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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:35 UTC

HMDB ID

HMDB0014370

Secondary Accession Numbers

HMDB14370

Metabolite Identification

Common Name

Gadodiamide

Description

Gadodiamide is only found in individuals that have used or taken this drug. It is a gadolinium based contrast agent used in MR imaging procedures to assist in the visualization of blood vessels. It is commonly marketed under the trade name Omniscan. [Wikipedia ]Based on the behavior of protons when placed in a strong magnetic field, which is interpreted and transformed into images by magnetic resonance (MR) instruments. Paramagnetic agents have unpaired electrons that generate a magnetic field about 700 times larger than the proton's field, thus disturbing the proton's local magnetic field. When the local magnetic field around a proton is disturbed, its relaxation process is altered. MR images are based on proton density and proton relaxation dynamics. MR instruments can record 2 different relaxation processes, the T1 (spin-lattice or longitudinal relaxation time) and the T2 (spin-spin or transverse relaxation time). In magnetic resonance imaging (MRI), visualization of normal and pathological brain tissue depends in part on variations in the radiofrequency signal intensity that occur with changes in proton density, alteration of the T1, and variation in the T2. When placed in a magnetic field, gadodiamide shortens both the T1 and the T2 relaxation times in tissues where it accumulates. At clinical doses, gadodiamide primarily affects the T1 relaxation time, thus producing an increase in signal intensity. Gadodiamide does not cross the intact blood-brain barrier; therefore, it does not accumulate in normal brain tissue or in central nervous system (CNS) lesions that have not caused an abnormal blood-brain barrier (e.g., cysts, mature post-operative scars). Abnormal vascularity or disruption of the blood-brain barrier allows accumulation of gadodiamide in lesions such as neoplasms, abscesses, and subacute infarcts.

Structure

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

  Mrv1652306071802222D          

 30 36  0  0  0  0            999 V2000
   -1.0411   -0.0369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4531   -0.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4085   -0.3851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9143   -0.7739    0.0000 Gd  0  5  0  0  0  0  0  0  0  0  0  0
    1.3073   -0.1724    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    1.9302   -0.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4140   -1.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888   -1.4603    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.1397   -0.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1972    0.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4545   -0.0410    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.4702   -0.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6271   -1.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1259   -1.4251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3293   -1.5509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9514    0.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365    0.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7068   -0.4282    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.5176   -0.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5760   -1.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6299   -1.2161    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    3.2169   -1.5291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -1.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1624   -1.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339   -2.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9916   -2.8513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9319   -1.7706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2955   -1.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7350   -0.7635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0788   -0.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  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
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  0  0  0  0
 13 15  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  4 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  4 27  1  0  0  0  0
  8 28  1  0  0  0  0
  2 28  1  0  0  0  0
  6 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  CHG  6   4  -1   5   1   8   1  11   1  18   1  21   1
M  END

HMDB0014370
     RDKit          3D
Gadodiamide
 56 62  0  0  0  0  0  0  0  0999 V2000
   -2.4416    3.8605    1.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9443    2.5398    1.4090 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0971    1.4171    1.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0043    1.3964    0.5503 O   0  0  0  0  0  3  0  0  0  0  0  0
    0.0378   -0.2547    0.0618 Gd  0  0  0  0  0  8  0  0  0  0  0  0
    1.5627   -1.4436    0.8709 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5198   -2.6653    0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732   -3.5147    0.8374 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3807   -3.1191   -0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1397   -2.0454   -0.7904 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.4834   -2.3412   -1.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955   -1.9013    0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6212   -0.8918    0.8851 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3592   -1.4949    2.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5160   -0.6207    2.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132   -0.4225    4.1686 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4070   -0.0967    2.1350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007    0.0859    1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394   -2.0490   -2.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5466   -1.1426   -2.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3148    0.0007   -1.4274 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.9221    1.0873   -2.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4242    0.8176   -2.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9356    0.8761   -3.7226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9397    0.5444   -1.4547 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617    0.4647   -1.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477    1.3396    0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4022    2.3504    0.2860 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334    3.2836    1.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850    1.1948    0.6145 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.8109    4.3510    0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8107    4.4983    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3169    3.9215    1.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8628    2.3296    1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6827   -3.8647   -0.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3139   -3.7743    0.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8350   -1.8173   -1.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5618   -3.3933   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2479   -1.6340   -0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855   -2.8453    0.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4020   -1.5309    2.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0939   -2.5593    2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0847   -0.0414    2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4498   -0.0085    0.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7469   -3.0802   -2.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178   -1.7877   -2.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4939   -1.6646   -1.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -0.8391   -3.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0384    2.0820   -1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5704    0.9653   -3.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2514   -0.3848   -0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0632    0.8746   -1.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2163    2.3724   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963    2.7379    2.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4818    4.0630    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2109    3.7744    1.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 13 18  1  0
 10 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 21 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
 18  3  1  0
 10  5  1  0
 13  5  1  0
 17  5  1  0
 21  5  1  0
 25  5  1  0
 30  5  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  9 35  1  0
  9 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 26 51  1  0
 26 52  1  0
 28 53  1  0
 29 54  1  0
 29 55  1  0
 29 56  1  0
M  CHG  6   4   1   5  -1  10   1  13   1  21   1  30   1
M  END

  Mrv1652306071802222D          

 30 36  0  0  0  0            999 V2000
   -1.0411   -0.0369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4531   -0.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4085   -0.3851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9143   -0.7739    0.0000 Gd  0  5  0  0  0  0  0  0  0  0  0  0
    1.3073   -0.1724    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    1.9302   -0.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4140   -1.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888   -1.4603    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.1397   -0.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1972    0.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4545   -0.0410    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.4702   -0.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6271   -1.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1259   -1.4251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3293   -1.5509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9514    0.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365    0.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7068   -0.4282    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.5176   -0.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5760   -1.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6299   -1.2161    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    3.2169   -1.5291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -1.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1624   -1.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339   -2.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9916   -2.8513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9319   -1.7706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2955   -1.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7350   -0.7635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0788   -0.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  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
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  0  0  0  0
 13 15  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  4 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  4 27  1  0  0  0  0
  8 28  1  0  0  0  0
  2 28  1  0  0  0  0
  6 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  CHG  6   4  -1   5   1   8   1  11   1  18   1  21   1
M  END
> <DATABASE_ID>
HMDB0014370

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1O[Gd-]234567[O+]=C(C[N+]2(CC[N+]3(CC(O4)=O)CC[N+]5(CC(=[O+]6)NC)CC(=O)O7)C1)NC

> <INCHI_IDENTIFIER>
InChI=1S/C16H29N5O8.Gd/c1-17-12(22)7-20(10-15(26)27)5-3-19(9-14(24)25)4-6-21(11-16(28)29)8-13(23)18-2;/h3-11H2,1-2H3,(H,17,22)(H,18,23)(H,24,25)(H,26,27)(H,28,29);/q;+7/p-3

> <INCHI_KEY>
KMRGYWHCSOXZMG-UHFFFAOYSA-K

> <FORMULA>
C16H26GdN5O8

> <MOLECULAR_WEIGHT>
573.66

> <EXACT_MASS>
574.10005

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
40.750512236958855

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,13-bis(methylamino)-16,19,22-trioxo-2lambda4,14lambda4,15,20,23-pentaoxa-5lambda5,8lambda5,11lambda5-triaza-1-gadolinaheptacyclo[6.6.3.3^{1,5}.3^{1,11}.0^{1,5}.0^{1,8}.0^{1,11}]tricosa-2,13-diene-2,5,8,11,14-pentakis(ylium)-1-uide

> <JCHEM_LOGP>
-5.144022574415237

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
4

> <JCHEM_PKA>
11.224498353926084

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.626017771935661

> <JCHEM_PKA_STRONGEST_BASIC>
-4.966769730387722

> <JCHEM_POLAR_SURFACE_AREA>
171.23999999999998

> <JCHEM_REFRACTIVITY>
122.2543

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3,13-bis(methylamino)-16,19,22-trioxo-2lambda4,14lambda4,15,20,23-pentaoxa-5lambda5,8lambda5,11lambda5-triaza-1-gadolinaheptacyclo[6.6.3.3^{1,5}.3^{1,11}.0^{1,5}.0^{1,8}.0^{1,11}]tricosa-2,13-diene-2,5,8,11,14-pentakis(ylium)-1-uide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014370
     RDKit          3D
Gadodiamide
 56 62  0  0  0  0  0  0  0  0999 V2000
   -2.4416    3.8605    1.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9443    2.5398    1.4090 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0971    1.4171    1.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0043    1.3964    0.5503 O   0  0  0  0  0  3  0  0  0  0  0  0
    0.0378   -0.2547    0.0618 Gd  0  0  0  0  0  8  0  0  0  0  0  0
    1.5627   -1.4436    0.8709 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5198   -2.6653    0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732   -3.5147    0.8374 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3807   -3.1191   -0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1397   -2.0454   -0.7904 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.4834   -2.3412   -1.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955   -1.9013    0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6212   -0.8918    0.8851 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3592   -1.4949    2.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5160   -0.6207    2.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132   -0.4225    4.1686 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4070   -0.0967    2.1350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007    0.0859    1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394   -2.0490   -2.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5466   -1.1426   -2.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3148    0.0007   -1.4274 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.9221    1.0873   -2.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4242    0.8176   -2.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9356    0.8761   -3.7226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9397    0.5444   -1.4547 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617    0.4647   -1.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477    1.3396    0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4022    2.3504    0.2860 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334    3.2836    1.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850    1.1948    0.6145 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.8109    4.3510    0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8107    4.4983    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3169    3.9215    1.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8628    2.3296    1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6827   -3.8647   -0.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3139   -3.7743    0.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8350   -1.8173   -1.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5618   -3.3933   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2479   -1.6340   -0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855   -2.8453    0.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4020   -1.5309    2.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0939   -2.5593    2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0847   -0.0414    2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4498   -0.0085    0.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7469   -3.0802   -2.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178   -1.7877   -2.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4939   -1.6646   -1.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -0.8391   -3.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0384    2.0820   -1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5704    0.9653   -3.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2514   -0.3848   -0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0632    0.8746   -1.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2163    2.3724   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963    2.7379    2.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4818    4.0630    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2109    3.7744    1.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 13 18  1  0
 10 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 21 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
 18  3  1  0
 10  5  1  0
 13  5  1  0
 17  5  1  0
 21  5  1  0
 25  5  1  0
 30  5  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  9 35  1  0
  9 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 26 51  1  0
 26 52  1  0
 28 53  1  0
 29 54  1  0
 29 55  1  0
 29 56  1  0
M  CHG  6   4   1   5  -1  10   1  13   1  21   1  30   1
M  END

HEADER    PROTEIN                                 07-JUN-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JUN-18         0                                  
HETATM    1  O   UNK     0      -1.943  -0.069   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.846  -1.303   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.763  -0.719   0.000  0.00  0.00           O+0
HETATM    4 Gd   UNK     0       1.707  -1.445   0.000  0.00  0.00          Gd-1
HETATM    5  O   UNK     0       2.440  -0.322   0.000  0.00  0.00           O+1
HETATM    6  C   UNK     0       3.603  -1.551   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.639  -2.991   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.912  -2.726   0.000  0.00  0.00           N+1
HETATM    9  C   UNK     0      -0.261  -1.514   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.368   0.153   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.848  -0.077   0.000  0.00  0.00           N+1
HETATM   12  C   UNK     0      -0.878  -0.633   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.171  -2.151   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.235  -2.660   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.481  -2.895   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.776   1.217   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.242   0.797   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       3.186  -0.799   0.000  0.00  0.00           N+1
HETATM   19  C   UNK     0       4.699  -0.515   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.809  -1.937   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.043  -2.270   0.000  0.00  0.00           O+1
HETATM   22  N   UNK     0       6.005  -2.854   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       7.397  -2.277   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.037  -2.578   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.237  -3.894   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.718  -5.322   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.740  -3.305   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.552  -2.366   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       5.105  -1.425   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       5.747  -0.061   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8   11                                             
CONECT    4   14   18   21   27                         
CONECT    5    4    6                                                       
CONECT    6    5    7   29                                                  
CONECT    7    6    8                                                       
CONECT    8    7    4    9   28                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    4   12   16                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13    4                                                       
CONECT   15   13                                                            
CONECT   16   11   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    4   19   24                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20    4                                                       
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   18   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    4                                                       
CONECT   28    8    2                                                       
CONECT   29    6   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   72    0
END

COMPND    HMDB0014370
HETATM    1  C1  UNL     1      -2.442   3.860   1.262  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.944   2.540   1.409  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.097   1.417   1.004  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.004   1.396   0.550  1.00  0.00           O1+
HETATM    5 GD1  UNL     1       0.038  -0.255   0.062  1.00  0.00          GD1-
HETATM    6  O2  UNL     1       1.563  -1.444   0.871  1.00  0.00           O  
HETATM    7  C3  UNL     1       1.520  -2.665   0.568  1.00  0.00           C  
HETATM    8  O3  UNL     1       2.473  -3.515   0.837  1.00  0.00           O  
HETATM    9  C4  UNL     1       0.381  -3.119  -0.093  1.00  0.00           C  
HETATM   10  N2  UNL     1      -0.140  -2.045  -0.790  1.00  0.00           N1+
HETATM   11  C5  UNL     1      -1.483  -2.341  -1.014  1.00  0.00           C  
HETATM   12  C6  UNL     1      -2.195  -1.901   0.149  1.00  0.00           C  
HETATM   13  N3  UNL     1      -1.621  -0.892   0.885  1.00  0.00           N1+
HETATM   14  C7  UNL     1      -1.359  -1.495   2.172  1.00  0.00           C  
HETATM   15  C8  UNL     1      -0.516  -0.621   2.890  1.00  0.00           C  
HETATM   16  O4  UNL     1      -0.713  -0.422   4.169  1.00  0.00           O  
HETATM   17  O5  UNL     1       0.407  -0.097   2.135  1.00  0.00           O  
HETATM   18  C9  UNL     1      -2.601   0.086   1.137  1.00  0.00           C  
HETATM   19  C10 UNL     1       0.439  -2.049  -2.117  1.00  0.00           C  
HETATM   20  C11 UNL     1       1.547  -1.143  -2.230  1.00  0.00           C  
HETATM   21  N4  UNL     1       1.315   0.001  -1.427  1.00  0.00           N1+
HETATM   22  C12 UNL     1       0.922   1.087  -2.306  1.00  0.00           C  
HETATM   23  C13 UNL     1      -0.424   0.818  -2.540  1.00  0.00           C  
HETATM   24  O6  UNL     1      -0.936   0.876  -3.723  1.00  0.00           O  
HETATM   25  O7  UNL     1      -0.940   0.544  -1.455  1.00  0.00           O  
HETATM   26  C14 UNL     1       2.562   0.465  -1.040  1.00  0.00           C  
HETATM   27  C15 UNL     1       2.348   1.340   0.039  1.00  0.00           C  
HETATM   28  N5  UNL     1       3.402   2.350   0.286  1.00  0.00           N  
HETATM   29  C16 UNL     1       3.233   3.284   1.375  1.00  0.00           C  
HETATM   30  O8  UNL     1       1.385   1.195   0.614  1.00  0.00           O1+
HETATM   31  H1  UNL     1      -2.811   4.351   0.329  1.00  0.00           H  
HETATM   32  H2  UNL     1      -2.811   4.498   2.109  1.00  0.00           H  
HETATM   33  H3  UNL     1      -1.317   3.921   1.286  1.00  0.00           H  
HETATM   34  H4  UNL     1      -3.863   2.330   1.784  1.00  0.00           H  
HETATM   35  H5  UNL     1       0.683  -3.865  -0.921  1.00  0.00           H  
HETATM   36  H6  UNL     1      -0.314  -3.774   0.487  1.00  0.00           H  
HETATM   37  H7  UNL     1      -1.835  -1.817  -1.959  1.00  0.00           H  
HETATM   38  H8  UNL     1      -1.562  -3.393  -1.238  1.00  0.00           H  
HETATM   39  H9  UNL     1      -3.248  -1.634  -0.225  1.00  0.00           H  
HETATM   40  H10 UNL     1      -2.485  -2.845   0.729  1.00  0.00           H  
HETATM   41  H11 UNL     1      -2.402  -1.531   2.641  1.00  0.00           H  
HETATM   42  H12 UNL     1      -1.094  -2.559   2.158  1.00  0.00           H  
HETATM   43  H13 UNL     1      -3.085  -0.041   2.127  1.00  0.00           H  
HETATM   44  H14 UNL     1      -3.450  -0.008   0.381  1.00  0.00           H  
HETATM   45  H15 UNL     1       0.747  -3.080  -2.378  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.318  -1.788  -2.920  1.00  0.00           H  
HETATM   47  H17 UNL     1       2.494  -1.665  -1.906  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.723  -0.839  -3.267  1.00  0.00           H  
HETATM   49  H19 UNL     1       1.038   2.082  -1.819  1.00  0.00           H  
HETATM   50  H20 UNL     1       1.570   0.965  -3.179  1.00  0.00           H  
HETATM   51  H21 UNL     1       3.251  -0.385  -0.670  1.00  0.00           H  
HETATM   52  H22 UNL     1       3.063   0.875  -1.942  1.00  0.00           H  
HETATM   53  H23 UNL     1       4.216   2.372  -0.305  1.00  0.00           H  
HETATM   54  H24 UNL     1       2.996   2.738   2.318  1.00  0.00           H  
HETATM   55  H25 UNL     1       2.482   4.063   1.145  1.00  0.00           H  
HETATM   56  H26 UNL     1       4.211   3.774   1.554  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34
CONECT    3    4    4   18
CONECT    4    5
CONECT    5    6   10   13   17
CONECT    5   21   25   30
CONECT    6    7
CONECT    7    8    8    9
CONECT    9   10   35   36
CONECT   10   11   19
CONECT   11   12   37   38
CONECT   12   13   39   40
CONECT   13   14   18
CONECT   14   15   41   42
CONECT   15   16   16   17
CONECT   18   43   44
CONECT   19   20   45   46
CONECT   20   21   47   48
CONECT   21   22   26
CONECT   22   23   49   50
CONECT   23   24   24   25
CONECT   26   27   51   52
CONECT   27   28   30   30
CONECT   28   29   53
CONECT   29   54   55   56
END

HMDB0014370
     RDKit          3D
Gadodiamide
 56 62  0  0  0  0  0  0  0  0999 V2000
   -2.4416    3.8605    1.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9443    2.5398    1.4090 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0971    1.4171    1.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0043    1.3964    0.5503 O   0  0  0  0  0  3  0  0  0  0  0  0
    0.0378   -0.2547    0.0618 Gd  0  0  0  0  0  8  0  0  0  0  0  0
    1.5627   -1.4436    0.8709 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5198   -2.6653    0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732   -3.5147    0.8374 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3807   -3.1191   -0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1397   -2.0454   -0.7904 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.4834   -2.3412   -1.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955   -1.9013    0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6212   -0.8918    0.8851 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3592   -1.4949    2.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5160   -0.6207    2.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132   -0.4225    4.1686 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4070   -0.0967    2.1350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007    0.0859    1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394   -2.0490   -2.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5466   -1.1426   -2.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3148    0.0007   -1.4274 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.9221    1.0873   -2.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4242    0.8176   -2.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9356    0.8761   -3.7226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9397    0.5444   -1.4547 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617    0.4647   -1.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477    1.3396    0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4022    2.3504    0.2860 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334    3.2836    1.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850    1.1948    0.6145 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.8109    4.3510    0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8107    4.4983    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3169    3.9215    1.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8628    2.3296    1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6827   -3.8647   -0.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3139   -3.7743    0.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8350   -1.8173   -1.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5618   -3.3933   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2479   -1.6340   -0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855   -2.8453    0.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4020   -1.5309    2.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0939   -2.5593    2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0847   -0.0414    2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4498   -0.0085    0.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7469   -3.0802   -2.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178   -1.7877   -2.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4939   -1.6646   -1.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -0.8391   -3.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0384    2.0820   -1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5704    0.9653   -3.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2514   -0.3848   -0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0632    0.8746   -1.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2163    2.3724   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963    2.7379    2.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4818    4.0630    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2109    3.7744    1.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 13 18  1  0
 10 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 21 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
 18  3  1  0
 10  5  1  0
 13  5  1  0
 17  5  1  0
 21  5  1  0
 25  5  1  0
 30  5  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  9 35  1  0
  9 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 26 51  1  0
 26 52  1  0
 28 53  1  0
 29 54  1  0
 29 55  1  0
 29 56  1  0
M  CHG  6   4   1   5  -1  10   1  13   1  21   1  30   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Gadolinium 5,8-bis(carboxylatomethyl)-11-[2-(methylamino)-2-oxoethyl]-3-oxo-2,5,8,11-tetraazatridecan-13-Oate	HMDB
Gadolinium [bis(2-{(carboxylatomethyl)[2-(methylamino)-2-oxoethyl]amino}ethyl)amino]acetate	HMDB
Gadolinium 5,8-bis(carboxylatomethyl)-11-[2-(methylamino)-2-oxoethyl]-3-oxo-2,5,8,11-tetraazatridecan-13-Oic acid	HMDB
2-[Bis[2-[carboxylatomethyl-[2-(methylamino)-2-oxoethyl]amino]ethyl]amino]acetic acid;gadolinium(3+)	HMDB
Gadolinium [bis(2-{(carboxylatomethyl)[2-(methylamino)-2-oxoethyl]amino}ethyl)amino]acetic acid	HMDB
Amersham brand OF gadodiamide	HMDB
GD-DTPA bis-(methylamide)	HMDB
GD-DTPA-bma	HMDB
Nycomed brand OF gadodiamide	HMDB
Omniscan	HMDB
Omniscan unique softpack	HMDB
Sanofi winthrop brand OF gadodiamide	HMDB
Gadolinium(7+) ion 2-[bis({2-[(carboxymethyl)[(methylcarboximidato)methyl]amino]ethyl})amino]acetic acid	HMDB

Chemical Formula

C₁₆H₂₆GdN₅O₈

Average Molecular Weight

573.66

Monoisotopic Molecular Weight

574.10005

IUPAC Name

3,13-bis(methylamino)-16,19,22-trioxo-2lambda4,14lambda4,15,20,23-pentaoxa-5lambda5,8lambda5,11lambda5-triaza-1-gadolinaheptacyclo[6.6.3.3^{1,5}.3^{1,11}.0^{1,5}.0^{1,8}.0^{1,11}]tricosa-2,13-diene-2,5,8,11,14-pentakis(ylium)-1-uide

Traditional Name

CAS Registry Number

122795-43-1

SMILES

O=C1O[Gd-]234567[O+]=C(C[N+]2(CC[N+]3(CC(O4)=O)CC[N+]5(CC(=[O+]6)NC)CC(=O)O7)C1)NC

InChI Identifier

InChI=1S/C16H29N5O8.Gd/c1-17-12(22)7-20(10-15(26)27)5-3-19(9-14(24)25)4-6-21(11-16(28)29)8-13(23)18-2;/h3-11H2,1-2H3,(H,17,22)(H,18,23)(H,24,25)(H,26,27)(H,28,29);/q;+7/p-3

InChI Key

KMRGYWHCSOXZMG-UHFFFAOYSA-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
Amino acid
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid salt
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Organic cation
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Source

Exogenous

Exogenous (HMDB: HMDB0014370)

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
logP	-5.1	ChemAxon
pKa (Strongest Acidic)	10.63	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	4	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	171.24 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	122.25 m³·mol⁻¹	ChemAxon
Polarizability	40.75 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	198.4	32859911
AllCCS	[M+H-H2O]+	197.3	32859911
AllCCS	[M+NH4]+	199.3	32859911
AllCCS	[M+Na]+	199.6	32859911
AllCCS	[M-H]-	223.7	32859911
AllCCS	[M+Na-2H]-	223.9	32859911
AllCCS	[M+HCOO]-	224.1	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gadodiamide,1TMS,isomer #1	CNC1=[O+][Gd-]234567OC(=O)C[N+]2(CC[N+]3(CC(=O)O4)C1)CC[N+]5(CC(=O)O6)CC(N(C)[Si](C)(C)C)=[O+]7	4080.5	Semi standard non polar	33892256
Gadodiamide,1TMS,isomer #1	CNC1=[O+][Gd-]234567OC(=O)C[N+]2(CC[N+]3(CC(=O)O4)C1)CC[N+]5(CC(=O)O6)CC(N(C)[Si](C)(C)C)=[O+]7	3607.8	Standard non polar	33892256
Gadodiamide,1TMS,isomer #1	CNC1=[O+][Gd-]234567OC(=O)C[N+]2(CC[N+]3(CC(=O)O4)C1)CC[N+]5(CC(=O)O6)CC(N(C)[Si](C)(C)C)=[O+]7	4807.7	Standard polar	33892256
Gadodiamide,2TMS,isomer #1	CN(C1=[O+][Gd-]234567OC(=O)C[N+]2(CC[N+]3(CC(=O)O4)C1)CC[N+]5(CC(=O)O6)CC(N(C)[Si](C)(C)C)=[O+]7)[Si](C)(C)C	4146.3	Semi standard non polar	33892256
Gadodiamide,2TMS,isomer #1	CN(C1=[O+][Gd-]234567OC(=O)C[N+]2(CC[N+]3(CC(=O)O4)C1)CC[N+]5(CC(=O)O6)CC(N(C)[Si](C)(C)C)=[O+]7)[Si](C)(C)C	3715.0	Standard non polar	33892256
Gadodiamide,2TMS,isomer #1	CN(C1=[O+][Gd-]234567OC(=O)C[N+]2(CC[N+]3(CC(=O)O4)C1)CC[N+]5(CC(=O)O6)CC(N(C)[Si](C)(C)C)=[O+]7)[Si](C)(C)C	4862.5	Standard polar	33892256
Gadodiamide,1TBDMS,isomer #1	CNC1=[O+][Gd-]234567OC(=O)C[N+]2(CC[N+]3(CC(=O)O4)C1)CC[N+]5(CC(=O)O6)CC(N(C)[Si](C)(C)C(C)(C)C)=[O+]7	4281.8	Semi standard non polar	33892256
Gadodiamide,1TBDMS,isomer #1	CNC1=[O+][Gd-]234567OC(=O)C[N+]2(CC[N+]3(CC(=O)O4)C1)CC[N+]5(CC(=O)O6)CC(N(C)[Si](C)(C)C(C)(C)C)=[O+]7	3843.9	Standard non polar	33892256
Gadodiamide,1TBDMS,isomer #1	CNC1=[O+][Gd-]234567OC(=O)C[N+]2(CC[N+]3(CC(=O)O4)C1)CC[N+]5(CC(=O)O6)CC(N(C)[Si](C)(C)C(C)(C)C)=[O+]7	4951.3	Standard polar	33892256
Gadodiamide,2TBDMS,isomer #1	CN(C1=[O+][Gd-]234567OC(=O)C[N+]2(CC[N+]3(CC(=O)O4)C1)CC[N+]5(CC(=O)O6)CC(N(C)[Si](C)(C)C(C)(C)C)=[O+]7)[Si](C)(C)C(C)(C)C	4565.2	Semi standard non polar	33892256
Gadodiamide,2TBDMS,isomer #1	CN(C1=[O+][Gd-]234567OC(=O)C[N+]2(CC[N+]3(CC(=O)O4)C1)CC[N+]5(CC(=O)O6)CC(N(C)[Si](C)(C)C(C)(C)C)=[O+]7)[Si](C)(C)C(C)(C)C	4206.1	Standard non polar	33892256
Gadodiamide,2TBDMS,isomer #1	CN(C1=[O+][Gd-]234567OC(=O)C[N+]2(CC[N+]3(CC(=O)O4)C1)CC[N+]5(CC(=O)O6)CC(N(C)[Si](C)(C)C(C)(C)C)=[O+]7)[Si](C)(C)C(C)(C)C	5072.2	Standard polar	33892256

Spectra

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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 DB00225	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00225	21059682	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

54756

KEGG Compound ID

C13106

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Gadodiamide

METLIN ID

Not Available

PubChem Compound

60754

PDB ID

Not Available

ChEBI ID

31642

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

Not Available

Showing metabocard for Gadodiamide (HMDB0014370)

MOL for HMDB0014370 (Gadodiamide)

3D MOL for HMDB0014370 (Gadodiamide)

3D SDF for HMDB0014370 (Gadodiamide)

3D-SDF for HMDB0014370 (Gadodiamide)

PDB for HMDB0014370 (Gadodiamide)

3D PDB for HMDB0014370 (Gadodiamide)

SMILES for HMDB0014370 (Gadodiamide)

INCHI for HMDB0014370 (Gadodiamide)

Structure for HMDB0014370 (Gadodiamide)

3D Structure for HMDB0014370 (Gadodiamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

NMR Spectra