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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:04 UTC

HMDB ID

HMDB0015649

Secondary Accession Numbers

HMDB15649

Metabolite Identification

Common Name

Gadobutrol

Description

Gadobutrol, also known as gadavist or GD-do3a-butriol, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Gadobutrol is a drug which is used for diagnostic use only. indicated for adults and children age 2 and over for contrast enhancement during cranial and spinal mri, and for contrast-enhanced magnetic resonance angiography (ce-mra). gadobutrol is particularly suited for the detection of very small lesions and for the visualization of tumors that do not readily take up contrast media. it may be a desired agent when the exclusion or demonstration of an additional pathology may influence the choice of therapy or patient management. it may also be suitable for perfusion studies in the diagnosis of stroke, detection of focal cerebral ischemia, and in studies of tumor perfusion. . Based on a literature review a significant number of articles have been published on Gadobutrol.

Structure

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


  Mrv1652306061823102D          

 32 35  0  0  1  0            999 V2000
    8.3165   -7.4505    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    8.7290   -8.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5540   -8.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9665   -7.4505    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   12.0290   -8.1930    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8540   -8.1930    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.2665   -7.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6166   -7.4917    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    9.9665   -5.8005    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    9.5540   -5.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7290   -5.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3165   -5.8005    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.2665   -5.8005    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   12.8540   -5.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0290   -5.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6166   -5.8005    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   12.3178   -7.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3178   -6.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3790   -8.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2040   -8.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2240   -6.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2240   -7.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2040   -5.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3790   -5.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2665   -4.3979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3165   -8.8942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3165   -4.3979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6166   -8.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7915   -8.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2665   -8.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0916   -8.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8393   -6.5913    0.0000 Gd  0  5  0  0  0  0  0  0  0  0  0  0
 15 16  1  0  0  0  0
  3  4  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 16  1  0  0  0  0
  1  2  1  0  0  0  0
  4 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20  8  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 21 22  1  0  0  0  0
 22  4  1  0  0  0  0
  9 21  1  0  0  0  0
 11 12  1  0  0  0  0
  2  3  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24  9  1  0  0  0  0
  5  6  1  0  0  0  0
 14 25  2  0  0  0  0
  6  7  1  1  0  0  0
  5  8  1  6  0  0  0
  2 26  2  0  0  0  0
 13 14  1  0  0  0  0
 11 27  2  0  0  0  0
 14 15  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  1  0  0  0  0
  9 32  1  0  0  0  0
 32 16  1  0  0  0  0
  8 32  1  0  0  0  0
  4 32  1  0  0  0  0
M  CHG  8   1  -1   4   1   8   1   9   1  12  -1  13  -1  16   1  32  -1
M  END

HMDB0015649
     RDKit          3D
Gadobutrol
 63 66  0  0  0  0  0  0  0  0999 V2000
   -5.4952   -0.6832   -2.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8218   -0.3592   -1.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4892   -0.0045   -0.3963 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.3659   -0.3788   -1.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603   -0.0073   -0.3887 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.9728    1.3441   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9431    1.9405    0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156    2.1306    0.1170 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.7468    3.0361   -0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8861    4.4230   -0.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9507    4.7346    0.6952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9549    5.4861   -1.4183 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.4350    2.2664    0.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7990    1.0604    1.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3011    0.0376    0.8126 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.4977    0.3701    0.1229 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5584    0.9638    0.9977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9913    0.1710    2.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9514   -0.6389   -0.8705 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9390   -0.7520   -1.8681 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -0.3334   -1.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2969   -0.2490   -0.7994 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2404   -1.1974    1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1115   -1.7409    1.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7374   -2.0589    0.4189 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.1064   -3.1035   -0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -4.4454    0.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2089   -5.4239   -0.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9699   -4.6914    1.4019 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.1245   -2.1893    0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8684   -0.9415    0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4185   -0.0529   -0.8082 Gd  0  0  0  0  0  4  0  0  0  0  0  0
   -3.0746    0.4216   -2.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9537   -1.3157   -2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519    1.4276    0.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1911    1.8955   -1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3482    2.9531    1.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8973    1.3800    1.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5211    2.7741   -1.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2259    2.9581   -1.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1683    3.0272    1.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2139    2.7812    0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0778    0.7132    2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539    1.2928    2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1942    1.2537   -0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4392    1.3653    0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1333    1.9036    1.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9240   -0.1407    1.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0614   -1.6699   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1281   -0.1594   -2.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3887   -1.2222   -2.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1047    0.5144   -2.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0747   -0.7861   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6012   -0.9904    2.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9171   -1.9957    1.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0219   -2.7270    2.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7505   -1.1585    2.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5449   -3.0919   -1.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9691   -2.8403   -0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4577   -2.6046   -0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4584   -2.9386    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6498   -0.4937    1.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9387   -1.2394    0.7459 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 25 32  1  0
 31  5  1  0
 32  5  1  0
 32  8  1  0
 32 15  1  0
  4 33  1  0
  4 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  9 39  1  0
  9 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 16 45  1  6
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  1
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 26 58  1  0
 26 59  1  0
 30 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
M  CHG  8   3  -1   5   1   8   1  12  -1  15   1  25   1  29  -1  32  -1
M  END


  Mrv1652306061823102D          

 32 35  0  0  1  0            999 V2000
    8.3165   -7.4505    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    8.7290   -8.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5540   -8.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9665   -7.4505    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   12.0290   -8.1930    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8540   -8.1930    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.2665   -7.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6166   -7.4917    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    9.9665   -5.8005    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    9.5540   -5.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7290   -5.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3165   -5.8005    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.2665   -5.8005    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   12.8540   -5.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0290   -5.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6166   -5.8005    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   12.3178   -7.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3178   -6.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3790   -8.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2040   -8.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2240   -6.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2240   -7.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2040   -5.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3790   -5.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2665   -4.3979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3165   -8.8942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3165   -4.3979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6166   -8.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7915   -8.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2665   -8.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0916   -8.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8393   -6.5913    0.0000 Gd  0  5  0  0  0  0  0  0  0  0  0  0
 15 16  1  0  0  0  0
  3  4  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 16  1  0  0  0  0
  1  2  1  0  0  0  0
  4 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20  8  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 21 22  1  0  0  0  0
 22  4  1  0  0  0  0
  9 21  1  0  0  0  0
 11 12  1  0  0  0  0
  2  3  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24  9  1  0  0  0  0
  5  6  1  0  0  0  0
 14 25  2  0  0  0  0
  6  7  1  1  0  0  0
  5  8  1  6  0  0  0
  2 26  2  0  0  0  0
 13 14  1  0  0  0  0
 11 27  2  0  0  0  0
 14 15  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  1  0  0  0  0
  9 32  1  0  0  0  0
 32 16  1  0  0  0  0
  8 32  1  0  0  0  0
  4 32  1  0  0  0  0
M  CHG  8   1  -1   4   1   8   1   9   1  12  -1  13  -1  16   1  32  -1
M  END
> <DATABASE_ID>
HMDB0015649

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H](O)[C@H](CO)[N+]12CC[N+]3(CC([O-])=O)CC[N+]4(CC([O-])=O)CC[N+](CC([O-])=O)(CC1)[Gd-]234

> <INCHI_IDENTIFIER>
InChI=1S/C18H34N4O9.Gd/c23-12-14(15(25)13-24)22-7-5-20(10-17(28)29)3-1-19(9-16(26)27)2-4-21(6-8-22)11-18(30)31;/h14-15,23-25H,1-13H2,(H,26,27)(H,28,29)(H,30,31);/q;+3/p-3/t14-,15-;/m0./s1

> <INCHI_KEY>
ZPDFIIGFYAHNSK-YYLIZZNMSA-K

> <FORMULA>
C18H31GdN4O9

> <MOLECULAR_WEIGHT>
604.72

> <EXACT_MASS>
605.13321

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
45.38673786287328

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,7,10-tris(carboxymethyl)-1-[(2S,3R)-1,3,4-trihydroxybutan-2-yl]-1,4,7,10-tetraaza-13-gadolinatetracyclo[5.5.1.0^{4,13}.0^{10,13}]tridecane-1,4,7,10-tetraium-13-uide

> <ALOGPS_LOGP>
0.35

> <JCHEM_LOGP>
-4.570196765886983

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
1.5013825825545597

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9854243276330443

> <JCHEM_PKA_STRONGEST_BASIC>
-3.020261160383596

> <JCHEM_POLAR_SURFACE_AREA>
181.07999999999996

> <JCHEM_REFRACTIVITY>
143.46679999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,7,10-tris(carboxymethyl)-1-[(2S,3R)-1,3,4-trihydroxybutan-2-yl]-1,4,7,10-tetraaza-13-gadolinatetracyclo[5.5.1.0^{4,13}.0^{10,13}]tridecane-1,4,7,10-tetraium-13-uide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015649
     RDKit          3D
Gadobutrol
 63 66  0  0  0  0  0  0  0  0999 V2000
   -5.4952   -0.6832   -2.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8218   -0.3592   -1.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4892   -0.0045   -0.3963 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.3659   -0.3788   -1.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603   -0.0073   -0.3887 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.9728    1.3441   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9431    1.9405    0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156    2.1306    0.1170 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.7468    3.0361   -0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8861    4.4230   -0.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9507    4.7346    0.6952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9549    5.4861   -1.4183 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.4350    2.2664    0.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7990    1.0604    1.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3011    0.0376    0.8126 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.4977    0.3701    0.1229 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5584    0.9638    0.9977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9913    0.1710    2.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9514   -0.6389   -0.8705 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9390   -0.7520   -1.8681 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -0.3334   -1.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2969   -0.2490   -0.7994 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2404   -1.1974    1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1115   -1.7409    1.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7374   -2.0589    0.4189 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.1064   -3.1035   -0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -4.4454    0.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2089   -5.4239   -0.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9699   -4.6914    1.4019 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.1245   -2.1893    0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8684   -0.9415    0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4185   -0.0529   -0.8082 Gd  0  0  0  0  0  4  0  0  0  0  0  0
   -3.0746    0.4216   -2.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9537   -1.3157   -2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519    1.4276    0.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1911    1.8955   -1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3482    2.9531    1.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8973    1.3800    1.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5211    2.7741   -1.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2259    2.9581   -1.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1683    3.0272    1.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2139    2.7812    0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0778    0.7132    2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539    1.2928    2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1942    1.2537   -0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4392    1.3653    0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1333    1.9036    1.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9240   -0.1407    1.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0614   -1.6699   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1281   -0.1594   -2.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3887   -1.2222   -2.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1047    0.5144   -2.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0747   -0.7861   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6012   -0.9904    2.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9171   -1.9957    1.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0219   -2.7270    2.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7505   -1.1585    2.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5449   -3.0919   -1.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9691   -2.8403   -0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4577   -2.6046   -0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4584   -2.9386    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6498   -0.4937    1.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9387   -1.2394    0.7459 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 25 32  1  0
 31  5  1  0
 32  5  1  0
 32  8  1  0
 32 15  1  0
  4 33  1  0
  4 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  9 39  1  0
  9 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 16 45  1  6
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  1
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 26 58  1  0
 26 59  1  0
 30 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
M  CHG  8   3  -1   5   1   8   1  12  -1  15   1  25   1  29  -1  32  -1
M  END

HEADER    PROTEIN                                 06-JUN-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-JUN-18         0                                  
HETATM    1  O   UNK     0      15.524 -13.908   0.000  0.00  0.00           O-1
HETATM    2  C   UNK     0      16.294 -15.294   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.834 -15.294   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      18.604 -13.908   0.000  0.00  0.00           N+1
HETATM    5  C   UNK     0      22.454 -15.294   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.994 -15.294   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      24.764 -13.985   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      21.684 -13.985   0.000  0.00  0.00           N+1
HETATM    9  N   UNK     0      18.604 -10.828   0.000  0.00  0.00           N+1
HETATM   10  C   UNK     0      17.834  -9.519   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.294  -9.519   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      15.524 -10.828   0.000  0.00  0.00           O-1
HETATM   13  O   UNK     0      24.764 -10.828   0.000  0.00  0.00           O-1
HETATM   14  C   UNK     0      23.994  -9.519   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.454  -9.519   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      21.684 -10.828   0.000  0.00  0.00           N+1
HETATM   17  C   UNK     0      22.993 -13.215   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.993 -11.675   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.374 -15.294   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.914 -15.294   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.218 -11.598   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.218 -13.138   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      20.914  -9.519   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.374  -9.519   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      24.764  -8.209   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      15.524 -16.603   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      15.524  -8.209   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      21.684 -16.603   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      20.144 -16.680   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      24.764 -16.603   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      26.304 -16.680   0.000  0.00  0.00           O+0
HETATM   32 Gd   UNK     0      20.233 -12.304   0.000  0.00  0.00          Gd-1
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    4    2                                                       
CONECT    4    3   19   22   32                                             
CONECT    5    6    8   28                                                  
CONECT    6    5    7   30                                                  
CONECT    7    6                                                            
CONECT    8   17   20    5   32                                             
CONECT    9   10   21   24   32                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   27                                                  
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14   25   13   15                                                  
CONECT   15   16   14                                                       
CONECT   16   15   18   23   32                                             
CONECT   17    8   18                                                       
CONECT   18   17   16                                                       
CONECT   19    4   20                                                       
CONECT   20   19    8                                                       
CONECT   21   22    9                                                       
CONECT   22   21    4                                                       
CONECT   23   16   24                                                       
CONECT   24   23    9                                                       
CONECT   25   14                                                            
CONECT   26    2                                                            
CONECT   27   11                                                            
CONECT   28    5   29                                                       
CONECT   29   28                                                            
CONECT   30    6   31                                                       
CONECT   31   30                                                            
CONECT   32    9   16    8    4                                             
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0015649
HETATM    1  O1  UNL     1      -5.495  -0.683  -2.574  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.822  -0.359  -1.541  1.00  0.00           C  
HETATM    3  O2  UNL     1      -5.489  -0.005  -0.396  1.00  0.00           O1-
HETATM    4  C2  UNL     1      -3.366  -0.379  -1.617  1.00  0.00           C  
HETATM    5  N1  UNL     1      -2.760  -0.007  -0.389  1.00  0.00           N1+
HETATM    6  C3  UNL     1      -2.973   1.344  -0.086  1.00  0.00           C  
HETATM    7  C4  UNL     1      -1.943   1.941   0.776  1.00  0.00           C  
HETATM    8  N2  UNL     1      -0.716   2.131   0.117  1.00  0.00           N1+
HETATM    9  C5  UNL     1      -0.747   3.036  -0.965  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.886   4.423  -0.509  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.951   4.735   0.695  1.00  0.00           O  
HETATM   12  O4  UNL     1      -0.955   5.486  -1.418  1.00  0.00           O1-
HETATM   13  C7  UNL     1       0.435   2.266   0.939  1.00  0.00           C  
HETATM   14  C8  UNL     1       0.799   1.060   1.667  1.00  0.00           C  
HETATM   15  N3  UNL     1       1.301   0.038   0.813  1.00  0.00           N1+
HETATM   16  C9  UNL     1       2.498   0.370   0.123  1.00  0.00           C  
HETATM   17  C10 UNL     1       3.558   0.964   0.998  1.00  0.00           C  
HETATM   18  O5  UNL     1       3.991   0.171   2.026  1.00  0.00           O  
HETATM   19  C11 UNL     1       2.951  -0.639  -0.870  1.00  0.00           C  
HETATM   20  O6  UNL     1       1.939  -0.752  -1.868  1.00  0.00           O  
HETATM   21  C12 UNL     1       4.202  -0.333  -1.614  1.00  0.00           C  
HETATM   22  O7  UNL     1       5.297  -0.249  -0.799  1.00  0.00           O  
HETATM   23  C13 UNL     1       1.240  -1.197   1.496  1.00  0.00           C  
HETATM   24  C14 UNL     1      -0.111  -1.741   1.632  1.00  0.00           C  
HETATM   25  N4  UNL     1      -0.737  -2.059   0.419  1.00  0.00           N1+
HETATM   26  C15 UNL     1      -0.106  -3.103  -0.338  1.00  0.00           C  
HETATM   27  C16 UNL     1      -0.286  -4.445   0.228  1.00  0.00           C  
HETATM   28  O8  UNL     1       0.209  -5.424  -0.386  1.00  0.00           O  
HETATM   29  O9  UNL     1      -0.970  -4.691   1.402  1.00  0.00           O1-
HETATM   30  C17 UNL     1      -2.125  -2.189   0.392  1.00  0.00           C  
HETATM   31  C18 UNL     1      -2.868  -0.942   0.680  1.00  0.00           C  
HETATM   32 GD1  UNL     1      -0.419  -0.053  -0.808  1.00  0.00          GD1-
HETATM   33  H1  UNL     1      -3.075   0.422  -2.366  1.00  0.00           H  
HETATM   34  H2  UNL     1      -2.954  -1.316  -2.050  1.00  0.00           H  
HETATM   35  H3  UNL     1      -3.952   1.428   0.484  1.00  0.00           H  
HETATM   36  H4  UNL     1      -3.191   1.895  -1.031  1.00  0.00           H  
HETATM   37  H5  UNL     1      -2.348   2.953   1.089  1.00  0.00           H  
HETATM   38  H6  UNL     1      -1.897   1.380   1.723  1.00  0.00           H  
HETATM   39  H7  UNL     1      -1.521   2.774  -1.717  1.00  0.00           H  
HETATM   40  H8  UNL     1       0.226   2.958  -1.545  1.00  0.00           H  
HETATM   41  H9  UNL     1       0.168   3.027   1.740  1.00  0.00           H  
HETATM   42  H10 UNL     1       1.214   2.781   0.355  1.00  0.00           H  
HETATM   43  H11 UNL     1      -0.078   0.713   2.249  1.00  0.00           H  
HETATM   44  H12 UNL     1       1.554   1.293   2.434  1.00  0.00           H  
HETATM   45  H13 UNL     1       2.194   1.254  -0.546  1.00  0.00           H  
HETATM   46  H14 UNL     1       4.439   1.365   0.459  1.00  0.00           H  
HETATM   47  H15 UNL     1       3.133   1.904   1.477  1.00  0.00           H  
HETATM   48  H16 UNL     1       4.924  -0.141   1.926  1.00  0.00           H  
HETATM   49  H17 UNL     1       3.061  -1.670  -0.483  1.00  0.00           H  
HETATM   50  H18 UNL     1       2.128  -0.159  -2.615  1.00  0.00           H  
HETATM   51  H19 UNL     1       4.389  -1.222  -2.290  1.00  0.00           H  
HETATM   52  H20 UNL     1       4.105   0.514  -2.325  1.00  0.00           H  
HETATM   53  H21 UNL     1       6.075  -0.786  -1.114  1.00  0.00           H  
HETATM   54  H22 UNL     1       1.601  -0.990   2.553  1.00  0.00           H  
HETATM   55  H23 UNL     1       1.917  -1.996   1.150  1.00  0.00           H  
HETATM   56  H24 UNL     1       0.022  -2.727   2.189  1.00  0.00           H  
HETATM   57  H25 UNL     1      -0.751  -1.158   2.298  1.00  0.00           H  
HETATM   58  H26 UNL     1      -0.545  -3.092  -1.356  1.00  0.00           H  
HETATM   59  H27 UNL     1       0.969  -2.840  -0.446  1.00  0.00           H  
HETATM   60  H28 UNL     1      -2.458  -2.605  -0.569  1.00  0.00           H  
HETATM   61  H29 UNL     1      -2.458  -2.939   1.158  1.00  0.00           H  
HETATM   62  H30 UNL     1      -2.650  -0.494   1.666  1.00  0.00           H  
HETATM   63  H31 UNL     1      -3.939  -1.239   0.746  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5   33   34
CONECT    5    6   31   32
CONECT    6    7   35   36
CONECT    7    8   37   38
CONECT    8    9   13   32
CONECT    9   10   39   40
CONECT   10   11   11   12
CONECT   13   14   41   42
CONECT   14   15   43   44
CONECT   15   16   23   32
CONECT   16   17   19   45
CONECT   17   18   46   47
CONECT   18   48
CONECT   19   20   21   49
CONECT   20   50
CONECT   21   22   51   52
CONECT   22   53
CONECT   23   24   54   55
CONECT   24   25   56   57
CONECT   25   26   30   32
CONECT   26   27   58   59
CONECT   27   28   28   29
CONECT   30   31   60   61
CONECT   31   62   63
END

HMDB0015649
     RDKit          3D
Gadobutrol
 63 66  0  0  0  0  0  0  0  0999 V2000
   -5.4952   -0.6832   -2.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8218   -0.3592   -1.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4892   -0.0045   -0.3963 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.3659   -0.3788   -1.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603   -0.0073   -0.3887 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.9728    1.3441   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9431    1.9405    0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156    2.1306    0.1170 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.7468    3.0361   -0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8861    4.4230   -0.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9507    4.7346    0.6952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9549    5.4861   -1.4183 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.4350    2.2664    0.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7990    1.0604    1.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3011    0.0376    0.8126 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.4977    0.3701    0.1229 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5584    0.9638    0.9977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9913    0.1710    2.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9514   -0.6389   -0.8705 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9390   -0.7520   -1.8681 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -0.3334   -1.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2969   -0.2490   -0.7994 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2404   -1.1974    1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1115   -1.7409    1.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7374   -2.0589    0.4189 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.1064   -3.1035   -0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -4.4454    0.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2089   -5.4239   -0.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9699   -4.6914    1.4019 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.1245   -2.1893    0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8684   -0.9415    0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4185   -0.0529   -0.8082 Gd  0  0  0  0  0  4  0  0  0  0  0  0
   -3.0746    0.4216   -2.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9537   -1.3157   -2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519    1.4276    0.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1911    1.8955   -1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3482    2.9531    1.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8973    1.3800    1.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5211    2.7741   -1.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2259    2.9581   -1.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1683    3.0272    1.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2139    2.7812    0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0778    0.7132    2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539    1.2928    2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1942    1.2537   -0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4392    1.3653    0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1333    1.9036    1.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9240   -0.1407    1.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0614   -1.6699   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1281   -0.1594   -2.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3887   -1.2222   -2.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1047    0.5144   -2.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0747   -0.7861   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6012   -0.9904    2.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9171   -1.9957    1.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0219   -2.7270    2.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7505   -1.1585    2.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5449   -3.0919   -1.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9691   -2.8403   -0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4577   -2.6046   -0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4584   -2.9386    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6498   -0.4937    1.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9387   -1.2394    0.7459 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 25 32  1  0
 31  5  1  0
 32  5  1  0
 32  8  1  0
 32 15  1  0
  4 33  1  0
  4 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  9 39  1  0
  9 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 16 45  1  6
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  1
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 26 58  1  0
 26 59  1  0
 30 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
M  CHG  8   3  -1   5   1   8   1  12  -1  15   1  25   1  29  -1  32  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Gadavist	ChEBI
Gadobutrolum	ChEBI
Gadolinium-do3a-butriol	ChEBI
GD-DO3a-butriol	ChEBI

Chemical Formula

C₁₈H₃₁GdN₄O₉

Average Molecular Weight

604.72

Monoisotopic Molecular Weight

605.13321

IUPAC Name

4,7,10-tris(carboxymethyl)-1-[(2S,3R)-1,3,4-trihydroxybutan-2-yl]-1,4,7,10-tetraaza-13-gadolinatetracyclo[5.5.1.0^{4,13}.0^{10,13}]tridecane-1,4,7,10-tetraium-13-uide

Traditional Name

4,7,10-tris(carboxymethyl)-1-[(2S,3R)-1,3,4-trihydroxybutan-2-yl]-1,4,7,10-tetraaza-13-gadolinatetracyclo[5.5.1.0^{4,13}.0^{10,13}]tridecane-1,4,7,10-tetraium-13-uide

CAS Registry Number

138071-82-6

SMILES

OC[C@H](O)[C@H](CO)[N+]12CC[N+]3(CC([O-])=O)CC[N+]4(CC([O-])=O)CC[N+](CC([O-])=O)(CC1)[Gd-]234

InChI Identifier

InChI=1S/C18H34N4O9.Gd/c23-12-14(15(25)13-24)22-7-5-20(10-17(28)29)3-1-19(9-16(26)27)2-4-21(6-8-22)11-18(30)31;/h14-15,23-25H,1-13H2,(H,26,27)(H,28,29)(H,30,31);/q;+3/p-3/t14-,15-;/m0./s1

InChI Key

ZPDFIIGFYAHNSK-YYLIZZNMSA-K

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Tricarboxylic acid or derivatives
1,3-aminoalcohol
1,2-aminoalcohol
Carboxylic acid salt
Amino acid
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid
Polyol
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Primary alcohol
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Carbonyl group
Amine
Organopnictogen compound
Alcohol
Organic salt
Organic zwitterion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

gadolinium coordination entity (CHEBI:68841 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	35.2 g/L	ALOGPS
logP	0.35	ALOGPS
logP	-4.6	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	0.99	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	181.08 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	143.47 m³·mol⁻¹	ChemAxon
Polarizability	45.39 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	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
AllCCS	[M+H]+	201.0	32859911
AllCCS	[M+H-H2O]+	199.6	32859911
AllCCS	[M+NH4]+	202.2	32859911
AllCCS	[M+Na]+	202.5	32859911
AllCCS	[M-H]-	223.3	32859911
AllCCS	[M+Na-2H]-	223.3	32859911
AllCCS	[M+HCOO]-	223.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gadobutrol	OC[C@H](O)[C@H](CO)[N+]12CC[N+]3(CC([O-])=O)CC[N+]4(CC([O-])=O)CC[N+](CC([O-])=O)(CC1)[Gd-]234	3872.3	Standard polar	33892256
Gadobutrol	OC[C@H](O)[C@H](CO)[N+]12CC[N+]3(CC([O-])=O)CC[N+]4(CC([O-])=O)CC[N+](CC([O-])=O)(CC1)[Gd-]234	2799.4	Standard non polar	33892256
Gadobutrol	OC[C@H](O)[C@H](CO)[N+]12CC[N+]3(CC([O-])=O)CC[N+]4(CC([O-])=O)CC[N+](CC([O-])=O)(CC1)[Gd-]234	3671.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gadobutrol,1TMS,isomer #1	C[Si](C)(C)OC[C@H](O)[C@H](CO)[N+]12CC[N+]3(CC(=O)[O-])CC[N+]4(CC(=O)[O-])CC[N+](CC(=O)[O-])(CC1)[Gd-]432	3775.9	Semi standard non polar	33892256
Gadobutrol,1TMS,isomer #2	C[Si](C)(C)O[C@@H](CO)[C@H](CO)[N+]12CC[N+]3(CC(=O)[O-])CC[N+]4(CC(=O)[O-])CC[N+](CC(=O)[O-])(CC1)[Gd-]432	3778.0	Semi standard non polar	33892256
Gadobutrol,1TMS,isomer #3	C[Si](C)(C)OC[C@@H]([C@@H](O)CO)[N+]12CC[N+]3(CC(=O)[O-])CC[N+]4(CC(=O)[O-])CC[N+](CC(=O)[O-])(CC1)[Gd-]432	3787.0	Semi standard non polar	33892256
Gadobutrol,2TMS,isomer #1	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)[C@H](CO)[N+]12CC[N+]3(CC(=O)[O-])CC[N+]4(CC(=O)[O-])CC[N+](CC(=O)[O-])(CC1)[Gd-]432	3818.8	Semi standard non polar	33892256
Gadobutrol,2TMS,isomer #2	C[Si](C)(C)OC[C@@H]([C@@H](O)CO[Si](C)(C)C)[N+]12CC[N+]3(CC(=O)[O-])CC[N+]4(CC(=O)[O-])CC[N+](CC(=O)[O-])(CC1)[Gd-]432	3821.8	Semi standard non polar	33892256
Gadobutrol,2TMS,isomer #3	C[Si](C)(C)OC[C@@H]([C@H](CO)O[Si](C)(C)C)[N+]12CC[N+]3(CC(=O)[O-])CC[N+]4(CC(=O)[O-])CC[N+](CC(=O)[O-])(CC1)[Gd-]432	3825.4	Semi standard non polar	33892256
Gadobutrol,3TMS,isomer #1	C[Si](C)(C)OC[C@@H]([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)[N+]12CC[N+]3(CC(=O)[O-])CC[N+]4(CC(=O)[O-])CC[N+](CC(=O)[O-])(CC1)[Gd-]432	3857.9	Semi standard non polar	33892256
Gadobutrol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](O)[C@H](CO)[N+]12CC[N+]3(CC(=O)[O-])CC[N+]4(CC(=O)[O-])CC[N+](CC(=O)[O-])(CC1)[Gd-]432	3962.3	Semi standard non polar	33892256
Gadobutrol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H](CO)[C@H](CO)[N+]12CC[N+]3(CC(=O)[O-])CC[N+]4(CC(=O)[O-])CC[N+](CC(=O)[O-])(CC1)[Gd-]432	3973.0	Semi standard non polar	33892256
Gadobutrol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H]([C@@H](O)CO)[N+]12CC[N+]3(CC(=O)[O-])CC[N+]4(CC(=O)[O-])CC[N+](CC(=O)[O-])(CC1)[Gd-]432	3982.5	Semi standard non polar	33892256
Gadobutrol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CO)[N+]12CC[N+]3(CC(=O)[O-])CC[N+]4(CC(=O)[O-])CC[N+](CC(=O)[O-])(CC1)[Gd-]432	4251.1	Semi standard non polar	33892256
Gadobutrol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@@H]([C@@H](O)CO[Si](C)(C)C(C)(C)C)[N+]12CC[N+]3(CC(=O)[O-])CC[N+]4(CC(=O)[O-])CC[N+](CC(=O)[O-])(CC1)[Gd-]432	4251.6	Semi standard non polar	33892256
Gadobutrol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H]([C@H](CO)O[Si](C)(C)C(C)(C)C)[N+]12CC[N+]3(CC(=O)[O-])CC[N+]4(CC(=O)[O-])CC[N+](CC(=O)[O-])(CC1)[Gd-]432	4244.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS (Non-derivatized) - 70eV, Positive	splash10-08gi-4109200000-e2cb64efbe4b4b47d094	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gadobutrol GC-MS ("Gadobutrol,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-20	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gadobutrol 10V, Positive-QTOF	splash10-0a4i-0000009000-507dd19cefde61a65bf1	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gadobutrol 20V, Positive-QTOF	splash10-0a4i-0000009000-507dd19cefde61a65bf1	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gadobutrol 40V, Positive-QTOF	splash10-0a4i-0000009000-507dd19cefde61a65bf1	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gadobutrol 10V, Negative-QTOF	splash10-0udi-0000009000-34a68572af4e725b315b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gadobutrol 20V, Negative-QTOF	splash10-0udi-0000009000-34a68572af4e725b315b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gadobutrol 40V, Negative-QTOF	splash10-0udi-0000009000-34a68572af4e725b315b	2019-02-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB06703	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB06703	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB06703

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28533281

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Gadobutrol

METLIN ID

Not Available

PubChem Compound

12041444

PDB ID

Not Available

ChEBI ID

68841

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

Kunnemeyer J, Terborg L, Nowak S, Scheffer A, Telgmann L, Tokmak F, Gunsel A, Wiesmuller G, Reichelt S, Karst U: Speciation analysis of gadolinium-based MRI contrast agents in blood plasma by hydrophilic interaction chromatography/electrospray mass spectrometry. Anal Chem. 2008 Nov 1;80(21):8163-70. doi: 10.1021/ac801264j. Epub 2008 Sep 27. [PubMed:18821778 ]
Wack C, Steger-Hartmann T, Mylecraine L, Hofmeister R: Toxicological safety evaluation of gadobutrol. Invest Radiol. 2012 Nov;47(11):611-23. doi: 10.1097/RLI.0b013e318263f128. [PubMed:23011188 ]
Scott LJ: Gadobutrol: a review of its use for contrast-enhanced magnetic resonance imaging in adults and children. Clin Drug Investig. 2013 Apr;33(4):303-14. doi: 10.1007/s40261-013-0066-0. [PubMed:23435930 ]

Showing metabocard for Gadobutrol (HMDB0015649)

MOL for HMDB0015649 (Gadobutrol)

3D MOL for HMDB0015649 (Gadobutrol)

3D SDF for HMDB0015649 (Gadobutrol)

3D-SDF for HMDB0015649 (Gadobutrol)

PDB for HMDB0015649 (Gadobutrol)

3D PDB for HMDB0015649 (Gadobutrol)

SMILES for HMDB0015649 (Gadobutrol)

INCHI for HMDB0015649 (Gadobutrol)

Structure for HMDB0015649 (Gadobutrol)

3D Structure for HMDB0015649 (Gadobutrol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra