Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:50:41 UTC

Update Date

2021-09-26 23:16:13 UTC

HMDB ID

HMDB0258962

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Thearubigin

Description

Thearubigin belongs to the class of organic compounds known as galloyl esters. These are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid. Based on a literature review a significant number of articles have been published on Thearubigin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Thearubigin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Thearubigin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309112122512D          

 65 71  0  0  0  0            999 V2000
   -3.0967   -3.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2923   -3.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7312   -3.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9744   -4.6092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7787   -4.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0219   -5.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8262   -5.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3873   -5.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1441   -4.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3398   -4.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7053   -3.7668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693   -6.5531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9269   -3.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -4.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -4.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705   -5.0256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9269   -3.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7433   -2.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433   -2.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3883   -2.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9760   -1.7396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1563   -2.6200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312   -3.8208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -2.4277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6103   -1.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3671   -1.0346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146   -2.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6578   -2.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4621   -2.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0233   -2.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7801   -1.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9758   -1.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3412   -0.9806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8276   -2.5573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1222   -3.4733    0.0000 O   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  1  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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  1 10  1  0  0  0  0
  9 11  1  0  0  0  0
  7 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 13 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  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  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 26 35  1  0  0  0  0
 32 36  1  0  0  0  0
 30 37  1  0  0  0  0
 27 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 41 46  1  0  0  0  0
 45 47  1  0  0  0  0
 44 48  1  0  0  0  0
 43 49  1  0  0  0  0
 18 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
 17 53  1  0  0  0  0
  2 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 55 57  1  0  0  0  0
 57 58  2  0  0  0  0
 58 59  1  0  0  0  0
 59 60  2  0  0  0  0
 60 61  1  0  0  0  0
 61 62  2  0  0  0  0
 57 62  1  0  0  0  0
 61 63  1  0  0  0  0
 60 64  1  0  0  0  0
 59 65  1  0  0  0  0
M  END

HMDB0258962
     RDKit          3D
Thearubigin
 99105  0  0  0  0  0  0  0  0999 V2000
   -3.1712   -2.2800   -3.7233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2503   -2.0993   -2.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6576   -3.3138   -2.4831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8820   -0.7891   -2.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6926   -0.1809   -1.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6034   -0.9971   -0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7129   -0.8706   -0.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8361   -0.9694    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9666   -0.1032   -0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1903   -0.7183    0.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1165    0.2281    0.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0611   -0.0872    1.7643 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9509    0.8790    2.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8816    0.4892    3.1452 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8899    2.1353    1.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9227    2.4749    0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9033    3.7649    0.2777 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    1.5277    0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0087    1.9551   -0.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2760    0.6882   -1.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1158    0.1916   -2.1900 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5980   -0.0975   -3.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632    0.3496   -4.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8360   -0.8479   -3.6134 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5903   -1.3389   -2.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7635   -2.0568   -2.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4567   -2.5188   -1.6568 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2050   -2.2958   -4.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3754   -3.0061   -4.3474 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4643   -1.8120   -5.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8870   -2.0461   -6.4325 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2917   -1.0969   -4.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9525   -1.8583    1.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388   -2.1645    2.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2876   -2.8518    3.0226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4068   -1.7407    1.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749   -1.4643    3.0454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0820   -1.6014    0.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3735   -2.2081    0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7422   -2.7831    1.7955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3458   -2.3403   -0.2607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158    0.5006   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    0.1375    0.8020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5654    1.2520    1.6963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8803    1.0106    3.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1526    2.0650    3.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4743    1.9087    5.2210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1100    3.3758    3.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7892    3.5937    2.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509    4.8774    1.6097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5161    2.5135    1.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1583    2.8325   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4191    1.5519   -1.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6618    1.1241   -0.7576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8109    0.7174   -1.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8991    0.7297   -2.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9408    0.2501   -0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8647    0.3595    0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8090   -0.2217    1.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7371   -0.1214    3.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8915   -0.9446    1.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8038   -1.5117    2.0698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9435   -1.0338   -0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9940   -1.7369   -0.7483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9832   -0.4444   -0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7518   -3.2479   -1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6241   -0.1082   -3.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9470   -0.4788   -3.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250    0.6862   -1.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9418   -0.6613   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7697    0.7158    0.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0949   -1.0925    2.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7437    0.5360    4.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6011    2.9163    2.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5636    4.4471    0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5231    2.4802   -1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2257    2.5932   -0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3607    1.1393   -1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3161   -1.2073   -1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2795   -3.0526   -1.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9791   -3.3851   -3.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6539   -2.5409   -6.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6739   -0.7457   -5.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175   -2.3160    1.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6443   -1.2392    3.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3209   -2.4748   -0.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7366    1.2929    0.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8996    0.0279    3.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7748    1.8853    5.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3310    4.2232    4.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5738    5.2262    0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0486    3.0130   -0.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7104    3.6689   -0.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9705    1.6212   -1.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1177    0.9446    1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9822    0.3769    3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6809   -1.4154    3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7008   -2.2008   -0.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0937   -0.5586   -2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  2  0
  8 33  2  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  0
 36 38  2  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
  5 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  1  0
 46 48  2  0
 48 49  1  0
 49 50  1  0
 49 51  2  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  2  0
 55 57  1  0
 57 58  2  0
 58 59  1  0
 59 60  1  0
 59 61  2  0
 61 62  1  0
 61 63  1  0
 63 64  1  0
 63 65  2  0
 38  6  1  0
 53 42  1  0
 65 57  1  0
 20  9  1  0
 32 24  1  0
 51 44  1  0
 18 11  1  0
  3 66  1  0
  4 67  1  0
  4 68  1  0
  5 69  1  0
  7 70  1  0
  9 71  1  0
 12 72  1  0
 14 73  1  0
 15 74  1  0
 17 75  1  0
 19 76  1  0
 19 77  1  0
 20 78  1  0
 25 79  1  0
 27 80  1  0
 29 81  1  0
 31 82  1  0
 32 83  1  0
 33 84  1  0
 37 85  1  0
 41 86  1  0
 42 87  1  0
 45 88  1  0
 47 89  1  0
 48 90  1  0
 50 91  1  0
 52 92  1  0
 52 93  1  0
 53 94  1  0
 58 95  1  0
 60 96  1  0
 62 97  1  0
 64 98  1  0
 65 99  1  0
M  END


  Mrv1652309112122512D          

 65 71  0  0  0  0            999 V2000
   -3.0967   -3.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2923   -3.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7312   -3.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9744   -4.6092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7787   -4.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0219   -5.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8262   -5.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3873   -5.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1441   -4.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3398   -4.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7053   -3.7668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693   -6.5531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9269   -3.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -4.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -4.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705   -5.0256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9269   -3.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7433   -2.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433   -2.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3883   -2.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9760   -1.7396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1563   -2.6200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312   -3.8208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -2.4277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6103   -1.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3671   -1.0346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146   -2.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6578   -2.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4621   -2.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0233   -2.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7801   -1.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9758   -1.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3412   -0.9806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8276   -2.5573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1222   -3.4733    0.0000 O   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  1  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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  1 10  1  0  0  0  0
  9 11  1  0  0  0  0
  7 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 13 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  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  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 26 35  1  0  0  0  0
 32 36  1  0  0  0  0
 30 37  1  0  0  0  0
 27 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 41 46  1  0  0  0  0
 45 47  1  0  0  0  0
 44 48  1  0  0  0  0
 43 49  1  0  0  0  0
 18 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
 17 53  1  0  0  0  0
  2 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 55 57  1  0  0  0  0
 57 58  2  0  0  0  0
 58 59  1  0  0  0  0
 59 60  2  0  0  0  0
 60 61  1  0  0  0  0
 61 62  2  0  0  0  0
 57 62  1  0  0  0  0
 61 63  1  0  0  0  0
 60 64  1  0  0  0  0
 59 65  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258962

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC(C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1)C1=CC(=CC(=O)C(O)=C1C(O)=O)C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C43H34O22/c44-17-7-23(46)21-11-32(64-42(60)15-3-25(48)36(55)26(49)4-15)39(62-30(21)9-17)14-1-19(35(41(58)59)38(57)29(52)2-14)20(13-34(53)54)40-33(12-22-24(47)8-18(45)10-31(22)63-40)65-43(61)16-5-27(50)37(56)28(51)6-16/h1-10,20,32-33,39-40,44-51,55-56H,11-13H2,(H,52,57)(H,53,54)(H,58,59)

> <INCHI_KEY>
FNRFUGUISXPIKU-UHFFFAOYSA-N

> <FORMULA>
C43H34O22

> <MOLECULAR_WEIGHT>
902.723

> <EXACT_MASS>
902.154172735

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
82.84171938342448

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-{2-carboxy-1-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-2-yl]ethyl}-5-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxy-3-oxocyclohepta-1,4,6-triene-1-carboxylic acid

> <ALOGPS_LOGP>
3.31

> <JCHEM_LOGP>
3.787583256999999

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.4738838800563814

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.3834947285287775

> <JCHEM_PKA_STRONGEST_BASIC>
-4.298993675315804

> <JCHEM_POLAR_SURFACE_AREA>
385.26000000000005

> <JCHEM_REFRACTIVITY>
217.58200000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.75e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-{2-carboxy-1-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-2-yl]ethyl}-5-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxy-3-oxocyclohepta-1,4,6-triene-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258962
     RDKit          3D
Thearubigin
 99105  0  0  0  0  0  0  0  0999 V2000
   -3.1712   -2.2800   -3.7233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2503   -2.0993   -2.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6576   -3.3138   -2.4831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8820   -0.7891   -2.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6926   -0.1809   -1.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6034   -0.9971   -0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7129   -0.8706   -0.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8361   -0.9694    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9666   -0.1032   -0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1903   -0.7183    0.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1165    0.2281    0.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0611   -0.0872    1.7643 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9509    0.8790    2.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8816    0.4892    3.1452 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8899    2.1353    1.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9227    2.4749    0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9033    3.7649    0.2777 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    1.5277    0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0087    1.9551   -0.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2760    0.6882   -1.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1158    0.1916   -2.1900 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5980   -0.0975   -3.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632    0.3496   -4.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8360   -0.8479   -3.6134 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5903   -1.3389   -2.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7635   -2.0568   -2.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4567   -2.5188   -1.6568 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2050   -2.2958   -4.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3754   -3.0061   -4.3474 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4643   -1.8120   -5.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8870   -2.0461   -6.4325 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2917   -1.0969   -4.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9525   -1.8583    1.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388   -2.1645    2.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2876   -2.8518    3.0226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4068   -1.7407    1.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749   -1.4643    3.0454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0820   -1.6014    0.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3735   -2.2081    0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7422   -2.7831    1.7955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3458   -2.3403   -0.2607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158    0.5006   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    0.1375    0.8020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5654    1.2520    1.6963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8803    1.0106    3.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1526    2.0650    3.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4743    1.9087    5.2210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1100    3.3758    3.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7892    3.5937    2.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509    4.8774    1.6097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5161    2.5135    1.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1583    2.8325   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4191    1.5519   -1.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6618    1.1241   -0.7576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8109    0.7174   -1.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8991    0.7297   -2.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9408    0.2501   -0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8647    0.3595    0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8090   -0.2217    1.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7371   -0.1214    3.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8915   -0.9446    1.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8038   -1.5117    2.0698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9435   -1.0338   -0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9940   -1.7369   -0.7483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9832   -0.4444   -0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7518   -3.2479   -1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6241   -0.1082   -3.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9470   -0.4788   -3.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250    0.6862   -1.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9418   -0.6613   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7697    0.7158    0.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0949   -1.0925    2.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7437    0.5360    4.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6011    2.9163    2.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5636    4.4471    0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5231    2.4802   -1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2257    2.5932   -0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3607    1.1393   -1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3161   -1.2073   -1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2795   -3.0526   -1.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9791   -3.3851   -3.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6539   -2.5409   -6.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6739   -0.7457   -5.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175   -2.3160    1.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6443   -1.2392    3.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3209   -2.4748   -0.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7366    1.2929    0.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8996    0.0279    3.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7748    1.8853    5.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3310    4.2232    4.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5738    5.2262    0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0486    3.0130   -0.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7104    3.6689   -0.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9705    1.6212   -1.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1177    0.9446    1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9822    0.3769    3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6809   -1.4154    3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7008   -2.2008   -0.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0937   -0.5586   -2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  2  0
  8 33  2  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  0
 36 38  2  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
  5 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  1  0
 46 48  2  0
 48 49  1  0
 49 50  1  0
 49 51  2  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  2  0
 55 57  1  0
 57 58  2  0
 58 59  1  0
 59 60  1  0
 59 61  2  0
 61 62  1  0
 61 63  1  0
 63 64  1  0
 63 65  2  0
 38  6  1  0
 53 42  1  0
 65 57  1  0
 20  9  1  0
 32 24  1  0
 51 44  1  0
 18 11  1  0
  3 66  1  0
  4 67  1  0
  4 68  1  0
  5 69  1  0
  7 70  1  0
  9 71  1  0
 12 72  1  0
 14 73  1  0
 15 74  1  0
 17 75  1  0
 19 76  1  0
 19 77  1  0
 20 78  1  0
 25 79  1  0
 27 80  1  0
 29 81  1  0
 31 82  1  0
 32 83  1  0
 33 84  1  0
 37 85  1  0
 41 86  1  0
 42 87  1  0
 45 88  1  0
 47 89  1  0
 48 90  1  0
 50 91  1  0
 52 92  1  0
 52 93  1  0
 53 94  1  0
 58 95  1  0
 60 96  1  0
 62 97  1  0
 64 98  1  0
 65 99  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -5.780  -6.346   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.279  -6.003   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.232  -7.132   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.685  -8.604   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -5.187  -8.947   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.641 -10.418   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.142 -10.761   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.190  -9.632   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.736  -8.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.234  -7.818   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -8.783  -7.031   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -7.596 -12.232   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.730  -6.790   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.770  -7.994   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.770  -7.994   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.438  -9.381   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.730  -6.790   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.387  -5.288   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.387  -5.288   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      -5.335   4.620   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       2.592  -4.328   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       3.689  -3.247   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       4.025  -4.891   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       3.232  -7.132   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      -3.825  -4.532   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      -4.873  -3.403   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      -4.419  -1.931   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      -6.374  -3.746   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -6.828  -5.217   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      -8.329  -5.560   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -9.377  -4.431   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      -8.923  -2.959   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -7.421  -2.617   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      -9.970  -1.830   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0     -10.878  -4.774   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      -9.561  -6.484   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3   54                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    5    1                                                  
CONECT   11    9                                                            
CONECT   12    7                                                            
CONECT   13    3   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   53                                                  
CONECT   18   17   19   50                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   13                                                       
CONECT   21   19   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   21   27   35                                                  
CONECT   27   26   28   38                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31   37                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   36                                                  
CONECT   33   32   34                                                       
CONECT   34   33   29   35                                                  
CONECT   35   34   26                                                       
CONECT   36   32                                                            
CONECT   37   30                                                            
CONECT   38   27   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   49                                                  
CONECT   44   43   45   48                                                  
CONECT   45   44   46   47                                                  
CONECT   46   45   41                                                       
CONECT   47   45                                                            
CONECT   48   44                                                            
CONECT   49   43                                                            
CONECT   50   18   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50                                                            
CONECT   53   17                                                            
CONECT   54    2   55                                                       
CONECT   55   54   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55   58   62                                                  
CONECT   58   57   59                                                       
CONECT   59   58   60   65                                                  
CONECT   60   59   61   64                                                  
CONECT   61   60   62   63                                                  
CONECT   62   61   57                                                       
CONECT   63   61                                                            
CONECT   64   60                                                            
CONECT   65   59                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  142    0
END

COMPND    HMDB0258962
HETATM    1  O1  UNL     1      -3.171  -2.280  -3.723  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.250  -2.099  -2.902  1.00  0.00           C  
HETATM    3  O2  UNL     1      -1.658  -3.314  -2.483  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.882  -0.789  -2.477  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.693  -0.181  -1.208  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.603  -0.997  -0.414  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.713  -0.871  -0.811  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.836  -0.969   0.039  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.967  -0.103  -0.105  1.00  0.00           C  
HETATM   10  O3  UNL     1       4.190  -0.718   0.371  1.00  0.00           O  
HETATM   11  C8  UNL     1       5.116   0.228   0.834  1.00  0.00           C  
HETATM   12  C9  UNL     1       6.061  -0.087   1.764  1.00  0.00           C  
HETATM   13  C10 UNL     1       6.951   0.879   2.197  1.00  0.00           C  
HETATM   14  O4  UNL     1       7.882   0.489   3.145  1.00  0.00           O  
HETATM   15  C11 UNL     1       6.890   2.135   1.702  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.923   2.475   0.743  1.00  0.00           C  
HETATM   17  O5  UNL     1       5.903   3.765   0.278  1.00  0.00           O  
HETATM   18  C13 UNL     1       5.000   1.528   0.276  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.009   1.955  -0.716  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.276   0.688  -1.319  1.00  0.00           C  
HETATM   21  O6  UNL     1       4.116   0.192  -2.190  1.00  0.00           O  
HETATM   22  C16 UNL     1       4.598  -0.097  -3.364  1.00  0.00           C  
HETATM   23  O7  UNL     1       3.863   0.350  -4.297  1.00  0.00           O  
HETATM   24  C17 UNL     1       5.836  -0.848  -3.613  1.00  0.00           C  
HETATM   25  C18 UNL     1       6.590  -1.339  -2.608  1.00  0.00           C  
HETATM   26  C19 UNL     1       7.764  -2.057  -2.810  1.00  0.00           C  
HETATM   27  O8  UNL     1       8.457  -2.519  -1.657  1.00  0.00           O  
HETATM   28  C20 UNL     1       8.205  -2.296  -4.048  1.00  0.00           C  
HETATM   29  O9  UNL     1       9.375  -3.006  -4.347  1.00  0.00           O  
HETATM   30  C21 UNL     1       7.464  -1.812  -5.156  1.00  0.00           C  
HETATM   31  O10 UNL     1       7.887  -2.046  -6.432  1.00  0.00           O  
HETATM   32  C22 UNL     1       6.292  -1.097  -4.933  1.00  0.00           C  
HETATM   33  C23 UNL     1       1.953  -1.858   1.128  1.00  0.00           C  
HETATM   34  C24 UNL     1       0.939  -2.164   2.072  1.00  0.00           C  
HETATM   35  O11 UNL     1       1.288  -2.852   3.023  1.00  0.00           O  
HETATM   36  C25 UNL     1      -0.407  -1.741   1.977  1.00  0.00           C  
HETATM   37  O12 UNL     1      -1.075  -1.464   3.045  1.00  0.00           O  
HETATM   38  C26 UNL     1      -1.082  -1.601   0.696  1.00  0.00           C  
HETATM   39  C27 UNL     1      -2.373  -2.208   0.674  1.00  0.00           C  
HETATM   40  O13 UNL     1      -2.742  -2.783   1.796  1.00  0.00           O  
HETATM   41  O14 UNL     1      -3.346  -2.340  -0.261  1.00  0.00           O  
HETATM   42  C28 UNL     1      -2.416   0.501  -0.185  1.00  0.00           C  
HETATM   43  O15 UNL     1      -3.299   0.138   0.802  1.00  0.00           O  
HETATM   44  C29 UNL     1      -3.565   1.252   1.696  1.00  0.00           C  
HETATM   45  C30 UNL     1      -3.880   1.011   3.040  1.00  0.00           C  
HETATM   46  C31 UNL     1      -4.153   2.065   3.888  1.00  0.00           C  
HETATM   47  O16 UNL     1      -4.474   1.909   5.221  1.00  0.00           O  
HETATM   48  C32 UNL     1      -4.110   3.376   3.411  1.00  0.00           C  
HETATM   49  C33 UNL     1      -3.789   3.594   2.080  1.00  0.00           C  
HETATM   50  O17 UNL     1      -3.751   4.877   1.610  1.00  0.00           O  
HETATM   51  C34 UNL     1      -3.516   2.513   1.216  1.00  0.00           C  
HETATM   52  C35 UNL     1      -3.158   2.832  -0.190  1.00  0.00           C  
HETATM   53  C36 UNL     1      -3.419   1.552  -1.005  1.00  0.00           C  
HETATM   54  O18 UNL     1      -4.662   1.124  -0.758  1.00  0.00           O  
HETATM   55  C37 UNL     1      -5.811   0.717  -1.295  1.00  0.00           C  
HETATM   56  O19 UNL     1      -5.899   0.730  -2.546  1.00  0.00           O  
HETATM   57  C38 UNL     1      -6.941   0.250  -0.473  1.00  0.00           C  
HETATM   58  C39 UNL     1      -6.865   0.360   0.919  1.00  0.00           C  
HETATM   59  C40 UNL     1      -7.809  -0.222   1.741  1.00  0.00           C  
HETATM   60  O20 UNL     1      -7.737  -0.121   3.128  1.00  0.00           O  
HETATM   61  C41 UNL     1      -8.892  -0.945   1.198  1.00  0.00           C  
HETATM   62  O21 UNL     1      -9.804  -1.512   2.070  1.00  0.00           O  
HETATM   63  C42 UNL     1      -8.944  -1.034  -0.150  1.00  0.00           C  
HETATM   64  O22 UNL     1      -9.994  -1.737  -0.748  1.00  0.00           O  
HETATM   65  C43 UNL     1      -7.983  -0.444  -0.963  1.00  0.00           C  
HETATM   66  H1  UNL     1      -0.752  -3.248  -1.978  1.00  0.00           H  
HETATM   67  H2  UNL     1      -2.624  -0.108  -3.076  1.00  0.00           H  
HETATM   68  H3  UNL     1      -0.947  -0.479  -3.136  1.00  0.00           H  
HETATM   69  H4  UNL     1      -0.925   0.686  -1.496  1.00  0.00           H  
HETATM   70  H5  UNL     1       0.942  -0.661  -1.809  1.00  0.00           H  
HETATM   71  H6  UNL     1       2.770   0.716   0.687  1.00  0.00           H  
HETATM   72  H7  UNL     1       6.095  -1.092   2.160  1.00  0.00           H  
HETATM   73  H8  UNL     1       7.744   0.536   4.150  1.00  0.00           H  
HETATM   74  H9  UNL     1       7.601   2.916   2.038  1.00  0.00           H  
HETATM   75  H10 UNL     1       6.564   4.447   0.679  1.00  0.00           H  
HETATM   76  H11 UNL     1       4.523   2.480  -1.537  1.00  0.00           H  
HETATM   77  H12 UNL     1       3.226   2.593  -0.213  1.00  0.00           H  
HETATM   78  H13 UNL     1       2.361   1.139  -1.722  1.00  0.00           H  
HETATM   79  H14 UNL     1       6.316  -1.207  -1.552  1.00  0.00           H  
HETATM   80  H15 UNL     1       9.279  -3.053  -1.757  1.00  0.00           H  
HETATM   81  H16 UNL     1       9.979  -3.385  -3.623  1.00  0.00           H  
HETATM   82  H17 UNL     1       8.654  -2.541  -6.764  1.00  0.00           H  
HETATM   83  H18 UNL     1       5.674  -0.746  -5.721  1.00  0.00           H  
HETATM   84  H19 UNL     1       2.918  -2.316   1.252  1.00  0.00           H  
HETATM   85  H20 UNL     1      -1.644  -1.239   3.729  1.00  0.00           H  
HETATM   86  H21 UNL     1      -4.321  -2.475  -0.055  1.00  0.00           H  
HETATM   87  H22 UNL     1      -1.737   1.293   0.250  1.00  0.00           H  
HETATM   88  H23 UNL     1      -3.900   0.028   3.407  1.00  0.00           H  
HETATM   89  H24 UNL     1      -3.775   1.885   5.915  1.00  0.00           H  
HETATM   90  H25 UNL     1      -4.331   4.223   4.055  1.00  0.00           H  
HETATM   91  H26 UNL     1      -3.574   5.226   0.700  1.00  0.00           H  
HETATM   92  H27 UNL     1      -2.049   3.013  -0.314  1.00  0.00           H  
HETATM   93  H28 UNL     1      -3.710   3.669  -0.631  1.00  0.00           H  
HETATM   94  H29 UNL     1      -2.970   1.621  -1.958  1.00  0.00           H  
HETATM   95  H30 UNL     1      -6.118   0.945   1.374  1.00  0.00           H  
HETATM   96  H31 UNL     1      -6.982   0.377   3.585  1.00  0.00           H  
HETATM   97  H32 UNL     1      -9.681  -1.415   3.074  1.00  0.00           H  
HETATM   98  H33 UNL     1     -10.701  -2.201  -0.216  1.00  0.00           H  
HETATM   99  H34 UNL     1      -8.094  -0.559  -2.017  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   66
CONECT    4    5   67   68
CONECT    5    6   42   69
CONECT    6    7    7   38
CONECT    7    8   70
CONECT    8    9   33   33
CONECT    9   10   20   71
CONECT   10   11
CONECT   11   12   12   18
CONECT   12   13   72
CONECT   13   14   15   15
CONECT   14   73
CONECT   15   16   74
CONECT   16   17   18   18
CONECT   17   75
CONECT   18   19
CONECT   19   20   76   77
CONECT   20   21   78
CONECT   21   22
CONECT   22   23   23   24
CONECT   24   25   25   32
CONECT   25   26   79
CONECT   26   27   28   28
CONECT   27   80
CONECT   28   29   30
CONECT   29   81
CONECT   30   31   32   32
CONECT   31   82
CONECT   32   83
CONECT   33   34   84
CONECT   34   35   35   36
CONECT   36   37   38   38
CONECT   37   85
CONECT   38   39
CONECT   39   40   40   41
CONECT   41   86
CONECT   42   43   53   87
CONECT   43   44
CONECT   44   45   45   51
CONECT   45   46   88
CONECT   46   47   48   48
CONECT   47   89
CONECT   48   49   90
CONECT   49   50   51   51
CONECT   50   91
CONECT   51   52
CONECT   52   53   92   93
CONECT   53   54   94
CONECT   54   55
CONECT   55   56   56   57
CONECT   57   58   58   65
CONECT   58   59   95
CONECT   59   60   61   61
CONECT   60   96
CONECT   61   62   63
CONECT   62   97
CONECT   63   64   65   65
CONECT   64   98
CONECT   65   99
END

HMDB0258962
     RDKit          3D
Thearubigin
 99105  0  0  0  0  0  0  0  0999 V2000
   -3.1712   -2.2800   -3.7233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2503   -2.0993   -2.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6576   -3.3138   -2.4831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8820   -0.7891   -2.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6926   -0.1809   -1.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6034   -0.9971   -0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7129   -0.8706   -0.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8361   -0.9694    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9666   -0.1032   -0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1903   -0.7183    0.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1165    0.2281    0.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0611   -0.0872    1.7643 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9509    0.8790    2.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8816    0.4892    3.1452 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8899    2.1353    1.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9227    2.4749    0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9033    3.7649    0.2777 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    1.5277    0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0087    1.9551   -0.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2760    0.6882   -1.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1158    0.1916   -2.1900 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5980   -0.0975   -3.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632    0.3496   -4.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8360   -0.8479   -3.6134 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5903   -1.3389   -2.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7635   -2.0568   -2.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4567   -2.5188   -1.6568 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2050   -2.2958   -4.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3754   -3.0061   -4.3474 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4643   -1.8120   -5.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8870   -2.0461   -6.4325 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2917   -1.0969   -4.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9525   -1.8583    1.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388   -2.1645    2.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2876   -2.8518    3.0226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4068   -1.7407    1.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749   -1.4643    3.0454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0820   -1.6014    0.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3735   -2.2081    0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7422   -2.7831    1.7955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3458   -2.3403   -0.2607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158    0.5006   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    0.1375    0.8020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5654    1.2520    1.6963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8803    1.0106    3.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1526    2.0650    3.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4743    1.9087    5.2210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1100    3.3758    3.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7892    3.5937    2.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509    4.8774    1.6097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5161    2.5135    1.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1583    2.8325   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4191    1.5519   -1.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6618    1.1241   -0.7576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8109    0.7174   -1.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8991    0.7297   -2.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9408    0.2501   -0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8647    0.3595    0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8090   -0.2217    1.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7371   -0.1214    3.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8915   -0.9446    1.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8038   -1.5117    2.0698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9435   -1.0338   -0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9940   -1.7369   -0.7483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9832   -0.4444   -0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7518   -3.2479   -1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6241   -0.1082   -3.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9470   -0.4788   -3.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250    0.6862   -1.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9418   -0.6613   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7697    0.7158    0.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0949   -1.0925    2.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7437    0.5360    4.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6011    2.9163    2.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5636    4.4471    0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5231    2.4802   -1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2257    2.5932   -0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3607    1.1393   -1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3161   -1.2073   -1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2795   -3.0526   -1.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9791   -3.3851   -3.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6539   -2.5409   -6.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6739   -0.7457   -5.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175   -2.3160    1.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6443   -1.2392    3.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3209   -2.4748   -0.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7366    1.2929    0.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8996    0.0279    3.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7748    1.8853    5.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3310    4.2232    4.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5738    5.2262    0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0486    3.0130   -0.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7104    3.6689   -0.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9705    1.6212   -1.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1177    0.9446    1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9822    0.3769    3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6809   -1.4154    3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7008   -2.2008   -0.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0937   -0.5586   -2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  2  0
  8 33  2  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  0
 36 38  2  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
  5 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  1  0
 46 48  2  0
 48 49  1  0
 49 50  1  0
 49 51  2  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  2  0
 55 57  1  0
 57 58  2  0
 58 59  1  0
 59 60  1  0
 59 61  2  0
 61 62  1  0
 61 63  1  0
 63 64  1  0
 63 65  2  0
 38  6  1  0
 53 42  1  0
 65 57  1  0
 20  9  1  0
 32 24  1  0
 51 44  1  0
 18 11  1  0
  3 66  1  0
  4 67  1  0
  4 68  1  0
  5 69  1  0
  7 70  1  0
  9 71  1  0
 12 72  1  0
 14 73  1  0
 15 74  1  0
 17 75  1  0
 19 76  1  0
 19 77  1  0
 20 78  1  0
 25 79  1  0
 27 80  1  0
 29 81  1  0
 31 82  1  0
 32 83  1  0
 33 84  1  0
 37 85  1  0
 41 86  1  0
 42 87  1  0
 45 88  1  0
 47 89  1  0
 48 90  1  0
 50 91  1  0
 52 92  1  0
 52 93  1  0
 53 94  1  0
 58 95  1  0
 60 96  1  0
 62 97  1  0
 64 98  1  0
 65 99  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{2-carboxy-1-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-2-yl]ethyl}-4-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-2-yl]-6-hydroxy-7-oxocyclohepta-1,3,5-triene-1-carboxylate	HMDB

Chemical Formula

C₄₃H₃₄O₂₂

Average Molecular Weight

902.723

Monoisotopic Molecular Weight

902.154172735

IUPAC Name

7-{2-carboxy-1-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-2-yl]ethyl}-5-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxy-3-oxocyclohepta-1,4,6-triene-1-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

OC(=O)CC(C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1)C1=CC(=CC(=O)C(O)=C1C(O)=O)C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C43H34O22/c44-17-7-23(46)21-11-32(64-42(60)15-3-25(48)36(55)26(49)4-15)39(62-30(21)9-17)14-1-19(35(41(58)59)38(57)29(52)2-14)20(13-34(53)54)40-33(12-22-24(47)8-18(45)10-31(22)63-40)65-43(61)16-5-27(50)37(56)28(51)6-16/h1-10,20,32-33,39-40,44-51,55-56H,11-13H2,(H,52,57)(H,53,54)(H,58,59)

InChI Key

FNRFUGUISXPIKU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as galloyl esters. These are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Galloyl esters

Alternative Parents

Substituents

Galloyl ester
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
1-benzopyran
Benzopyran
Chromane
Benzoate ester
Pyrogallol derivative
Tropolone
Benzenetriol
Tropone
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Cyclic ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0258962)

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.31	ALOGPS
logP	3.79	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	2.38	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	385.26 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	217.58 m³·mol⁻¹	ChemAxon
Polarizability	82.84 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	279.758	30932474
DeepCCS	[M-H]-	278.005	30932474
DeepCCS	[M-2H]-	312.038	30932474
DeepCCS	[M+Na]+	286.058	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.4 minutes	32390414
Predicted by Siyang on May 30, 2022	13.5224 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.42 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2291.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	128.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	123.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	105.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	127.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	858.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	569.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	809.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	825.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	514.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1961.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	343.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	411.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	412.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	330.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	650.2 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

Thearubigin

METLIN ID

Not Available

PubChem Compound

76182283

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Thearubigin (HMDB0258962)

MOL for HMDB0258962 (Thearubigin)

3D MOL for HMDB0258962 (Thearubigin)

3D SDF for HMDB0258962 (Thearubigin)

3D-SDF for HMDB0258962 (Thearubigin)

PDB for HMDB0258962 (Thearubigin)

3D PDB for HMDB0258962 (Thearubigin)

SMILES for HMDB0258962 (Thearubigin)

INCHI for HMDB0258962 (Thearubigin)

Structure for HMDB0258962 (Thearubigin)

3D Structure for HMDB0258962 (Thearubigin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices