Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Show more...Show more...Show more...Show more...

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:37:17 UTC

Update Date

2021-09-26 22:55:47 UTC

HMDB ID

HMDB0246605

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4,4'-Diphenylmethane diisocyanate

Description

diphenylmethane-4,4'-diisocyanate, also known as 4,4'-methylene diphenyl diisocyanate or 1,1'-methylenebis(4-isocyanatobenzene), belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. Based on a literature review a significant number of articles have been published on diphenylmethane-4,4'-diisocyanate. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4,4'-diphenylmethane diisocyanate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4,4'-Diphenylmethane diisocyanate 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

HMDB0246605
     RDKit          3D
4,4'-Diphenylmethane diisocyanate
 29 30  0  0  0  0  0  0  0  0999 V2000
    6.7916    1.8740   -0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5555    2.0034   -0.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3779    2.0175   -1.3827 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3619    1.1899   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917    1.4330    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8016    0.6031    0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3401   -0.4913    0.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2688   -1.3605    0.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0763   -0.9169    0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223   -0.0261    1.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965    0.3434    0.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6521   -0.1624   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9517    0.2167   -0.9041 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8617    0.2786   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9083    0.5887    0.5657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031   -1.0554   -1.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6521   -1.4132   -0.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9099   -0.7338   -1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991    0.0936   -1.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1563    2.2972    0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3920    0.8431    1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4200   -2.4009    0.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4091   -1.3636    1.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3899    0.3704    2.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6925    1.0421    1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2988   -1.4827   -2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0927   -2.1189   -1.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5605   -1.5867   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3622   -0.0822   -2.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  2  0
 12 16  1  0
 16 17  2  0
  7 18  1  0
 18 19  2  0
 19  4  1  0
 17  9  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 16 26  1  0
 17 27  1  0
 18 28  1  0
 19 29  1  0
M  END

  Mrv0541 02241205232D          

 19 20  0  0  0  0            999 V2000
    0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  2  0  0  0  0
  7 18  1  0  0  0  0
 18 19  2  0  0  0  0
  4 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246605

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C=NC1=CC=C(CC2=CC=C(C=C2)N=C=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H10N2O2/c18-10-16-14-5-1-12(2-6-14)9-13-3-7-15(8-4-13)17-11-19/h1-8H,9H2

> <INCHI_KEY>
UPMLOUAZCHDJJD-UHFFFAOYSA-N

> <FORMULA>
C15H10N2O2

> <MOLECULAR_WEIGHT>
250.2521

> <EXACT_MASS>
250.074227574

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
25.44458382768059

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-isocyanato-4-[(4-isocyanatophenyl)methyl]benzene

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
3.8841511283333334

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3921931876758524

> <JCHEM_POLAR_SURFACE_AREA>
58.86

> <JCHEM_REFRACTIVITY>
73.93920000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
diphenylmethane diisocyanate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246605
     RDKit          3D
4,4'-Diphenylmethane diisocyanate
 29 30  0  0  0  0  0  0  0  0999 V2000
    6.7916    1.8740   -0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5555    2.0034   -0.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3779    2.0175   -1.3827 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3619    1.1899   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917    1.4330    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8016    0.6031    0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3401   -0.4913    0.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2688   -1.3605    0.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0763   -0.9169    0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223   -0.0261    1.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965    0.3434    0.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6521   -0.1624   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9517    0.2167   -0.9041 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8617    0.2786   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9083    0.5887    0.5657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031   -1.0554   -1.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6521   -1.4132   -0.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9099   -0.7338   -1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991    0.0936   -1.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1563    2.2972    0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3920    0.8431    1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4200   -2.4009    0.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4091   -1.3636    1.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3899    0.3704    2.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6925    1.0421    1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2988   -1.4827   -2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0927   -2.1189   -1.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5605   -1.5867   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3622   -0.0822   -2.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  2  0
 12 16  1  0
 16 17  2  0
  7 18  1  0
 18 19  2  0
 19  4  1  0
 17  9  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 16 26  1  0
 17 27  1  0
 18 28  1  0
 19 29  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       1.334   0.770   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -1.334 -10.010   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334 -13.090   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18    7   19                                                       
CONECT   19   18    4                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0246605
HETATM    1  O1  UNL     1       6.792   1.874  -0.877  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.555   2.003  -0.868  1.00  0.00           C  
HETATM    3  N1  UNL     1       4.378   2.018  -1.383  1.00  0.00           N  
HETATM    4  C2  UNL     1       3.362   1.190  -0.846  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.792   1.433   0.386  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.802   0.603   0.878  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.340  -0.491   0.176  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.269  -1.361   0.747  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.076  -0.917   0.375  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.822  -0.026   1.109  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.097   0.343   0.683  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.652  -0.162  -0.474  1.00  0.00           C  
HETATM   13  N2  UNL     1      -4.952   0.217  -0.904  1.00  0.00           N  
HETATM   14  C11 UNL     1      -5.862   0.279  -0.014  1.00  0.00           C  
HETATM   15  O2  UNL     1      -6.908   0.589   0.566  1.00  0.00           O  
HETATM   16  C12 UNL     1      -2.903  -1.055  -1.208  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.652  -1.413  -0.783  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.910  -0.734  -1.055  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.899   0.094  -1.548  1.00  0.00           C  
HETATM   20  H1  UNL     1       3.156   2.297   0.940  1.00  0.00           H  
HETATM   21  H2  UNL     1       1.392   0.843   1.850  1.00  0.00           H  
HETATM   22  H3  UNL     1       0.420  -2.401   0.384  1.00  0.00           H  
HETATM   23  H4  UNL     1       0.409  -1.364   1.857  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.390   0.370   2.013  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.693   1.042   1.250  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.299  -1.483  -2.129  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.093  -2.119  -1.387  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.561  -1.587  -1.618  1.00  0.00           H  
HETATM   29  H10 UNL     1       3.362  -0.082  -2.521  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3
CONECT    3    4
CONECT    4    5    5   19
CONECT    5    6   20
CONECT    6    7    7   21
CONECT    7    8   18
CONECT    8    9   22   23
CONECT    9   10   10   17
CONECT   10   11   24
CONECT   11   12   12   25
CONECT   12   13   16
CONECT   13   14   14
CONECT   14   15   15
CONECT   16   17   17   26
CONECT   17   27
CONECT   18   19   19   28
CONECT   19   29
END

HMDB0246605
     RDKit          3D
4,4'-Diphenylmethane diisocyanate
 29 30  0  0  0  0  0  0  0  0999 V2000
    6.7916    1.8740   -0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5555    2.0034   -0.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3779    2.0175   -1.3827 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3619    1.1899   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917    1.4330    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8016    0.6031    0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3401   -0.4913    0.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2688   -1.3605    0.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0763   -0.9169    0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223   -0.0261    1.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965    0.3434    0.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6521   -0.1624   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9517    0.2167   -0.9041 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8617    0.2786   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9083    0.5887    0.5657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031   -1.0554   -1.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6521   -1.4132   -0.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9099   -0.7338   -1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8991    0.0936   -1.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1563    2.2972    0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3920    0.8431    1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4200   -2.4009    0.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4091   -1.3636    1.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3899    0.3704    2.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6925    1.0421    1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2988   -1.4827   -2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0927   -2.1189   -1.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5605   -1.5867   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3622   -0.0822   -2.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  2  0
 12 16  1  0
 16 17  2  0
  7 18  1  0
 18 19  2  0
 19  4  1  0
 17  9  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 16 26  1  0
 17 27  1  0
 18 28  1  0
 19 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,1'-Methylenebis(4-isocyanatobenzene)	ChEBI
4,4'-Diisocyanatodiphenylmethane	ChEBI
4,4'-Diphenylmethane diisocyanate	ChEBI
4,4'-Methylene diphenyl diisocyanate	ChEBI
4,4'-Methylenebis(phenyl isocyanate)	ChEBI
4,4'-Methylenedi(phenyl isocyanate)	ChEBI
4,4'-Methylenedi-p-phenylene diisocyanate	ChEBI
4,4'-Methylenediphenyl diisocyanate	ChEBI
4,4'-Methylenediphenyl isocyanate	ChEBI
4,4'-Methylenediphenylene diisocyanate	ChEBI
4,4'-Methylenediphenylene isocyanate	ChEBI
4-4'-Diisocyanate de diphenylmethane	ChEBI
Bis(1,4-isocyanatophenyl)methane	ChEBI
Bis(4-isocyanatophenyl)methane	ChEBI
Bis(p-isocyanatophenyl)methane	ChEBI
Bis(para-isocyanatophenyl)methane	ChEBI
Diphenyl methane diisocyanate	ChEBI
Diphenylmethan-4,4'-diisocyanat	ChEBI
Diphenylmethane diisocyanate	ChEBI
Diphenylmethyl diisocyanate	ChEBI
MDI	ChEBI
MDR	ChEBI
Methylbisphenyl isocyanate	ChEBI
Methylene bisphenyl isocyanate	ChEBI
Methylene di-p-phenylene isocyanate	ChEBI
Methylene diphenyl diisocyanate	ChEBI
Methylenebis(4-isocyanatobenzene)	ChEBI
Methylenebis(4-phenyl isocyanate)	ChEBI
Methylenebis(4-phenylene isocyanate)	ChEBI
Methylenebis(p-phenyl isocyanate)	ChEBI
Methylenebis(p-phenylene isocyanate)	ChEBI
Methylenebis(para-phenyl isocyanate)	ChEBI
Methylenebis(para-phenylene isocyanate)	ChEBI
Methylenebisphenyl diisocyanate	ChEBI
Methylenedi-p-phenylene diisocyanate	ChEBI
Methylenedi-para-phenylene diisocyanate	ChEBI
p,P'-diphenylmethane diisocyanate	ChEBI
p,P'-methylenebis(phenyl isocyanate)	ChEBI
Para,para'-diphenylmethane diisocyanate	ChEBI
Para,para'-methylenebis(phenyl isocyanate)	ChEBI
4,4'-Diphenylmethane diisocyanic acid	Generator
4,4'-Methylene diphenyl diisocyanic acid	Generator
4,4'-Methylenebis(phenyl isocyanic acid)	Generator
4,4'-Methylenedi(phenyl isocyanic acid)	Generator
4,4'-Methylenedi-p-phenylene diisocyanic acid	Generator
4,4'-Methylenediphenyl diisocyanic acid	Generator
4,4'-Methylenediphenyl isocyanic acid	Generator
4,4'-Methylenediphenylene diisocyanic acid	Generator
4,4'-Methylenediphenylene isocyanic acid	Generator
4-4'-Diisocyanic acid de diphenylmethane	Generator
Diphenyl methane diisocyanic acid	Generator
Diphenylmethane diisocyanic acid	Generator
Diphenylmethyl diisocyanic acid	Generator
Methylbisphenyl isocyanic acid	Generator
Methylene bisphenyl isocyanic acid	Generator
Methylene di-p-phenylene isocyanic acid	Generator
Methylene diphenyl diisocyanic acid	Generator
Methylenebis(4-phenyl isocyanic acid)	Generator
Methylenebis(4-phenylene isocyanic acid)	Generator
Methylenebis(p-phenyl isocyanic acid)	Generator
Methylenebis(p-phenylene isocyanic acid)	Generator
Methylenebis(para-phenyl isocyanic acid)	Generator
Methylenebis(para-phenylene isocyanic acid)	Generator
Methylenebisphenyl diisocyanic acid	Generator
Methylenedi-p-phenylene diisocyanic acid	Generator
Methylenedi-para-phenylene diisocyanic acid	Generator
p,P'-diphenylmethane diisocyanic acid	Generator
p,P'-methylenebis(phenyl isocyanic acid)	Generator
Para,para'-diphenylmethane diisocyanic acid	Generator
Para,para'-methylenebis(phenyl isocyanic acid)	Generator
Diphenylmethane-4,4'-diisocyanic acid	Generator
1,1-Methylenebis(phenyl)diisocyanate	MeSH
4,4'-Methylenebis(phenylisocyanate)	MeSH
4,4'-Methylene bisphenyl diisocyanate	MeSH
Diphenylmethane-4,4'-diisocyanate	MeSH
Methylenebis(phenyl isocyanate)	MeSH

Chemical Formula

C₁₅H₁₀N₂O₂

Average Molecular Weight

250.2521

Monoisotopic Molecular Weight

250.074227574

IUPAC Name

1-isocyanato-4-[(4-isocyanatophenyl)methyl]benzene

Traditional Name

diphenylmethane diisocyanate

CAS Registry Number

Not Available

SMILES

O=C=NC1=CC=C(CC2=CC=C(C=C2)N=C=O)C=C1

InChI Identifier

InChI=1S/C15H10N2O2/c18-10-16-14-5-1-12(2-6-14)9-13-3-7-15(8-4-13)17-11-19/h1-8H,9H2

InChI Key

UPMLOUAZCHDJJD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Isocyanate
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

diisocyanate (CHEBI:53218 )

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	3.24	ALOGPS
logP	3.88	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	58.86 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	73.94 m³·mol⁻¹	ChemAxon
Polarizability	25.44 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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+H]+	165.244	30932474
DeepCCS	[M-H]-	162.886	30932474
DeepCCS	[M-2H]-	195.772	30932474
DeepCCS	[M+Na]+	171.337	30932474
AllCCS	[M+H]+	156.2	32859911
AllCCS	[M+H-H2O]+	152.4	32859911
AllCCS	[M+NH4]+	159.8	32859911
AllCCS	[M+Na]+	160.8	32859911
AllCCS	[M-H]-	161.0	32859911
AllCCS	[M+Na-2H]-	160.6	32859911
AllCCS	[M+HCOO]-	160.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4,4'-Diphenylmethane diisocyanate	O=C=NC1=CC=C(CC2=CC=C(C=C2)N=C=O)C=C1	3557.3	Standard polar	33892256
4,4'-Diphenylmethane diisocyanate	O=C=NC1=CC=C(CC2=CC=C(C=C2)N=C=O)C=C1	2595.5	Standard non polar	33892256
4,4'-Diphenylmethane diisocyanate	O=C=NC1=CC=C(CC2=CC=C(C=C2)N=C=O)C=C1	2108.9	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 - 4,4'-Diphenylmethane diisocyanate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fk9-1890000000-01a5b7c88be700f0a21d	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4'-Diphenylmethane diisocyanate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0udi-2490000000-3be85aeffd065c857bd3	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Diphenylmethane diisocyanate 10V, Positive-QTOF	splash10-0udi-0090000000-5c2a926cab6b618bc3a6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Diphenylmethane diisocyanate 20V, Positive-QTOF	splash10-0udi-0090000000-5c2a926cab6b618bc3a6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Diphenylmethane diisocyanate 40V, Positive-QTOF	splash10-0udi-4980000000-bda615052c35c811411c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Diphenylmethane diisocyanate 10V, Negative-QTOF	splash10-0002-0090000000-b36921e3051707453ad4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Diphenylmethane diisocyanate 20V, Negative-QTOF	splash10-0002-0090000000-b36921e3051707453ad4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Diphenylmethane diisocyanate 40V, Negative-QTOF	splash10-0002-2190000000-c6255f479738de374c50	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Diphenylmethane diisocyanate 10V, Positive-QTOF	splash10-0uk9-0190000000-739eadb38c6b8c94f203	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Diphenylmethane diisocyanate 20V, Positive-QTOF	splash10-0fk9-0290000000-4618d9a59227b80d7022	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Diphenylmethane diisocyanate 40V, Positive-QTOF	splash10-00or-0910000000-bef0122d76c4afba60c7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Diphenylmethane diisocyanate 10V, Negative-QTOF	splash10-0002-0090000000-6971a302c8bdd54e5834	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Diphenylmethane diisocyanate 20V, Negative-QTOF	splash10-00dj-0090000000-d99a8854a86d9097d674	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4'-Diphenylmethane diisocyanate 40V, Negative-QTOF	splash10-006y-2950000000-f13713242be7a3d6e97b	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

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

7289

KEGG Compound ID

C19453

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Diphenylmethane_diisocyanate

METLIN ID

Not Available

PubChem Compound

7570

PDB ID

Not Available

ChEBI ID

53218

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1195121

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 4,4'-Diphenylmethane diisocyanate (HMDB0246605)

MOL for HMDB0246605 (4,4'-Diphenylmethane diisocyanate)

3D MOL for HMDB0246605 (4,4'-Diphenylmethane diisocyanate)

3D SDF for HMDB0246605 (4,4'-Diphenylmethane diisocyanate)

3D-SDF for HMDB0246605 (4,4'-Diphenylmethane diisocyanate)

PDB for HMDB0246605 (4,4'-Diphenylmethane diisocyanate)

3D PDB for HMDB0246605 (4,4'-Diphenylmethane diisocyanate)

SMILES for HMDB0246605 (4,4'-Diphenylmethane diisocyanate)

INCHI for HMDB0246605 (4,4'-Diphenylmethane diisocyanate)

Structure for HMDB0246605 (4,4'-Diphenylmethane diisocyanate)

3D Structure for HMDB0246605 (4,4'-Diphenylmethane diisocyanate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra