NP-MRD: Showing NP-Card for 6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione (NP0229163)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 09:06:18 UTC

Updated at

2022-09-06 09:06:18 UTC

NP-MRD ID

NP0229163

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione

Description

6,22-Bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]Dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones. 6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione is found in Withania coagulans. 6,22-Bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]Dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161508452D          

 82 92  0  0  0  0            999 V2000
    0.4769   -7.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3645   -6.2674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0160   -5.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036   -4.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5552   -4.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3192   -4.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4316   -5.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1957   -5.8779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3081   -6.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801   -6.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8925   -6.8899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6565   -7.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4427   -3.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0943   -3.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9819   -2.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6334   -1.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3975   -2.1026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8572   -2.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2056   -3.4696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2739   -3.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3864   -4.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7348   -4.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9708   -4.2433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8583   -3.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5099   -2.9199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1504   -4.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2629   -5.1771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0269   -5.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6785   -4.9823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4425   -5.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0941   -4.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8581   -5.0988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5549   -6.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3190   -6.4222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9034   -6.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0158   -7.4342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1393   -6.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4878   -6.8117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8020   -3.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5660   -4.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2176   -3.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0296   -3.8046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4191   -3.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8477   -2.4822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1052   -2.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3411   -2.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6896   -3.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9255   -2.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8131   -1.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0491   -1.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9366   -0.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1726   -0.4680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0601    0.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5882   -0.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4757    0.5440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7117    0.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3522   -0.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0038   -0.0785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7678   -0.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4647   -1.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2178   -1.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1054   -1.1688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3414   -0.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3102   -1.3636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0742   -1.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7258   -1.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4898   -1.2471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1867   -0.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9507    0.0763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5351    0.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6475    1.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289   -0.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8805    0.4658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5663   -2.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1978   -2.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8493   -2.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6614   -2.5413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508   -3.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795   -3.8637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7369   -3.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0271   -3.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6787   -3.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 28 37  1  0  0  0  0
 37 38  1  0  0  0  0
 26 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 41 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 39 47  1  0  0  0  0
 47 48  1  0  0  0  0
 20 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 51 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 54 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 57 60  2  0  0  0  0
 49 60  1  0  0  0  0
 15 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 65 68  1  0  0  0  0
 68 69  1  0  0  0  0
 68 70  1  0  0  0  0
 70 71  1  0  0  0  0
 70 72  1  0  0  0  0
 63 72  1  0  0  0  0
 72 73  1  0  0  0  0
 61 74  1  0  0  0  0
 74 75  2  0  0  0  0
 75 76  1  0  0  0  0
 76 77  1  0  0  0  0
 77 78  1  0  0  0  0
 78 79  1  0  0  0  0
 79 80  1  0  0  0  0
 76 80  2  0  0  0  0
 80 81  1  0  0  0  0
 81 82  2  0  0  0  0
 13 82  1  0  0  0  0
 74 82  1  0  0  0  0
M  END

     RDKit          3D

146156  0  0  0  0  0  0  0  0999 V2000
    2.1969   -5.9200   -0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3537   -5.8800    0.8511 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5445   -4.7628    1.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250   -3.4843    1.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8136   -2.4054    1.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9491   -1.0741    1.3667 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3774   -0.6689    1.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4047   -1.4497    1.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7051   -1.0776    1.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9520    0.0984    0.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9001    0.8666    0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6179    0.4610    0.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5517    1.4149   -0.1232 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7511    1.8566   -1.2944 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1281    2.7077   -2.1445 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1958    2.1754   -2.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0177    2.0506   -4.2278 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2249    1.2918   -4.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4203    1.9384   -4.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8437    3.3688   -4.9099 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4894    3.2627   -6.2630 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8520    4.1980   -4.1458 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9495    4.8590   -4.9670 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1318    3.2684   -3.1765 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2284    4.1760   -2.5445 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1844    0.8927    0.3099 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0454    1.6479   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1036    1.9382    0.6984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1496    2.2332    0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705    3.4348    1.0775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2442    1.2443    0.9297 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9397   -0.0698    0.2876 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0630   -0.8710    1.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1361   -1.5669    0.5169 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9758   -1.2839   -0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9386   -1.7063   -1.4229 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2009   -0.6063    0.1566 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1319   -0.7739   -0.2185 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0194   -2.1231   -0.4623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302   -2.3951   -1.8199 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5259   -2.9392   -1.9203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8805   -3.2519   -3.2074 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9236   -2.0558   -4.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3350   -2.5483   -5.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0135   -4.3589   -3.7880 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7366   -5.5806   -3.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7237   -4.5375   -3.0642 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7928   -5.5652   -2.1228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -3.2557   -2.4530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3563   -3.6916   -1.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3358   -0.4840    0.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1759   -1.5374    1.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2946   -1.2048    1.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5587    0.1234    2.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7243    1.1445    1.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5976    0.8278    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5806    1.8091    0.4753 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8282    3.0881    1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0783    4.2635    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3167    5.4315    1.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5681    6.6335    0.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5852    6.7966   -0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3019    5.4005    2.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5327    6.5460    3.3386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4275    7.3382    3.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0549    4.2364    3.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0524    4.2414    4.6810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8014    2.9859    5.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8161    3.0789    2.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7533    0.1244    2.7720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3990   -1.1022    2.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3087   -2.0156    2.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3471    0.1947    0.5090 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8961   -1.0947    0.8016 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9113   -1.6784    1.6437 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223   -2.6080    3.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461   -3.8507    3.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9595   -3.9964    5.1821 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1392   -2.9193    6.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6583   -4.9420    3.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5871   -6.1897    3.5924 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7787   -6.9382    3.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5725   -5.0328   -0.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6808   -6.8886   -0.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1248   -5.8690   -1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5227   -3.4334   -0.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6665   -0.3679    2.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1845   -2.3787    2.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1426    1.7746   -0.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7695    2.2873    0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5939    3.6863   -1.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1301    1.4248   -4.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2538    0.2537   -4.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0862    1.2172   -5.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0419    1.7486   -5.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8285    3.8879   -4.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0471    3.8915   -6.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4064    4.9178   -3.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7462    5.7671   -4.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6066    2.5129   -3.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8229    4.9105   -2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1116    1.0403    1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6929    1.2856   -1.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4967    2.6582   -0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3917    1.0119    2.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3203    0.1889   -0.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7956   -1.5838    1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6911   -0.2423    2.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9188   -0.7720   -0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4068   -0.2942   -1.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3163   -1.4331   -2.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9176   -3.6402   -3.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9353   -1.5510   -4.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6574   -1.3039   -3.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0598   -1.9938   -5.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9149   -4.1388   -4.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4315   -5.4989   -3.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9557   -4.8760   -3.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6100   -6.0870   -2.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5161   -2.7694   -3.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5211   -4.0258   -1.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9307   -2.5554    0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9107    2.1809    1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5907    1.9426   -0.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0863    4.2596   -0.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5168    6.3613   -1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4365    7.8404   -1.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7135    6.2092   -1.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4816    6.7191    3.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2454    8.2181    3.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5586    7.6840    4.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8977    3.0541    6.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8718    2.5063    4.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6296    2.3048    4.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6299    2.1649    3.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8890   -1.0042    1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0763   -1.4467    3.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8993   -1.7113   -0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8903   -1.0366    1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0685   -1.7710    3.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4493   -3.3078    7.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9428   -2.2240    5.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2125   -2.3403    6.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6774   -7.9854    3.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0069   -7.0157    4.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6612   -6.5159    3.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 76  2  0
 76 77  1  0
 77 78  1  0
 78 79  1  0
 77 80  2  0
 80 81  1  0
 81 82  1  0
  5  6  1  0
  6 37  1  0
 37 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 32 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 42 45  1  0
 45 46  1  0
 45 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
 38 51  1  0
 51 52  2  0
 52 53  1  0
 53 54  2  0
 54 70  1  0
 70 71  1  0
 71 72  1  0
 54 55  1  0
 55 56  2  0
 56 57  1  0
 57 58  1  0
 58 59  2  0
 59 60  1  0
 60 61  1  0
 61 62  1  0
 60 63  2  0
 63 64  1  0
 64 65  1  0
 63 66  1  0
 66 67  1  0
 67 68  1  0
 66 69  2  0
 26 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
  9 75  1  0
 75 74  1  0
 74 73  1  0
  9  8  1  0
  8  7  2  0
 80  3  1  0
  7  6  1  0
 35 37  1  0
 49 40  1  0
 56 51  1  0
 69 58  1  0
 24 15  1  0
  7 12  1  0
 57 31  1  0
 73 10  1  0
 72 53  1  0
  1 83  1  0
  1 84  1  0
  1 85  1  0
  4 86  1  0
 76140  1  0
 79141  1  0
 79142  1  0
 79143  1  0
 82144  1  0
 82145  1  0
 82146  1  0
  6 87  1  1
 37109  1  6
 26102  1  1
 27103  1  0
 27104  1  0
 31105  1  1
 32106  1  6
 33107  1  0
 33108  1  0
 38110  1  6
 40111  1  6
 42112  1  1
 43113  1  0
 43114  1  0
 44115  1  0
 45116  1  6
 46117  1  0
 47118  1  6
 48119  1  0
 49120  1  6
 50121  1  0
 52122  1  0
 71136  1  0
 71137  1  0
 55123  1  0
 57124  1  6
 59125  1  0
 62126  1  0
 62127  1  0
 62128  1  0
 65129  1  0
 65130  1  0
 65131  1  0
 68132  1  0
 68133  1  0
 68134  1  0
 69135  1  0
 13 90  1  1
 15 91  1  1
 17 92  1  1
 18 93  1  0
 18 94  1  0
 19 95  1  0
 20 96  1  6
 21 97  1  0
 22 98  1  1
 23 99  1  0
 24100  1  6
 25101  1  0
 11 89  1  0
 74138  1  0
 74139  1  0
  8 88  1  0
M  END


  Mrv1533004161508452D          

 82 92  0  0  0  0            999 V2000
    0.4769   -7.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3645   -6.2674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0160   -5.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036   -4.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5552   -4.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3192   -4.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4316   -5.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1957   -5.8779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3081   -6.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801   -6.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8925   -6.8899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6565   -7.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4427   -3.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0943   -3.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9819   -2.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6334   -1.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3975   -2.1026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8572   -2.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2056   -3.4696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2739   -3.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3864   -4.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7348   -4.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9708   -4.2433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8583   -3.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5099   -2.9199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1504   -4.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2629   -5.1771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0269   -5.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6785   -4.9823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4425   -5.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0941   -4.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8581   -5.0988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5549   -6.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3190   -6.4222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9034   -6.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0158   -7.4342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1393   -6.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4878   -6.8117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8020   -3.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5660   -4.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2176   -3.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0296   -3.8046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4191   -3.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8477   -2.4822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1052   -2.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3411   -2.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6896   -3.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9255   -2.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8131   -1.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0491   -1.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9366   -0.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1726   -0.4680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0601    0.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5882   -0.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4757    0.5440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7117    0.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3522   -0.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0038   -0.0785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7678   -0.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4647   -1.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2178   -1.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1054   -1.1688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3414   -0.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3102   -1.3636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0742   -1.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7258   -1.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4898   -1.2471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1867   -0.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9507    0.0763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5351    0.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6475    1.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289   -0.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8805    0.4658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5663   -2.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1978   -2.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8493   -2.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6614   -2.5413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508   -3.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795   -3.8637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7369   -3.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0271   -3.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6787   -3.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 28 37  1  0  0  0  0
 37 38  1  0  0  0  0
 26 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 41 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 39 47  1  0  0  0  0
 47 48  1  0  0  0  0
 20 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 51 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 54 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 57 60  2  0  0  0  0
 49 60  1  0  0  0  0
 15 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 65 68  1  0  0  0  0
 68 69  1  0  0  0  0
 68 70  1  0  0  0  0
 70 71  1  0  0  0  0
 70 72  1  0  0  0  0
 63 72  1  0  0  0  0
 72 73  1  0  0  0  0
 61 74  1  0  0  0  0
 74 75  2  0  0  0  0
 75 76  1  0  0  0  0
 76 77  1  0  0  0  0
 77 78  1  0  0  0  0
 78 79  1  0  0  0  0
 79 80  1  0  0  0  0
 76 80  2  0  0  0  0
 80 81  1  0  0  0  0
 81 82  2  0  0  0  0
 13 82  1  0  0  0  0
 74 82  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0229163

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1OC)C1C2C(COC(=O)C3C(COC2=O)C(OC2OC(CO)C(O)C(O)C2O)C2=CC4=C(OCO4)C=C2C3C2=CC(OC)=C(OC)C(OC)=C2)C(OC2OC(CO)C(O)C(O)C2O)C2=CC3=C(OCO3)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C56H64O26/c1-67-33-7-21(8-34(68-2)51(33)71-5)39-23-11-29-31(77-19-75-29)13-25(23)49(81-55-47(63)45(61)43(59)37(15-57)79-55)27-17-74-54(66)42-28(18-73-53(65)41(27)39)50(82-56-48(64)46(62)44(60)38(16-58)80-56)26-14-32-30(76-20-78-32)12-24(26)40(42)22-9-35(69-3)52(72-6)36(10-22)70-4/h7-14,27-28,37-50,55-64H,15-20H2,1-6H3

> <INCHI_KEY>
LQOSVCHNBBWPJH-UHFFFAOYSA-N

> <FORMULA>
C56H64O26

> <MOLECULAR_WEIGHT>
1153.102

> <EXACT_MASS>
1152.368582181

> <JCHEM_ACCEPTOR_COUNT>
24

> <JCHEM_ATOM_COUNT>
146

> <JCHEM_AVERAGE_POLARIZABILITY>
115.96297798886151

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione

> <ALOGPS_LOGP>
1.59

> <JCHEM_LOGP>
-0.2960747526666653

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
11

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.430202433390487

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.909035099311847

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083687036146

> <JCHEM_POLAR_SURFACE_AREA>
343.66

> <JCHEM_REFRACTIVITY>
272.63659999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       0.890 -13.225   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.680 -11.699   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.897 -10.755   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.687  -9.229   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.903  -8.284   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.329  -8.865   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.539 -10.391   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.965 -10.972   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.175 -12.498   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.323 -11.336   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.533 -12.861   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.959 -13.442   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.693  -6.759   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.909  -5.814   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.699  -4.288   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.916  -3.344   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.342  -3.925   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.200  -5.532   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.984  -6.477   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.978  -6.032   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.188  -7.557   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.972  -8.502   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.545  -7.921   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.336  -6.395   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.552  -5.451   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.614  -8.138   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.824  -9.664   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      11.250 -10.245   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      12.466  -9.300   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      13.893  -9.881   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.109  -8.937   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      16.535  -9.518   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      14.103 -11.407   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      15.529 -11.988   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      12.886 -12.352   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      13.096 -13.877   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      11.460 -11.771   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      10.244 -12.715   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      10.830  -7.194   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.257  -7.775   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      13.473  -6.830   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      14.989  -7.102   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      15.716  -5.744   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      14.649  -4.633   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      13.263  -5.304   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      11.837  -4.723   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      10.620  -5.668   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       9.194  -5.087   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       8.984  -3.561   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       7.558  -2.980   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       7.348  -1.455   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       5.922  -0.874   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0       5.712   0.652   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       8.565  -0.510   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       8.355   1.016   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0       6.929   1.597   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       9.991  -1.091   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      11.207  -0.147   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      12.633  -0.728   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      10.201  -2.617   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       2.273  -3.707   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       2.063  -2.182   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0       0.637  -1.601   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      -0.579  -2.545   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0      -2.005  -1.964   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      -3.222  -2.909   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0      -4.648  -2.328   0.000  0.00  0.00           O+0
HETATM   68  C   UNK     0      -2.215  -0.439   0.000  0.00  0.00           C+0
HETATM   69  O   UNK     0      -3.641   0.142   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0      -0.999   0.506   0.000  0.00  0.00           C+0
HETATM   71  O   UNK     0      -1.209   2.032   0.000  0.00  0.00           O+0
HETATM   72  C   UNK     0       0.427  -0.075   0.000  0.00  0.00           C+0
HETATM   73  O   UNK     0       1.644   0.869   0.000  0.00  0.00           O+0
HETATM   74  C   UNK     0       1.057  -4.652   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0      -0.369  -4.071   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0      -1.585  -5.016   0.000  0.00  0.00           C+0
HETATM   77  O   UNK     0      -3.101  -4.744   0.000  0.00  0.00           O+0
HETATM   78  C   UNK     0      -3.828  -6.101   0.000  0.00  0.00           C+0
HETATM   79  O   UNK     0      -2.762  -7.212   0.000  0.00  0.00           O+0
HETATM   80  C   UNK     0      -1.376  -6.541   0.000  0.00  0.00           C+0
HETATM   81  C   UNK     0       0.051  -7.122   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0       1.267  -6.178   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    5   14   82                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   16   61                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   48                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   14   25                                                  
CONECT   25   24                                                            
CONECT   26   21   27   39                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   37                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   30   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   28   38                                                  
CONECT   38   37                                                            
CONECT   39   26   40   47                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   45                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   41   46                                                  
CONECT   46   45   47                                                       
CONECT   47   46   39   48                                                  
CONECT   48   47   20   49                                                  
CONECT   49   48   50   60                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52   54                                                  
CONECT   52   51   53                                                       
CONECT   53   52                                                            
CONECT   54   51   55   57                                                  
CONECT   55   54   56                                                       
CONECT   56   55                                                            
CONECT   57   54   58   60                                                  
CONECT   58   57   59                                                       
CONECT   59   58                                                            
CONECT   60   57   49                                                       
CONECT   61   15   62   74                                                  
CONECT   62   61   63                                                       
CONECT   63   62   64   72                                                  
CONECT   64   63   65                                                       
CONECT   65   64   66   68                                                  
CONECT   66   65   67                                                       
CONECT   67   66                                                            
CONECT   68   65   69   70                                                  
CONECT   69   68                                                            
CONECT   70   68   71   72                                                  
CONECT   71   70                                                            
CONECT   72   70   63   73                                                  
CONECT   73   72                                                            
CONECT   74   61   75   82                                                  
CONECT   75   74   76                                                       
CONECT   76   75   77   80                                                  
CONECT   77   76   78                                                       
CONECT   78   77   79                                                       
CONECT   79   78   80                                                       
CONECT   80   79   76   81                                                  
CONECT   81   80   82                                                       
CONECT   82   81   13   74                                                  
MASTER        0    0    0    0    0    0    0    0   82    0  184    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₆H₆₄O₂₆

Average Mass

1153.1020 Da

Monoisotopic Mass

1152.36858 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1OC)C1C2C(COC(=O)C3C(COC2=O)C(OC2OC(CO)C(O)C(O)C2O)C2=CC4=C(OCO4)C=C2C3C2=CC(OC)=C(OC)C(OC)=C2)C(OC2OC(CO)C(O)C(O)C2O)C2=CC3=C(OCO3)C=C12

InChI Identifier

InChI=1S/C56H64O26/c1-67-33-7-21(8-34(68-2)51(33)71-5)39-23-11-29-31(77-19-75-29)13-25(23)49(81-55-47(63)45(61)43(59)37(15-57)79-55)27-17-74-54(66)42-28(18-73-53(65)41(27)39)50(82-56-48(64)46(62)44(60)38(16-58)80-56)26-14-32-30(76-20-78-32)12-24(26)40(42)22-9-35(69-3)52(72-6)36(10-22)70-4/h7-14,27-28,37-50,55-64H,15-20H2,1-6H3

InChI Key

LQOSVCHNBBWPJH-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Withania coagulans	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan glycosides

Sub Class

Not Available

Direct Parent

Lignan glycosides

Alternative Parents

Substituents

Lignan glycoside
Lignan lactone
1-aryltetralin lignan
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Tetralin
Benzodioxole
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Monosaccharide
Oxane
Secondary alcohol
Carboxylic acid ester
Lactone
Polyol
Acetal
Carboxylic acid derivative
Ether
Oxacycle
Organoheterocyclic compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Alcohol
Primary alcohol
Organic oxide
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	1.59	ALOGPS
logP	-0.3	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	11.91	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	24	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	343.66 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	272.64 m³·mol⁻¹	ChemAxon
Polarizability	115.96 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

73814447

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione (NP0229163)

MOL for NP0229163 (6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione)

3D MOL for NP0229163 (6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione)

3D SDF for NP0229163 (6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione)

3D-SDF for NP0229163 (6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione)

PDB for NP0229163 (6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione)

3D PDB for NP0229163 (6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione)

SMILES for NP0229163 (6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione)

INCHI for NP0229163 (6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione)

Structure for NP0229163 (6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione)

3D Structure for NP0229163 (6,22-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})-16,32-bis(3,4,5-trimethoxyphenyl)-3,10,12,19,26,28-hexaoxaheptacyclo[19.11.0.0⁵,¹⁷.0⁷,¹⁵.0⁹,¹³.0²³,³¹.0²⁵,²⁹]dotriaconta-7,9(13),14,23,25(29),30-hexaene-2,18-dione)