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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:55:09 UTC

Update Date

2022-11-23 22:13:43 UTC

HMDB ID

HMDB0246899

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Iodogen

Description

Iodogen belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Based on a literature review a significant number of articles have been published on Iodogen. This compound has been identified in human blood as reported by (PMID: 31557052 ). Iodogen is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Iodogen is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1652309112101552D          

 26 29  0  0  0  0            999 V2000
    0.7846   -3.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -2.1195    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.7846    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702    0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702    1.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    2.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    1.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 20  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
M  END

HMDB0246899
     RDKit          3D
Iodo-gen
 36 39  0  0  0  0  0  0  0  0999 V2000
   -0.6807   -3.2842   -2.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871   -2.4045   -1.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0945   -2.2766   -0.3178 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2106   -3.3926    0.3867 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5842   -1.0079    0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6016   -0.0021    0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8502   -0.2554    0.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8974    0.6203    0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7168    1.7662   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5237    2.0456   -0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4642    1.1672   -0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3167   -1.3233    1.6524 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3580   -1.0465    3.0023 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9940   -1.8924    1.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744   -2.2264    2.7098 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4332   -1.9877    0.3197 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -3.0580   -0.3707 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6998   -0.8998   -0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5861    0.2267   -0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6964    0.3634   -0.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6366    1.3691   -0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4493    2.2491    0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3447    2.1138    1.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3981    1.1084    0.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4450   -1.3071   -1.7460 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9822   -0.7722   -3.2989 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0272   -1.1657    1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8471    0.3850    1.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5518    2.4470   -0.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3500    2.9565   -1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5439    1.3657   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8751   -0.2919   -1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5045    1.4965   -1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1621    3.0526    0.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2416    2.8075    1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315    1.0537    1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 18 25  1  0
 25 26  1  0
 25  2  1  0
 18  5  1  0
 24 19  1  0
 11  6  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 20 32  1  0
 21 33  1  0
 22 34  1  0
 23 35  1  0
 24 36  1  0
M  END

  Mrv1652309112101552D          

 26 29  0  0  0  0            999 V2000
    0.7846   -3.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -2.1195    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.7846    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702    0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702    1.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    2.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    1.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 20  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246899

> <DATABASE_NAME>
hmdb

> <SMILES>
ClN1C(=O)N(Cl)C2(N(Cl)C(=O)N(Cl)C12C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H10Cl4N4O2/c17-21-13(25)23(19)16(12-9-5-2-6-10-12)15(21,11-7-3-1-4-8-11)22(18)14(26)24(16)20/h1-10H

> <INCHI_KEY>
FJQZXCPWAGYPSD-UHFFFAOYSA-N

> <FORMULA>
C16H10Cl4N4O2

> <MOLECULAR_WEIGHT>
432.08

> <EXACT_MASS>
429.9557864

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
36.98247616025936

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3,4,6-tetrachloro-3a,6a-diphenyl-octahydro-[1,3]diazolo[4,5-d]imidazole-2,5-dione

> <ALOGPS_LOGP>
-1.28

> <JCHEM_LOGP>
5.270636361999999

> <ALOGPS_LOGS>
-6.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
47.10000000000001

> <JCHEM_REFRACTIVITY>
100.22580000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.61e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3,4,6-tetrachloro-3a,6a-diphenyl-[1,3]diazolo[4,5-d]imidazole-2,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246899
     RDKit          3D
Iodo-gen
 36 39  0  0  0  0  0  0  0  0999 V2000
   -0.6807   -3.2842   -2.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871   -2.4045   -1.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0945   -2.2766   -0.3178 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2106   -3.3926    0.3867 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5842   -1.0079    0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6016   -0.0021    0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8502   -0.2554    0.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8974    0.6203    0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7168    1.7662   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5237    2.0456   -0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4642    1.1672   -0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3167   -1.3233    1.6524 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3580   -1.0465    3.0023 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9940   -1.8924    1.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744   -2.2264    2.7098 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4332   -1.9877    0.3197 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -3.0580   -0.3707 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6998   -0.8998   -0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5861    0.2267   -0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6964    0.3634   -0.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6366    1.3691   -0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4493    2.2491    0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3447    2.1138    1.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3981    1.1084    0.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4450   -1.3071   -1.7460 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9822   -0.7722   -3.2989 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0272   -1.1657    1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8471    0.3850    1.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5518    2.4470   -0.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3500    2.9565   -1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5439    1.3657   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8751   -0.2919   -1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5045    1.4965   -1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1621    3.0526    0.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2416    2.8075    1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315    1.0537    1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 18 25  1  0
 25 26  1  0
 25  2  1  0
 18  5  1  0
 24 19  1  0
 11  6  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 20 32  1  0
 21 33  1  0
 22 34  1  0
 23 35  1  0
 24 36  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.465  -6.636   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.131  -5.866   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.131  -4.326   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.465  -3.556   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.798  -4.326   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.798  -5.866   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.465  -2.016   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -0.000  -0.000   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -0.905  -1.246   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.445  -1.246   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      -0.000  -2.492   0.000  0.00  0.00           N+0
HETATM   13 Cl   UNK     0      -0.476  -3.956   0.000  0.00  0.00          Cl+0
HETATM   14 Cl   UNK     0      -0.476   1.465   0.000  0.00  0.00          Cl+0
HETATM   15  N   UNK     0       2.929   0.000   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.374  -1.246   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       2.929  -2.492   0.000  0.00  0.00           N+0
HETATM   19 Cl   UNK     0       3.405  -3.956   0.000  0.00  0.00          Cl+0
HETATM   20 Cl   UNK     0       3.405   1.465   0.000  0.00  0.00          Cl+0
HETATM   21  C   UNK     0       1.465   1.064   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.131   1.834   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.131   3.374   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.465   4.144   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.798   3.374   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.798   1.834   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8   12   18                                             
CONECT    8    7    9   15   21                                             
CONECT    9    8   10   14                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    7   13                                                  
CONECT   13   12                                                            
CONECT   14    9                                                            
CONECT   15    8   16   20                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    7   19                                                  
CONECT   19   18                                                            
CONECT   20   15                                                            
CONECT   21    8   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0246899
HETATM    1  O1  UNL     1      -0.681  -3.284  -2.484  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.487  -2.405  -1.595  1.00  0.00           C  
HETATM    3  N1  UNL     1      -1.094  -2.277  -0.318  1.00  0.00           N  
HETATM    4 CL1  UNL     1      -2.211  -3.393   0.387  1.00  0.00          CL  
HETATM    5  C2  UNL     1      -0.584  -1.008   0.258  1.00  0.00           C  
HETATM    6  C3  UNL     1      -1.602  -0.002   0.043  1.00  0.00           C  
HETATM    7  C4  UNL     1      -2.850  -0.255   0.654  1.00  0.00           C  
HETATM    8  C5  UNL     1      -3.897   0.620   0.563  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.717   1.766  -0.140  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.524   2.046  -0.745  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.464   1.167  -0.657  1.00  0.00           C  
HETATM   12  N2  UNL     1      -0.317  -1.323   1.652  1.00  0.00           N  
HETATM   13 CL2  UNL     1      -1.358  -1.047   3.002  1.00  0.00          CL  
HETATM   14  C9  UNL     1       0.994  -1.892   1.649  1.00  0.00           C  
HETATM   15  O2  UNL     1       1.574  -2.226   2.710  1.00  0.00           O  
HETATM   16  N3  UNL     1       1.433  -1.988   0.320  1.00  0.00           N  
HETATM   17 CL3  UNL     1       2.551  -3.058  -0.371  1.00  0.00          CL  
HETATM   18  C10 UNL     1       0.700  -0.900  -0.407  1.00  0.00           C  
HETATM   19  C11 UNL     1       1.586   0.227  -0.181  1.00  0.00           C  
HETATM   20  C12 UNL     1       2.696   0.363  -0.983  1.00  0.00           C  
HETATM   21  C13 UNL     1       3.637   1.369  -0.777  1.00  0.00           C  
HETATM   22  C14 UNL     1       3.449   2.249   0.261  1.00  0.00           C  
HETATM   23  C15 UNL     1       2.345   2.114   1.061  1.00  0.00           C  
HETATM   24  C16 UNL     1       1.398   1.108   0.854  1.00  0.00           C  
HETATM   25  N4  UNL     1       0.445  -1.307  -1.746  1.00  0.00           N  
HETATM   26 CL4  UNL     1       0.982  -0.772  -3.299  1.00  0.00          CL  
HETATM   27  H1  UNL     1      -3.027  -1.166   1.203  1.00  0.00           H  
HETATM   28  H2  UNL     1      -4.847   0.385   1.066  1.00  0.00           H  
HETATM   29  H3  UNL     1      -4.552   2.447  -0.191  1.00  0.00           H  
HETATM   30  H4  UNL     1      -2.350   2.956  -1.313  1.00  0.00           H  
HETATM   31  H5  UNL     1      -0.544   1.366  -1.139  1.00  0.00           H  
HETATM   32  H6  UNL     1       2.875  -0.292  -1.784  1.00  0.00           H  
HETATM   33  H7  UNL     1       4.505   1.497  -1.394  1.00  0.00           H  
HETATM   34  H8  UNL     1       4.162   3.053   0.457  1.00  0.00           H  
HETATM   35  H9  UNL     1       2.242   2.807   1.853  1.00  0.00           H  
HETATM   36  H10 UNL     1       0.531   1.054   1.532  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   25
CONECT    3    4    5
CONECT    5    6   12   18
CONECT    6    7    7   11
CONECT    7    8   27
CONECT    8    9    9   28
CONECT    9   10   29
CONECT   10   11   11   30
CONECT   11   31
CONECT   12   13   14
CONECT   14   15   15   16
CONECT   16   17   18
CONECT   18   19   25
CONECT   19   20   20   24
CONECT   20   21   32
CONECT   21   22   22   33
CONECT   22   23   34
CONECT   23   24   24   35
CONECT   24   36
CONECT   25   26
END

HMDB0246899
     RDKit          3D
Iodo-gen
 36 39  0  0  0  0  0  0  0  0999 V2000
   -0.6807   -3.2842   -2.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871   -2.4045   -1.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0945   -2.2766   -0.3178 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2106   -3.3926    0.3867 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5842   -1.0079    0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6016   -0.0021    0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8502   -0.2554    0.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8974    0.6203    0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7168    1.7662   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5237    2.0456   -0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4642    1.1672   -0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3167   -1.3233    1.6524 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3580   -1.0465    3.0023 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9940   -1.8924    1.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744   -2.2264    2.7098 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4332   -1.9877    0.3197 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -3.0580   -0.3707 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6998   -0.8998   -0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5861    0.2267   -0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6964    0.3634   -0.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6366    1.3691   -0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4493    2.2491    0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3447    2.1138    1.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3981    1.1084    0.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4450   -1.3071   -1.7460 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9822   -0.7722   -3.2989 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0272   -1.1657    1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8471    0.3850    1.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5518    2.4470   -0.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3500    2.9565   -1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5439    1.3657   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8751   -0.2919   -1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5045    1.4965   -1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1621    3.0526    0.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2416    2.8075    1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315    1.0537    1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 18 25  1  0
 25 26  1  0
 25  2  1  0
 18  5  1  0
 24 19  1  0
 11  6  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 20 32  1  0
 21 33  1  0
 22 34  1  0
 23 35  1  0
 24 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,3,4,6-Tetrachloro-3 alpha,6 alpha-diphenylglycoluril	HMDB
Iodo-gen	MeSH
Iodogen	MeSH

Chemical Formula

C₁₆H₁₀Cl₄N₄O₂

Average Molecular Weight

432.08

Monoisotopic Molecular Weight

429.9557864

IUPAC Name

1,3,4,6-tetrachloro-3a,6a-diphenyl-octahydro-[1,3]diazolo[4,5-d]imidazole-2,5-dione

Traditional Name

1,3,4,6-tetrachloro-3a,6a-diphenyl-[1,3]diazolo[4,5-d]imidazole-2,5-dione

CAS Registry Number

Not Available

SMILES

ClN1C(=O)N(Cl)C2(N(Cl)C(=O)N(Cl)C12C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H10Cl4N4O2/c17-21-13(25)23(19)16(12-9-5-2-6-10-12)15(21,11-7-3-1-4-8-11)22(18)14(26)24(16)20/h1-10H

InChI Key

FJQZXCPWAGYPSD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Phenylimidazolidine
Monocyclic benzene moiety
Imidazolidinone
Benzenoid
Imidazolidine
Carbonic acid derivative
Azacycle
Organoheterocyclic compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.3	ALOGPS
logP	5.27	ChemAxon
logS	-6.4	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	47.1 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	100.23 m³·mol⁻¹	ChemAxon
Polarizability	36.98 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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-2H]-	210.251	30932474
DeepCCS	[M+Na]+	185.36	30932474
AllCCS	[M+H]+	188.5	32859911
AllCCS	[M+H-H2O]+	185.8	32859911
AllCCS	[M+NH4]+	191.1	32859911
AllCCS	[M+Na]+	191.8	32859911
AllCCS	[M-H]-	177.8	32859911
AllCCS	[M+Na-2H]-	177.0	32859911
AllCCS	[M+HCOO]-	176.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Iodo-gen	ClN1C(=O)N(Cl)C2(N(Cl)C(=O)N(Cl)C12C1=CC=CC=C1)C1=CC=CC=C1	4396.0	Standard polar	33892256
Iodo-gen	ClN1C(=O)N(Cl)C2(N(Cl)C(=O)N(Cl)C12C1=CC=CC=C1)C1=CC=CC=C1	2965.1	Standard non polar	33892256
Iodo-gen	ClN1C(=O)N(Cl)C2(N(Cl)C(=O)N(Cl)C12C1=CC=CC=C1)C1=CC=CC=C1	3062.7	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 - Iodogen GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-3000900000-28c08526fbf231d57d0e	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iodogen GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iodogen 10V, Positive-QTOF	splash10-001i-0000900000-62a12d5f8131cb43942c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iodogen 20V, Positive-QTOF	splash10-001i-0000900000-62a12d5f8131cb43942c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iodogen 40V, Positive-QTOF	splash10-001i-0000900000-62a12d5f8131cb43942c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iodogen 10V, Negative-QTOF	splash10-004i-0000900000-6c7010a8a46828110e39	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iodogen 20V, Negative-QTOF	splash10-004i-0000900000-6c7010a8a46828110e39	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iodogen 40V, Negative-QTOF	splash10-004i-0000900000-6c7010a8a46828110e39	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

36615

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

40065

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Iodogen (HMDB0246899)

MOL for HMDB0246899 (Iodogen)

3D MOL for HMDB0246899 (Iodogen)

3D SDF for HMDB0246899 (Iodogen)

3D-SDF for HMDB0246899 (Iodogen)

PDB for HMDB0246899 (Iodogen)

3D PDB for HMDB0246899 (Iodogen)

SMILES for HMDB0246899 (Iodogen)

INCHI for HMDB0246899 (Iodogen)

Structure for HMDB0246899 (Iodogen)

3D Structure for HMDB0246899 (Iodogen)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra