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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:58:05 UTC

Update Date

2021-09-26 23:03:41 UTC

HMDB ID

HMDB0251599

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dox-ga3

Description

Dox-ga3 belongs to the class of organic compounds known as anthracyclines. These are polyketides containing a tetracenequinone ring structure with a sugar attached by glycosidic linkage. Based on a literature review a significant number of articles have been published on Dox-ga3. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dox-ga3 is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dox-ga3 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

  Mrv1652309112110582D          

 63 69  0  0  0  0            999 V2000
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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    0.8250    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
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   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
    2.1434   -1.2375    0.0000 O   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   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 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 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5403    0.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9774    0.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9276    1.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7521    1.6110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1530    1.5246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    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  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 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
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9 18  1  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  2  0  0  0  0
 14 30  1  0  0  0  0
 11 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 11 35  1  0  0  0  0
  4 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
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 45 46  2  0  0  0  0
 41 46  1  0  0  0  0
 44 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  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
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 51 56  1  0  0  0  0
 55 57  1  0  0  0  0
 57 58  2  0  0  0  0
 57 59  1  0  0  0  0
 54 60  1  0  0  0  0
 53 61  1  0  0  0  0
 52 62  1  0  0  0  0
  3 63  1  0  0  0  0
M  END

HMDB0251599
     RDKit          3D
Dox-ga3
105111  0  0  0  0  0  0  0  0999 V2000
   -3.3123   -4.2519    1.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1076   -2.8631    2.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9706   -2.0204    1.6885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540   -1.5365    0.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3793   -0.3563    0.2309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2213   -0.4007   -0.8573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8318    0.7660   -1.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3658    2.0836   -1.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3767    3.0868   -1.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4422    2.5116   -2.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3851    1.8119   -2.5618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3997    3.8696   -2.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3106    4.6264   -2.4005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9256    2.0224    0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9932    0.9927    0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2839    1.1618    0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6872    2.3623    1.0437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2201    0.1156    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8667   -1.1121   -0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5581   -1.3006   -0.5519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1531   -2.4856   -1.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6615   -0.2335   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8977   -2.1357   -0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6398   -3.2657   -0.6721 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2881   -1.9208    0.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2320   -2.8960    0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5420   -2.7028    0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8540   -1.4545    1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9220   -0.4618    1.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6185   -0.6748    0.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5886    0.3385    0.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8701    1.4667    1.3289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2184   -1.2064    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033   -1.2518    1.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0131   -1.1893    1.0733 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7841   -0.0223    1.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2103    1.0674    1.4090 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031    0.0620    0.7355 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8538    1.2867    0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594    0.9884    0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1911    1.9733    0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5255    1.6435    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9777    0.3624   -0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3101   -0.0302   -0.2710 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4131    0.8158   -0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2970    2.0365    0.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7116    0.3086   -0.4386 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8322    1.1682   -0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5484    1.2050   -1.5522 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8037    0.6699   -1.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8339   -0.8242   -1.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9711   -1.3677   -1.6214 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7384   -1.6226   -1.8094 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7202    1.1566   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7396    1.9839   -0.9342 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9316    1.7751    0.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4655    3.0417    0.2593 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6902    0.9067    0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0278   -0.4076    1.0155 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9732   -0.6274    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6757   -0.3011    0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6599   -2.5215    2.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8939   -3.5817    1.6705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3775   -4.3200    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -4.3901    0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1815   -5.0618    2.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3520   -3.0225    3.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0028   -2.2397   -0.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1743   -1.3316   -1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1088    0.5775   -2.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7038    0.8704   -1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7554    2.8932   -1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3789    3.7585   -3.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3652    4.3726   -2.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6804    5.3748   -1.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3088    3.0397    0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1029    1.7186    0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0748    3.1367    1.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6159   -3.3052   -1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9758   -3.8543   -0.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2568   -3.5135    0.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8726   -1.2866    1.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1560    0.5089    1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8221   -1.9648   -0.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0823   -0.2332   -0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6844   -0.3450    2.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688   -2.0653    0.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7687    1.8761    1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4717    1.8609   -0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9264    2.9976    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2130    2.4810    0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4972   -1.0469   -0.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4337    2.2140   -0.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2871    1.0124   -2.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5570   -2.3215   -1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.2493    0.2692   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
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 63105  1  0
M  END

  Mrv1652309112110582D          

 63 69  0  0  0  0            999 V2000
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 11 35  1  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0251599

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1OC(CC(NC(=O)OCC2=CC=C(NC(=O)OC3OC(C(O)C(O)C3O)C(O)=O)C=C2)C1O)OC1CC(O)(CC2=C(O)C3=C(C(O)=C12)C(=O)C1=CC=CC=C1C3=O)C(=O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C41H42N2O20/c1-15-28(46)21(43-39(56)59-14-16-6-8-17(9-7-16)42-40(57)63-38-35(53)33(51)34(52)36(62-38)37(54)55)10-24(60-15)61-22-12-41(58,23(45)13-44)11-20-25(22)32(50)27-26(31(20)49)29(47)18-4-2-3-5-19(18)30(27)48/h2-9,15,21-22,24,28,33-36,38,44,46,49-53,58H,10-14H2,1H3,(H,42,57)(H,43,56)(H,54,55)

> <INCHI_KEY>
ALCAACRZIHLRSJ-UHFFFAOYSA-N

> <FORMULA>
C41H42N2O20

> <MOLECULAR_WEIGHT>
882.781

> <EXACT_MASS>
882.23309176

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
87.19487252629725

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,5-trihydroxy-6-({[4-({[(3-hydroxy-2-methyl-6-{[3,5,12-trihydroxy-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)carbamoyl]oxy}methyl)phenyl]carbamoyl}oxy)oxane-2-carboxylic acid

> <ALOGPS_LOGP>
0.64

> <JCHEM_LOGP>
1.5877693069999987

> <ALOGPS_LOGS>
-3.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.049656744465151

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1334342964086823

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0849050225320953

> <JCHEM_POLAR_SURFACE_AREA>
354.7

> <JCHEM_REFRACTIVITY>
207.8266

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.16e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trihydroxy-6-({[4-({[(3-hydroxy-2-methyl-6-{[3,5,12-trihydroxy-3-(2-hydroxyacetyl)-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy}oxan-4-yl)carbamoyl]oxy}methyl)phenyl]carbamoyl}oxy)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251599
     RDKit          3D
Dox-ga3
105111  0  0  0  0  0  0  0  0999 V2000
   -3.3123   -4.2519    1.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3767    3.0868   -1.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1911    1.9733    0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5255    1.6435    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9777    0.3624   -0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3101   -0.0302   -0.2710 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4131    0.8158   -0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2970    2.0365    0.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7116    0.3086   -0.4386 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8322    1.1682   -0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5484    1.2050   -1.5522 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8037    0.6699   -1.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8339   -0.8242   -1.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9711   -1.3677   -1.6214 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7384   -1.6226   -1.8094 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7202    1.1566   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7396    1.9839   -0.9342 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9316    1.7751    0.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4655    3.0417    0.2593 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6902    0.9067    0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0278   -0.4076    1.0155 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9732   -0.6274    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6757   -0.3011    0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6599   -2.5215    2.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8939   -3.5817    1.6705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3775   -4.3200    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -4.3901    0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1815   -5.0618    2.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3520   -3.0225    3.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0028   -2.2397   -0.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1743   -1.3316   -1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1088    0.5775   -2.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7038    0.8704   -1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7554    2.8932   -1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3789    3.7585   -3.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3652    4.3726   -2.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6804    5.3748   -1.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3088    3.0397    0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1029    1.7186    0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0748    3.1367    1.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6159   -3.3052   -1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9758   -3.8543   -0.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2568   -3.5135    0.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8726   -1.2866    1.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1560    0.5089    1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8221   -1.9648   -0.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0823   -0.2332   -0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6844   -0.3450    2.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688   -2.0653    0.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7687    1.8761    1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4717    1.8609   -0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9264    2.9976    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2130    2.4810    0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4972   -1.0469   -0.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4337    2.2140   -0.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2871    1.0124   -2.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5570   -2.3215   -1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.2493    0.2692   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0850    1.5095   -1.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5065    1.8352    1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7339    3.7414    0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1335    1.2445    1.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4341   -0.9209    1.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3072   -1.6535   -0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9467   -1.1253    0.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2519   -2.3821    3.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775   -3.5506    0.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
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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      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      12.208   1.594   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      13.025   0.288   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      12.931   2.953   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      14.471   3.007   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      11.486   2.846   0.000  0.00  0.00           O+0
HETATM   36  N   UNK     0      12.003  -6.930   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      14.670  -6.930   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      13.337  -9.240   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      16.004 -13.860   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      14.670 -14.630   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   47  N   UNK     0      14.670 -16.170   0.000  0.00  0.00           N+0
HETATM   48  C   UNK     0      16.004 -16.940   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      17.338 -16.170   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      16.004 -18.480   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      17.338 -19.250   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      18.672 -18.480   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      20.005 -19.250   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      20.005 -20.790   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      18.672 -21.560   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      17.338 -20.790   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      18.672 -23.100   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      20.005 -23.870   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      17.338 -23.870   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      21.339 -21.560   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      21.339 -18.480   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      18.672 -16.940   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      14.670  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   63                                                  
CONECT    4    3    5   36                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   31   35                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   30                                                  
CONECT   15   14   16   28                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17    9   13                                                  
CONECT   19   17                                                            
CONECT   20   16   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22   28                                                  
CONECT   28   27   15   29                                                  
CONECT   29   28                                                            
CONECT   30   14                                                            
CONECT   31   11   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33                                                            
CONECT   35   11                                                            
CONECT   36    4   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   47                                                  
CONECT   45   44   46                                                       
CONECT   46   45   41                                                       
CONECT   47   44   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51                                                       
CONECT   51   50   52   56                                                  
CONECT   52   51   53   62                                                  
CONECT   53   52   54   61                                                  
CONECT   54   53   55   60                                                  
CONECT   55   54   56   57                                                  
CONECT   56   55   51                                                       
CONECT   57   55   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57                                                            
CONECT   60   54                                                            
CONECT   61   53                                                            
CONECT   62   52                                                            
CONECT   63    3                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  138    0
END

COMPND    HMDB0251599
HETATM    1  C1  UNL     1      -3.312  -4.252   1.677  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.108  -2.863   2.303  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.971  -2.020   1.688  1.00  0.00           O  
HETATM    4  C3  UNL     1      -3.654  -1.537   0.462  1.00  0.00           C  
HETATM    5  O2  UNL     1      -4.379  -0.356   0.231  1.00  0.00           O  
HETATM    6  C4  UNL     1      -5.221  -0.401  -0.857  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.832   0.766  -1.748  1.00  0.00           C  
HETATM    8  C6  UNL     1      -5.366   2.084  -1.305  1.00  0.00           C  
HETATM    9  O3  UNL     1      -4.377   3.087  -1.233  1.00  0.00           O  
HETATM   10  C7  UNL     1      -6.442   2.512  -2.238  1.00  0.00           C  
HETATM   11  O4  UNL     1      -7.385   1.812  -2.562  1.00  0.00           O  
HETATM   12  C8  UNL     1      -6.400   3.870  -2.830  1.00  0.00           C  
HETATM   13  O5  UNL     1      -5.311   4.626  -2.401  1.00  0.00           O  
HETATM   14  C9  UNL     1      -5.926   2.022   0.133  1.00  0.00           C  
HETATM   15  C10 UNL     1      -6.993   0.993   0.095  1.00  0.00           C  
HETATM   16  C11 UNL     1      -8.284   1.162   0.509  1.00  0.00           C  
HETATM   17  O6  UNL     1      -8.687   2.362   1.044  1.00  0.00           O  
HETATM   18  C12 UNL     1      -9.220   0.116   0.400  1.00  0.00           C  
HETATM   19  C13 UNL     1      -8.867  -1.112  -0.127  1.00  0.00           C  
HETATM   20  C14 UNL     1      -7.558  -1.301  -0.552  1.00  0.00           C  
HETATM   21  O7  UNL     1      -7.153  -2.486  -1.079  1.00  0.00           O  
HETATM   22  C15 UNL     1      -6.661  -0.233  -0.424  1.00  0.00           C  
HETATM   23  C16 UNL     1      -9.898  -2.136  -0.204  1.00  0.00           C  
HETATM   24  O8  UNL     1      -9.640  -3.266  -0.672  1.00  0.00           O  
HETATM   25  C17 UNL     1     -11.288  -1.921   0.254  1.00  0.00           C  
HETATM   26  C18 UNL     1     -12.232  -2.896   0.171  1.00  0.00           C  
HETATM   27  C19 UNL     1     -13.542  -2.703   0.599  1.00  0.00           C  
HETATM   28  C20 UNL     1     -13.854  -1.454   1.124  1.00  0.00           C  
HETATM   29  C21 UNL     1     -12.922  -0.462   1.217  1.00  0.00           C  
HETATM   30  C22 UNL     1     -11.619  -0.675   0.783  1.00  0.00           C  
HETATM   31  C23 UNL     1     -10.589   0.339   0.856  1.00  0.00           C  
HETATM   32  O9  UNL     1     -10.870   1.467   1.329  1.00  0.00           O  
HETATM   33  C24 UNL     1      -2.218  -1.206   0.191  1.00  0.00           C  
HETATM   34  C25 UNL     1      -1.403  -1.252   1.461  1.00  0.00           C  
HETATM   35  N1  UNL     1      -0.013  -1.189   1.073  1.00  0.00           N  
HETATM   36  C26 UNL     1       0.784  -0.022   1.067  1.00  0.00           C  
HETATM   37  O10 UNL     1       0.210   1.067   1.409  1.00  0.00           O  
HETATM   38  O11 UNL     1       2.103   0.062   0.735  1.00  0.00           O  
HETATM   39  C27 UNL     1       2.854   1.287   0.721  1.00  0.00           C  
HETATM   40  C28 UNL     1       4.259   0.988   0.423  1.00  0.00           C  
HETATM   41  C29 UNL     1       5.191   1.973   0.360  1.00  0.00           C  
HETATM   42  C30 UNL     1       6.526   1.644   0.120  1.00  0.00           C  
HETATM   43  C31 UNL     1       6.978   0.362  -0.062  1.00  0.00           C  
HETATM   44  N2  UNL     1       8.310  -0.030  -0.271  1.00  0.00           N  
HETATM   45  C32 UNL     1       9.413   0.816  -0.222  1.00  0.00           C  
HETATM   46  O12 UNL     1       9.297   2.037   0.013  1.00  0.00           O  
HETATM   47  O13 UNL     1      10.712   0.309  -0.439  1.00  0.00           O  
HETATM   48  C33 UNL     1      11.832   1.168  -0.394  1.00  0.00           C  
HETATM   49  O14 UNL     1      12.548   1.205  -1.552  1.00  0.00           O  
HETATM   50  C34 UNL     1      13.804   0.670  -1.532  1.00  0.00           C  
HETATM   51  C35 UNL     1      13.834  -0.824  -1.658  1.00  0.00           C  
HETATM   52  O15 UNL     1      14.971  -1.368  -1.621  1.00  0.00           O  
HETATM   53  O16 UNL     1      12.738  -1.623  -1.809  1.00  0.00           O  
HETATM   54  C36 UNL     1      14.720   1.157  -0.458  1.00  0.00           C  
HETATM   55  O17 UNL     1      15.740   1.984  -0.934  1.00  0.00           O  
HETATM   56  C37 UNL     1      13.932   1.775   0.671  1.00  0.00           C  
HETATM   57  O18 UNL     1      13.465   3.042   0.259  1.00  0.00           O  
HETATM   58  C38 UNL     1      12.690   0.907   0.832  1.00  0.00           C  
HETATM   59  O19 UNL     1      13.028  -0.408   1.016  1.00  0.00           O  
HETATM   60  C39 UNL     1       5.973  -0.627   0.009  1.00  0.00           C  
HETATM   61  C40 UNL     1       4.676  -0.301   0.242  1.00  0.00           C  
HETATM   62  C41 UNL     1      -1.660  -2.522   2.199  1.00  0.00           C  
HETATM   63  O20 UNL     1      -0.894  -3.582   1.671  1.00  0.00           O  
HETATM   64  H1  UNL     1      -4.377  -4.320   1.314  1.00  0.00           H  
HETATM   65  H2  UNL     1      -2.698  -4.390   0.769  1.00  0.00           H  
HETATM   66  H3  UNL     1      -3.182  -5.062   2.415  1.00  0.00           H  
HETATM   67  H4  UNL     1      -3.352  -3.023   3.387  1.00  0.00           H  
HETATM   68  H5  UNL     1      -4.003  -2.240  -0.329  1.00  0.00           H  
HETATM   69  H6  UNL     1      -5.174  -1.332  -1.446  1.00  0.00           H  
HETATM   70  H7  UNL     1      -5.109   0.577  -2.814  1.00  0.00           H  
HETATM   71  H8  UNL     1      -3.704   0.870  -1.744  1.00  0.00           H  
HETATM   72  H9  UNL     1      -3.755   2.893  -1.985  1.00  0.00           H  
HETATM   73  H10 UNL     1      -6.379   3.759  -3.933  1.00  0.00           H  
HETATM   74  H11 UNL     1      -7.365   4.373  -2.588  1.00  0.00           H  
HETATM   75  H12 UNL     1      -5.680   5.375  -1.855  1.00  0.00           H  
HETATM   76  H13 UNL     1      -6.309   3.040   0.369  1.00  0.00           H  
HETATM   77  H14 UNL     1      -5.103   1.719   0.778  1.00  0.00           H  
HETATM   78  H15 UNL     1      -8.075   3.137   1.156  1.00  0.00           H  
HETATM   79  H16 UNL     1      -7.616  -3.305  -1.241  1.00  0.00           H  
HETATM   80  H17 UNL     1     -11.976  -3.854  -0.238  1.00  0.00           H  
HETATM   81  H18 UNL     1     -14.257  -3.514   0.511  1.00  0.00           H  
HETATM   82  H19 UNL     1     -14.873  -1.287   1.464  1.00  0.00           H  
HETATM   83  H20 UNL     1     -13.156   0.509   1.622  1.00  0.00           H  
HETATM   84  H21 UNL     1      -1.822  -1.965  -0.541  1.00  0.00           H  
HETATM   85  H22 UNL     1      -2.082  -0.233  -0.335  1.00  0.00           H  
HETATM   86  H23 UNL     1      -1.684  -0.345   2.043  1.00  0.00           H  
HETATM   87  H24 UNL     1       0.469  -2.065   0.760  1.00  0.00           H  
HETATM   88  H25 UNL     1       2.769   1.876   1.630  1.00  0.00           H  
HETATM   89  H26 UNL     1       2.472   1.861  -0.179  1.00  0.00           H  
HETATM   90  H27 UNL     1       4.926   2.998   0.488  1.00  0.00           H  
HETATM   91  H28 UNL     1       7.213   2.481   0.076  1.00  0.00           H  
HETATM   92  H29 UNL     1       8.497  -1.047  -0.484  1.00  0.00           H  
HETATM   93  H30 UNL     1      11.434   2.214  -0.211  1.00  0.00           H  
HETATM   94  H31 UNL     1      14.287   1.012  -2.506  1.00  0.00           H  
HETATM   95  H32 UNL     1      12.557  -2.321  -1.074  1.00  0.00           H  
HETATM   96  H33 UNL     1      15.249   0.269  -0.002  1.00  0.00           H  
HETATM   97  H34 UNL     1      16.085   1.509  -1.754  1.00  0.00           H  
HETATM   98  H35 UNL     1      14.506   1.835   1.616  1.00  0.00           H  
HETATM   99  H36 UNL     1      13.734   3.741   0.906  1.00  0.00           H  
HETATM  100  H37 UNL     1      12.133   1.245   1.753  1.00  0.00           H  
HETATM  101  H38 UNL     1      12.434  -0.921   1.595  1.00  0.00           H  
HETATM  102  H39 UNL     1       6.307  -1.653  -0.135  1.00  0.00           H  
HETATM  103  H40 UNL     1       3.947  -1.125   0.280  1.00  0.00           H  
HETATM  104  H41 UNL     1      -1.252  -2.382   3.231  1.00  0.00           H  
HETATM  105  H42 UNL     1      -0.877  -3.551   0.695  1.00  0.00           H  
CONECT    1    2   64   65   66
CONECT    2    3   62   67
CONECT    3    4
CONECT    4    5   33   68
CONECT    5    6
CONECT    6    7   22   69
CONECT    7    8   70   71
CONECT    8    9   10   14
CONECT    9   72
CONECT   10   11   11   12
CONECT   12   13   73   74
CONECT   13   75
CONECT   14   15   76   77
CONECT   15   16   16   22
CONECT   16   17   18
CONECT   17   78
CONECT   18   19   19   31
CONECT   19   20   23
CONECT   20   21   22   22
CONECT   21   79
CONECT   23   24   24   25
CONECT   25   26   26   30
CONECT   26   27   80
CONECT   27   28   28   81
CONECT   28   29   82
CONECT   29   30   30   83
CONECT   30   31
CONECT   31   32   32
CONECT   33   34   84   85
CONECT   34   35   62   86
CONECT   35   36   87
CONECT   36   37   37   38
CONECT   38   39
CONECT   39   40   88   89
CONECT   40   41   41   61
CONECT   41   42   90
CONECT   42   43   43   91
CONECT   43   44   60
CONECT   44   45   92
CONECT   45   46   46   47
CONECT   47   48
CONECT   48   49   58   93
CONECT   49   50
CONECT   50   51   54   94
CONECT   51   52   52   53
CONECT   53   95
CONECT   54   55   56   96
CONECT   55   97
CONECT   56   57   58   98
CONECT   57   99
CONECT   58   59  100
CONECT   59  101
CONECT   60   61   61  102
CONECT   61  103
CONECT   62   63  104
CONECT   63  105
END

HMDB0251599
     RDKit          3D
Dox-ga3
105111  0  0  0  0  0  0  0  0999 V2000
   -3.3123   -4.2519    1.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1076   -2.8631    2.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9706   -2.0204    1.6885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540   -1.5365    0.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3793   -0.3563    0.2309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2213   -0.4007   -0.8573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8318    0.7660   -1.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3658    2.0836   -1.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3767    3.0868   -1.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4422    2.5116   -2.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3851    1.8119   -2.5618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3997    3.8696   -2.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3106    4.6264   -2.4005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9256    2.0224    0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9932    0.9927    0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2839    1.1618    0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6872    2.3623    1.0437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2201    0.1156    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8667   -1.1121   -0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5581   -1.3006   -0.5519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1531   -2.4856   -1.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6615   -0.2335   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8977   -2.1357   -0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6398   -3.2657   -0.6721 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2881   -1.9208    0.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2320   -2.8960    0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5420   -2.7028    0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8540   -1.4545    1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9220   -0.4618    1.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6185   -0.6748    0.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5886    0.3385    0.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8701    1.4667    1.3289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2184   -1.2064    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033   -1.2518    1.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0131   -1.1893    1.0733 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7841   -0.0223    1.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2103    1.0674    1.4090 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031    0.0620    0.7355 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8538    1.2867    0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594    0.9884    0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1911    1.9733    0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5255    1.6435    0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9777    0.3624   -0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3101   -0.0302   -0.2710 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4131    0.8158   -0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2970    2.0365    0.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7116    0.3086   -0.4386 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8322    1.1682   -0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5484    1.2050   -1.5522 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8037    0.6699   -1.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8339   -0.8242   -1.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9711   -1.3677   -1.6214 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7384   -1.6226   -1.8094 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7202    1.1566   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7396    1.9839   -0.9342 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9316    1.7751    0.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4655    3.0417    0.2593 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6902    0.9067    0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0278   -0.4076    1.0155 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9732   -0.6274    0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6757   -0.3011    0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6599   -2.5215    2.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8939   -3.5817    1.6705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3775   -4.3200    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -4.3901    0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1815   -5.0618    2.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3520   -3.0225    3.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0028   -2.2397   -0.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1743   -1.3316   -1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1088    0.5775   -2.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7038    0.8704   -1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7554    2.8932   -1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3789    3.7585   -3.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3652    4.3726   -2.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6804    5.3748   -1.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3088    3.0397    0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1029    1.7186    0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0748    3.1367    1.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6159   -3.3052   -1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9758   -3.8543   -0.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2568   -3.5135    0.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8726   -1.2866    1.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1560    0.5089    1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8221   -1.9648   -0.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0823   -0.2332   -0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6844   -0.3450    2.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688   -2.0653    0.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7687    1.8761    1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4717    1.8609   -0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9264    2.9976    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2130    2.4810    0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4972   -1.0469   -0.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4337    2.2140   -0.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2871    1.0124   -2.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5570   -2.3215   -1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.2493    0.2692   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0850    1.5095   -1.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5065    1.8352    1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7339    3.7414    0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1335    1.2445    1.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4341   -0.9209    1.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3072   -1.6535   -0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9467   -1.1253    0.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2519   -2.3821    3.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775   -3.5506    0.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4,5-Trihydroxy-6-({[4-({[(3-hydroxy-2-methyl-6-{[3,5,12-trihydroxy-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)-C-hydroxycarbonimidoyl]oxy}methyl)phenyl]carbamoyl}oxy)oxane-2-carboxylate	HMDB

Chemical Formula

C₄₁H₄₂N₂O₂₀

Average Molecular Weight

882.781

Monoisotopic Molecular Weight

882.23309176

IUPAC Name

3,4,5-trihydroxy-6-({[4-({[(3-hydroxy-2-methyl-6-{[3,5,12-trihydroxy-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)carbamoyl]oxy}methyl)phenyl]carbamoyl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({[4-({[(3-hydroxy-2-methyl-6-{[3,5,12-trihydroxy-3-(2-hydroxyacetyl)-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy}oxan-4-yl)carbamoyl]oxy}methyl)phenyl]carbamoyl}oxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1OC(CC(NC(=O)OCC2=CC=C(NC(=O)OC3OC(C(O)C(O)C3O)C(O)=O)C=C2)C1O)OC1CC(O)(CC2=C(O)C3=C(C(O)=C12)C(=O)C1=CC=CC=C1C3=O)C(=O)CO

InChI Identifier

InChI=1S/C41H42N2O20/c1-15-28(46)21(43-39(56)59-14-16-6-8-17(9-7-16)42-40(57)63-38-35(53)33(51)34(52)36(62-38)37(54)55)10-24(60-15)61-22-12-41(58,23(45)13-44)11-20-25(22)32(50)27-26(31(20)49)29(47)18-4-2-3-5-19(18)30(27)48/h2-9,15,21-22,24,28,33-36,38,44,46,49-53,58H,10-14H2,1H3,(H,42,57)(H,43,56)(H,54,55)

InChI Key

ALCAACRZIHLRSJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthracyclines. These are polyketides containing a tetracenequinone ring structure with a sugar attached by glycosidic linkage.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Anthracyclines

Sub Class

Not Available

Direct Parent

Anthracyclines

Alternative Parents

Substituents

Anthracyclinone-skeleton
Anthracycline
Tetracenequinone
1,4-anthraquinone
9,10-anthraquinone
O-glucuronide
1-o-glucuronide
Anthracene
Glucuronic acid or derivatives
Phenylcarbamic acid ester
O-glycosyl compound
Glycosyl compound
Tetralin
Benzyloxycarbonyl
Aryl ketone
Beta-hydroxy acid
Benzenoid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Monocyclic benzene moiety
Vinylogous acid
Carbamic acid ester
Tertiary alcohol
Alpha-hydroxy ketone
Secondary alcohol
Carbonic acid derivative
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
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 (PMID: 31557052)

Process

Not Available

Role

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	0.64	ALOGPS
logP	1.59	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	354.7 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	207.83 m³·mol⁻¹	ChemAxon
Polarizability	87.19 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-2H]-	298.65	30932474
DeepCCS	[M+Na]+	272.883	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dox-ga3	CC1OC(CC(NC(=O)OCC2=CC=C(NC(=O)OC3OC(C(O)C(O)C3O)C(O)=O)C=C2)C1O)OC1CC(O)(CC2=C(O)C3=C(C(O)=C12)C(=O)C1=CC=CC=C1C3=O)C(=O)CO	6482.1	Standard polar	33892256
Dox-ga3	CC1OC(CC(NC(=O)OCC2=CC=C(NC(=O)OC3OC(C(O)C(O)C3O)C(O)=O)C=C2)C1O)OC1CC(O)(CC2=C(O)C3=C(C(O)=C12)C(=O)C1=CC=CC=C1C3=O)C(=O)CO	4657.7	Standard non polar	33892256
Dox-ga3	CC1OC(CC(NC(=O)OCC2=CC=C(NC(=O)OC3OC(C(O)C(O)C3O)C(O)=O)C=C2)C1O)OC1CC(O)(CC2=C(O)C3=C(C(O)=C12)C(=O)C1=CC=CC=C1C3=O)C(=O)CO	7487.6	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dox-ga3 10V, Positive-QTOF	splash10-0100-0109011020-ac00f2192ef3b386a157	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dox-ga3 20V, Positive-QTOF	splash10-05ea-0908100020-f9ca3059fc1919bb85a4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dox-ga3 40V, Positive-QTOF	splash10-008a-1619311430-2f7c9dafe3d2f639cd73	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dox-ga3 10V, Negative-QTOF	splash10-001v-0703679170-318b70174c1b07b1f581	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dox-ga3 20V, Negative-QTOF	splash10-000t-2904211040-4c7a0de45845936a9bac	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dox-ga3 40V, Negative-QTOF	splash10-05uu-5319000010-d4e1eaf90acd0da96c77	2021-10-12	Wishart Lab	View Spectrum

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

Not Available

METLIN ID

Not Available

PubChem Compound

156963357

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 Dox-ga3 (HMDB0251599)

MOL for HMDB0251599 (Dox-ga3)

3D MOL for HMDB0251599 (Dox-ga3)

3D SDF for HMDB0251599 (Dox-ga3)

3D-SDF for HMDB0251599 (Dox-ga3)

PDB for HMDB0251599 (Dox-ga3)

3D PDB for HMDB0251599 (Dox-ga3)

SMILES for HMDB0251599 (Dox-ga3)

INCHI for HMDB0251599 (Dox-ga3)

Structure for HMDB0251599 (Dox-ga3)

3D Structure for HMDB0251599 (Dox-ga3)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra