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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 02:51:59 UTC

HMDB ID

HMDB0015449

Secondary Accession Numbers

HMDB15449

Metabolite Identification

Common Name

Iohexol

Description

Iohexol is only found in individuals that have used or taken this drug. It is an effective non-ionic, water-soluble contrast agent which is used in myelography, arthrography, nephroangiography, arteriography, and other radiographic procedures. Its low systemic toxicity is the combined result of low chemotoxicity and low osmolality. [PubChem]Organic iodine compounds 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 iohexol in the CSF allows the visualization of the subarachnoid spaces of the head and spinal canal. After intravascular administration, iohexol makes opaque those vessels in its path of flow, allowing visualization of the internal structures until significant hemodilution occurs.

Structure

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

1362
  Mrv0541 02231215242D          

 34 34  0  0  1  0            999 V2000
    3.5220    0.8250    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    0.8250    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -1.6500    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    3.3001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    4.1251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -3.3001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -3.3001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -4.1251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -4.1251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 20  1  0  0  0  0
  3 23  1  0  0  0  0
  4 18  1  0  0  0  0
  5 24  1  0  0  0  0
  6 25  2  0  0  0  0
  7 30  1  0  0  0  0
  8 31  1  0  0  0  0
  9 26  2  0  0  0  0
 10 27  2  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 13 16  1  0  0  0  0
 13 17  1  0  0  0  0
 13 25  1  0  0  0  0
 14 26  1  0  0  0  0
 14 28  1  0  0  0  0
 15 27  1  0  0  0  0
 15 29  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 18 24  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  2  0  0  0  0
 21 23  2  0  0  0  0
 21 27  1  0  0  0  0
 22 23  1  0  0  0  0
 22 26  1  0  0  0  0
 25 32  1  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 33  1  0  0  0  0
 31 34  1  0  0  0  0
M  END

HMDB0015449
     RDKit          3D
Iohexol
 60 60  0  0  0  0  0  0  0  0999 V2000
    0.1637    4.3695   -2.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2309    3.0071   -2.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9680    2.1885   -2.7346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4257    2.5114   -0.9338 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    3.4099   -0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5351    4.1368    0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5415    4.9137    0.5702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3378    3.3447    2.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4922    2.5973    2.4934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2241    1.1288   -0.6228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0052    0.6713   -0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6112    2.0079   -0.1216 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273   -0.6745    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5711   -1.0256    0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2029   -0.0982    1.1718 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466   -2.2293    0.3427 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5559   -2.5230    0.7887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257   -1.8257    0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8967   -1.9455   -1.1520 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9704   -0.4593    0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3436   -0.0860    0.5074 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1961   -1.5475   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3936   -3.5969    0.5098 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0945   -1.1427   -0.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1246   -2.1483   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410   -3.1473    0.3672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2822   -2.1788   -1.2196 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2368   -3.2615   -1.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7914   -3.3427    0.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7379   -4.3891    0.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4290   -2.0202    0.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4662   -1.7386   -0.2680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2450    0.1948   -0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116    0.9502   -1.2761 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803    4.4070   -3.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470    5.1293   -2.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8962    4.6920   -2.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5835    4.2227   -0.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1014    2.9031    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3192    4.9272    1.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2416    5.7504    0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5034    2.6753    2.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2401    4.0619    3.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3046    2.1491    3.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7604   -3.0182   -0.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7826   -3.6475    0.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5149   -2.4282    1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6883   -2.4167    0.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1075   -2.3937   -1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8121   -0.2817    1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4475    0.3214    0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4528    0.0804   -0.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5025   -1.4564   -1.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0265   -3.2109   -1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6411   -4.1966   -1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0554   -3.5504    1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7348   -4.7882    1.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6334   -1.2543    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8213   -2.1173    1.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8272   -2.6108   -0.5586 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  4 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 13 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 24 33  2  0
 33 34  1  0
 33 10  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 27 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
 30 57  1  0
 31 58  1  0
 31 59  1  0
 32 60  1  0
M  END

1362
  Mrv0541 02231215242D          

 34 34  0  0  1  0            999 V2000
    3.5220    0.8250    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    0.8250    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -1.6500    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    3.3001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    4.1251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -3.3001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -3.3001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -4.1251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -4.1251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 20  1  0  0  0  0
  3 23  1  0  0  0  0
  4 18  1  0  0  0  0
  5 24  1  0  0  0  0
  6 25  2  0  0  0  0
  7 30  1  0  0  0  0
  8 31  1  0  0  0  0
  9 26  2  0  0  0  0
 10 27  2  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 13 16  1  0  0  0  0
 13 17  1  0  0  0  0
 13 25  1  0  0  0  0
 14 26  1  0  0  0  0
 14 28  1  0  0  0  0
 15 27  1  0  0  0  0
 15 29  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 18 24  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  2  0  0  0  0
 21 23  2  0  0  0  0
 21 27  1  0  0  0  0
 22 23  1  0  0  0  0
 22 26  1  0  0  0  0
 25 32  1  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 33  1  0  0  0  0
 31 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015449

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)N(CC(O)CO)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I

> <INCHI_IDENTIFIER>
InChI=1S/C19H26I3N3O9/c1-8(29)25(4-11(32)7-28)17-15(21)12(18(33)23-2-9(30)5-26)14(20)13(16(17)22)19(34)24-3-10(31)6-27/h9-11,26-28,30-32H,2-7H2,1H3,(H,23,33)(H,24,34)

> <INCHI_KEY>
NTHXOOBQLCIOLC-UHFFFAOYSA-N

> <FORMULA>
C19H26I3N3O9

> <MOLECULAR_WEIGHT>
821.1379

> <EXACT_MASS>
820.880309705

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
60.36743918980312

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N1,N3-bis(2,3-dihydroxypropyl)-5-[N-(2,3-dihydroxypropyl)acetamido]-2,4,6-triiodobenzene-1,3-dicarboxamide

> <ALOGPS_LOGP>
-2.82

> <JCHEM_LOGP>
-1.9508224550000004

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.640064252705955

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.731378579658136

> <JCHEM_PKA_STRONGEST_BASIC>
-2.953789819233646

> <JCHEM_POLAR_SURFACE_AREA>
199.89

> <JCHEM_REFRACTIVITY>
148.8389999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.96e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
iohexol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015449
     RDKit          3D
Iohexol
 60 60  0  0  0  0  0  0  0  0999 V2000
    0.1637    4.3695   -2.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2309    3.0071   -2.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9680    2.1885   -2.7346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4257    2.5114   -0.9338 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    3.4099   -0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5351    4.1368    0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5415    4.9137    0.5702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3378    3.3447    2.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4922    2.5973    2.4934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2241    1.1288   -0.6228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0052    0.6713   -0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6112    2.0079   -0.1216 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273   -0.6745    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5711   -1.0256    0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2029   -0.0982    1.1718 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466   -2.2293    0.3427 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5559   -2.5230    0.7887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257   -1.8257    0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8967   -1.9455   -1.1520 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9704   -0.4593    0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3436   -0.0860    0.5074 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1961   -1.5475   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3936   -3.5969    0.5098 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0945   -1.1427   -0.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1246   -2.1483   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410   -3.1473    0.3672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2822   -2.1788   -1.2196 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2368   -3.2615   -1.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7914   -3.3427    0.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7379   -4.3891    0.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4290   -2.0202    0.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4662   -1.7386   -0.2680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2450    0.1948   -0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116    0.9502   -1.2761 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803    4.4070   -3.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470    5.1293   -2.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8962    4.6920   -2.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5835    4.2227   -0.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1014    2.9031    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3192    4.9272    1.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2416    5.7504    0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5034    2.6753    2.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2401    4.0619    3.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3046    2.1491    3.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7604   -3.0182   -0.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7826   -3.6475    0.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5149   -2.4282    1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6883   -2.4167    0.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1075   -2.3937   -1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8121   -0.2817    1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4475    0.3214    0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4528    0.0804   -0.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5025   -1.4564   -1.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0265   -3.2109   -1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6411   -4.1966   -1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0554   -3.5504    1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7348   -4.7882    1.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6334   -1.2543    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8213   -2.1173    1.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8272   -2.6108   -0.5586 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  4 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 13 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 24 33  2  0
 33 34  1  0
 33 10  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 27 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
 30 57  1  0
 31 58  1  0
 31 59  1  0
 32 60  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1362                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  I   UNK     0       6.574   1.540   0.000  0.00  0.00           I+0
HETATM    2  I   UNK     0      11.909   1.540   0.000  0.00  0.00           I+0
HETATM    3  I   UNK     0       9.242  -3.080   0.000  0.00  0.00           I+0
HETATM    4  O   UNK     0       9.242   6.160   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.909   7.700   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       6.574   3.080   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      11.909  -6.160   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       6.574  -6.160   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      13.243  -0.770   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       5.241  -0.770   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      14.577  -7.700   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.907  -7.700   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       9.242   3.080   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      11.909  -3.080   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       6.574  -3.080   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      10.576   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.242   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.576   5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.908   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.576   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.908  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.576  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.242  -1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.909   6.160   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.908   3.850   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.909  -1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.574  -1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.243  -3.850   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.241  -3.850   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.243  -5.390   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.241  -5.390   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.908   5.390   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      14.577  -6.160   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.907  -6.160   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3   23                                                            
CONECT    4   18                                                            
CONECT    5   24                                                            
CONECT    6   25                                                            
CONECT    7   30                                                            
CONECT    8   31                                                            
CONECT    9   26                                                            
CONECT   10   27                                                            
CONECT   11   33                                                            
CONECT   12   34                                                            
CONECT   13   16   17   25                                                  
CONECT   14   26   28                                                       
CONECT   15   27   29                                                       
CONECT   16   13   18                                                       
CONECT   17   13   19   20                                                  
CONECT   18    4   16   24                                                  
CONECT   19    1   17   21                                                  
CONECT   20    2   17   22                                                  
CONECT   21   19   23   27                                                  
CONECT   22   20   23   26                                                  
CONECT   23    3   21   22                                                  
CONECT   24    5   18                                                       
CONECT   25    6   13   32                                                  
CONECT   26    9   14   22                                                  
CONECT   27   10   15   21                                                  
CONECT   28   14   30                                                       
CONECT   29   15   31                                                       
CONECT   30    7   28   33                                                  
CONECT   31    8   29   34                                                  
CONECT   32   25                                                            
CONECT   33   11   30                                                       
CONECT   34   12   31                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   68    0
END

COMPND    HMDB0015449
HETATM    1  C1  UNL     1       0.164   4.370  -2.633  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.231   3.007  -2.086  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.968   2.189  -2.735  1.00  0.00           O  
HETATM    4  N1  UNL     1      -0.426   2.511  -0.934  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.227   3.410  -0.165  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.535   4.137   0.957  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.542   4.914   0.570  1.00  0.00           O  
HETATM    8  C5  UNL     1      -0.338   3.345   2.206  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.492   2.597   2.493  1.00  0.00           O  
HETATM   10  C6  UNL     1      -0.224   1.129  -0.623  1.00  0.00           C  
HETATM   11  C7  UNL     1       1.005   0.671  -0.229  1.00  0.00           C  
HETATM   12  I1  UNL     1       2.611   2.008  -0.122  1.00  0.00           I  
HETATM   13  C8  UNL     1       1.227  -0.674   0.082  1.00  0.00           C  
HETATM   14  C9  UNL     1       2.571  -1.026   0.530  1.00  0.00           C  
HETATM   15  O4  UNL     1       3.203  -0.098   1.172  1.00  0.00           O  
HETATM   16  N2  UNL     1       3.247  -2.229   0.343  1.00  0.00           N  
HETATM   17  C10 UNL     1       4.556  -2.523   0.789  1.00  0.00           C  
HETATM   18  C11 UNL     1       5.726  -1.826   0.239  1.00  0.00           C  
HETATM   19  O5  UNL     1       5.897  -1.945  -1.152  1.00  0.00           O  
HETATM   20  C12 UNL     1       5.970  -0.459   0.732  1.00  0.00           C  
HETATM   21  O6  UNL     1       7.344  -0.086   0.507  1.00  0.00           O  
HETATM   22  C13 UNL     1       0.196  -1.547  -0.009  1.00  0.00           C  
HETATM   23  I2  UNL     1       0.394  -3.597   0.510  1.00  0.00           I  
HETATM   24  C14 UNL     1      -1.094  -1.143  -0.410  1.00  0.00           C  
HETATM   25  C15 UNL     1      -2.125  -2.148  -0.436  1.00  0.00           C  
HETATM   26  O7  UNL     1      -1.941  -3.147   0.367  1.00  0.00           O  
HETATM   27  N3  UNL     1      -3.282  -2.179  -1.220  1.00  0.00           N  
HETATM   28  C16 UNL     1      -4.237  -3.261  -1.127  1.00  0.00           C  
HETATM   29  C17 UNL     1      -4.791  -3.343   0.251  1.00  0.00           C  
HETATM   30  O8  UNL     1      -5.738  -4.389   0.327  1.00  0.00           O  
HETATM   31  C18 UNL     1      -5.429  -2.020   0.614  1.00  0.00           C  
HETATM   32  O9  UNL     1      -6.466  -1.739  -0.268  1.00  0.00           O  
HETATM   33  C19 UNL     1      -1.245   0.195  -0.702  1.00  0.00           C  
HETATM   34  I3  UNL     1      -3.112   0.950  -1.276  1.00  0.00           I  
HETATM   35  H1  UNL     1       0.480   4.407  -3.705  1.00  0.00           H  
HETATM   36  H2  UNL     1       0.747   5.129  -2.121  1.00  0.00           H  
HETATM   37  H3  UNL     1      -0.896   4.692  -2.653  1.00  0.00           H  
HETATM   38  H4  UNL     1      -1.583   4.223  -0.851  1.00  0.00           H  
HETATM   39  H5  UNL     1      -2.101   2.903   0.319  1.00  0.00           H  
HETATM   40  H6  UNL     1      -1.319   4.927   1.262  1.00  0.00           H  
HETATM   41  H7  UNL     1       0.242   5.750   0.137  1.00  0.00           H  
HETATM   42  H8  UNL     1       0.503   2.675   2.253  1.00  0.00           H  
HETATM   43  H9  UNL     1      -0.240   4.062   3.070  1.00  0.00           H  
HETATM   44  H10 UNL     1      -1.305   2.149   3.365  1.00  0.00           H  
HETATM   45  H11 UNL     1       2.760  -3.018  -0.225  1.00  0.00           H  
HETATM   46  H12 UNL     1       4.783  -3.648   0.699  1.00  0.00           H  
HETATM   47  H13 UNL     1       4.515  -2.428   1.934  1.00  0.00           H  
HETATM   48  H14 UNL     1       6.688  -2.417   0.614  1.00  0.00           H  
HETATM   49  H15 UNL     1       5.108  -2.394  -1.528  1.00  0.00           H  
HETATM   50  H16 UNL     1       5.812  -0.282   1.799  1.00  0.00           H  
HETATM   51  H17 UNL     1       5.448   0.321   0.095  1.00  0.00           H  
HETATM   52  H18 UNL     1       7.453   0.080  -0.460  1.00  0.00           H  
HETATM   53  H19 UNL     1      -3.503  -1.456  -1.920  1.00  0.00           H  
HETATM   54  H20 UNL     1      -5.027  -3.211  -1.896  1.00  0.00           H  
HETATM   55  H21 UNL     1      -3.641  -4.197  -1.347  1.00  0.00           H  
HETATM   56  H22 UNL     1      -4.055  -3.550   1.051  1.00  0.00           H  
HETATM   57  H23 UNL     1      -5.735  -4.788   1.245  1.00  0.00           H  
HETATM   58  H24 UNL     1      -4.633  -1.254   0.606  1.00  0.00           H  
HETATM   59  H25 UNL     1      -5.821  -2.117   1.656  1.00  0.00           H  
HETATM   60  H26 UNL     1      -6.827  -2.611  -0.559  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3    3    4
CONECT    4    5   10
CONECT    5    6   38   39
CONECT    6    7    8   40
CONECT    7   41
CONECT    8    9   42   43
CONECT    9   44
CONECT   10   11   11   33
CONECT   11   12   13
CONECT   13   14   22   22
CONECT   14   15   15   16
CONECT   16   17   45
CONECT   17   18   46   47
CONECT   18   19   20   48
CONECT   19   49
CONECT   20   21   50   51
CONECT   21   52
CONECT   22   23   24
CONECT   24   25   33   33
CONECT   25   26   26   27
CONECT   27   28   53
CONECT   28   29   54   55
CONECT   29   30   31   56
CONECT   30   57
CONECT   31   32   58   59
CONECT   32   60
CONECT   33   34
END

HMDB0015449
     RDKit          3D
Iohexol
 60 60  0  0  0  0  0  0  0  0999 V2000
    0.1637    4.3695   -2.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2309    3.0071   -2.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9680    2.1885   -2.7346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4257    2.5114   -0.9338 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    3.4099   -0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5351    4.1368    0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5415    4.9137    0.5702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3378    3.3447    2.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4922    2.5973    2.4934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2241    1.1288   -0.6228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0052    0.6713   -0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6112    2.0079   -0.1216 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273   -0.6745    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5711   -1.0256    0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2029   -0.0982    1.1718 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466   -2.2293    0.3427 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5559   -2.5230    0.7887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257   -1.8257    0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8967   -1.9455   -1.1520 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9704   -0.4593    0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3436   -0.0860    0.5074 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1961   -1.5475   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3936   -3.5969    0.5098 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0945   -1.1427   -0.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1246   -2.1483   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410   -3.1473    0.3672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2822   -2.1788   -1.2196 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2368   -3.2615   -1.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7914   -3.3427    0.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7379   -4.3891    0.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4290   -2.0202    0.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4662   -1.7386   -0.2680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2450    0.1948   -0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116    0.9502   -1.2761 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803    4.4070   -3.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470    5.1293   -2.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8962    4.6920   -2.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5835    4.2227   -0.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1014    2.9031    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3192    4.9272    1.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2416    5.7504    0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5034    2.6753    2.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2401    4.0619    3.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3046    2.1491    3.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7604   -3.0182   -0.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7826   -3.6475    0.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5149   -2.4282    1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6883   -2.4167    0.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1075   -2.3937   -1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8121   -0.2817    1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4475    0.3214    0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4528    0.0804   -0.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5025   -1.4564   -1.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0265   -3.2109   -1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6411   -4.1966   -1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0554   -3.5504    1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7348   -4.7882    1.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6334   -1.2543    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8213   -2.1173    1.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8272   -2.6108   -0.5586 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  4 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 13 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 24 33  2  0
 33 34  1  0
 33 10  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 27 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
 30 57  1  0
 31 58  1  0
 31 59  1  0
 32 60  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Iohexolum	ChEBI
N,N'-bis(2,3-dihydroxypropyl)-5-(N-(2,3-dihydroxypropyl)acetamido)-2,4,6-triiodoisophthalamide	ChEBI
Omnipaque	Kegg
Compound 545	MeSH, HMDB
Iohexol 350	MeSH, HMDB
Exypaque	MeSH, HMDB
Nycodenz	MeSH, HMDB
Iohexol injection	KEGG, HMDB

Chemical Formula

C₁₉H₂₆I₃N₃O₉

Average Molecular Weight

821.1379

Monoisotopic Molecular Weight

820.880309705

IUPAC Name

N1,N3-bis(2,3-dihydroxypropyl)-5-[N-(2,3-dihydroxypropyl)acetamido]-2,4,6-triiodobenzene-1,3-dicarboxamide

Traditional Name

iohexol

CAS Registry Number

66108-95-0

SMILES

CC(=O)N(CC(O)CO)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I

InChI Identifier

InChI=1S/C19H26I3N3O9/c1-8(29)25(4-11(32)7-28)17-15(21)12(18(33)23-2-9(30)5-26)14(20)13(16(17)22)19(34)24-3-10(31)6-27/h9-11,26-28,30-32H,2-7H2,1H3,(H,23,33)(H,24,34)

InChI Key

NTHXOOBQLCIOLC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-haloacetanilides. These are organic compounds containing an acetamide group conjugated to a phenyl group, which is in turn ortho-substituted with a halogen atom.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

O-haloacetanilides

Alternative Parents

Substituents

O-haloacetanilide
P-haloacetanilide
Halobenzene
Iodobenzene
Aryl halide
Aryl iodide
Acetamide
Tertiary carboxylic acid amide
Carboxamide group
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Alcohol
Organoiodide
Organohalogen compound
Organonitrogen compound
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organoiodine compound (CHEBI:31709 )
benzenedicarboxamide (CHEBI:31709 )

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: HMDB0015449)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	174 - 180 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.8 g/L	Not Available
LogP	-3.05	HANSCH,C & LEO,AJ (1985)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.8 g/L	ALOGPS
logP	-2.8	ALOGPS
logP	-2	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	11.73	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	199.89 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	148.84 m³·mol⁻¹	ChemAxon
Polarizability	60.37 Å³	ChemAxon
Number of Rings	1	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]+	222.982	30932474
DeepCCS	[M-H]-	220.624	30932474
DeepCCS	[M-2H]-	253.836	30932474
DeepCCS	[M+Na]+	229.075	30932474
AllCCS	[M+H]+	220.1	32859911
AllCCS	[M+H-H2O]+	220.0	32859911
AllCCS	[M+NH4]+	220.2	32859911
AllCCS	[M+Na]+	220.2	32859911
AllCCS	[M-H]-	252.0	32859911
AllCCS	[M+Na-2H]-	255.3	32859911
AllCCS	[M+HCOO]-	259.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Iohexol	CC(=O)N(CC(O)CO)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I	6273.9	Standard polar	33892256
Iohexol	CC(=O)N(CC(O)CO)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I	3655.3	Standard non polar	33892256
Iohexol	CC(=O)N(CC(O)CO)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I	5531.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Iohexol,1TMS,isomer #1	CC(=O)N(CC(CO)O[Si](C)(C)C)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I	4653.9	Semi standard non polar	33892256
Iohexol,1TMS,isomer #1	CC(=O)N(CC(CO)O[Si](C)(C)C)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I	4077.4	Standard non polar	33892256
Iohexol,1TMS,isomer #1	CC(=O)N(CC(CO)O[Si](C)(C)C)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I	6556.8	Standard polar	33892256
Iohexol,1TMS,isomer #2	CC(=O)N(CC(O)CO[Si](C)(C)C)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I	4665.6	Semi standard non polar	33892256
Iohexol,1TMS,isomer #2	CC(=O)N(CC(O)CO[Si](C)(C)C)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I	4092.8	Standard non polar	33892256
Iohexol,1TMS,isomer #2	CC(=O)N(CC(O)CO[Si](C)(C)C)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I	6514.0	Standard polar	33892256
Iohexol,1TMS,isomer #5	CC(=O)N(CC(O)CO)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)N(CC(O)CO)[Si](C)(C)C)=C1I	4625.1	Semi standard non polar	33892256
Iohexol,1TMS,isomer #5	CC(=O)N(CC(O)CO)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)N(CC(O)CO)[Si](C)(C)C)=C1I	4089.3	Standard non polar	33892256
Iohexol,1TMS,isomer #5	CC(=O)N(CC(O)CO)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)N(CC(O)CO)[Si](C)(C)C)=C1I	6660.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Iohexol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iohexol GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol LC-ESI-ITFT , positive-QTOF	splash10-0udi-0000000090-ec4e884f5d1e3e37a84f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol LC-ESI-ITFT , positive-QTOF	splash10-0udi-0020002090-d8ff0c2813768e3cf012	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol LC-ESI-ITFT , positive-QTOF	splash10-00dj-0009850000-7a1ca449a56d19c39ea8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol LC-ESI-ITFT , positive-QTOF	splash10-0fk9-0009120000-a8c863a64d387cfd461a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol LC-ESI-ITFT , positive-QTOF	splash10-0kmi-0496000000-bff588cc0e98918355e8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol LC-ESI-ITFT , positive-QTOF	splash10-05fu-0492000000-4a9469f17183d2f9f291	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol LC-ESI-ITFT , positive-QTOF	splash10-0udi-0020003090-7423fd2df7e59f0f78ee	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol LC-ESI-ITFT , positive-QTOF	splash10-0fka-0008951000-ea0d52cf6d356a7f3590	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol LC-ESI-ITFT , positive-QTOF	splash10-0fk9-0029120000-e5ff4d33e064ff47ff49	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol LC-ESI-ITFT , positive-QTOF	splash10-0kmi-0395000000-775d49075e4ad66be119	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol LC-ESI-ITFT , positive-QTOF	splash10-05i1-0492000000-1a8b12a2e372f5b00ca1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol LC-ESI-ITFT , positive-QTOF	splash10-0udi-0000000090-262fc3f19d8442742408	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol 30V, Positive-QTOF	splash10-0fka-0008951000-ea0d52cf6d356a7f3590	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol 15V, Positive-QTOF	splash10-0udi-0020003090-7423fd2df7e59f0f78ee	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol 15V, Positive-QTOF	splash10-0udi-0020002090-d8ff0c2813768e3cf012	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol 30V, Positive-QTOF	splash10-00dj-0009850000-7a1ca449a56d19c39ea8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol 35V, Positive-QTOF	splash10-0udi-0000000090-1c4236fb036bdcb8919d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol 35V, Positive-QTOF	splash10-0udi-0000000090-d2b2317c9e97d635bc75	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Iohexol 40V, Positive-QTOF	splash10-0udi-0000000090-292177f12e5c86adf917	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iohexol 10V, Positive-QTOF	splash10-0fk9-3000000690-15559409f183bedfd23b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iohexol 20V, Positive-QTOF	splash10-0h2o-5000001920-b963e6f65dbbef4c7fc5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iohexol 40V, Positive-QTOF	splash10-00dm-6000019700-febd0dbaea02e66b12d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iohexol 10V, Negative-QTOF	splash10-014i-0000000590-85bff61bbfe55d6063c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iohexol 20V, Negative-QTOF	splash10-0w5a-3700000920-a293fa4682474e7a56a1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iohexol 40V, Negative-QTOF	splash10-0fvl-7500007900-33f05d012fa989b6149f	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹H 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 DB01362	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01362	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01362

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3599

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Iohexol

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

31709

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

Shaw DD, Potts DG: Toxicology of iohexol. Invest Radiol. 1985 Jan-Feb;20(1 Suppl):S10-3. [PubMed:3882609 ]
Kawada TK: Iohexol and iopamidol: second-generation nonionic radiographic contrast media. Drug Intell Clin Pharm. 1985 Jul-Aug;19(7-8):525-9. [PubMed:3896713 ]

Showing metabocard for Iohexol (HMDB0015449)

MOL for HMDB0015449 (Iohexol)

3D MOL for HMDB0015449 (Iohexol)

3D SDF for HMDB0015449 (Iohexol)

3D-SDF for HMDB0015449 (Iohexol)

PDB for HMDB0015449 (Iohexol)

3D PDB for HMDB0015449 (Iohexol)

SMILES for HMDB0015449 (Iohexol)

INCHI for HMDB0015449 (Iohexol)

Structure for HMDB0015449 (Iohexol)

3D Structure for HMDB0015449 (Iohexol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra