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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 02:52:00 UTC

HMDB ID

HMDB0015518

Secondary Accession Numbers

HMDB15518

Metabolite Identification

Common Name

Metrizamide

Description

Metrizamide is only found in individuals that have used or taken this drug. It is a solute for density gradient centrifugation offering higher maximum solution density without the problems of increased viscosity. It is also used as a resorbable, non-ionic contrast medium.Organic iodine compounds such as metrizamide block x-rays as they pass through the body, thereby allowing body structures containing iodine to be delineated in contrast to those structures that do not contain iodine. The degree of opacity produced by these compounds is directly proportional to the total amount (concentration and volume) of the iodinated contrast agent in the path of the x-rays. After intrathecal administration into the subarachnoid space, diffusion of metrizamide in the CSF allows the visualization of the subarachnoid spaces of the head and spinal canal. After intravascular administration, metrizamide makes opaque those vessels in its path of flow, allowing visualization of the internal structures until significant hemodilution occurs. Metrazamide also has some toxic effects which are thought to be due to its ability to inhibit glucose metabolism.

Structure

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

1578
  Mrv0541 02231215342D          

 32 33  0  0  1  0            999 V2000
    5.2224   -1.2870    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.2870    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.7621    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.0130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.7755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.4256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.7755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    3.6631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.0495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -4.1746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -4.1746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.0495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.9371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.9371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.7755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2224    1.1880    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2224    2.0130    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5080    2.4256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7935    1.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    3.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -4.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -4.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 24  1  0  0  0  0
  3 27  1  0  0  0  0
  4 18  1  0  0  0  0
  4 19  1  0  0  0  0
 16  5  1  6  0  0  0
 17  6  1  1  0  0  0
  7 19  1  0  0  0  0
  8 20  1  0  0  0  0
  9 21  2  0  0  0  0
 10 29  2  0  0  0  0
 11 30  2  0  0  0  0
 15 12  1  1  0  0  0
 12 21  1  0  0  0  0
 13 25  1  0  0  0  0
 13 28  1  0  0  0  0
 13 29  1  0  0  0  0
 14 26  1  0  0  0  0
 14 30  1  0  0  0  0
 15 16  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  2  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 26 27  2  0  0  0  0
 29 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END

HMDB0015518
     RDKit          3D
Metrizamide
 54 55  0  0  0  0  0  0  0  0999 V2000
   -4.0854    4.3855   -2.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5815    3.0343   -1.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    2.2588   -2.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4142    2.6060   -0.4457 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9354    1.3212   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5432    1.1640    0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3378    2.8691   -0.1714 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0153   -0.0532    0.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4007   -0.3138    0.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674   -1.2912    1.2245 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4392    0.3231   -0.2635 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8424   -0.0014   -0.1054 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5158   -0.4510   -1.3503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7601    0.5711   -2.2559 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7369   -1.0347   -0.9714 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5853   -0.1297   -0.3619 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8000   -0.9104    0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4229   -1.9051    1.0267 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0034    0.5609    0.8300 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8119    1.6631    1.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6357    1.1538    0.4685 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0420    1.7404    1.5564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9234   -1.1324    0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1230   -3.0129    0.9527 I   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2765   -1.0129    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1722   -2.1071    0.5302 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7028   -2.7723   -0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5548   -2.5585    1.8344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4865   -3.6956    1.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1048   -1.9959    2.8533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7746    0.2320    0.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8423    0.4609   -0.1587 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1864    4.4583   -1.9127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8797    4.6976   -3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5713    5.1306   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6508    3.2569    0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    1.0668   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8990   -0.8219    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9486   -1.2583   -1.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2685    0.4674   -3.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9609    0.6462   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5357   -0.2574    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3314   -1.3857   -0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4190   -1.9951    0.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458   -0.0931    1.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2560    2.2599    1.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8592    1.9258   -0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7182    2.6383    1.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8676   -2.7294   -1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0256   -3.8004   -0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5134   -2.1479   -1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9710   -4.6047    1.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7153   -3.8776    3.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4294   -3.5430    1.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 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
  8 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 25 31  2  0
 31 32  1  0
 31  5  1  0
 21 12  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
 11 37  1  0
 12 38  1  1
 13 39  1  0
 14 40  1  0
 16 41  1  6
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  1
 20 46  1  0
 21 47  1  6
 22 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
M  END

1578
  Mrv0541 02231215342D          

 32 33  0  0  1  0            999 V2000
    5.2224   -1.2870    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.2870    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.7621    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.0130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.7755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.4256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.7755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    3.6631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.0495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -4.1746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -4.1746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.0495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.9371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.9371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.7755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2224    1.1880    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2224    2.0130    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5080    2.4256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7935    1.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    3.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -4.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -4.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 24  1  0  0  0  0
  3 27  1  0  0  0  0
  4 18  1  0  0  0  0
  4 19  1  0  0  0  0
 16  5  1  6  0  0  0
 17  6  1  1  0  0  0
  7 19  1  0  0  0  0
  8 20  1  0  0  0  0
  9 21  2  0  0  0  0
 10 29  2  0  0  0  0
 11 30  2  0  0  0  0
 15 12  1  1  0  0  0
 12 21  1  0  0  0  0
 13 25  1  0  0  0  0
 13 28  1  0  0  0  0
 13 29  1  0  0  0  0
 14 26  1  0  0  0  0
 14 30  1  0  0  0  0
 15 16  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  2  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 26 27  2  0  0  0  0
 29 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015518

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C(C)=O)C1=C(I)C(C(=O)N[C@H]2C(O)O[C@H](CO)[C@@H](O)[C@@H]2O)=C(I)C(NC(C)=O)=C1I

> <INCHI_IDENTIFIER>
InChI=1S/C18H22I3N3O8/c1-5(26)22-12-9(19)8(10(20)14(11(12)21)24(3)6(2)27)17(30)23-13-16(29)15(28)7(4-25)32-18(13)31/h7,13,15-16,18,25,28-29,31H,4H2,1-3H3,(H,22,26)(H,23,30)/t7-,13-,15-,16-,18?/m1/s1

> <INCHI_KEY>
BAQCROVBDNBEEB-UBYUBLNFSA-N

> <FORMULA>
C18H22I3N3O8

> <MOLECULAR_WEIGHT>
789.096

> <EXACT_MASS>
788.854094955

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
56.29781273202376

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-acetamido-2,4,6-triiodo-5-(N-methylacetamido)-N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide

> <ALOGPS_LOGP>
-1.20

> <JCHEM_LOGP>
-0.2400797349999996

> <ALOGPS_LOGS>
-3.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.98446901394414

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.444519226201354

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4907761858429698

> <JCHEM_POLAR_SURFACE_AREA>
168.66

> <JCHEM_REFRACTIVITY>
140.6245999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
metrizamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015518
     RDKit          3D
Metrizamide
 54 55  0  0  0  0  0  0  0  0999 V2000
   -4.0854    4.3855   -2.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5815    3.0343   -1.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    2.2588   -2.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4142    2.6060   -0.4457 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9354    1.3212   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5432    1.1640    0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3378    2.8691   -0.1714 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0153   -0.0532    0.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4007   -0.3138    0.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674   -1.2912    1.2245 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4392    0.3231   -0.2635 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8424   -0.0014   -0.1054 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5158   -0.4510   -1.3503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7601    0.5711   -2.2559 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7369   -1.0347   -0.9714 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5853   -0.1297   -0.3619 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8000   -0.9104    0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4229   -1.9051    1.0267 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0034    0.5609    0.8300 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8119    1.6631    1.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6357    1.1538    0.4685 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0420    1.7404    1.5564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9234   -1.1324    0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1230   -3.0129    0.9527 I   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2765   -1.0129    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1722   -2.1071    0.5302 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7028   -2.7723   -0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5548   -2.5585    1.8344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4865   -3.6956    1.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1048   -1.9959    2.8533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7746    0.2320    0.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8423    0.4609   -0.1587 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1864    4.4583   -1.9127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8797    4.6976   -3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5713    5.1306   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6508    3.2569    0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    1.0668   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8990   -0.8219    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9486   -1.2583   -1.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2685    0.4674   -3.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9609    0.6462   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5357   -0.2574    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3314   -1.3857   -0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4190   -1.9951    0.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458   -0.0931    1.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2560    2.2599    1.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8592    1.9258   -0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7182    2.6383    1.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8676   -2.7294   -1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0256   -3.8004   -0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5134   -2.1479   -1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9710   -4.6047    1.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7153   -3.8776    3.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4294   -3.5430    1.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 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
  8 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 25 31  2  0
 31 32  1  0
 31  5  1  0
 21 12  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
 11 37  1  0
 12 38  1  1
 13 39  1  0
 14 40  1  0
 16 41  1  6
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  1
 20 46  1  0
 21 47  1  6
 22 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1578                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  I   UNK     0       9.748  -2.402   0.000  0.00  0.00           I+0
HETATM    2  I   UNK     0       4.414  -2.402   0.000  0.00  0.00           I+0
HETATM    3  I   UNK     0       7.081  -7.023   0.000  0.00  0.00           I+0
HETATM    4  O   UNK     0       7.081   3.758   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.082   1.448   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      11.082   4.528   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       5.748   1.448   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       7.081   6.838   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       5.748  -0.092   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       8.415  -7.793   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       5.748  -7.793   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       8.415  -0.092   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       9.748  -5.483   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       4.414  -5.483   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       8.415   1.448   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.748   2.218   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.748   3.758   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.415   4.528   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.081   2.218   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.415   6.068   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.081  -0.862   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.081  -2.402   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.415  -3.172   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.748  -3.172   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.415  -4.713   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.748  -4.713   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.081  -5.483   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.082  -4.713   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.748  -7.023   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.414  -7.023   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.082  -7.793   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.080  -7.793   0.000  0.00  0.00           C+0
CONECT    1   23                                                            
CONECT    2   24                                                            
CONECT    3   27                                                            
CONECT    4   18   19                                                       
CONECT    5   16                                                            
CONECT    6   17                                                            
CONECT    7   19                                                            
CONECT    8   20                                                            
CONECT    9   21                                                            
CONECT   10   29                                                            
CONECT   11   30                                                            
CONECT   12   15   21                                                       
CONECT   13   25   28   29                                                  
CONECT   14   26   30                                                       
CONECT   15   12   16   19                                                  
CONECT   16    5   15   17                                                  
CONECT   17    6   16   18                                                  
CONECT   18    4   17   20                                                  
CONECT   19    4    7   15                                                  
CONECT   20    8   18                                                       
CONECT   21    9   12   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23    1   22   25                                                  
CONECT   24    2   22   26                                                  
CONECT   25   13   23   27                                                  
CONECT   26   14   24   27                                                  
CONECT   27    3   25   26                                                  
CONECT   28   13                                                            
CONECT   29   10   13   31                                                  
CONECT   30   11   14   32                                                  
CONECT   31   29                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

COMPND    HMDB0015518
HETATM    1  C1  UNL     1      -4.085   4.386  -2.087  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.581   3.034  -1.789  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.299   2.259  -2.726  1.00  0.00           O  
HETATM    4  N1  UNL     1      -3.414   2.606  -0.446  1.00  0.00           N  
HETATM    5  C3  UNL     1      -2.935   1.321  -0.128  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.543   1.164   0.011  1.00  0.00           C  
HETATM    7  I1  UNL     1      -0.338   2.869  -0.171  1.00  0.00           I  
HETATM    8  C5  UNL     1      -1.015  -0.053   0.315  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.401  -0.314   0.401  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.667  -1.291   1.224  1.00  0.00           O  
HETATM   11  N2  UNL     1       1.439   0.323  -0.264  1.00  0.00           N  
HETATM   12  C7  UNL     1       2.842  -0.001  -0.105  1.00  0.00           C  
HETATM   13  C8  UNL     1       3.516  -0.451  -1.350  1.00  0.00           C  
HETATM   14  O3  UNL     1       3.760   0.571  -2.256  1.00  0.00           O  
HETATM   15  O4  UNL     1       4.737  -1.035  -0.971  1.00  0.00           O  
HETATM   16  C9  UNL     1       5.585  -0.130  -0.362  1.00  0.00           C  
HETATM   17  C10 UNL     1       6.800  -0.910   0.115  1.00  0.00           C  
HETATM   18  O5  UNL     1       6.423  -1.905   1.027  1.00  0.00           O  
HETATM   19  C11 UNL     1       5.003   0.561   0.830  1.00  0.00           C  
HETATM   20  O6  UNL     1       5.812   1.663   1.138  1.00  0.00           O  
HETATM   21  C12 UNL     1       3.636   1.154   0.468  1.00  0.00           C  
HETATM   22  O7  UNL     1       3.042   1.740   1.556  1.00  0.00           O  
HETATM   23  C13 UNL     1      -1.923  -1.132   0.485  1.00  0.00           C  
HETATM   24  I2  UNL     1      -1.123  -3.013   0.953  1.00  0.00           I  
HETATM   25  C14 UNL     1      -3.276  -1.013   0.358  1.00  0.00           C  
HETATM   26  N3  UNL     1      -4.172  -2.107   0.530  1.00  0.00           N  
HETATM   27  C15 UNL     1      -4.703  -2.772  -0.658  1.00  0.00           C  
HETATM   28  C16 UNL     1      -4.555  -2.558   1.834  1.00  0.00           C  
HETATM   29  C17 UNL     1      -5.487  -3.696   1.965  1.00  0.00           C  
HETATM   30  O8  UNL     1      -4.105  -1.996   2.853  1.00  0.00           O  
HETATM   31  C18 UNL     1      -3.775   0.232   0.048  1.00  0.00           C  
HETATM   32  I3  UNL     1      -5.842   0.461  -0.159  1.00  0.00           I  
HETATM   33  H1  UNL     1      -5.186   4.458  -1.913  1.00  0.00           H  
HETATM   34  H2  UNL     1      -3.880   4.698  -3.129  1.00  0.00           H  
HETATM   35  H3  UNL     1      -3.571   5.131  -1.422  1.00  0.00           H  
HETATM   36  H4  UNL     1      -3.651   3.257   0.345  1.00  0.00           H  
HETATM   37  H5  UNL     1       1.278   1.067  -0.956  1.00  0.00           H  
HETATM   38  H6  UNL     1       2.899  -0.822   0.638  1.00  0.00           H  
HETATM   39  H7  UNL     1       2.949  -1.258  -1.854  1.00  0.00           H  
HETATM   40  H8  UNL     1       3.269   0.467  -3.108  1.00  0.00           H  
HETATM   41  H9  UNL     1       5.961   0.646  -1.066  1.00  0.00           H  
HETATM   42  H10 UNL     1       7.536  -0.257   0.627  1.00  0.00           H  
HETATM   43  H11 UNL     1       7.331  -1.386  -0.736  1.00  0.00           H  
HETATM   44  H12 UNL     1       5.419  -1.995   0.980  1.00  0.00           H  
HETATM   45  H13 UNL     1       4.846  -0.093   1.703  1.00  0.00           H  
HETATM   46  H14 UNL     1       5.256   2.260   1.708  1.00  0.00           H  
HETATM   47  H15 UNL     1       3.859   1.926  -0.294  1.00  0.00           H  
HETATM   48  H16 UNL     1       2.718   2.638   1.298  1.00  0.00           H  
HETATM   49  H17 UNL     1      -3.868  -2.729  -1.417  1.00  0.00           H  
HETATM   50  H18 UNL     1      -5.026  -3.800  -0.456  1.00  0.00           H  
HETATM   51  H19 UNL     1      -5.513  -2.148  -1.135  1.00  0.00           H  
HETATM   52  H20 UNL     1      -4.971  -4.605   1.586  1.00  0.00           H  
HETATM   53  H21 UNL     1      -5.715  -3.878   3.033  1.00  0.00           H  
HETATM   54  H22 UNL     1      -6.429  -3.543   1.398  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    3    4
CONECT    4    5   36
CONECT    5    6    6   31
CONECT    6    7    8
CONECT    8    9   23   23
CONECT    9   10   10   11
CONECT   11   12   37
CONECT   12   13   21   38
CONECT   13   14   15   39
CONECT   14   40
CONECT   15   16
CONECT   16   17   19   41
CONECT   17   18   42   43
CONECT   18   44
CONECT   19   20   21   45
CONECT   20   46
CONECT   21   22   47
CONECT   22   48
CONECT   23   24   25
CONECT   25   26   31   31
CONECT   26   27   28
CONECT   27   49   50   51
CONECT   28   29   30   30
CONECT   29   52   53   54
CONECT   31   32
END

HMDB0015518
     RDKit          3D
Metrizamide
 54 55  0  0  0  0  0  0  0  0999 V2000
   -4.0854    4.3855   -2.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5815    3.0343   -1.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    2.2588   -2.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4142    2.6060   -0.4457 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9354    1.3212   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5432    1.1640    0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3378    2.8691   -0.1714 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0153   -0.0532    0.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4007   -0.3138    0.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674   -1.2912    1.2245 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4392    0.3231   -0.2635 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8424   -0.0014   -0.1054 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5158   -0.4510   -1.3503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7601    0.5711   -2.2559 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7369   -1.0347   -0.9714 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5853   -0.1297   -0.3619 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8000   -0.9104    0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4229   -1.9051    1.0267 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0034    0.5609    0.8300 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8119    1.6631    1.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6357    1.1538    0.4685 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0420    1.7404    1.5564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9234   -1.1324    0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1230   -3.0129    0.9527 I   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2765   -1.0129    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1722   -2.1071    0.5302 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7028   -2.7723   -0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5548   -2.5585    1.8344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4865   -3.6956    1.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1048   -1.9959    2.8533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7746    0.2320    0.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8423    0.4609   -0.1587 I   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1864    4.4583   -1.9127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8797    4.6976   -3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5713    5.1306   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6508    3.2569    0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    1.0668   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8990   -0.8219    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9486   -1.2583   -1.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2685    0.4674   -3.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9609    0.6462   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5357   -0.2574    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3314   -1.3857   -0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4190   -1.9951    0.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458   -0.0931    1.7034 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2560    2.2599    1.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8592    1.9258   -0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7182    2.6383    1.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8676   -2.7294   -1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0256   -3.8004   -0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5134   -2.1479   -1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9710   -4.6047    1.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7153   -3.8776    3.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4294   -3.5430    1.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 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
  8 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 25 31  2  0
 31 32  1  0
 31  5  1  0
 21 12  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
 11 37  1  0
 12 38  1  1
 13 39  1  0
 14 40  1  0
 16 41  1  6
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  1
 20 46  1  0
 21 47  1  6
 22 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Amipaque	Kegg
Amipak	HMDB
3-[(1-Hydroxyethylidene)amino]-2,4,6-triiodo-5-(N-methylacetamido)-N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzene-1-carboximidate	HMDB

Chemical Formula

C₁₈H₂₂I₃N₃O₈

Average Molecular Weight

789.096

Monoisotopic Molecular Weight

788.854094955

IUPAC Name

3-acetamido-2,4,6-triiodo-5-(N-methylacetamido)-N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide

Traditional Name

metrizamide

CAS Registry Number

31112-62-6

SMILES

CN(C(C)=O)C1=C(I)C(C(=O)N[C@H]2C(O)O[C@H](CO)[C@@H](O)[C@@H]2O)=C(I)C(NC(C)=O)=C1I

InChI Identifier

InChI=1S/C18H22I3N3O8/c1-5(26)22-12-9(19)8(10(20)14(11(12)21)24(3)6(2)27)17(30)23-13-16(29)15(28)7(4-25)32-18(13)31/h7,13,15-16,18,25,28-29,31H,4H2,1-3H3,(H,22,26)(H,23,30)/t7-,13-,15-,16-,18?/m1/s1

InChI Key

BAQCROVBDNBEEB-UBYUBLNFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Acylaminosugars

Alternative Parents

Substituents

Acylaminosugar
N-acyl-alpha-hexosamine
Acylaminobenzoic acid or derivatives
Hexose monosaccharide
O-haloacetanilide
P-haloacetanilide
Haloacetanilide
Acetanilide
2-halobenzoic acid or derivatives
4-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
N-acetylarylamine
Benzamide
Anilide
Benzoic acid or derivatives
Benzoyl
N-arylamide
Halobenzene
Iodobenzene
Monocyclic benzene moiety
Aryl halide
Oxane
Aryl iodide
Monosaccharide
Benzenoid
Vinylogous halide
Tertiary carboxylic acid amide
Acetamide
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Carbonyl group
Organopnictogen compound
Primary alcohol
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organoiodide
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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: HMDB0015518)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	223 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.64 g/L	Not Available
LogP	-1.89	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.64 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-0.24	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	11.44	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	168.66 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	140.62 m³·mol⁻¹	ChemAxon
Polarizability	56.3 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	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
DeepCCS	[M+H]+	237.485	30932474
DeepCCS	[M-H]-	235.59	30932474
DeepCCS	[M-2H]-	268.828	30932474
DeepCCS	[M+Na]+	243.24	30932474
AllCCS	[M+H]+	216.9	32859911
AllCCS	[M+H-H2O]+	216.5	32859911
AllCCS	[M+NH4]+	217.2	32859911
AllCCS	[M+Na]+	217.3	32859911
AllCCS	[M-H]-	245.9	32859911
AllCCS	[M+Na-2H]-	248.8	32859911
AllCCS	[M+HCOO]-	252.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Metrizamide	CN(C(C)=O)C1=C(I)C(C(=O)N[C@H]2C(O)O[C@H](CO)[C@@H](O)[C@@H]2O)=C(I)C(NC(C)=O)=C1I	5687.5	Standard polar	33892256
Metrizamide	CN(C(C)=O)C1=C(I)C(C(=O)N[C@H]2C(O)O[C@H](CO)[C@@H](O)[C@@H]2O)=C(I)C(NC(C)=O)=C1I	3750.9	Standard non polar	33892256
Metrizamide	CN(C(C)=O)C1=C(I)C(C(=O)N[C@H]2C(O)O[C@H](CO)[C@@H](O)[C@@H]2O)=C(I)C(NC(C)=O)=C1I	4999.8	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 - Metrizamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dj-5000012900-4646ef3069fd298336cb	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metrizamide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metrizamide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metrizamide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metrizamide GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metrizamide GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metrizamide GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metrizamide LC-ESI-qTof , Positive-QTOF	splash10-004i-1359511000-9fdee9e746613feb3df0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Metrizamide , positive-QTOF	splash10-004i-1359511000-9fdee9e746613feb3df0	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metrizamide 10V, Positive-QTOF	splash10-007a-0100000900-edf7e801c24feddefea3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metrizamide 20V, Positive-QTOF	splash10-004j-0100001900-9afd2e16c8f2e838e39c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metrizamide 40V, Positive-QTOF	splash10-004l-9300055700-94197b0e135f1654dff5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metrizamide 10V, Negative-QTOF	splash10-000i-9000005600-4b8d36bc606dab8c46b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metrizamide 20V, Negative-QTOF	splash10-0axr-9000007700-a765f169e9e5078515cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metrizamide 40V, Negative-QTOF	splash10-0a6r-9000014000-1ff138852d0e3ccd989c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metrizamide 10V, Positive-QTOF	splash10-00dr-0000000900-96c917681df077d479a2	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metrizamide 20V, Positive-QTOF	splash10-01ot-0000006900-d1093a8d175523192a3f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metrizamide 40V, Positive-QTOF	splash10-0300-2000069200-4b21b2eafd27a829ff3b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metrizamide 10V, Negative-QTOF	splash10-016r-0000009100-7665b8eb45f82ceb4a57	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metrizamide 20V, Negative-QTOF	splash10-002b-1100009300-e91c7a52f7331c06f5d1	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metrizamide 40V, Negative-QTOF	splash10-0059-7300098400-1cec50ae438b423f57d8	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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, 900 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

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 DB01578	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01578	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

391998

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Metrizamide

METLIN ID

Not Available

PubChem Compound

443944

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Azuma H, Nomura S, Ikoma Y, Yokoyama M, Oshino N: A possible mechanism for the neural adverse reactions caused by metrizamide. Fortschr Geb Rontgenstrahlen Nuklearmed Erganzungsbd. 1989;128:134-42. [PubMed:2568781 ]
Ekholm SE, Reece K, Coleman JR, Kido DK, Fischer HW: Metrizamide--a potential in vivo inhibitor of glucose metabolism. Radiology. 1983 Apr;147(1):119-21. [PubMed:6828715 ]

Showing metabocard for Metrizamide (HMDB0015518)

MOL for HMDB0015518 (Metrizamide)

3D MOL for HMDB0015518 (Metrizamide)

3D SDF for HMDB0015518 (Metrizamide)

3D-SDF for HMDB0015518 (Metrizamide)

PDB for HMDB0015518 (Metrizamide)

3D PDB for HMDB0015518 (Metrizamide)

SMILES for HMDB0015518 (Metrizamide)

INCHI for HMDB0015518 (Metrizamide)

Structure for HMDB0015518 (Metrizamide)

3D Structure for HMDB0015518 (Metrizamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra