NP-MRD: Showing NP-Card for Cocciferin D1 (NP0080215)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 01:16:12 UTC

Updated at

2022-04-29 01:16:12 UTC

NP-MRD ID

NP0080215

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cocciferin D1

Description

(2S,3S,4R,5R)-2-hydroxy-6-oxo-3-(3,4,5-trihydroxy-2-{[(10R,11S,12R,13S,15R)-3,4,5,22,23-pentahydroxy-8,18-dioxo-11,12,13-tris(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]Tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy}benzoyloxy)-4,5-bis(3,4,5-trihydroxybenzoyloxy)hexyl 3,4,5-trihydroxybenzoate belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Cocciferin D1 is found in Quercus coccifera . Based on a literature review very few articles have been published on (2S,3S,4R,5R)-2-hydroxy-6-oxo-3-(3,4,5-trihydroxy-2-{[(10R,11S,12R,13S,15R)-3,4,5,22,23-pentahydroxy-8,18-dioxo-11,12,13-tris(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0²,⁷.0¹⁰,¹⁵]Tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy}benzoyloxy)-4,5-bis(3,4,5-trihydroxybenzoyloxy)hexyl 3,4,5-trihydroxybenzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292203162D          

123133  0  0  1  0            999 V2000
    9.8141    0.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6967    1.7229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1656    0.3963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3997    0.7030    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2823    1.5196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9308    2.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8134    2.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4619    3.3561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0475    3.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3990    2.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6331    2.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5157    3.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1642    4.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9301    3.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0468    5.0926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7498    4.0726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9846    2.4394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5164    1.8262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8679    1.3162    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9853    0.4996    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7512    0.1930    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8686   -0.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6345   -0.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2830   -0.4203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7519   -1.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5178   -2.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6353   -2.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9868   -3.3801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2209   -3.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1034   -2.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5724   -3.5834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1042   -4.1967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4012   -3.1767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6426   -0.2508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9486   -0.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1810   -1.4885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1236   -0.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4295   -0.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0868    0.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2042    1.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7445    1.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2985    2.6337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5361    2.1721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3276    1.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5557    1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7898    1.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6724    0.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3209    0.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2035   -0.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9065    0.3963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1413    2.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2587    2.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246    3.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1421    3.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4936    4.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7277    4.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6102    3.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443    3.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7269    2.2329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1958    3.5595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5701    3.2529    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2186    3.7628    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1011    4.5794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3352    4.8861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3133    4.3761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2178    5.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8663    6.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7489    7.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0170    7.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6655    6.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5481    6.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4314    7.1325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1344    8.1525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3974    7.5392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9845    3.4562    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1019    2.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8678    2.3330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6329    3.9662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3989    3.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5163    2.8430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0473    4.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8132    3.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617    4.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3443    5.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5784    5.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9299    4.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4610    6.3128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9928    5.6995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2276    4.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6875    2.4363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0390    1.9263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    2.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708    1.3130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3367    1.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9852    1.5164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4541    0.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8056   -0.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9230   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6889   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3374   -0.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2200   -0.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1033   -1.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8063   -2.2600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2745   -1.6468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6110    5.2960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080    4.2760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6731    2.6428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6962   -0.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9274   -0.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6570   -1.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3510   -1.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0843   -1.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3118   -2.7230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9237   -1.8310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5800    0.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2285    1.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9944    0.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1118   -0.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4633   -0.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6974   -0.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5807   -1.3401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8777   -0.3202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6429    1.3130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
 11 17  1  0  0  0  0
  5 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 29 31  1  0  0  0  0
 28 32  1  0  0  0  0
 27 33  1  0  0  0  0
 20 34  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 19 44  1  0  0  0  0
 40 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 39 48  1  0  0  0  0
 48 49  1  0  0  0  0
 47 50  1  0  0  0  0
 46 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  2  0  0  0  0
 52 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 58 60  1  0  0  0  0
 61 60  1  1  0  0  0
 61 62  1  0  0  0  0
 62 63  1  6  0  0  0
 63 64  1  0  0  0  0
 64 65  2  0  0  0  0
 64 66  1  0  0  0  0
 66 67  2  0  0  0  0
 67 68  1  0  0  0  0
 68 69  2  0  0  0  0
 69 70  1  0  0  0  0
 70 71  2  0  0  0  0
 66 71  1  0  0  0  0
 70 72  1  0  0  0  0
 69 73  1  0  0  0  0
 68 74  1  0  0  0  0
 62 75  1  0  0  0  0
 75 76  1  0  0  0  0
 76 77  2  0  0  0  0
 75 78  1  6  0  0  0
 78 79  1  0  0  0  0
 79 80  2  0  0  0  0
 79 81  1  0  0  0  0
 81 82  2  0  0  0  0
 82 83  1  0  0  0  0
 83 84  2  0  0  0  0
 84 85  1  0  0  0  0
 85 86  2  0  0  0  0
 81 86  1  0  0  0  0
 85 87  1  0  0  0  0
 84 88  1  0  0  0  0
 83 89  1  0  0  0  0
 61 90  1  0  0  0  0
 90 91  1  1  0  0  0
 90 92  1  0  0  0  0
 92 93  1  0  0  0  0
 93 94  1  0  0  0  0
 94 95  2  0  0  0  0
 94 96  1  0  0  0  0
 96 97  2  0  0  0  0
 97 98  1  0  0  0  0
 98 99  2  0  0  0  0
 99100  1  0  0  0  0
100101  2  0  0  0  0
 96101  1  0  0  0  0
100102  1  0  0  0  0
 99103  1  0  0  0  0
 98104  1  0  0  0  0
 55105  1  0  0  0  0
 54106  1  0  0  0  0
 53107  1  0  0  0  0
 38108  1  0  0  0  0
108109  1  0  0  0  0
108110  2  0  0  0  0
110111  1  0  0  0  0
111112  2  0  0  0  0
 37112  1  0  0  0  0
111113  1  0  0  0  0
110114  1  0  0  0  0
  1115  1  0  0  0  0
115116  2  0  0  0  0
116117  1  0  0  0  0
117118  2  0  0  0  0
118119  1  0  0  0  0
119120  2  0  0  0  0
115120  1  0  0  0  0
119121  1  0  0  0  0
118122  1  0  0  0  0
117123  1  0  0  0  0
M  END

     RDKit          3D

179189  0  0  0  0  0  0  0  0999 V2000
   -7.1259    2.6931   -1.7183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0862    2.1331   -2.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0949    0.7861   -2.7206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2384    0.7197   -3.4387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7406    0.5357   -4.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8781    0.3141   -5.5523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1356    0.5607   -5.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5409    0.3841   -6.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8897    0.4973   -6.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3049    0.3328   -8.0272 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8459    0.7850   -5.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1880    0.8890   -6.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4520    0.9597   -4.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3794    1.2515   -3.4705 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0963    0.8481   -4.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9943   -0.3686   -1.7016 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1310   -0.2871   -0.8955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2987   -0.9480   -1.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4808   -1.6915   -2.0507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3643   -0.7976   -0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1508   -0.0992    1.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1413   -0.0334    2.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9586    0.6505    3.2290 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3635   -0.6592    1.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3137   -0.5558    2.7932 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5730   -1.3490    0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7949   -1.9710    0.4207 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5871   -1.4160   -0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7686   -0.3274   -0.9257 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7925    0.8112   -0.0754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7945    1.8266   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8905    1.5955   -0.9439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9630    3.0183    0.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1379    3.1339    1.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4928    4.3504    1.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6766    4.4409    2.5922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7017    5.4506    1.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0787    6.6789    2.2729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5148    5.3346    1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8058    6.4925    0.8666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1177    4.0893    0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9398    3.9952   -0.1882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6889    3.6713    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0830    2.6254   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3558    2.2640    0.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9358    2.9667    1.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2037    4.0457    1.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6632    4.8282    2.8143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0727    4.3767    1.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6705    5.3771    1.9597 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2635    2.7822    1.9007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4905    2.8176    1.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6309    2.9400    2.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5931    3.0118    3.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7731    3.1445    4.2066 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3874    2.9573    4.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2233    3.0163    5.4470 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2368    2.8406    3.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0202    2.7555    3.9812 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8390    2.5981   -0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3656    3.6266   -0.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7063    1.4689   -0.9221 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3613    0.2084   -0.7060 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7937    0.1518   -0.9702 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1615   -0.7861   -2.0191 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8737   -0.4176   -3.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1880    0.8371   -3.2056 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3124   -1.3148   -4.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0452   -0.8521   -5.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5234   -1.7078   -6.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2640   -1.2398   -7.2876 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2694   -3.0837   -6.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7795   -3.9081   -7.0875 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5394   -3.5784   -5.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2592   -4.9520   -4.9133 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0636   -2.6676   -4.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6699   -0.2250    0.2242 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3151    0.8869    0.7973 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7138    0.9954    0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3215   -0.0040    0.2922 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4623    2.1116    1.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8679    2.0234    1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6487    3.0541    1.8341 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0463    2.9151    1.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0944    4.2390    2.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9059    5.2768    2.7475 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7153    4.3453    2.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1180    5.5136    2.6933 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9308    3.2828    1.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0456   -1.1878    1.1717 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7362   -2.4419    1.2468 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3777   -2.9164    2.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3710   -2.1667    3.3845 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0596   -4.2276    2.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7279   -4.6567    3.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2775   -5.9296    3.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9817   -6.4246    4.5912 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1609   -6.7422    2.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7040   -8.0385    2.3420 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4731   -6.2748    1.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3335   -7.0857    0.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9124   -5.0076    1.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7315   -1.4957    0.8549 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0724   -0.2781    0.7134 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5721   -0.3321    0.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0156    0.3987   -0.0656 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9854    1.1319   -0.4263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4503    0.8001   -1.5593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2698   -1.5130   -0.1754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9789   -1.0369    0.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0322   -1.7944    1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2356   -2.5061    0.8260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0424   -2.9459    1.8791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6717   -2.6535    3.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2581   -3.7130    1.6292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5990   -4.0307    0.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7282   -4.7559    0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1095   -5.0816   -1.2605 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5765   -5.2069    1.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7060   -5.9461    0.7460 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2349   -4.8907    2.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0351   -5.3141    3.4295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0867   -4.1493    2.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1911    2.7051   -1.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2178    0.7158   -3.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7832    0.1299   -7.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2814    0.4168   -8.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9482    1.1234   -5.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3754    1.3192   -3.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8179    0.9908   -3.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0296   -1.3028   -2.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1760    0.3686    1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6794    0.6790    3.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2194   -1.0070    2.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9694   -2.4904   -0.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7672   -1.9630   -1.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9075   -0.1296   -1.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7688    2.2416    1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0361    5.2790    2.9858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4599    7.4630    2.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9970    6.7449    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573    2.0799   -1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5798    5.5121    3.4293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5018    6.0610    2.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6343    3.0079    1.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7677    3.1933    5.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0255    3.0951    6.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1278    2.5326    3.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8030   -0.5016   -1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1679    1.1261   -1.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2275    0.2172   -5.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6469   -1.8611   -7.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6147   -4.8948   -7.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7014   -5.2448   -4.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4906   -3.0607   -3.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5226   -0.8288   -0.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3408    1.1094    1.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6431    3.6824    2.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5004    6.1658    3.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1025    5.6397    2.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8493    3.4211    1.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0722   -0.7041    2.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8512   -4.0649    4.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1260   -5.8570    5.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2163   -8.4111    3.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7497   -8.0311    0.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3957   -4.6502    0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5005    0.3550    1.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2879   -0.0652    1.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866   -1.4191    0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0339   -2.3815   -0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2851   -1.7104    0.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2316   -0.8632    1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4224   -2.4432    1.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9154   -3.7130   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9578   -5.5781   -1.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3467   -6.2696    1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8656   -5.8708    3.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8728   -3.9181    3.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
110109  1  0
109111  1  0
111112  1  0
112113  1  0
113114  2  0
113115  1  0
115116  2  0
116117  1  0
117118  1  0
117119  2  0
119120  1  0
119121  1  0
121122  1  0
121123  2  0
109 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 35 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  2  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 46 47  1  0
 47 48  1  0
 47 49  2  0
 49 50  1  0
 46 51  1  0
 51 52  2  0
 52 53  1  0
 53 54  2  0
 54 55  1  0
 54 56  1  0
 56 57  1  0
 56 58  2  0
 58 59  1  0
 52 60  1  0
 60 61  2  0
 60 62  1  0
 62 63  1  0
 63104  1  0
104105  1  0
105106  1  0
106107  1  0
107108  2  0
104103  1  0
103 90  1  0
 90 91  1  0
 91 92  1  0
 92 93  2  0
 92 94  1  0
 94 95  2  0
 95 96  1  0
 96 97  1  0
 96 98  2  0
 98 99  1  0
 98100  1  0
100101  1  0
100102  2  0
 90 77  1  0
 77 78  1  0
 78 79  1  0
 79 80  2  0
 79 81  1  0
 81 82  2  0
 82 83  1  0
 83 84  1  0
 83 85  2  0
 85 86  1  0
 85 87  1  0
 87 88  1  0
 87 89  2  0
 77 64  1  0
 64 65  1  0
 65 66  1  0
 66 67  2  0
 66 68  1  0
 68 69  2  0
 69 70  1  0
 70 71  1  0
 70 72  2  0
 72 73  1  0
 72 74  1  0
 74 75  1  0
 74 76  2  0
 29 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 16  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
  3  2  1  0
  2  1  2  0
123115  1  0
 41 33  1  0
 49 43  1  0
 58 51  1  0
 64 63  1  0
 76 68  1  0
 28 20  1  0
 15  7  1  0
107 45  1  0
102 94  1  0
 89 81  1  0
110172  1  0
109171  1  6
111173  1  0
111174  1  0
116175  1  0
118176  1  0
120177  1  0
122178  1  0
123179  1  0
 29137  1  6
 34138  1  0
 36139  1  0
 38140  1  0
 40141  1  0
 44142  1  0
 48143  1  0
 50144  1  0
 53145  1  0
 55146  1  0
 57147  1  0
 59148  1  0
 63149  1  6
104168  1  1
105169  1  0
105170  1  0
 90162  1  1
 95163  1  0
 97164  1  0
 99165  1  0
101166  1  0
102167  1  0
 77156  1  6
 82157  1  0
 84158  1  0
 86159  1  0
 88160  1  0
 89161  1  0
 64150  1  6
 69151  1  0
 71152  1  0
 73153  1  0
 75154  1  0
 76155  1  0
 16131  1  6
 21132  1  0
 23133  1  0
 25134  1  0
 27135  1  0
 28136  1  0
  3125  1  6
  8126  1  0
 10127  1  0
 12128  1  0
 14129  1  0
 15130  1  0
  2124  1  0
M  END


  Mrv1652304292203162D          

123133  0  0  1  0            999 V2000
    9.8141    0.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6967    1.7229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1656    0.3963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3997    0.7030    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2823    1.5196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9308    2.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8134    2.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4619    3.3561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0475    3.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3990    2.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6331    2.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5157    3.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1642    4.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9301    3.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0468    5.0926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7498    4.0726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9846    2.4394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5164    1.8262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8679    1.3162    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9853    0.4996    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7512    0.1930    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8686   -0.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6345   -0.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2830   -0.4203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7519   -1.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5178   -2.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6353   -2.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9868   -3.3801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2209   -3.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1034   -2.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5724   -3.5834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1042   -4.1967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4012   -3.1767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6426   -0.2508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9486   -0.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1810   -1.4885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1236   -0.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4295   -0.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0868    0.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2042    1.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7445    1.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2985    2.6337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5361    2.1721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3276    1.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5557    1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7898    1.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6724    0.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3209    0.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2035   -0.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9065    0.3963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1413    2.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2587    2.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246    3.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1421    3.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4936    4.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7277    4.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6102    3.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443    3.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7269    2.2329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1958    3.5595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5701    3.2529    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2186    3.7628    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1011    4.5794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3352    4.8861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3133    4.3761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2178    5.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8663    6.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7489    7.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0170    7.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6655    6.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5481    6.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4314    7.1325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1344    8.1525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3974    7.5392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9845    3.4562    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1019    2.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8678    2.3330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6329    3.9662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3989    3.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5163    2.8430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0473    4.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8132    3.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617    4.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3443    5.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5784    5.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9299    4.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4610    6.3128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9928    5.6995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2276    4.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6875    2.4363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0390    1.9263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    2.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708    1.3130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3367    1.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9852    1.5164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4541    0.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8056   -0.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9230   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6889   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3374   -0.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2200   -0.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1033   -1.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8063   -2.2600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2745   -1.6468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6110    5.2960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080    4.2760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6731    2.6428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6962   -0.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9274   -0.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6570   -1.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3510   -1.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0843   -1.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3118   -2.7230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9237   -1.8310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5800    0.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2285    1.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9944    0.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1118   -0.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4633   -0.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6974   -0.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5807   -1.3401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8777   -0.3202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6429    1.3130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
 11 17  1  0  0  0  0
  5 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 29 31  1  0  0  0  0
 28 32  1  0  0  0  0
 27 33  1  0  0  0  0
 20 34  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 19 44  1  0  0  0  0
 40 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 39 48  1  0  0  0  0
 48 49  1  0  0  0  0
 47 50  1  0  0  0  0
 46 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  2  0  0  0  0
 52 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 58 60  1  0  0  0  0
 61 60  1  1  0  0  0
 61 62  1  0  0  0  0
 62 63  1  6  0  0  0
 63 64  1  0  0  0  0
 64 65  2  0  0  0  0
 64 66  1  0  0  0  0
 66 67  2  0  0  0  0
 67 68  1  0  0  0  0
 68 69  2  0  0  0  0
 69 70  1  0  0  0  0
 70 71  2  0  0  0  0
 66 71  1  0  0  0  0
 70 72  1  0  0  0  0
 69 73  1  0  0  0  0
 68 74  1  0  0  0  0
 62 75  1  0  0  0  0
 75 76  1  0  0  0  0
 76 77  2  0  0  0  0
 75 78  1  6  0  0  0
 78 79  1  0  0  0  0
 79 80  2  0  0  0  0
 79 81  1  0  0  0  0
 81 82  2  0  0  0  0
 82 83  1  0  0  0  0
 83 84  2  0  0  0  0
 84 85  1  0  0  0  0
 85 86  2  0  0  0  0
 81 86  1  0  0  0  0
 85 87  1  0  0  0  0
 84 88  1  0  0  0  0
 83 89  1  0  0  0  0
 61 90  1  0  0  0  0
 90 91  1  1  0  0  0
 90 92  1  0  0  0  0
 92 93  1  0  0  0  0
 93 94  1  0  0  0  0
 94 95  2  0  0  0  0
 94 96  1  0  0  0  0
 96 97  2  0  0  0  0
 97 98  1  0  0  0  0
 98 99  2  0  0  0  0
 99100  1  0  0  0  0
100101  2  0  0  0  0
 96101  1  0  0  0  0
100102  1  0  0  0  0
 99103  1  0  0  0  0
 98104  1  0  0  0  0
 55105  1  0  0  0  0
 54106  1  0  0  0  0
 53107  1  0  0  0  0
 38108  1  0  0  0  0
108109  1  0  0  0  0
108110  2  0  0  0  0
110111  1  0  0  0  0
111112  2  0  0  0  0
 37112  1  0  0  0  0
111113  1  0  0  0  0
110114  1  0  0  0  0
  1115  1  0  0  0  0
115116  2  0  0  0  0
116117  1  0  0  0  0
117118  2  0  0  0  0
118119  1  0  0  0  0
119120  2  0  0  0  0
115120  1  0  0  0  0
119121  1  0  0  0  0
118122  1  0  0  0  0
117123  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0080215

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H](COC(=O)C1=CC(O)=C(O)C(O)=C1)[C@H](OC(=O)C1=CC(O)=C(O)C(O)=C1OC1=CC2=C(C(O)=C1O)C1=C(C=C(O)C(O)=C1O)C(=O)O[C@@H]1[C@@H](COC2=O)O[C@@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1)[C@@H](OC(=O)C1=CC(O)=C(O)C(O)=C1)[C@@H](OC(=O)C1=CC(O)=C(O)C(O)=C1)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C75H56O48/c76-16-44(116-67(105)20-3-30(79)49(93)31(80)4-20)62(119-68(106)21-5-32(81)50(94)33(82)6-21)61(42(91)17-113-66(104)19-1-28(77)48(92)29(78)2-19)118-74(112)27-14-41(90)55(99)59(103)60(27)115-43-15-26-47(58(102)56(43)100)46-25(13-40(89)54(98)57(46)101)73(111)120-63-45(18-114-72(26)110)117-75(123-71(109)24-11-38(87)53(97)39(88)12-24)65(122-70(108)23-9-36(85)52(96)37(86)10-23)64(63)121-69(107)22-7-34(83)51(95)35(84)8-22/h1-16,42,44-45,61-65,75,77-103H,17-18H2/t42-,44-,45+,61-,62-,63+,64-,65+,75-/m0/s1

> <INCHI_KEY>
REZBVFLHMLXZQX-ZJQIVQGASA-N

> <FORMULA>
C75H56O48

> <MOLECULAR_WEIGHT>
1725.225

> <EXACT_MASS>
1724.194103563

> <JCHEM_ACCEPTOR_COUNT>
38

> <JCHEM_ATOM_COUNT>
179

> <JCHEM_AVERAGE_POLARIZABILITY>
152.86387693503073

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
27

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(10R,11S,12R,13S,15R)-3,4,5,22,23-pentahydroxy-8,18-dioxo-21-[2,3,4-trihydroxy-6-({[(2S,3S,4R,5R)-2-hydroxy-6-oxo-1,4,5-tris(3,4,5-trihydroxybenzoyloxy)hexan-3-yl]oxy}carbonyl)phenoxy]-11,12-bis(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0^{2,7}.0^{10,15}]tricosa-1(19),2(7),3,5,20,22-hexaen-13-yl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
4.23

> <JCHEM_LOGP>
6.865121406666667

> <ALOGPS_LOGS>
-3.07

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
11

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
7.276675062157766

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.5712696657624665

> <JCHEM_PKA_STRONGEST_BASIC>
-5.910939426417419

> <JCHEM_POLAR_SURFACE_AREA>
818.4400000000004

> <JCHEM_REFRACTIVITY>
392.4313999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
28

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.45e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10R,11S,12R,13S,15R)-3,4,5,22,23-pentahydroxy-8,18-dioxo-21-[2,3,4-trihydroxy-6-({[(2S,3S,4R,5R)-2-hydroxy-6-oxo-1,4,5-tris(3,4,5-trihydroxybenzoyloxy)hexan-3-yl]oxy}carbonyl)phenoxy]-11,12-bis(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0^{2,7}.0^{10,15}]tricosa-1(19),2(7),3,5,20,22-hexaen-13-yl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      18.320   1.692   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      18.101   3.216   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      17.109   0.740   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      15.679   1.312   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.460   2.837   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      16.671   3.788   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      16.452   5.313   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      17.662   6.265   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      15.022   5.885   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.811   4.933   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.382   5.506   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.163   7.030   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.373   7.982   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.803   7.409   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.154   9.506   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      10.733   7.602   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      11.171   4.554   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      14.031   3.409   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.820   2.457   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.039   0.933   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.469   0.360   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      14.688  -1.164   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      16.118  -1.736   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      17.328  -0.784   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      16.337  -3.261   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.767  -3.833   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.986  -5.357   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.775  -6.309   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.346  -5.737   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.126  -4.213   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      14.135  -6.689   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      16.994  -7.834   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      19.415  -5.930   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      12.400  -0.468   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      11.104  -1.301   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      11.538  -2.778   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       9.564  -1.301   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.268  -0.468   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.629   0.933   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.848   2.457   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.856   3.621   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       8.024   4.916   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      10.334   4.055   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      11.812   3.621   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.637   3.409   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.208   2.837   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.989   1.312   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       6.199   0.360   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       5.980  -1.164   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       3.559   0.740   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       3.997   3.788   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       4.216   5.313   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       5.646   5.885   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       5.865   7.409   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       4.655   8.361   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       3.225   7.789   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       3.006   6.265   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       1.576   5.692   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       1.357   4.168   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0       0.366   6.644   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      -1.064   6.072   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -2.275   7.024   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      -2.055   8.548   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      -0.626   9.121   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0       0.585   8.169   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0      -0.407  10.645   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      -1.617  11.597   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      -1.398  13.121   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       0.032  13.694   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0       1.242  12.742   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0       1.023  11.217   0.000  0.00  0.00           C+0
HETATM   72  O   UNK     0       2.672  13.314   0.000  0.00  0.00           O+0
HETATM   73  O   UNK     0       0.251  15.218   0.000  0.00  0.00           O+0
HETATM   74  O   UNK     0      -2.608  14.073   0.000  0.00  0.00           O+0
HETATM   75  C   UNK     0      -3.704   6.452   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0      -3.923   4.927   0.000  0.00  0.00           C+0
HETATM   77  O   UNK     0      -5.353   4.355   0.000  0.00  0.00           O+0
HETATM   78  O   UNK     0      -4.915   7.404   0.000  0.00  0.00           O+0
HETATM   79  C   UNK     0      -6.345   6.831   0.000  0.00  0.00           C+0
HETATM   80  O   UNK     0      -6.564   5.307   0.000  0.00  0.00           O+0
HETATM   81  C   UNK     0      -7.555   7.783   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0      -8.985   7.211   0.000  0.00  0.00           C+0
HETATM   83  C   UNK     0     -10.195   8.163   0.000  0.00  0.00           C+0
HETATM   84  C   UNK     0      -9.976   9.687   0.000  0.00  0.00           C+0
HETATM   85  C   UNK     0      -8.546  10.259   0.000  0.00  0.00           C+0
HETATM   86  C   UNK     0      -7.336   9.308   0.000  0.00  0.00           C+0
HETATM   87  O   UNK     0      -8.327  11.784   0.000  0.00  0.00           O+0
HETATM   88  O   UNK     0     -11.187  10.639   0.000  0.00  0.00           O+0
HETATM   89  O   UNK     0     -11.625   7.590   0.000  0.00  0.00           O+0
HETATM   90  C   UNK     0      -1.283   4.548   0.000  0.00  0.00           C+0
HETATM   91  O   UNK     0      -0.073   3.596   0.000  0.00  0.00           O+0
HETATM   92  C   UNK     0      -2.713   3.975   0.000  0.00  0.00           C+0
HETATM   93  O   UNK     0      -2.932   2.451   0.000  0.00  0.00           O+0
HETATM   94  C   UNK     0      -4.362   1.879   0.000  0.00  0.00           C+0
HETATM   95  O   UNK     0      -5.572   2.831   0.000  0.00  0.00           O+0
HETATM   96  C   UNK     0      -4.581   0.354   0.000  0.00  0.00           C+0
HETATM   97  C   UNK     0      -3.370  -0.598   0.000  0.00  0.00           C+0
HETATM   98  C   UNK     0      -3.590  -2.122   0.000  0.00  0.00           C+0
HETATM   99  C   UNK     0      -5.019  -2.694   0.000  0.00  0.00           C+0
HETATM  100  C   UNK     0      -6.230  -1.742   0.000  0.00  0.00           C+0
HETATM  101  C   UNK     0      -6.011  -0.218   0.000  0.00  0.00           C+0
HETATM  102  O   UNK     0      -7.660  -2.315   0.000  0.00  0.00           O+0
HETATM  103  O   UNK     0      -5.238  -4.219   0.000  0.00  0.00           O+0
HETATM  104  O   UNK     0      -2.379  -3.074   0.000  0.00  0.00           O+0
HETATM  105  O   UNK     0       4.874   9.886   0.000  0.00  0.00           O+0
HETATM  106  O   UNK     0       7.295   7.982   0.000  0.00  0.00           O+0
HETATM  107  O   UNK     0       6.857   4.933   0.000  0.00  0.00           O+0
HETATM  108  C   UNK     0       6.900  -1.174   0.000  0.00  0.00           C+0
HETATM  109  O   UNK     0       5.465  -1.733   0.000  0.00  0.00           O+0
HETATM  110  C   UNK     0       6.826  -2.712   0.000  0.00  0.00           C+0
HETATM  111  C   UNK     0       8.122  -3.545   0.000  0.00  0.00           C+0
HETATM  112  C   UNK     0       9.491  -2.839   0.000  0.00  0.00           C+0
HETATM  113  O   UNK     0       8.049  -5.083   0.000  0.00  0.00           O+0
HETATM  114  O   UNK     0       5.458  -3.418   0.000  0.00  0.00           O+0
HETATM  115  C   UNK     0      19.749   1.119   0.000  0.00  0.00           C+0
HETATM  116  C   UNK     0      20.960   2.071   0.000  0.00  0.00           C+0
HETATM  117  C   UNK     0      22.390   1.499   0.000  0.00  0.00           C+0
HETATM  118  C   UNK     0      22.609  -0.025   0.000  0.00  0.00           C+0
HETATM  119  C   UNK     0      21.398  -0.977   0.000  0.00  0.00           C+0
HETATM  120  C   UNK     0      19.969  -0.405   0.000  0.00  0.00           C+0
HETATM  121  O   UNK     0      21.617  -2.502   0.000  0.00  0.00           O+0
HETATM  122  O   UNK     0      24.038  -0.598   0.000  0.00  0.00           O+0
HETATM  123  O   UNK     0      23.600   2.451   0.000  0.00  0.00           O+0
CONECT    1    2    3  115                                                  
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5   21                                                  
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    9                                                       
CONECT   15   13                                                            
CONECT   16   12                                                            
CONECT   17   11                                                            
CONECT   18    5   19                                                       
CONECT   19   18   20   44                                                  
CONECT   20   19   21   34                                                  
CONECT   21   20    4   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   33                                                  
CONECT   28   27   29   32                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29   25                                                       
CONECT   31   29                                                            
CONECT   32   28                                                            
CONECT   33   27                                                            
CONECT   34   20   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38  112                                                  
CONECT   38   37   39  108                                                  
CONECT   39   38   40   48                                                  
CONECT   40   39   41   45                                                  
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   19                                                       
CONECT   45   40   46                                                       
CONECT   46   45   47   51                                                  
CONECT   47   46   48   50                                                  
CONECT   48   47   39   49                                                  
CONECT   49   48                                                            
CONECT   50   47                                                            
CONECT   51   46   52                                                       
CONECT   52   51   53   57                                                  
CONECT   53   52   54  107                                                  
CONECT   54   53   55  106                                                  
CONECT   55   54   56  105                                                  
CONECT   56   55   57                                                       
CONECT   57   56   52   58                                                  
CONECT   58   57   59   60                                                  
CONECT   59   58                                                            
CONECT   60   58   61                                                       
CONECT   61   60   62   90                                                  
CONECT   62   61   63   75                                                  
CONECT   63   62   64                                                       
CONECT   64   63   65   66                                                  
CONECT   65   64                                                            
CONECT   66   64   67   71                                                  
CONECT   67   66   68                                                       
CONECT   68   67   69   74                                                  
CONECT   69   68   70   73                                                  
CONECT   70   69   71   72                                                  
CONECT   71   70   66                                                       
CONECT   72   70                                                            
CONECT   73   69                                                            
CONECT   74   68                                                            
CONECT   75   62   76   78                                                  
CONECT   76   75   77                                                       
CONECT   77   76                                                            
CONECT   78   75   79                                                       
CONECT   79   78   80   81                                                  
CONECT   80   79                                                            
CONECT   81   79   82   86                                                  
CONECT   82   81   83                                                       
CONECT   83   82   84   89                                                  
CONECT   84   83   85   88                                                  
CONECT   85   84   86   87                                                  
CONECT   86   85   81                                                       
CONECT   87   85                                                            
CONECT   88   84                                                            
CONECT   89   83                                                            
CONECT   90   61   91   92                                                  
CONECT   91   90                                                            
CONECT   92   90   93                                                       
CONECT   93   92   94                                                       
CONECT   94   93   95   96                                                  
CONECT   95   94                                                            
CONECT   96   94   97  101                                                  
CONECT   97   96   98                                                       
CONECT   98   97   99  104                                                  
CONECT   99   98  100  103                                                  
CONECT  100   99  101  102                                                  
CONECT  101  100   96                                                       
CONECT  102  100                                                            
CONECT  103   99                                                            
CONECT  104   98                                                            
CONECT  105   55                                                            
CONECT  106   54                                                            
CONECT  107   53                                                            
CONECT  108   38  109  110                                                  
CONECT  109  108                                                            
CONECT  110  108  111  114                                                  
CONECT  111  110  112  113                                                  
CONECT  112  111   37                                                       
CONECT  113  111                                                            
CONECT  114  110                                                            
CONECT  115    1  116  120                                                  
CONECT  116  115  117                                                       
CONECT  117  116  118  123                                                  
CONECT  118  117  119  122                                                  
CONECT  119  118  120  121                                                  
CONECT  120  119  115                                                       
CONECT  121  119                                                            
CONECT  122  118                                                            
CONECT  123  117                                                            
MASTER        0    0    0    0    0    0    0    0  123    0  266    0
END

View in JSmol

Synonyms

Value	Source
(2S,3S,4R,5R)-2-Hydroxy-6-oxo-3-(3,4,5-trihydroxy-2-{[(10R,11S,12R,13S,15R)-3,4,5,22,23-pentahydroxy-8,18-dioxo-11,12,13-tris(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0,.0,]tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy}benzoyloxy)-4,5-bis(3,4,5-trihydroxybenzoyloxy)hexyl 3,4,5-trihydroxybenzoic acid	Generator

Chemical Formula

C₇₅H₅₆O₄₈

Average Mass

1725.2250 Da

Monoisotopic Mass

1724.19410 Da

IUPAC Name

(10R,11S,12R,13S,15R)-3,4,5,22,23-pentahydroxy-8,18-dioxo-21-[2,3,4-trihydroxy-6-({[(2S,3S,4R,5R)-2-hydroxy-6-oxo-1,4,5-tris(3,4,5-trihydroxybenzoyloxy)hexan-3-yl]oxy}carbonyl)phenoxy]-11,12-bis(3,4,5-trihydroxybenzoyloxy)-9,14,17-trioxatetracyclo[17.4.0.0^{2,7}.0^{10,15}]tricosa-1(19),2(7),3,5,20,22-hexaen-13-yl 3,4,5-trihydroxybenzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

O[C@@H](COC(=O)C1=CC(O)=C(O)C(O)=C1)[C@H](OC(=O)C1=CC(O)=C(O)C(O)=C1OC1=CC2=C(C(O)=C1O)C1=C(C=C(O)C(O)=C1O)C(=O)O[C@@H]1[C@@H](COC2=O)O[C@@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1)[C@@H](OC(=O)C1=CC(O)=C(O)C(O)=C1)[C@@H](OC(=O)C1=CC(O)=C(O)C(O)=C1)C=O

InChI Identifier

InChI=1S/C75H56O48/c76-16-44(116-67(105)20-3-30(79)49(93)31(80)4-20)62(119-68(106)21-5-32(81)50(94)33(82)6-21)61(42(91)17-113-66(104)19-1-28(77)48(92)29(78)2-19)118-74(112)27-14-41(90)55(99)59(103)60(27)115-43-15-26-47(58(102)56(43)100)46-25(13-40(89)54(98)57(46)101)73(111)120-63-45(18-114-72(26)110)117-75(123-71(109)24-11-38(87)53(97)39(88)12-24)65(122-70(108)23-9-36(85)52(96)37(86)10-23)64(63)121-69(107)22-7-34(83)51(95)35(84)8-22/h1-16,42,44-45,61-65,75,77-103H,17-18H2/t42-,44-,45+,61-,62-,63+,64-,65+,75-/m0/s1

InChI Key

REZBVFLHMLXZQX-ZJQIVQGASA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Quercus coccifera	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Dihydroxybenzoic acid
Diaryl ether
Benzoate ester
Pyrogallol derivative
Benzoic acid or derivatives
Benzenetriol
Phenoxy compound
Phenol ether
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.23	ALOGPS
logP	6.87	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	6.57	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	38	ChemAxon
Hydrogen Donor Count	27	ChemAxon
Polar Surface Area	818.44 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	392.43 m³·mol⁻¹	ChemAxon
Polarizability	152.86 Å³	ChemAxon
Number of Rings	11	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162844928

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cocciferin D1 (NP0080215)

MOL for NP0080215 (Cocciferin D1)

3D MOL for NP0080215 (Cocciferin D1)

3D SDF for NP0080215 (Cocciferin D1)

3D-SDF for NP0080215 (Cocciferin D1)

PDB for NP0080215 (Cocciferin D1)

3D PDB for NP0080215 (Cocciferin D1)

SMILES for NP0080215 (Cocciferin D1)

INCHI for NP0080215 (Cocciferin D1)

Structure for NP0080215 (Cocciferin D1)

3D Structure for NP0080215 (Cocciferin D1)