Jump To Section:

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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:47:52 UTC

Update Date

2021-09-26 22:52:32 UTC

HMDB ID

HMDB0244652

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fertilysin

Description

Fertilysin, also known as win 18,446 or bis-diamine, belongs to the class of organic compounds known as secondary carboxylic acid amides. Secondary carboxylic acid amides are compounds containing a secondary carboxylic acid amide functional group, with the general structure RC(=O)N(R')H (R,R'=alkyl, aryl). Based on a literature review a small amount of articles have been published on Fertilysin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Fertilysin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fertilysin 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

HMDB0244652
     RDKit          3D
Fertilysin
 40 39  0  0  0  0  0  0  0  0999 V2000
   -4.3342   -1.7371   -1.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1126   -1.2596   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7006   -1.0543    1.0582 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3773   -1.3685    1.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3280   -0.5336    0.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9711   -0.8831    1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1008   -0.0430    0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1049   -0.2999   -0.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0201    0.5027   -1.7110 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4617    0.4690   -1.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8753    1.1756   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3351    1.0105   -0.0225 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1982    1.5300   -0.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8209    2.1414   -1.9911 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6633    1.3144   -0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1495    2.0725    0.7923 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5448    2.1425   -2.0414 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.4917   -0.9237   -0.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6181   -1.9062    0.2601 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.8422    0.8084   -0.5503 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.4183   -0.6468    1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1225   -2.4519    1.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2437   -1.2286    2.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4079   -0.8428   -0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5714    0.5258    0.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -0.6848    2.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7034   -1.9363    1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0707   -0.4337    1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243    1.0198    0.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3671   -1.4089   -1.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9546   -0.2305   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8287    0.3207   -2.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6266    1.5890   -1.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0018    0.9164   -2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8537   -0.5994   -1.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3731    1.0664    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7506    2.3233   -0.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6285    0.4967    0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9083    0.2399   -0.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6551   -1.1923   -1.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
  2 18  1  0
 18 19  1  0
 18 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 18 40  1  0
M  END


  Mrv1652309102123482D          

 20 19  0  0  0  0            999 V2000
   11.7118    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    3.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961    4.2868    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    5.5243    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    3.4618    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244652

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC(Cl)C(=O)NCCCCCCCCNC(=O)C(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C12H20Cl4N2O2/c13-9(14)11(19)17-7-5-3-1-2-4-6-8-18-12(20)10(15)16/h9-10H,1-8H2,(H,17,19)(H,18,20)

> <INCHI_KEY>
FAOMZVDZARKPFJ-UHFFFAOYSA-N

> <FORMULA>
C12H20Cl4N2O2

> <MOLECULAR_WEIGHT>
366.1

> <EXACT_MASS>
364.0278887

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
36.11430526079667

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2-dichloro-N-[8-(2,2-dichloroacetamido)octyl]acetamide

> <ALOGPS_LOGP>
3.64

> <JCHEM_LOGP>
3.1339042573333336

> <ALOGPS_LOGS>
-4.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.274573991647042

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.794244719241515

> <JCHEM_PKA_STRONGEST_BASIC>
-9.407241566264318

> <JCHEM_POLAR_SURFACE_AREA>
58.2

> <JCHEM_REFRACTIVITY>
84.6218

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.59e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2-dichloro-N-[8-(2,2-dichloroacetamido)octyl]acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244652
     RDKit          3D
Fertilysin
 40 39  0  0  0  0  0  0  0  0999 V2000
   -4.3342   -1.7371   -1.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1126   -1.2596   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7006   -1.0543    1.0582 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3773   -1.3685    1.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3280   -0.5336    0.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9711   -0.8831    1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1008   -0.0430    0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1049   -0.2999   -0.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0201    0.5027   -1.7110 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4617    0.4690   -1.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8753    1.1756   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3351    1.0105   -0.0225 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1982    1.5300   -0.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8209    2.1414   -1.9911 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6633    1.3144   -0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1495    2.0725    0.7923 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5448    2.1425   -2.0414 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.4917   -0.9237   -0.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6181   -1.9062    0.2601 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.8422    0.8084   -0.5503 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.4183   -0.6468    1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1225   -2.4519    1.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2437   -1.2286    2.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4079   -0.8428   -0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5714    0.5258    0.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -0.6848    2.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7034   -1.9363    1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0707   -0.4337    1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243    1.0198    0.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3671   -1.4089   -1.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9546   -0.2305   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8287    0.3207   -2.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6266    1.5890   -1.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0018    0.9164   -2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8537   -0.5994   -1.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3731    1.0664    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7506    2.3233   -0.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6285    0.4967    0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9083    0.2399   -0.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6551   -1.1923   -1.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
  2 18  1  0
 18 19  1  0
 18 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 18 40  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0      21.862   8.002   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.528   8.772   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.195   8.002   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.861   8.772   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.527   8.002   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      15.194   8.772   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      13.860   6.462   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.526   8.772   0.000  0.00  0.00           C+0
HETATM   10 Cl   UNK     0      11.193   8.002   0.000  0.00  0.00          Cl+0
HETATM   11 Cl   UNK     0      12.526  10.312   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0      23.196   8.772   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.529   8.002   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.863   8.772   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      27.197   8.002   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      28.530   8.772   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      28.530  10.312   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      29.864   8.002   0.000  0.00  0.00           C+0
HETATM   19 Cl   UNK     0      31.198   8.772   0.000  0.00  0.00          Cl+0
HETATM   20 Cl   UNK     0      29.864   6.462   0.000  0.00  0.00          Cl+0
CONECT    1    2   12                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    1   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0244652
HETATM    1  O1  UNL     1      -4.334  -1.737  -1.115  1.00  0.00           O  
HETATM    2  C1  UNL     1      -5.113  -1.260  -0.262  1.00  0.00           C  
HETATM    3  N1  UNL     1      -4.701  -1.054   1.058  1.00  0.00           N  
HETATM    4  C2  UNL     1      -3.377  -1.368   1.512  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.328  -0.534   0.746  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.971  -0.883   1.254  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.101  -0.043   0.564  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.105  -0.300  -0.883  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.020   0.503  -1.711  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.462   0.469  -1.410  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.875   1.176  -0.183  1.00  0.00           C  
HETATM   12  N2  UNL     1       4.335   1.010  -0.023  1.00  0.00           N  
HETATM   13  C10 UNL     1       5.198   1.530  -0.988  1.00  0.00           C  
HETATM   14  O2  UNL     1       4.821   2.141  -1.991  1.00  0.00           O  
HETATM   15  C11 UNL     1       6.663   1.314  -0.761  1.00  0.00           C  
HETATM   16 CL1  UNL     1       7.149   2.072   0.792  1.00  0.00          CL  
HETATM   17 CL2  UNL     1       7.545   2.142  -2.041  1.00  0.00          CL  
HETATM   18  C12 UNL     1      -6.492  -0.924  -0.722  1.00  0.00           C  
HETATM   19 CL3  UNL     1      -7.618  -1.906   0.260  1.00  0.00          CL  
HETATM   20 CL4  UNL     1      -6.842   0.808  -0.550  1.00  0.00          CL  
HETATM   21  H1  UNL     1      -5.418  -0.647   1.733  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.123  -2.452   1.325  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.244  -1.229   2.601  1.00  0.00           H  
HETATM   24  H4  UNL     1      -2.408  -0.843  -0.315  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.571   0.526   0.794  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.856  -0.685   2.349  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.703  -1.936   1.039  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.071  -0.434   1.030  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.024   1.020   0.794  1.00  0.00           H  
HETATM   30  H10 UNL     1       0.367  -1.409  -1.070  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.955  -0.231  -1.293  1.00  0.00           H  
HETATM   32  H12 UNL     1       0.829   0.321  -2.826  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.627   1.589  -1.621  1.00  0.00           H  
HETATM   34  H14 UNL     1       3.002   0.916  -2.300  1.00  0.00           H  
HETATM   35  H15 UNL     1       2.854  -0.599  -1.379  1.00  0.00           H  
HETATM   36  H16 UNL     1       2.373   1.066   0.745  1.00  0.00           H  
HETATM   37  H17 UNL     1       2.751   2.323  -0.408  1.00  0.00           H  
HETATM   38  H18 UNL     1       4.628   0.497   0.834  1.00  0.00           H  
HETATM   39  H19 UNL     1       6.908   0.240  -0.678  1.00  0.00           H  
HETATM   40  H20 UNL     1      -6.655  -1.192  -1.783  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   18
CONECT    3    4   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8   28   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   34   35
CONECT   11   12   36   37
CONECT   12   13   38
CONECT   13   14   14   15
CONECT   15   16   17   39
CONECT   18   19   20   40
END

HMDB0244652
     RDKit          3D
Fertilysin
 40 39  0  0  0  0  0  0  0  0999 V2000
   -4.3342   -1.7371   -1.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1126   -1.2596   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7006   -1.0543    1.0582 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3773   -1.3685    1.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3280   -0.5336    0.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9711   -0.8831    1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1008   -0.0430    0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1049   -0.2999   -0.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0201    0.5027   -1.7110 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4617    0.4690   -1.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8753    1.1756   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3351    1.0105   -0.0225 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1982    1.5300   -0.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8209    2.1414   -1.9911 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6633    1.3144   -0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1495    2.0725    0.7923 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5448    2.1425   -2.0414 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.4917   -0.9237   -0.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6181   -1.9062    0.2601 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.8422    0.8084   -0.5503 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.4183   -0.6468    1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1225   -2.4519    1.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2437   -1.2286    2.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4079   -0.8428   -0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5714    0.5258    0.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -0.6848    2.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7034   -1.9363    1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0707   -0.4337    1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243    1.0198    0.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3671   -1.4089   -1.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9546   -0.2305   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8287    0.3207   -2.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6266    1.5890   -1.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0018    0.9164   -2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8537   -0.5994   -1.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3731    1.0664    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7506    2.3233   -0.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6285    0.4967    0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9083    0.2399   -0.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6551   -1.1923   -1.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
  2 18  1  0
 18 19  1  0
 18 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 18 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Fertilysine	ChEBI
N,N'-1,8-octanediylbis(2,2-dichloroacetamide)	ChEBI
N,N'-bis(dichloracetyl)-1,8-octanediamine	ChEBI
N,N'-bis(dichloroacetyl)-1,8-diaminooctane	ChEBI
N,N'-bis(dichloroacetyl)-1,8-octamethylenediamine	ChEBI
N,N'-octamethylenebis(2,2-dichloro-N-ethylacetamide)	ChEBI
N,N'-octamethylenebis(2,2-dichloroacetamide)	ChEBI
WIN 18,446	ChEBI
Win-18446	ChEBI
WIN18446	ChEBI
Bis-diamine	HMDB

Chemical Formula

C₁₂H₂₀Cl₄N₂O₂

Average Molecular Weight

366.1

Monoisotopic Molecular Weight

364.0278887

IUPAC Name

2,2-dichloro-N-[8-(2,2-dichloroacetamido)octyl]acetamide

Traditional Name

2,2-dichloro-N-[8-(2,2-dichloroacetamido)octyl]acetamide

CAS Registry Number

Not Available

SMILES

ClC(Cl)C(=O)NCCCCCCCCNC(=O)C(Cl)Cl

InChI Identifier

InChI=1S/C12H20Cl4N2O2/c13-9(14)11(19)17-7-5-3-1-2-4-6-8-18-12(20)10(15)16/h9-10H,1-8H2,(H,17,19)(H,18,20)

InChI Key

FAOMZVDZARKPFJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as secondary carboxylic acid amides. Secondary carboxylic acid amides are compounds containing a secondary carboxylic acid amide functional group, with the general structure RC(=O)N(R')H (R,R'=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Secondary carboxylic acid amides

Alternative Parents

Substituents

Secondary carboxylic acid amide
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Carbonyl group
Alkyl halide
Alkyl chloride
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	3.64	ALOGPS
logP	3.13	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	11.79	ChemAxon
pKa (Strongest Basic)	-9.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.2 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	84.62 m³·mol⁻¹	ChemAxon
Polarizability	36.11 Å³	ChemAxon
Number of Rings	0	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]+	176.166	30932474
DeepCCS	[M-H]-	173.808	30932474
DeepCCS	[M-2H]-	206.887	30932474
DeepCCS	[M+Na]+	182.259	30932474
AllCCS	[M+H]+	172.4	32859911
AllCCS	[M+H-H2O]+	170.1	32859911
AllCCS	[M+NH4]+	174.6	32859911
AllCCS	[M+Na]+	175.2	32859911
AllCCS	[M-H]-	178.8	32859911
AllCCS	[M+Na-2H]-	180.2	32859911
AllCCS	[M+HCOO]-	181.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fertilysin	ClC(Cl)C(=O)NCCCCCCCCNC(=O)C(Cl)Cl	3530.5	Standard polar	33892256
Fertilysin	ClC(Cl)C(=O)NCCCCCCCCNC(=O)C(Cl)Cl	2448.0	Standard non polar	33892256
Fertilysin	ClC(Cl)C(=O)NCCCCCCCCNC(=O)C(Cl)Cl	2597.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fertilysin,1TMS,isomer #1	C[Si](C)(C)N(CCCCCCCCNC(=O)C(Cl)Cl)C(=O)C(Cl)Cl	2604.8	Semi standard non polar	33892256
Fertilysin,1TMS,isomer #1	C[Si](C)(C)N(CCCCCCCCNC(=O)C(Cl)Cl)C(=O)C(Cl)Cl	2513.8	Standard non polar	33892256
Fertilysin,1TMS,isomer #1	C[Si](C)(C)N(CCCCCCCCNC(=O)C(Cl)Cl)C(=O)C(Cl)Cl	3287.4	Standard polar	33892256
Fertilysin,2TMS,isomer #1	C[Si](C)(C)N(CCCCCCCCN(C(=O)C(Cl)Cl)[Si](C)(C)C)C(=O)C(Cl)Cl	2624.0	Semi standard non polar	33892256
Fertilysin,2TMS,isomer #1	C[Si](C)(C)N(CCCCCCCCN(C(=O)C(Cl)Cl)[Si](C)(C)C)C(=O)C(Cl)Cl	2633.8	Standard non polar	33892256
Fertilysin,2TMS,isomer #1	C[Si](C)(C)N(CCCCCCCCN(C(=O)C(Cl)Cl)[Si](C)(C)C)C(=O)C(Cl)Cl	2941.6	Standard polar	33892256
Fertilysin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCCCNC(=O)C(Cl)Cl)C(=O)C(Cl)Cl	2821.7	Semi standard non polar	33892256
Fertilysin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCCCNC(=O)C(Cl)Cl)C(=O)C(Cl)Cl	2747.0	Standard non polar	33892256
Fertilysin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCCCNC(=O)C(Cl)Cl)C(=O)C(Cl)Cl	3290.6	Standard polar	33892256
Fertilysin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCCCN(C(=O)C(Cl)Cl)[Si](C)(C)C(C)(C)C)C(=O)C(Cl)Cl	3048.0	Semi standard non polar	33892256
Fertilysin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCCCN(C(=O)C(Cl)Cl)[Si](C)(C)C(C)(C)C)C(=O)C(Cl)Cl	3046.2	Standard non polar	33892256
Fertilysin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCCCN(C(=O)C(Cl)Cl)[Si](C)(C)C(C)(C)C)C(=O)C(Cl)Cl	3083.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fertilysin GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9460000000-449dd82e7539fcfd3d7c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fertilysin 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 - Fertilysin 10V, Positive-QTOF	splash10-014i-0009000000-cc011442ef9d7aafc3af	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fertilysin 20V, Positive-QTOF	splash10-014i-1469000000-95acdbcd77c606ab7b03	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fertilysin 40V, Positive-QTOF	splash10-001i-9820000000-e1ebf77356895002230e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fertilysin 10V, Negative-QTOF	splash10-03di-0019000000-126ee1df60db38aa5834	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fertilysin 20V, Negative-QTOF	splash10-03di-2019000000-32986fb3c8f2a0d162fd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fertilysin 40V, Negative-QTOF	splash10-001i-9120000000-b4b4076b05ffc9157d4e	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

14405

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15134

PDB ID

Not Available

ChEBI ID

90441

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 Fertilysin (HMDB0244652)

MOL for HMDB0244652 (Fertilysin)

3D MOL for HMDB0244652 (Fertilysin)

3D SDF for HMDB0244652 (Fertilysin)

3D-SDF for HMDB0244652 (Fertilysin)

PDB for HMDB0244652 (Fertilysin)

3D PDB for HMDB0244652 (Fertilysin)

SMILES for HMDB0244652 (Fertilysin)

INCHI for HMDB0244652 (Fertilysin)

Structure for HMDB0244652 (Fertilysin)

3D Structure for HMDB0244652 (Fertilysin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra