UNK     0       3.270   0.946   5.986  0.00  0.00           H+0
HETATM   82  H   UNK     0      -1.968   0.367   0.493  0.00  0.00           H+0
HETATM   83  H   UNK     0      -0.412   4.015  -1.541  0.00  0.00           H+0
HETATM   84  H   UNK     0       0.280   5.940  -2.516  0.00  0.00           H+0
HETATM   85  H   UNK     0      -1.003   6.229  -5.319  0.00  0.00           H+0
HETATM   86  H   UNK     0      -2.916   4.061  -6.515  0.00  0.00           H+0
HETATM   87  H   UNK     0      -3.084   1.615  -3.960  0.00  0.00           H+0
HETATM   88  H   UNK     0       1.012   0.909   0.057  0.00  0.00           H+0
HETATM   89  H   UNK     0       0.809  -1.843  -3.804  0.00  0.00           H+0
HETATM   90  H   UNK     0       0.689  -3.235  -5.580  0.00  0.00           H+0
HETATM   91  H   UNK     0      -1.210  -5.571  -4.976  0.00  0.00           H+0
HETATM   92  H   UNK     0      -1.970  -1.907   0.137  0.00  0.00           H+0
HETATM   93  H   UNK     0      -3.926  -2.831  -0.574  0.00  0.00           H+0
HETATM   94  H   UNK     0      -4.596  -3.912   1.419  0.00  0.00           H+0
HETATM   95  H   UNK     0       1.102   0.977   2.449  0.00  0.00           H+0
HETATM   96  H   UNK     0       2.368  -3.234   2.069  0.00  0.00           H+0
HETATM   97  H   UNK     0       2.937  -5.407   1.998  0.00  0.00           H+0
HETATM   98  H   UNK     0       6.033  -5.673   1.926  0.00  0.00           H+0
HETATM   99  H   UNK     0       7.916  -3.182   1.688  0.00  0.00           H+0
HETATM  100  H   UNK     0       5.657  -0.449   1.689  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    4    3    1                                                  
CONECT    3    2   69                                                       
CONECT    4    5    2   70   71                                             
CONECT    5   50    4    6   72                                             
CONECT    6    5    8    7                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   56   10   73                                             
CONECT   10   11    9   24   74                                             
CONECT   11   10   12   75   76                                             
CONECT   12   11   13                                                       
CONECT   13   15   14   12                                                  
CONECT   14   13                                                            
CONECT   15   13   23   16                                                  
CONECT   16   17   15   77                                                  
CONECT   17   16   19   18                                                  
CONECT   18   17   78                                                       
CONECT   19   17   21   20                                                  
CONECT   20   19   79                                                       
CONECT   21   23   19   22                                                  
CONECT   22   21   80                                                       
CONECT   23   21   15   81                                                  
CONECT   24   25   10                                                       
CONECT   25   24   38   26   82                                             
CONECT   26   25   27                                                       
CONECT   27   29   26   28                                                  
CONECT   28   27                                                            
CONECT   29   30   37   27                                                  
CONECT   30   29   31   83                                                  
CONECT   31   30   33   32                                                  
CONECT   32   31   84                                                       
CONECT   33   31   35   34                                                  
CONECT   34   33   85                                                       
CONECT   35   33   37   36                                                  
CONECT   36   35   86                                                       
CONECT   37   35   29   87                                                  
CONECT   38   25   39   56   88                                             
CONECT   39   38   40                                                       
CONECT   40   41   42   39                                                  
CONECT   41   40                                                            
CONECT   42   43   49   40                                                  
CONECT   43   44   42   89                                                  
CONECT   44   46   43   45                                                  
CONECT   45   44   90                                                       
CONECT   46   48   44   47                                                  
CONECT   47   46   91                                                       
CONECT   48   46   49   55                                                  
CONECT   49   42   48   50                                                  
CONECT   50    5   92   49   51                                             
CONECT   51   52   93   50   53                                             
CONECT   52   51   94                                                       
CONECT   53   54   51   55                                                  
CONECT   54   53                                                            
CONECT   55   48   53                                                       
CONECT   56   57   38    9   95                                             
CONECT   57   56   58                                                       
CONECT   58   57   59   60                                                  
CONECT   59   58                                                            
CONECT   60   58   61   68                                                  
CONECT   61   60   62   96                                                  
CONECT   62   61   64   63                                                  
CONECT   63   62   97                                                       
CONECT   64   62   66   65                                                  
CONECT   65   64   98                                                       
CONECT   66   64   68   67                                                  
CONECT   67   66   99                                                       
CONECT   68   66   60  100                                                  
CONECT   69    3                                                            
CONECT   70    4                                                            
CONECT   71    4                                                            
CONECT   72    5                                                            
CONECT   73    9                                                            
CONECT   74   10                                                            
CONECT   75   11                                                            
CONECT   76   11                                                            
CONECT   77   16                                                            
CONECT   78   18                                                            
CONECT   79   20                                                            
CONECT   80   22                                                            
CONECT   81   23                                                            
CONECT   82   25                                                            
CONECT   83   30                                                            
CONECT   84   32                                                            
CONECT   85   34                                                            
CONECT   86   36                                                            
CONECT   87   37                                                            
CONECT   88   38                                                            
CONECT   89   43                                                            
CONECT   90   45                                                            
CONECT   91   47                                                            
CONECT   92   50                                                            
CONECT   93   51                                                            
CONECT   94   52                                                            
CONECT   95   56                                                            
CONECT   96   61                                                            
CONECT   97   63                                                            
CONECT   98   65                                                            
CONECT   99   67                                                            
CONECT  100   68                                                            
MASTER        0    0    0    0    0    0    0    0  100    0  212    0
END

RDKit          3D

100106  0  0  0  0  0  0  0  0999 V2000
    1.2447   -5.4809    1.9461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0625   -5.6353    2.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3258   -6.4668    3.1982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121   -5.0184    1.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8704   -3.5505    1.0981 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7883   -2.6980    2.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2449   -3.0772    3.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2230   -1.4291    2.1761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255   -0.3624    2.8829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4961    0.8386    2.9575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3364    1.6617    4.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543    2.3173    4.3091 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8907    1.7645    5.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7640    0.7413    5.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1610    2.5300    5.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2211    3.8039    4.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4408    4.4639    4.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030    5.7030    3.7954 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5909    3.8741    4.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7767    4.5522    4.7901 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5355    2.6129    5.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7003    2.0825    5.9325 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252    1.9329    5.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3127    1.7484    1.8431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1323    1.0671    0.5943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1723    2.0327   -0.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8497    1.6516   -1.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530    0.5987   -1.7175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7590    2.7023   -2.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9758    3.8603   -2.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9256    4.8040   -3.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1818    5.9465   -3.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    4.6049   -4.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5984    5.5290   -5.6591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4126    3.4619   -4.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1123    3.2706   -5.9721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    2.5053   -3.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2368    0.3279    0.5707 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0765   -0.9534   -0.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1549   -0.9687   -1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5806   -0.0537   -2.1371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3495   -2.2624   -2.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1119   -2.5304   -3.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3279   -3.6560   -4.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0985   -3.9469   -5.2751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2391   -4.5202   -3.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6716   -5.6142   -4.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7156   -4.2615   -2.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2735   -3.1530   -1.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417   -2.9814   -0.0016 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2906   -3.4788    0.0443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7752   -3.3788    1.3831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4497   -4.8803   -0.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2403   -5.6894   -0.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6629   -5.1722   -1.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6862    0.0568    2.0243 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6944   -0.9725    2.0633 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9680   -0.5569    1.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3145    0.5975    1.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8994   -1.7137    1.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4296   -3.0339    1.9767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3333   -4.0894    1.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9213   -5.3910    2.0328 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6958   -3.8389    1.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5930   -4.8717    1.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1628   -2.5339    1.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5027   -2.2939    1.6787 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2763   -1.4646    1.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4941   -6.7920    3.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9938   -5.0987    2.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623   -5.6495    0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1491   -3.4789    0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2451   -0.7217    3.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327    0.4806    2.9140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    1.0469    5.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    2.4679    4.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3370    4.2867    4.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4478    5.9537    3.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4314    3.9411    5.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5194    1.1845    6.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2700    0.9463    5.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    0.3666    0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4117    4.0154   -1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802    5.9403   -2.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0030    6.2289   -5.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159    4.0611   -6.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838    1.6147   -3.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0119    0.9092    0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8085   -1.8432   -3.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6889   -3.2347   -5.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2103   -5.5711   -4.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9700   -1.9068    0.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9264   -2.8311   -0.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5965   -3.9119    1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1022    0.9765    2.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3680   -3.2341    2.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366   -5.4066    1.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0334   -5.6734    1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9156   -3.1816    1.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6566   -0.4493    1.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
 40 41  2  0
 24 25  1  0
 50  5  1  0
 25 38  1  0
  5  4  1  0
 39 38  1  0
  5  6  1  0
  6  8  1  0
 10 11  1  0
  6  7  2  0
 25 26  1  0
 56 57  1  0
 29 30  2  0
  8  9  1  0
 30 31  1  0
 11 12  1  0
 31 33  2  0
 21 23  1  0
 33 35  1  0
 48 46  2  0
 35 37  2  0
 37 29  1  0
 16 17  2  0
 29 27  1  0
 27 26  1  0
 46 44  1  0
 27 28  2  0
 17 19  1  0
 31 32  1  0
 44 43  2  0
 33 34  1  0
 19 21  2  0
 35 36  1  0
 43 42  1  0
 53 54  2  0
 42 49  2  0
 51 52  1  0
 48 49  1  0
  5 72  1  6
 15 13  1  0
  4  2  1  0
 23 15  2  0
  2  3  1  0
 13 14  2  0
  2  1  2  0
 50 92  1  1
 13 12  1  0
 51 93  1  6
 15 16  1  0
 57 58  1  0
 48 55  1  0
 58 59  2  0
 49 50  1  0
 58 60  1  0
 50 51  1  0
 60 61  2  0
 51 53  1  0
 61 62  1  0
 53 55  1  0
 62 64  2  0
 38 56  1  0
 64 66  1  0
 44 45  1  0
 66 68  2  0
 68 60  1  0
 56  9  1  0
 62 63  1  0
 46 47  1  0
 64 65  1  0
  9 10  1  0
 66 67  1  0
 42 40  1  0
 19 20  1  0
 40 39  1  0
 17 18  1  0
 10 24  1  0
 21 22  1  0
 23 81  1  0
 16 77  1  0
 11 75  1  0
 11 76  1  0
 38 88  1  6
 10 74  1  6
 25 82  1  6
  9 73  1  1
 56 95  1  1
 43 89  1  0
 45 90  1  0
 47 91  1  0
  4 70  1  0
  4 71  1  0
 30 83  1  0
 37 87  1  0
 32 84  1  0
 34 85  1  0
 36 86  1  0
 52 94  1  0
  3 69  1  0
 61 96  1  0
 68100  1  0
 63 97  1  0
 65 98  1  0
 67 99  1  0
 20 79  1  0
 18 78  1  0
 22 80  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₁H₃₂O₂₇

Average Mass

956.6800 Da

Monoisotopic Mass

956.11310 Da

IUPAC Name

2-[(4R,5S,7R,8R,11S,12S,13S,21R)-13,17,18-trihydroxy-2,10,14-trioxo-5,21-bis(3,4,5-trihydroxybenzoyloxy)-7-[(3,4,5-trihydroxybenzoyloxy)methyl]-3,6,9,15-tetraoxatetracyclo[10.7.1.1^{4,8}.0^{16,20}]henicosa-1(20),16,18-trien-11-yl]acetic acid

Traditional Name

[(4R,5S,7R,8R,11S,12S,13S,21R)-13,17,18-trihydroxy-2,10,14-trioxo-5,21-bis(3,4,5-trihydroxybenzoyloxy)-7-[(3,4,5-trihydroxybenzoyloxy)methyl]-3,6,9,15-tetraoxatetracyclo[10.7.1.1^{4,8}.0^{16,20}]henicosa-1(20),16,18-trien-11-yl]acetic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C([H])([H])[C@]1([H])C(=O)O[C@@]2([H])[C@@]([H])(OC(=O)C3=C([H])C(O[H])=C(O[H])C(O[H])=C3[H])[C@@]([H])(OC(=O)C3=C4C(OC(=O)[C@@]([H])(O[H])[C@@]14[H])=C(O[H])C(O[H])=C3[H])[C@]([H])(OC(=O)C1=C([H])C(O[H])=C(O[H])C(O[H])=C1[H])O[C@]2([H])C([H])([H])OC(=O)C1=C([H])C(O[H])=C(O[H])C(O[H])=C1[H]

InChI Identifier

InChI=1S/C41H32O27/c42-15-1-10(2-16(43)26(15)51)35(56)62-9-22-31-33(66-36(57)11-3-17(44)27(52)18(45)4-11)34(41(63-22)68-37(58)12-5-19(46)28(53)20(47)6-12)67-38(59)13-7-21(48)29(54)32-25(13)24(30(55)40(61)65-32)14(8-23(49)50)39(60)64-31/h1-7,14,22,24,30-31,33-34,41-48,51-55H,8-9H2,(H,49,50)/t14-,22+,24-,30-,31+,33+,34+,41-/m0/s1

InChI Key

YGVHOSGNOYKRIH-OTKBAZLLSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Caesalpinia coriana	Plant	KNApSAcK
Lumnitzera racemosa	LOTUS Database	35616633
Phyllanthus emblica	Plant	KNApSAcK
Terminalia bellirica	JEOL database	Pfundstein, B., et al, Phytochem. 71, 1132 (2010)
Terminalia chebula	JEOL database	Pfundstein, B., et al, Phytochem. 71, 1132 (2010)
Terminalia horrida	JEOL database	Pfundstein, B., et al, Phytochem. 71, 1132 (2010)

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	2.92	ALOGPS
logP	3.02	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.16	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	447.09 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	210.98 m³·mol⁻¹	ChemAxon
Polarizability	85.74 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Pfundstein, B., et al. (2010). Pfundstein, B., et al, Phytochem. 71, 1132 (2010). Phytochem..

Showing NP-Card for chebulinic acid (NP0039541)

MOL for NP0039541 (chebulinic acid)

3D MOL for NP0039541 (chebulinic acid)

3D SDF for NP0039541 (chebulinic acid)

3D-SDF for NP0039541 (chebulinic acid)

PDB for NP0039541 (chebulinic acid)

3D PDB for NP0039541 (chebulinic acid)

SMILES for NP0039541 (chebulinic acid)

INCHI for NP0039541 (chebulinic acid)

Structure for NP0039541 (chebulinic acid)

3D Structure for NP0039541 (chebulinic acid)