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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:22:33 UTC

Update Date

2021-09-26 23:12:44 UTC

HMDB ID

HMDB0256792

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Prodiamine

Description

Prodiamine belongs to the class of organic compounds known as dinitroanilines. These are organic compounds containing an aniline moiety, which is substituted at 2 positions by a nitro group. Based on a literature review very few articles have been published on Prodiamine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Prodiamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Prodiamine 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

HMDB0256792
     RDKit          3D
Prodiamine
 41 41  0  0  0  0  0  0  0  0999 V2000
   -2.7952    3.1130   -1.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5171    1.8083   -0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3153    1.1694   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647   -0.0248   -0.3412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3799   -1.3164   -0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5553   -1.5815    0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0272   -3.0424    0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5909   -0.0225    0.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8531    0.1118    1.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0733    0.1690    2.5548 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.2243   -0.2807    3.6997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981    0.6865    2.4297 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.2276    0.1456    1.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2126    0.0437    0.9108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6305    0.0844    1.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2366    1.1616    0.7334 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3164   -1.0610    1.0111 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7290    0.2216    2.7191 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8902   -0.0949   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9423   -0.2010   -1.3783 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5780   -0.1307   -0.8129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2016   -0.2749   -2.1721 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.3387    0.7161   -2.9102 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7012   -1.4228   -2.7185 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.2829    2.9804   -2.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8706    3.2828   -1.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3704    3.9752   -0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4155    1.1778   -0.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    2.1295    0.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    1.0259   -1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4957    1.9922   -0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6300   -2.1465   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7255   -1.5363   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4368   -0.9475    0.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3604   -1.5914    1.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8317   -3.2955    0.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1654   -3.6981    0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4506   -3.0933   -0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231    0.2577    2.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3558    0.6445   -1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2801   -1.1347   -1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 14 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
 13 39  1  0
 20 40  1  0
 20 41  1  0
M  CHG  4  10   1  12  -1  22   1  24  -1
M  END

 
  Mrv0541 09271209302D          
 
 24 24  0  0  0  0            999 V2000
   13.7775  -11.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7775  -12.2513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4920  -12.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2065  -12.2513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2065  -11.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4920  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4920  -10.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7676   -9.7705    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.1965   -9.7820    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.4920   -9.3639    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.9319  -11.0073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0631  -12.6638    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   12.3586  -12.2569    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.0630  -13.4886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9319  -12.6702    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   16.8071  -12.2603    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   15.9318  -13.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4920  -13.4886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7676  -13.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1965  -13.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7676  -14.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1965  -14.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0631  -15.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9009  -15.1273    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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
  5 11  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
M  CHG  4  12   1  13  -1  15   1  16  -1
M  END
> <DATABASE_ID>
HMDB0256792

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCN(CCC)C1=C(C(N)=C(C=C1[N+]([O-])=O)C(F)(F)F)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H17F3N4O4/c1-3-5-18(6-4-2)11-9(19(21)22)7-8(13(14,15)16)10(17)12(11)20(23)24/h7H,3-6,17H2,1-2H3

> <INCHI_KEY>
RSVPPPHXAASNOL-UHFFFAOYSA-N

> <FORMULA>
C13H17F3N4O4

> <MOLECULAR_WEIGHT>
350.2937

> <EXACT_MASS>
350.120189667

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
30.42646085434746

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6-dinitro-N1,N1-dipropyl-4-(trifluoromethyl)benzene-1,3-diamine

> <ALOGPS_LOGP>
4.69

> <JCHEM_LOGP>
4.418841280333333

> <ALOGPS_LOGS>
-5.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.329623124618038

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6294809894854708

> <JCHEM_POLAR_SURFACE_AREA>
120.89999999999999

> <JCHEM_REFRACTIVITY>
84.3553

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prodiamine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256792
     RDKit          3D
Prodiamine
 41 41  0  0  0  0  0  0  0  0999 V2000
   -2.7952    3.1130   -1.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5171    1.8083   -0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3153    1.1694   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647   -0.0248   -0.3412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3799   -1.3164   -0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5553   -1.5815    0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0272   -3.0424    0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5909   -0.0225    0.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8531    0.1118    1.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0733    0.1690    2.5548 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.2243   -0.2807    3.6997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981    0.6865    2.4297 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.2276    0.1456    1.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2126    0.0437    0.9108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6305    0.0844    1.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2366    1.1616    0.7334 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3164   -1.0610    1.0111 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7290    0.2216    2.7191 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8902   -0.0949   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9423   -0.2010   -1.3783 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5780   -0.1307   -0.8129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2016   -0.2749   -2.1721 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.3387    0.7161   -2.9102 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7012   -1.4228   -2.7185 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.2829    2.9804   -2.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8706    3.2828   -1.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3704    3.9752   -0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4155    1.1778   -0.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    2.1295    0.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    1.0259   -1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4957    1.9922   -0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6300   -2.1465   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7255   -1.5363   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4368   -0.9475    0.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3604   -1.5914    1.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8317   -3.2955    0.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1654   -3.6981    0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4506   -3.0933   -0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231    0.2577    2.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3558    0.6445   -1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2801   -1.1347   -1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 14 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
 13 39  1  0
 20 40  1  0
 20 41  1  0
M  CHG  4  10   1  12  -1  22   1  24  -1
M  END

HEADER    PROTEIN                                 27-SEP-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-12         0                                  
HETATM    1  C   UNK     0      25.718 -21.329   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.718 -22.869   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      27.052 -23.639   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.385 -22.869   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.385 -21.329   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.052 -20.559   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.052 -19.019   0.000  0.00  0.00           C+0
HETATM    8  F   UNK     0      25.700 -18.238   0.000  0.00  0.00           F+0
HETATM    9  F   UNK     0      28.367 -18.260   0.000  0.00  0.00           F+0
HETATM   10  F   UNK     0      27.052 -17.479   0.000  0.00  0.00           F+0
HETATM   11  N   UNK     0      29.740 -20.547   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      24.384 -23.639   0.000  0.00  0.00           N+1
HETATM   13  O   UNK     0      23.069 -22.880   0.000  0.00  0.00           O-1
HETATM   14  O   UNK     0      24.384 -25.179   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      29.740 -23.651   0.000  0.00  0.00           N+1
HETATM   16  O   UNK     0      31.373 -22.886   0.000  0.00  0.00           O-1
HETATM   17  O   UNK     0      29.739 -25.179   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      27.052 -25.179   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      25.700 -25.960   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.367 -25.938   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.700 -27.500   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      28.367 -27.478   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.384 -28.259   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      29.682 -28.238   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   12                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5   15                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    5                                                            
CONECT   12    2   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    4   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    3   19   20                                                  
CONECT   19   18   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   23                                                       
CONECT   22   20   24                                                       
CONECT   23   21                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    HMDB0256792
HETATM    1  C1  UNL     1      -2.795   3.113  -1.098  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.517   1.808  -0.282  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.315   1.169  -0.827  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.765  -0.025  -0.341  1.00  0.00           N  
HETATM    5  C4  UNL     1      -1.380  -1.316  -0.394  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.555  -1.581   0.464  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.027  -3.042   0.204  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.591  -0.022   0.181  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.853   0.112   1.485  1.00  0.00           C  
HETATM   10  N2  UNL     1      -0.073   0.169   2.555  1.00  0.00           N1+
HETATM   11  O1  UNL     1       0.224  -0.281   3.700  1.00  0.00           O  
HETATM   12  O2  UNL     1      -1.298   0.686   2.430  1.00  0.00           O1-
HETATM   13  C9  UNL     1       2.228   0.146   1.852  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.213   0.044   0.911  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.631   0.084   1.352  1.00  0.00           C  
HETATM   16  F1  UNL     1       5.237   1.162   0.733  1.00  0.00           F  
HETATM   17  F2  UNL     1       5.316  -1.061   1.011  1.00  0.00           F  
HETATM   18  F3  UNL     1       4.729   0.222   2.719  1.00  0.00           F  
HETATM   19  C12 UNL     1       2.890  -0.095  -0.420  1.00  0.00           C  
HETATM   20  N3  UNL     1       3.942  -0.201  -1.378  1.00  0.00           N  
HETATM   21  C13 UNL     1       1.578  -0.131  -0.813  1.00  0.00           C  
HETATM   22  N4  UNL     1       1.202  -0.275  -2.172  1.00  0.00           N1+
HETATM   23  O3  UNL     1       1.339   0.716  -2.910  1.00  0.00           O  
HETATM   24  O4  UNL     1       0.701  -1.423  -2.719  1.00  0.00           O1-
HETATM   25  H1  UNL     1      -2.283   2.980  -2.064  1.00  0.00           H  
HETATM   26  H2  UNL     1      -3.871   3.283  -1.157  1.00  0.00           H  
HETATM   27  H3  UNL     1      -2.370   3.975  -0.509  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.416   1.178  -0.549  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.546   2.129   0.744  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.425   1.026  -1.974  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.496   1.992  -0.844  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.630  -2.147  -0.218  1.00  0.00           H  
HETATM   33  H9  UNL     1      -1.725  -1.536  -1.467  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.437  -0.947   0.293  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.360  -1.591   1.558  1.00  0.00           H  
HETATM   36  H12 UNL     1      -3.832  -3.296   0.917  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.165  -3.698   0.371  1.00  0.00           H  
HETATM   38  H14 UNL     1      -3.451  -3.093  -0.819  1.00  0.00           H  
HETATM   39  H15 UNL     1       2.423   0.258   2.915  1.00  0.00           H  
HETATM   40  H16 UNL     1       4.356   0.645  -1.781  1.00  0.00           H  
HETATM   41  H17 UNL     1       4.280  -1.135  -1.659  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5    8
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7   36   37   38
CONECT    8    9    9   21
CONECT    9   10   13
CONECT   10   11   11   12
CONECT   13   14   14   39
CONECT   14   15   19
CONECT   15   16   17   18
CONECT   19   20   21   21
CONECT   20   40   41
CONECT   21   22
CONECT   22   23   23   24
END

HMDB0256792
     RDKit          3D
Prodiamine
 41 41  0  0  0  0  0  0  0  0999 V2000
   -2.7952    3.1130   -1.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5171    1.8083   -0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3153    1.1694   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647   -0.0248   -0.3412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3799   -1.3164   -0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5553   -1.5815    0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0272   -3.0424    0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5909   -0.0225    0.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8531    0.1118    1.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0733    0.1690    2.5548 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.2243   -0.2807    3.6997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981    0.6865    2.4297 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.2276    0.1456    1.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2126    0.0437    0.9108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6305    0.0844    1.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2366    1.1616    0.7334 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3164   -1.0610    1.0111 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7290    0.2216    2.7191 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8902   -0.0949   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9423   -0.2010   -1.3783 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5780   -0.1307   -0.8129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2016   -0.2749   -2.1721 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.3387    0.7161   -2.9102 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7012   -1.4228   -2.7185 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.2829    2.9804   -2.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8706    3.2828   -1.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3704    3.9752   -0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4155    1.1778   -0.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    2.1295    0.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    1.0259   -1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4957    1.9922   -0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6300   -2.1465   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7255   -1.5363   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4368   -0.9475    0.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3604   -1.5914    1.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8317   -3.2955    0.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1654   -3.6981    0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4506   -3.0933   -0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231    0.2577    2.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3558    0.6445   -1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2801   -1.1347   -1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 14 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
 13 39  1  0
 20 40  1  0
 20 41  1  0
M  CHG  4  10   1  12  -1  22   1  24  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Marathon composite resin	MeSH

Chemical Formula

C₁₃H₁₇F₃N₄O₄

Average Molecular Weight

350.2937

Monoisotopic Molecular Weight

350.120189667

IUPAC Name

2,6-dinitro-N1,N1-dipropyl-4-(trifluoromethyl)benzene-1,3-diamine

Traditional Name

prodiamine

CAS Registry Number

Not Available

SMILES

CCCN(CCC)C1=C(C(N)=C(C=C1[N+]([O-])=O)C(F)(F)F)[N+]([O-])=O

InChI Identifier

InChI=1S/C13H17F3N4O4/c1-3-5-18(6-4-2)11-9(19(21)22)7-8(13(14,15)16)10(17)12(11)20(23)24/h7H,3-6,17H2,1-2H3

InChI Key

RSVPPPHXAASNOL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dinitroanilines. These are organic compounds containing an aniline moiety, which is substituted at 2 positions by a nitro group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Aniline and substituted anilines

Direct Parent

Dinitroanilines

Alternative Parents

Substituents

Dinitroaniline
Trifluoromethylbenzene
Nitrobenzene
Nitroaromatic compound
Tertiary aliphatic/aromatic amine
Dialkylarylamine
C-nitro compound
Tertiary amine
Organic nitro compound
Organic oxoazanium
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Alkyl fluoride
Organic zwitterion
Hydrocarbon derivative
Organic oxide
Primary amine
Organonitrogen compound
Organofluoride
Organopnictogen compound
Organohalogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Alkyl halide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

C-nitro compound (CHEBI:82032 )
Dinitroaniline herbicides (C18884 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0256792)

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	4.69	ALOGPS
logP	4.42	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	12.33	ChemAxon
pKa (Strongest Basic)	-0.63	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	120.9 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	84.36 m³·mol⁻¹	ChemAxon
Polarizability	30.43 Å³	ChemAxon
Number of Rings	1	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]+	178.516	30932474
DeepCCS	[M-H]-	176.158	30932474
DeepCCS	[M-2H]-	209.042	30932474
DeepCCS	[M+Na]+	184.651	30932474
AllCCS	[M+H]+	176.6	32859911
AllCCS	[M+H-H2O]+	173.7	32859911
AllCCS	[M+NH4]+	179.2	32859911
AllCCS	[M+Na]+	180.0	32859911
AllCCS	[M-H]-	173.5	32859911
AllCCS	[M+Na-2H]-	173.3	32859911
AllCCS	[M+HCOO]-	173.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prodiamine	CCCN(CCC)C1=C(C(N)=C(C=C1[N+]([O-])=O)C(F)(F)F)[N+]([O-])=O	2686.7	Standard polar	33892256
Prodiamine	CCCN(CCC)C1=C(C(N)=C(C=C1[N+]([O-])=O)C(F)(F)F)[N+]([O-])=O	2002.3	Standard non polar	33892256
Prodiamine	CCCN(CCC)C1=C(C(N)=C(C=C1[N+]([O-])=O)C(F)(F)F)[N+]([O-])=O	1904.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prodiamine,1TMS,isomer #1	CCCN(CCC)C1=C([N+](=O)[O-])C=C(C(F)(F)F)C(N[Si](C)(C)C)=C1[N+](=O)[O-]	2199.6	Semi standard non polar	33892256
Prodiamine,1TMS,isomer #1	CCCN(CCC)C1=C([N+](=O)[O-])C=C(C(F)(F)F)C(N[Si](C)(C)C)=C1[N+](=O)[O-]	2326.4	Standard non polar	33892256
Prodiamine,1TMS,isomer #1	CCCN(CCC)C1=C([N+](=O)[O-])C=C(C(F)(F)F)C(N[Si](C)(C)C)=C1[N+](=O)[O-]	2474.1	Standard polar	33892256
Prodiamine,2TMS,isomer #1	CCCN(CCC)C1=C([N+](=O)[O-])C=C(C(F)(F)F)C(N([Si](C)(C)C)[Si](C)(C)C)=C1[N+](=O)[O-]	2235.4	Semi standard non polar	33892256
Prodiamine,2TMS,isomer #1	CCCN(CCC)C1=C([N+](=O)[O-])C=C(C(F)(F)F)C(N([Si](C)(C)C)[Si](C)(C)C)=C1[N+](=O)[O-]	2445.9	Standard non polar	33892256
Prodiamine,2TMS,isomer #1	CCCN(CCC)C1=C([N+](=O)[O-])C=C(C(F)(F)F)C(N([Si](C)(C)C)[Si](C)(C)C)=C1[N+](=O)[O-]	2331.4	Standard polar	33892256
Prodiamine,1TBDMS,isomer #1	CCCN(CCC)C1=C([N+](=O)[O-])C=C(C(F)(F)F)C(N[Si](C)(C)C(C)(C)C)=C1[N+](=O)[O-]	2381.1	Semi standard non polar	33892256
Prodiamine,1TBDMS,isomer #1	CCCN(CCC)C1=C([N+](=O)[O-])C=C(C(F)(F)F)C(N[Si](C)(C)C(C)(C)C)=C1[N+](=O)[O-]	2525.6	Standard non polar	33892256
Prodiamine,1TBDMS,isomer #1	CCCN(CCC)C1=C([N+](=O)[O-])C=C(C(F)(F)F)C(N[Si](C)(C)C(C)(C)C)=C1[N+](=O)[O-]	2592.6	Standard polar	33892256
Prodiamine,2TBDMS,isomer #1	CCCN(CCC)C1=C([N+](=O)[O-])C=C(C(F)(F)F)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1[N+](=O)[O-]	2620.9	Semi standard non polar	33892256
Prodiamine,2TBDMS,isomer #1	CCCN(CCC)C1=C([N+](=O)[O-])C=C(C(F)(F)F)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1[N+](=O)[O-]	2834.1	Standard non polar	33892256
Prodiamine,2TBDMS,isomer #1	CCCN(CCC)C1=C([N+](=O)[O-])C=C(C(F)(F)F)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1[N+](=O)[O-]	2522.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Prodiamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pir-1229000000-74c221d4ae9550f14a4e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prodiamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00dl-5964000000-28d1accaeb62b929c502	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prodiamine 45V, Positive-QTOF	splash10-00lr-1791000000-672cedf3c064549080db	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prodiamine 75V, Positive-QTOF	splash10-0670-4910000000-e9d904709cd2443f3d1c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prodiamine 60V, Positive-QTOF	splash10-0159-3940000000-55b24276e4421bd86f0d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prodiamine 30V, Negative-QTOF	splash10-0002-0029000000-c881baefd74acb0d9102	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prodiamine 15V, Negative-QTOF	splash10-0002-0009000000-cb221d890df88ef12c93	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prodiamine 45V, Negative-QTOF	splash10-00lr-1791000000-c466ad87dcfa7a8f52e5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prodiamine 60V, Negative-QTOF	splash10-0159-3940000000-e1a276707b2ee810c59d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prodiamine 75V, Negative-QTOF	splash10-0670-4910000000-eae6268302d0fb745223	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prodiamine 90V, Negative-QTOF	splash10-0670-5900000000-fe208d174d1c65368187	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prodiamine 10V, Positive-QTOF	splash10-0udi-1009000000-c863302f56c31da7bb74	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prodiamine 20V, Positive-QTOF	splash10-002f-2019000000-eefc315b428c7b261878	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prodiamine 40V, Positive-QTOF	splash10-0006-9000000000-35861dea27ea6dd13aeb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prodiamine 10V, Negative-QTOF	splash10-0002-0009000000-1b3534faa33dc8cd9407	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prodiamine 20V, Negative-QTOF	splash10-0002-0009000000-34948036d08dfe06116d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prodiamine 40V, Negative-QTOF	splash10-0006-9167000000-0075fe3d92ca5a62e5ce	2016-08-03	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

31719

KEGG Compound ID

C18884

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Prodiamine

METLIN ID

Not Available

PubChem Compound

Not Available

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 Prodiamine (HMDB0256792)

MOL for HMDB0256792 (Prodiamine)

3D MOL for HMDB0256792 (Prodiamine)

3D SDF for HMDB0256792 (Prodiamine)

3D-SDF for HMDB0256792 (Prodiamine)

PDB for HMDB0256792 (Prodiamine)

3D PDB for HMDB0256792 (Prodiamine)

SMILES for HMDB0256792 (Prodiamine)

INCHI for HMDB0256792 (Prodiamine)

Structure for HMDB0256792 (Prodiamine)

3D Structure for HMDB0256792 (Prodiamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra