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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:24:20 UTC

Update Date

2021-09-26 22:57:04 UTC

HMDB ID

HMDB0247397

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine

Description

N1-(4-methylpentan-2-yl)-N4-phenylbenzene-1,4-diamine belongs to the class of organic compounds known as phenylalkylamines. These are organic amines where the amine group is secondary and linked on one end to a phenyl group and on the other end, to an alkyl group. Based on a literature review very few articles have been published on N1-(4-methylpentan-2-yl)-N4-phenylbenzene-1,4-diamine. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(1,3-dimethylbutyl)-n'-phenyl-p-phenylenediamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine 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

HMDB0247397
     RDKit          3D
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine
 44 45  0  0  0  0  0  0  0  0999 V2000
   -5.5301   -1.3135    0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7294   -0.3248   -0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1973   -0.2437   -2.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2369   -0.6291   -0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8088   -0.5542    0.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0539    0.8170    1.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4870   -1.0302    1.1730 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912   -0.4677    0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939   -1.1825    0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0805   -0.6326    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1711    0.5956   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4020    1.1497   -0.6398 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6869    0.8512   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9100    0.3949    1.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1820    0.0848    1.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2881    0.2243    0.8299 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0599    0.6812   -0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8245    0.9899   -0.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9757    1.3065   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2298    0.7583    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1945   -2.3470    0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5587   -1.0317    1.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5906   -1.2606   -0.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9092    0.6763   -0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3895    0.0205   -2.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6938   -1.1996   -2.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0025    0.5380   -2.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7009    0.0960   -1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0606   -1.6584   -0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5351   -1.2484    1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8846    0.7864    2.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729    1.2199    2.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3258    1.5846    0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3933   -1.9032    1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9048   -2.1652    1.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0024   -1.2237    0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4002    1.8638   -1.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0773    0.2868    1.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3260   -0.2765    2.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2753   -0.0168    1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9431    0.7907   -1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6457    1.3520   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0378    2.2621   -0.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1107    1.3788   -0.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  2  0
 20  8  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
M  END

  Mrv1572004221603302D          

 20 21  0  0  0  0            999 V2000
   -2.8579    2.4750    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
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   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
    0.7145    3.7125    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
    1.4289    4.1250    0.0000 C   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
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    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
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14 13  1  0  0  0  0
 15  3  1  0  0  0  0
 15 13  1  0  0  0  0
 16  7  2  0  0  0  0
 16  8  1  0  0  0  0
 17  9  2  0  0  0  0
 17 10  1  0  0  0  0
 18 11  2  0  0  0  0
 18 12  1  0  0  0  0
 19 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20 16  1  0  0  0  0
 20 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247397

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(C)NC1=CC=C(NC2=CC=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H24N2/c1-14(2)13-15(3)19-17-9-11-18(12-10-17)20-16-7-5-4-6-8-16/h4-12,14-15,19-20H,13H2,1-3H3

> <INCHI_KEY>
ZZMVLMVFYMGSMY-UHFFFAOYSA-N

> <FORMULA>
C18H24N2

> <MOLECULAR_WEIGHT>
268.404

> <EXACT_MASS>
268.193948781

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
32.5050744784908

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N1-(4-methylpentan-2-yl)-N4-phenylbenzene-1,4-diamine

> <ALOGPS_LOGP>
5.41

> <JCHEM_LOGP>
4.913442854333333

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
6.463184029741263

> <JCHEM_POLAR_SURFACE_AREA>
24.06

> <JCHEM_REFRACTIVITY>
87.57900000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.87e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
santoflex 13

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0247397
     RDKit          3D
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine
 44 45  0  0  0  0  0  0  0  0999 V2000
   -5.5301   -1.3135    0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7294   -0.3248   -0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1973   -0.2437   -2.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2369   -0.6291   -0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8088   -0.5542    0.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0539    0.8170    1.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4870   -1.0302    1.1730 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912   -0.4677    0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939   -1.1825    0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0805   -0.6326    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1711    0.5956   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4020    1.1497   -0.6398 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6869    0.8512   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9100    0.3949    1.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1820    0.0848    1.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2881    0.2243    0.8299 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0599    0.6812   -0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8245    0.9899   -0.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9757    1.3065   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2298    0.7583    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1945   -2.3470    0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5587   -1.0317    1.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5906   -1.2606   -0.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9092    0.6763   -0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3895    0.0205   -2.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6938   -1.1996   -2.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0025    0.5380   -2.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7009    0.0960   -1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0606   -1.6584   -0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5351   -1.2484    1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8846    0.7864    2.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729    1.2199    2.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3258    1.5846    0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3933   -1.9032    1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9048   -2.1652    1.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0024   -1.2237    0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4002    1.8638   -1.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0773    0.2868    1.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3260   -0.2765    2.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2753   -0.0168    1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9431    0.7907   -1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6457    1.3520   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0378    2.2621   -0.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1107    1.3788   -0.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  2  0
 20  8  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       0.000   4.620   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       5.335   7.700   0.000  0.00  0.00           N+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   16                                                       
CONECT    8    6   16                                                       
CONECT    9   11   17                                                       
CONECT   10   12   17                                                       
CONECT   11    9   18                                                       
CONECT   12   10   18                                                       
CONECT   13   14   15                                                       
CONECT   14    1    2   13                                                  
CONECT   15    3   13   19                                                  
CONECT   16    7    8   20                                                  
CONECT   17    9   10   19                                                  
CONECT   18   11   12   20                                                  
CONECT   19   15   17                                                       
CONECT   20   16   18                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0247397
HETATM    1  C1  UNL     1      -5.530  -1.314   0.201  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.729  -0.325  -0.604  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.197  -0.244  -2.040  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.237  -0.629  -0.532  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.809  -0.554   0.911  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.054   0.817   1.516  1.00  0.00           C  
HETATM    7  N1  UNL     1      -1.487  -1.030   1.173  1.00  0.00           N  
HETATM    8  C7  UNL     1      -0.291  -0.468   0.695  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.894  -1.183   0.853  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.081  -0.633   0.399  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.171   0.596  -0.208  1.00  0.00           C  
HETATM   12  N2  UNL     1       3.402   1.150  -0.640  1.00  0.00           N  
HETATM   13  C11 UNL     1       4.687   0.851  -0.117  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.910   0.395   1.163  1.00  0.00           C  
HETATM   15  C13 UNL     1       6.182   0.085   1.635  1.00  0.00           C  
HETATM   16  C14 UNL     1       7.288   0.224   0.830  1.00  0.00           C  
HETATM   17  C15 UNL     1       7.060   0.681  -0.447  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.825   0.990  -0.929  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.976   1.307  -0.363  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.230   0.758   0.093  1.00  0.00           C  
HETATM   21  H1  UNL     1      -5.195  -2.347   0.112  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.559  -1.032   1.287  1.00  0.00           H  
HETATM   23  H3  UNL     1      -6.591  -1.261  -0.164  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.909   0.676  -0.157  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.389   0.020  -2.743  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.694  -1.200  -2.345  1.00  0.00           H  
HETATM   27  H7  UNL     1      -6.002   0.538  -2.149  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.701   0.096  -1.120  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.061  -1.658  -0.904  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.535  -1.248   1.449  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.885   0.786   2.278  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.173   1.220   2.053  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.326   1.585   0.753  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.393  -1.903   1.798  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.905  -2.165   1.326  1.00  0.00           H  
HETATM   36  H16 UNL     1       3.002  -1.224   0.513  1.00  0.00           H  
HETATM   37  H17 UNL     1       3.400   1.864  -1.431  1.00  0.00           H  
HETATM   38  H18 UNL     1       4.077   0.287   1.845  1.00  0.00           H  
HETATM   39  H19 UNL     1       6.326  -0.277   2.658  1.00  0.00           H  
HETATM   40  H20 UNL     1       8.275  -0.017   1.197  1.00  0.00           H  
HETATM   41  H21 UNL     1       7.943   0.791  -1.083  1.00  0.00           H  
HETATM   42  H22 UNL     1       5.646   1.352  -1.942  1.00  0.00           H  
HETATM   43  H23 UNL     1       1.038   2.262  -0.835  1.00  0.00           H  
HETATM   44  H24 UNL     1      -1.111   1.379  -0.057  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4   24
CONECT    3   25   26   27
CONECT    4    5   28   29
CONECT    5    6    7   30
CONECT    6   31   32   33
CONECT    7    8   34
CONECT    8    9    9   20
CONECT    9   10   35
CONECT   10   11   11   36
CONECT   11   12   19
CONECT   12   13   37
CONECT   13   14   14   18
CONECT   14   15   38
CONECT   15   16   16   39
CONECT   16   17   40
CONECT   17   18   18   41
CONECT   18   42
CONECT   19   20   20   43
CONECT   20   44
END

HMDB0247397
     RDKit          3D
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine
 44 45  0  0  0  0  0  0  0  0999 V2000
   -5.5301   -1.3135    0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7294   -0.3248   -0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1973   -0.2437   -2.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2369   -0.6291   -0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8088   -0.5542    0.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0539    0.8170    1.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4870   -1.0302    1.1730 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912   -0.4677    0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939   -1.1825    0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0805   -0.6326    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1711    0.5956   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4020    1.1497   -0.6398 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6869    0.8512   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9100    0.3949    1.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1820    0.0848    1.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2881    0.2243    0.8299 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0599    0.6812   -0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8245    0.9899   -0.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9757    1.3065   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2298    0.7583    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1945   -2.3470    0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5587   -1.0317    1.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5906   -1.2606   -0.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9092    0.6763   -0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3895    0.0205   -2.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6938   -1.1996   -2.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0025    0.5380   -2.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7009    0.0960   -1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0606   -1.6584   -0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5351   -1.2484    1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8846    0.7864    2.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729    1.2199    2.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3258    1.5846    0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3933   -1.9032    1.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9048   -2.1652    1.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0024   -1.2237    0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4002    1.8638   -1.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0773    0.2868    1.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3260   -0.2765    2.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2753   -0.0168    1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9431    0.7907   -1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6457    1.3520   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0378    2.2621   -0.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1107    1.3788   -0.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  2  0
 20  8  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Santoflex 13	MeSH
N-(1,3-Dimethylbutyl)-n'-phenyl-P-phenylenediamine	MeSH
N-(1,3-Dimethylbutyl)-n'-phenyl-1,4-phenylenediamine	MeSH

Chemical Formula

C₁₈H₂₄N₂

Average Molecular Weight

268.404

Monoisotopic Molecular Weight

268.193948781

IUPAC Name

N1-(4-methylpentan-2-yl)-N4-phenylbenzene-1,4-diamine

Traditional Name

santoflex 13

CAS Registry Number

Not Available

SMILES

CC(C)CC(C)NC1=CC=C(NC2=CC=CC=C2)C=C1

InChI Identifier

InChI=1S/C18H24N2/c1-14(2)13-15(3)19-17-9-11-18(12-10-17)20-16-7-5-4-6-8-16/h4-12,14-15,19-20H,13H2,1-3H3

InChI Key

ZZMVLMVFYMGSMY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylalkylamines. These are organic amines where the amine group is secondary and linked on one end to a phenyl group and on the other end, to an alkyl group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Phenylalkylamines

Alternative Parents

Substituents

Phenylalkylamine
Aniline or substituted anilines
Secondary aliphatic/aromatic amine
Benzenoid
Monocyclic benzene moiety
Secondary amine
Organopnictogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	5.41	ALOGPS
logP	4.91	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	6.46	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	24.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	87.58 m³·mol⁻¹	ChemAxon
Polarizability	32.51 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	177.644	30932474
DeepCCS	[M-H]-	175.286	30932474
DeepCCS	[M-2H]-	208.172	30932474
DeepCCS	[M+Na]+	183.737	30932474
AllCCS	[M+H]+	168.5	32859911
AllCCS	[M+H-H2O]+	165.1	32859911
AllCCS	[M+NH4]+	171.7	32859911
AllCCS	[M+Na]+	172.6	32859911
AllCCS	[M-H]-	173.6	32859911
AllCCS	[M+Na-2H]-	173.4	32859911
AllCCS	[M+HCOO]-	173.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine	CC(C)CC(C)NC1=CC=C(NC2=CC=CC=C2)C=C1	3019.5	Standard polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine	CC(C)CC(C)NC1=CC=C(NC2=CC=CC=C2)C=C1	2272.2	Standard non polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine	CC(C)CC(C)NC1=CC=C(NC2=CC=CC=C2)C=C1	2353.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,1TMS,isomer #1	CC(C)CC(C)N(C1=CC=C(NC2=CC=CC=C2)C=C1)[Si](C)(C)C	2393.8	Semi standard non polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,1TMS,isomer #1	CC(C)CC(C)N(C1=CC=C(NC2=CC=CC=C2)C=C1)[Si](C)(C)C	2341.2	Standard non polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,1TMS,isomer #1	CC(C)CC(C)N(C1=CC=C(NC2=CC=CC=C2)C=C1)[Si](C)(C)C	2759.1	Standard polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,1TMS,isomer #2	CC(C)CC(C)NC1=CC=C(N(C2=CC=CC=C2)[Si](C)(C)C)C=C1	2321.0	Semi standard non polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,1TMS,isomer #2	CC(C)CC(C)NC1=CC=C(N(C2=CC=CC=C2)[Si](C)(C)C)C=C1	2228.8	Standard non polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,1TMS,isomer #2	CC(C)CC(C)NC1=CC=C(N(C2=CC=CC=C2)[Si](C)(C)C)C=C1	2680.3	Standard polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,2TMS,isomer #1	CC(C)CC(C)N(C1=CC=C(N(C2=CC=CC=C2)[Si](C)(C)C)C=C1)[Si](C)(C)C	2260.2	Semi standard non polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,2TMS,isomer #1	CC(C)CC(C)N(C1=CC=C(N(C2=CC=CC=C2)[Si](C)(C)C)C=C1)[Si](C)(C)C	2281.1	Standard non polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,2TMS,isomer #1	CC(C)CC(C)N(C1=CC=C(N(C2=CC=CC=C2)[Si](C)(C)C)C=C1)[Si](C)(C)C	2541.2	Standard polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,1TBDMS,isomer #1	CC(C)CC(C)N(C1=CC=C(NC2=CC=CC=C2)C=C1)[Si](C)(C)C(C)(C)C	2603.9	Semi standard non polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,1TBDMS,isomer #1	CC(C)CC(C)N(C1=CC=C(NC2=CC=CC=C2)C=C1)[Si](C)(C)C(C)(C)C	2532.3	Standard non polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,1TBDMS,isomer #1	CC(C)CC(C)N(C1=CC=C(NC2=CC=CC=C2)C=C1)[Si](C)(C)C(C)(C)C	2881.0	Standard polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,1TBDMS,isomer #2	CC(C)CC(C)NC1=CC=C(N(C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C=C1	2510.5	Semi standard non polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,1TBDMS,isomer #2	CC(C)CC(C)NC1=CC=C(N(C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C=C1	2429.6	Standard non polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,1TBDMS,isomer #2	CC(C)CC(C)NC1=CC=C(N(C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C=C1	2799.1	Standard polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,2TBDMS,isomer #1	CC(C)CC(C)N(C1=CC=C(N(C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2669.0	Semi standard non polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,2TBDMS,isomer #1	CC(C)CC(C)N(C1=CC=C(N(C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2669.0	Standard non polar	33892256
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine,2TBDMS,isomer #1	CC(C)CC(C)N(C1=CC=C(N(C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2745.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-8590000000-769a6ed08c104c5449c4	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine 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 - N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine 10V, Positive-QTOF	splash10-014i-0290000000-0334da9035c0958144ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine 20V, Positive-QTOF	splash10-014r-4940000000-cabbb4e692321e9a29b6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine 40V, Positive-QTOF	splash10-014i-9800000000-d3a5334b41ea5cb26a89	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine 10V, Negative-QTOF	splash10-014i-0090000000-bbb533602e1a9ac39337	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine 20V, Negative-QTOF	splash10-014i-2390000000-9f0451e041116d17a8aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine 40V, Negative-QTOF	splash10-001l-9510000000-397487f63611b1665f8f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine 10V, Positive-QTOF	splash10-014i-0090000000-042854618fab9f145143	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine 20V, Positive-QTOF	splash10-014i-0190000000-d4236d4aa0ccf67304f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine 40V, Positive-QTOF	splash10-000x-9740000000-d4b432e1092e138aeb25	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine 10V, Negative-QTOF	splash10-014i-0090000000-326a6b764f1cd37ad190	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine 20V, Negative-QTOF	splash10-014i-0090000000-345119f781e79a8e56df	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine 40V, Negative-QTOF	splash10-001i-1900000000-d4c0e5164a875cf3e56e	2021-10-12	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

12553

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

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 N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine (HMDB0247397)

MOL for HMDB0247397 (N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine)

3D MOL for HMDB0247397 (N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine)

3D SDF for HMDB0247397 (N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine)

3D-SDF for HMDB0247397 (N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine)

PDB for HMDB0247397 (N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine)

3D PDB for HMDB0247397 (N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine)

SMILES for HMDB0247397 (N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine)

INCHI for HMDB0247397 (N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine)

Structure for HMDB0247397 (N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine)

3D Structure for HMDB0247397 (N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra