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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (11) Show 11 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2021-09-11 08:45:15 UTC

Update Date

2025-05-29 19:33:02 UTC

HMDB ID

HMDB0251395

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dimethylarginine

Description

Dimethylarginine belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Based on a literature review a significant number of articles have been published on Dimethylarginine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dimethylarginine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dimethylarginine 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

HMDB0251395
     RDKit          3D
Dimethylarginine
 32 31  0  0  0  0  0  0  0  0999 V2000
   -3.1020    0.7752   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1751   -0.0921   -0.5985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8056   -1.0736   -1.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1709   -0.6666    0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2295    0.3165    0.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    1.1529   -0.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652    0.4158   -1.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495   -0.3695   -0.3070 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6249    0.0761   -0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5975   -0.6633    0.6674 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9459    1.4013   -0.4288 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7054   -1.5049    1.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9671   -2.1206    2.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683   -1.6492    1.5280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2862    1.6613   -0.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1215    0.3035    0.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8488    1.1503    0.9995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762   -0.6391   -2.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0174   -1.5916   -1.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3290   -1.8014   -0.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5685   -1.3418   -0.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -0.2903    1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7712    0.9965    1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1191    1.8443   -0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2174    1.8066    0.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936   -0.2029   -1.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0531    1.2028   -1.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1174   -1.4168    0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8089   -0.4575    1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    2.2471   -0.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7007    1.5447   -1.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6301   -1.0136    2.0758 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
  6  7  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
  9 11  1  0
  4 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
M  END


  Mrv1652309112110452D          

 14 13  0  0  0  0            999 V2000
    4.5375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 O   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
  2  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  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251395

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)C(CCCN=C(N)N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H18N4O2/c1-12(2)6(7(13)14)4-3-5-11-8(9)10/h6H,3-5H2,1-2H3,(H,13,14)(H4,9,10,11)

> <INCHI_KEY>
NWGZOALPWZDXNG-UHFFFAOYSA-N

> <FORMULA>
C8H18N4O2

> <MOLECULAR_WEIGHT>
202.258

> <EXACT_MASS>
202.142975836

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
21.920136352619522

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(diaminomethylidene)amino]-2-(dimethylamino)pentanoic acid

> <ALOGPS_LOGP>
-1.60

> <JCHEM_LOGP>
-2.454537241892242

> <ALOGPS_LOGS>
-1.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.823251280746712

> <JCHEM_PKA_STRONGEST_BASIC>
11.86257252117261

> <JCHEM_POLAR_SURFACE_AREA>
104.94000000000001

> <JCHEM_REFRACTIVITY>
53.6996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(diaminomethylidene)amino]-2-(dimethylamino)pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251395
     RDKit          3D
Dimethylarginine
 32 31  0  0  0  0  0  0  0  0999 V2000
   -3.1020    0.7752   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1751   -0.0921   -0.5985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8056   -1.0736   -1.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1709   -0.6666    0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2295    0.3165    0.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    1.1529   -0.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652    0.4158   -1.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495   -0.3695   -0.3070 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6249    0.0761   -0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5975   -0.6633    0.6674 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9459    1.4013   -0.4288 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7054   -1.5049    1.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9671   -2.1206    2.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683   -1.6492    1.5280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2862    1.6613   -0.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1215    0.3035    0.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8488    1.1503    0.9995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762   -0.6391   -2.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0174   -1.5916   -1.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3290   -1.8014   -0.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5685   -1.3418   -0.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -0.2903    1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7712    0.9965    1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1191    1.8443   -0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2174    1.8066    0.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936   -0.2029   -1.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0531    1.2028   -1.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1174   -1.4168    0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8089   -0.4575    1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    2.2471   -0.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7007    1.5447   -1.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6301   -1.0136    2.0758 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
  6  7  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
  9 11  1  0
  4 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       8.470   6.668   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.930   6.668   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       6.160   8.002   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.160   5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.620   5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.540   2.667   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.000   2.667   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.770   1.334   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      -0.770   4.001   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.470   4.001   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       6.160   2.667   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    4   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0251395
HETATM    1  C1  UNL     1      -3.102   0.775  -0.004  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.175  -0.092  -0.598  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.806  -1.074  -1.407  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.171  -0.667   0.228  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.229   0.317   0.850  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.560   1.153  -0.083  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.465   0.416  -1.017  1.00  0.00           C  
HETATM    8  N2  UNL     1       2.449  -0.369  -0.307  1.00  0.00           N  
HETATM    9  C7  UNL     1       3.625   0.076  -0.020  1.00  0.00           C  
HETATM   10  N3  UNL     1       4.598  -0.663   0.667  1.00  0.00           N  
HETATM   11  N4  UNL     1       3.946   1.401  -0.429  1.00  0.00           N  
HETATM   12  C8  UNL     1      -1.705  -1.505   1.330  1.00  0.00           C  
HETATM   13  O1  UNL     1      -0.967  -2.121   2.133  1.00  0.00           O  
HETATM   14  O2  UNL     1      -3.068  -1.649   1.528  1.00  0.00           O  
HETATM   15  H1  UNL     1      -3.286   1.661  -0.660  1.00  0.00           H  
HETATM   16  H2  UNL     1      -4.121   0.303   0.119  1.00  0.00           H  
HETATM   17  H3  UNL     1      -2.849   1.150   1.000  1.00  0.00           H  
HETATM   18  H4  UNL     1      -3.576  -0.639  -2.101  1.00  0.00           H  
HETATM   19  H5  UNL     1      -2.017  -1.592  -1.993  1.00  0.00           H  
HETATM   20  H6  UNL     1      -3.329  -1.801  -0.776  1.00  0.00           H  
HETATM   21  H7  UNL     1      -0.568  -1.342  -0.416  1.00  0.00           H  
HETATM   22  H8  UNL     1       0.466  -0.290   1.503  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.771   0.996   1.540  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.119   1.844  -0.603  1.00  0.00           H  
HETATM   25  H11 UNL     1       1.217   1.807   0.555  1.00  0.00           H  
HETATM   26  H12 UNL     1       0.994  -0.203  -1.765  1.00  0.00           H  
HETATM   27  H13 UNL     1       2.053   1.203  -1.571  1.00  0.00           H  
HETATM   28  H14 UNL     1       5.117  -1.417   0.207  1.00  0.00           H  
HETATM   29  H15 UNL     1       4.809  -0.458   1.665  1.00  0.00           H  
HETATM   30  H16 UNL     1       3.491   2.247  -0.070  1.00  0.00           H  
HETATM   31  H17 UNL     1       4.701   1.545  -1.150  1.00  0.00           H  
HETATM   32  H18 UNL     1      -3.630  -1.014   2.076  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    4
CONECT    3   18   19   20
CONECT    4    5   12   21
CONECT    5    6   22   23
CONECT    6    7   24   25
CONECT    7    8   26   27
CONECT    8    9    9
CONECT    9   10   11
CONECT   10   28   29
CONECT   11   30   31
CONECT   12   13   13   14
CONECT   14   32
END

HMDB0251395
     RDKit          3D
Dimethylarginine
 32 31  0  0  0  0  0  0  0  0999 V2000
   -3.1020    0.7752   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1751   -0.0921   -0.5985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8056   -1.0736   -1.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1709   -0.6666    0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2295    0.3165    0.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    1.1529   -0.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652    0.4158   -1.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495   -0.3695   -0.3070 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6249    0.0761   -0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5975   -0.6633    0.6674 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9459    1.4013   -0.4288 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7054   -1.5049    1.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9671   -2.1206    2.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683   -1.6492    1.5280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2862    1.6613   -0.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1215    0.3035    0.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8488    1.1503    0.9995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762   -0.6391   -2.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0174   -1.5916   -1.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3290   -1.8014   -0.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5685   -1.3418   -0.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4661   -0.2903    1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7712    0.9965    1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1191    1.8443   -0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2174    1.8066    0.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936   -0.2029   -1.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0531    1.2028   -1.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1174   -1.4168    0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8089   -0.4575    1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    2.2471   -0.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7007    1.5447   -1.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6301   -1.0136    2.0758 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
  6  7  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
  9 11  1  0
  4 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₈H₁₈N₄O₂

Average Molecular Weight

202.258

Monoisotopic Molecular Weight

202.142975836

IUPAC Name

5-[(diaminomethylidene)amino]-2-(dimethylamino)pentanoic acid

Traditional Name

5-[(diaminomethylidene)amino]-2-(dimethylamino)pentanoic acid

CAS Registry Number

Not Available

SMILES

CN(C)C(CCCN=C(N)N)C(O)=O

InChI Identifier

InChI=1S/C8H18N4O2/c1-12(2)6(7(13)14)4-3-5-11-8(9)10/h6H,3-5H2,1-2H3,(H,13,14)(H4,9,10,11)

InChI Key

NWGZOALPWZDXNG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Fatty acid
Guanidine
Tertiary amine
Tertiary aliphatic amine
Amino acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Monocarboxylic acid or derivatives
Carboxylic acid
Amine
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
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)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.6	ALOGPS
logP	-2.5	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.82	ChemAxon
pKa (Strongest Basic)	11.86	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.94 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	53.7 m³·mol⁻¹	ChemAxon
Polarizability	21.92 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	143.349	30932474
DeepCCS	[M-H]-	139.522	30932474
DeepCCS	[M-2H]-	177.088	30932474
DeepCCS	[M+Na]+	152.626	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	9.2704 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.53 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	345.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	265.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	42.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	53.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	314.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	241.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1146.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	548.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	44.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	539.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	195.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	257.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	1102.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	827.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	404.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dimethylarginine	CN(C)C(CCCN=C(N)N)C(O)=O	2280.1	Standard polar	33892256
Dimethylarginine	CN(C)C(CCCN=C(N)N)C(O)=O	1730.6	Standard non polar	33892256
Dimethylarginine	CN(C)C(CCCN=C(N)N)C(O)=O	2022.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dimethylarginine,2TMS,isomer #1	CN(C)C(CCCN=C(N)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1949.1	Semi standard non polar	33892256
Dimethylarginine,2TMS,isomer #1	CN(C)C(CCCN=C(N)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1702.2	Standard non polar	33892256
Dimethylarginine,2TMS,isomer #1	CN(C)C(CCCN=C(N)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	3418.8	Standard polar	33892256
Dimethylarginine,2TMS,isomer #2	CN(C)C(CCCN=C(N[Si](C)(C)C)N[Si](C)(C)C)C(=O)O	2074.7	Semi standard non polar	33892256
Dimethylarginine,2TMS,isomer #2	CN(C)C(CCCN=C(N[Si](C)(C)C)N[Si](C)(C)C)C(=O)O	1705.5	Standard non polar	33892256
Dimethylarginine,2TMS,isomer #2	CN(C)C(CCCN=C(N[Si](C)(C)C)N[Si](C)(C)C)C(=O)O	3348.7	Standard polar	33892256
Dimethylarginine,2TMS,isomer #3	CN(C)C(CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2034.4	Semi standard non polar	33892256
Dimethylarginine,2TMS,isomer #3	CN(C)C(CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	1890.5	Standard non polar	33892256
Dimethylarginine,2TMS,isomer #3	CN(C)C(CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3381.6	Standard polar	33892256
Dimethylarginine,3TMS,isomer #1	CN(C)C(CCCN=C(N[Si](C)(C)C)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2076.7	Semi standard non polar	33892256
Dimethylarginine,3TMS,isomer #1	CN(C)C(CCCN=C(N[Si](C)(C)C)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1733.2	Standard non polar	33892256
Dimethylarginine,3TMS,isomer #1	CN(C)C(CCCN=C(N[Si](C)(C)C)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	3045.5	Standard polar	33892256
Dimethylarginine,3TMS,isomer #2	CN(C)C(CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2021.3	Semi standard non polar	33892256
Dimethylarginine,3TMS,isomer #2	CN(C)C(CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	1866.8	Standard non polar	33892256
Dimethylarginine,3TMS,isomer #2	CN(C)C(CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3241.2	Standard polar	33892256
Dimethylarginine,3TMS,isomer #3	CN(C)C(CCCN=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2110.7	Semi standard non polar	33892256
Dimethylarginine,3TMS,isomer #3	CN(C)C(CCCN=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	1923.5	Standard non polar	33892256
Dimethylarginine,3TMS,isomer #3	CN(C)C(CCCN=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2899.8	Standard polar	33892256
Dimethylarginine,4TMS,isomer #1	CN(C)C(CCCN=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2099.3	Semi standard non polar	33892256
Dimethylarginine,4TMS,isomer #1	CN(C)C(CCCN=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	1922.5	Standard non polar	33892256
Dimethylarginine,4TMS,isomer #1	CN(C)C(CCCN=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2604.2	Standard polar	33892256
Dimethylarginine,4TMS,isomer #2	CN(C)C(CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2195.2	Semi standard non polar	33892256
Dimethylarginine,4TMS,isomer #2	CN(C)C(CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2123.4	Standard non polar	33892256
Dimethylarginine,4TMS,isomer #2	CN(C)C(CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2520.2	Standard polar	33892256
Dimethylarginine,5TMS,isomer #1	CN(C)C(CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2198.2	Semi standard non polar	33892256
Dimethylarginine,5TMS,isomer #1	CN(C)C(CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2126.1	Standard non polar	33892256
Dimethylarginine,5TMS,isomer #1	CN(C)C(CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2241.1	Standard polar	33892256
Dimethylarginine,2TBDMS,isomer #1	CN(C)C(CCCN=C(N)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2364.3	Semi standard non polar	33892256
Dimethylarginine,2TBDMS,isomer #1	CN(C)C(CCCN=C(N)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2078.6	Standard non polar	33892256
Dimethylarginine,2TBDMS,isomer #1	CN(C)C(CCCN=C(N)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3481.0	Standard polar	33892256
Dimethylarginine,2TBDMS,isomer #2	CN(C)C(CCCN=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O	2516.9	Semi standard non polar	33892256
Dimethylarginine,2TBDMS,isomer #2	CN(C)C(CCCN=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O	2022.5	Standard non polar	33892256
Dimethylarginine,2TBDMS,isomer #2	CN(C)C(CCCN=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O	3245.0	Standard polar	33892256
Dimethylarginine,2TBDMS,isomer #3	CN(C)C(CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2429.0	Semi standard non polar	33892256
Dimethylarginine,2TBDMS,isomer #3	CN(C)C(CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2245.3	Standard non polar	33892256
Dimethylarginine,2TBDMS,isomer #3	CN(C)C(CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3404.6	Standard polar	33892256
Dimethylarginine,3TBDMS,isomer #1	CN(C)C(CCCN=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2693.3	Semi standard non polar	33892256
Dimethylarginine,3TBDMS,isomer #1	CN(C)C(CCCN=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2228.7	Standard non polar	33892256
Dimethylarginine,3TBDMS,isomer #1	CN(C)C(CCCN=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3052.1	Standard polar	33892256
Dimethylarginine,3TBDMS,isomer #2	CN(C)C(CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2638.6	Semi standard non polar	33892256
Dimethylarginine,3TBDMS,isomer #2	CN(C)C(CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2426.2	Standard non polar	33892256
Dimethylarginine,3TBDMS,isomer #2	CN(C)C(CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3373.8	Standard polar	33892256
Dimethylarginine,3TBDMS,isomer #3	CN(C)C(CCCN=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2730.0	Semi standard non polar	33892256
Dimethylarginine,3TBDMS,isomer #3	CN(C)C(CCCN=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2412.3	Standard non polar	33892256
Dimethylarginine,3TBDMS,isomer #3	CN(C)C(CCCN=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2956.7	Standard polar	33892256
Dimethylarginine,4TBDMS,isomer #1	CN(C)C(CCCN=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2898.2	Semi standard non polar	33892256
Dimethylarginine,4TBDMS,isomer #1	CN(C)C(CCCN=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2595.5	Standard non polar	33892256
Dimethylarginine,4TBDMS,isomer #1	CN(C)C(CCCN=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2851.3	Standard polar	33892256
Dimethylarginine,4TBDMS,isomer #2	CN(C)C(CCCN=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2960.2	Semi standard non polar	33892256
Dimethylarginine,4TBDMS,isomer #2	CN(C)C(CCCN=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2749.4	Standard non polar	33892256
Dimethylarginine,4TBDMS,isomer #2	CN(C)C(CCCN=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2771.6	Standard polar	33892256
Dimethylarginine,5TBDMS,isomer #1	CN(C)C(CCCN=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3150.8	Semi standard non polar	33892256
Dimethylarginine,5TBDMS,isomer #1	CN(C)C(CCCN=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2951.5	Standard non polar	33892256
Dimethylarginine,5TBDMS,isomer #1	CN(C)C(CCCN=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2691.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dimethylarginine GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9200000000-713965f8693440b4c287	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimethylarginine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimethylarginine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimethylarginine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimethylarginine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimethylarginine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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 - Dimethylarginine 10V, Negative-QTOF	splash10-0ue9-0690000000-630d9c0431c3826bef8d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylarginine 20V, Negative-QTOF	splash10-0k9x-6930000000-f3cdaca1743031380447	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylarginine 40V, Negative-QTOF	splash10-0006-9000000000-863c37d757e6354676b3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylarginine 10V, Positive-QTOF	splash10-0udi-0390000000-78c83d2b58c7159a685f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylarginine 20V, Positive-QTOF	splash10-01ot-7910000000-d846bff0eb40aa759f58	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethylarginine 40V, Positive-QTOF	splash10-01ot-9100000000-39f630bf35c68e916cca	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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
Blood	Detected and Quantified	0.87 ± 0.13 uM	Adult (>18 years old)	Both	Normal	Quantitative comp...	details
Blood	Detected and Quantified	1 ± 0.19 uM	Adult (>18 years old)	Both	Normal	Quantitative comp...	details
Blood	Detected and Quantified	0.74 ± 0.15 uM	Adult (>18 years old)	Both	Normal	Quantitative comp...	details
Blood	Detected and Quantified	0.95 ± 0.05 uM	Adult (>18 years old)	Both	Normal	Quantitative comp...	details
Blood	Detected and Quantified	1.01 ± 0.13 uM	Adult (>18 years old)	Both	Normal	Quantitative comp...	details
Blood	Detected and Quantified	0.7 ± 0.14 uM	Adult (>18 years old)	Both	Normal	Quantitative comp...	details
Blood	Detected and Quantified	1.01 ± 0.14 uM	Adult (>18 years old)	Both	Normal	Quantitative comp...	details
Blood	Detected and Quantified	0.99 ± 0.07 uM	Adult (>18 years old)	Both	Normal	Quantitative comp...	details
Blood	Detected and Quantified	0.64 ± 0.17 uM	Adult (>18 years old)	Both	Normal	Quantitative comp...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

C00052203

Chemspider ID

10752051

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

17801140

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 ]

Only showing the first 10 proteins. There are 11 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Alanine--glyoxylate aminotransferase 2, mitochondrial

General function:: Involved in transaminase activity
Specific function:: Can metabolize asymmetric dimethylarginine (ADMA) via transamination to alpha-keto-delta-(NN-dimethylguanidino) valeric acid (DMGV). ADMA is a potent inhibitor of nitric-oxide (NO) synthase, and this activity provides mechanism through which the kidney regulates blood pressure.
Gene Name:: AGXT2
Uniprot ID:: Q9BYV1
Molecular weight:: 57155.905

Enzyme Details

2. Protein arginine N-methyltransferase 5

General function:: Involved in histone-arginine N-methyltransferase activity
Specific function:: Arginine methyltransferase that can both catalyze the formation of omega-N monomethylarginine (MMA) and symmetrical dimethylarginine (sDMA), with a preference for the formation of MMA. Specifically mediates the symmetrical dimethylation of arginine residues in the small nuclear ribonucleoproteins Sm D1 (SNRPD1) and Sm D3 (SNRPD3); such methylation being required for the assembly and biogenesis of snRNP core particles. Methylates SUPT5H. Mono- and dimethylates arginine residues of myelin basic protein (MBP) in vitro. Plays a role in the assembly of snRNP core particles. May play a role in cytokine-activated transduction pathways. Negatively regulates cyclin E1 promoter activity and cellular proliferation. May regulate the SUPT5H transcriptional elongation properties. May be part of a pathway that is connected to a chloride current, possibly through cytoskeletal rearrangement. Methylates histone H2A and H4 'Arg-3' during germ cell development. Methylates histone H3 'Arg-8', which may repress transcription. Methylates the Piwi proteins (PIWIL1, PIWIL2 and PIWIL4), methylation of Piwi proteins being required for the interaction with Tudor domain-containing proteins and subsequent localization to the meiotic nuage. Methylates RPS10. Attenuates EGF signaling through the MAPK1/MAPK3 pathway acting at 2 levels. First, monomethylates EGFR; this enhances EGFR 'Tyr-1197' phosphorylation and PTPN6 recruitment, eventually leading to reduced SOS1 phosphorylation. Second, methylates RAF1 and probably BRAF, hence destabilizing these 2 signaling proteins and reducing their catalytic activity. Required for induction of E-selectin and VCAM-1, on the endothelial cells surface at sites of inflammation. Methylates HOXA9. Methylates and regulates SRGAP2 which is involved in cell migration and differentiation.
Gene Name:: PRMT5
Uniprot ID:: O14744
Molecular weight:: 71319.755

Enzyme Details

3. Histone-arginine methyltransferase CARM1

General function:: Involved in pathogenesis
Specific function:: Methylates (mono- and asymmetric dimethylation) the guanidino nitrogens of arginyl residues in several proteins involved in DNA packaging, transcription regulation, pre-mRNA splicing, and mRNA stability. Recruited to promoters upon gene activation together with histone acetyltransferases from EP300/P300 and p160 families, methylates histone H3 at 'Arg-17' (H3R17me), forming mainly asymmetric dimethylarginine (H3R17me2a), leading to activate transcription via chromatin remodeling. During nuclear hormone receptor activation and TCF7L2/TCF4 activation, acts synergically with EP300/P300 and either one of the p160 histone acetyltransferases NCOA1/SRC1, NCOA2/GRIP1 and NCOA3/ACTR or CTNNB1/beta-catenin to activate transcription. During myogenic transcriptional activation, acts together with NCOA3/ACTR as a coactivator for MEF2C. During monocyte inflammatory stimulation, acts together with EP300/P300 as a coactivator for NF-kappa-B. Acts as coactivator for PPARG, promotes adipocyte differentiation and the accumulation of brown fat tissue. Plays a role in the regulation of pre-mRNA alternative splicing by methylation of splicing factors. Also seems to be involved in p53/TP53 transcriptional activation. Methylates EP300/P300, both at 'Arg-2142', which may loosen its interaction with NCOA2/GRIP1, and at 'Arg-580' and 'Arg-604' in the KIX domain, which impairs its interaction with CREB and inhibits CREB-dependent transcriptional activation. Also methylates arginine residues in RNA-binding proteins PABPC1, ELAVL1 and ELAV4, which may affect their mRNA-stabilizing properties and the half-life of their target mRNAs.
Gene Name:: CARM1
Uniprot ID:: Q86X55
Molecular weight:: 65853.185

Enzyme Details

4. Protein arginine N-methyltransferase 6

General function:: Not Available
Specific function:: Arginine methyltransferase that can both catalyze the formation of omega-N monomethylarginine (MMA) and asymmetrical dimethylarginine (aDMA), with a strong preference for the formation of aDMA. Preferentially methylates arginyl residues present in a glycine and arginine-rich domain and displays preference for monomethylated substrates. Specifically mediates the asymmetric dimethylation of histone H3 'Arg-2' to form H3R2me2a. H3R2me2a represents a specific tag for epigenetic transcriptional repression and is mutually exclusive with methylation on histone H3 'Lys-4' (H3K4me2 and H3K4me3). It thereby acts as a transcription corepressor of various genes such as HOXA2. Also methylates histone H2A and H4 'Arg-3' (H2AR3me and H4R3me, respectively). Acts as a regulator of DNA base excision during DNA repair by mediating the methylation of DNA polymerase beta (POLB), leading to stimulate the polymerase activity by enhancing DNA binding and processivity. Methylates HMGA1. May play a role in innate immunity against HIV-1 in case of infection by methylating and impairing the function of various HIV-1 proteins such as Tat, Rev and Nucleocapsid protein p7 (NC).
Gene Name:: PRMT6
Uniprot ID:: Q96LA8
Molecular weight:: 41937.22

Enzyme Details

5. Protein arginine N-methyltransferase 7

General function:: Not Available
Specific function:: Arginine methyltransferase that can both catalyze the formation of omega-N monomethylarginine (MMA) and symmetrical dimethylarginine (sDMA), with a preference for the formation of MMA. Specifically mediates the symmetrical dimethylation of arginine residues in the small nuclear ribonucleoproteins Sm D1 (SNRPD1) and Sm D3 (SNRPD3); such methylation being required for the assembly and biogenesis of snRNP core particles. Specifically mediates the symmetric dimethylation of histone H4 'Arg-3' to form H4R3me2s. Plays a role in gene imprinting by being recruited by CTCFL at the H19 imprinted control region (ICR) and methylating histone H4 to form H4R3me2s, possibly leading to recruit DNA methyltransferases at these sites. May also play a role in embryonic stem cell (ESC) pluripotency. Also able to mediate the arginine methylation of histone H2A and myelin basic protein (MBP) in vitro; the relevance of such results is however unclear in vivo.
Gene Name:: PRMT7
Uniprot ID:: Q9NVM4
Molecular weight:: 73153.495

Enzyme Details

6. Protein arginine N-methyltransferase 8-B

General function:: Not Available
Specific function:: S-adenosyl-L-methionine-dependent and membrane-associated arginine methyltransferase that can both catalyze the formation of omega-N monomethylarginine (MMA) and asymmetrical dimethylarginine (aDMA).
Gene Name:: PRMT8B
Uniprot ID:: Q5RGQ2
Molecular weight:: 48221.7

Enzyme Details

7. Protein arginine N-methyltransferase 7

General function:: Not Available
Specific function:: Arginine methyltransferase that can both catalyze the formation of omega-N monomethylarginine (MMA) and symmetrical dimethylarginine (sDMA), with a preference for the formation of MMA. Specifically mediates the symmetrical dimethylation of arginine residues in the small nuclear ribonucleoproteins Sm D1 (SNRPD1) and Sm D3 (SNRPD3); such methylation being required for the assembly and biogenesis of snRNP core particles. Specifically mediates the symmetric dimethylation of histone H4 'Arg-3' to form H4R3me2s. Plays a role in gene imprinting by being recruited by CTCFL at the H19 imprinted control region (ICR) and methylating histone H4 to form H4R3me2s, possibly leading to recruit DNA methyltransferases at these sites. May also play a role in embryonic stem cell (ESC) pluripotency. Also able to mediate the arginine methylation of histone H2A and myelin basic protein (MBP) in vitro; the relevance of such results is however unclear in vivo.
Gene Name:: PRMT7
Uniprot ID:: A2AV36
Molecular weight:: 76546.02

Enzyme Details

8. Protein arginine N-methyltransferase 8

General function:: Not Available
Specific function:: S-adenosyl-L-methionine-dependent and membrane-associated arginine methyltransferase that can both catalyze the formation of omega-N monomethylarginine (MMA) and asymmetrical dimethylarginine (aDMA) in proteins such as NIFK, myelin basic protein, histone H4, H2A and H2A/H2B dimer (PubMed:16051612, PubMed:17925405, PubMed:26876602, PubMed:26529540). Able to mono- and dimethylate EWS protein; however its precise role toward EWS remains unclear as it still interacts with fully methylated EWS (PubMed:18320585).
Gene Name:: PRMT8
Uniprot ID:: Q9NR22
Molecular weight:: 45290.845

Enzyme Details

9. Protein arginine N-methyltransferase 5

General function:: Not Available
Specific function:: Arginine methyltransferase that can both catalyze the formation of omega-N monomethylarginine (MMA) and symmetrical dimethylarginine (sDMA) (By similarity). Specifically mediates the symmetrical dimethylation of arginine residues in the small nuclear ribonucleoproteins SmD1 and SmD3. Required for arginine symmetrical dimethylation of piwi family proteins, piwi, aub and AGO3, during germline development. Required during oogenesis for pole cell formation in the pathway controlled by oskar (osk) and for abdominal segments during early embryogenesis. Involved in nanos (nos) and germ cell mRNAs localization.
Gene Name:: CSUL
Uniprot ID:: Q9U6Y9
Molecular weight:: 69739.955

Enzyme Details

10. Protein arginine N-methyltransferase 5

General function:: Not Available
Specific function:: Arginine methyltransferase that can both catalyze the formation of omega-N monomethylarginine (MMA) and symmetrical dimethylarginine (sDMA), with a preference for the formation of MMA (PubMed:15485929, PubMed:19584108, PubMed:19858291, PubMed:21917714, PubMed:23133559, PubMed:28263986). Specifically mediates the symmetrical dimethylation of arginine residues in the small nuclear ribonucleoproteins Sm D1 (SNRPD1) and Sm D3 (SNRPD3); such methylation being required for the assembly and biogenesis of snRNP core particles. Methylates SUPT5H and may regulate its transcriptional elongation properties. Mono- and dimethylates arginine residues of myelin basic protein (MBP) in vitro. May play a role in cytokine-activated transduction pathways. Negatively regulates cyclin E1 promoter activity and cellular proliferation (By similarity). Methylates histone H2A and H4 'Arg-3' during germ cell development (PubMed:16699504). Methylates histone H3 'Arg-8', which may repress transcription (PubMed:15485929). Methylates the Piwi proteins (PIWIL1, PIWIL2 and PIWIL4), methylation of Piwi proteins being required for the interaction with Tudor domain-containing proteins and subsequent localization to the meiotic nuage (PubMed:19584108). Methylates RPS10 (By similarity). Attenuates EGF signaling through the MAPK1/MAPK3 pathway acting at 2 levels. First, monomethylates EGFR; this enhances EGFR 'Tyr-1197' phosphorylation and PTPN6 recruitment, eventually leading to reduced SOS1 phosphorylation. Second, methylates RAF1 and probably BRAF, hence destabilizing these 2 signaling proteins and reducing their catalytic activity (PubMed:21917714). Required for induction of E-selectin and VCAM-1, on the endothelial cells surface at sites of inflammation. Methylates HOXA9. Methylates and regulates SRGAP2 which is involved in cell migration and differentiation (By similarity). Acts as a transcriptional corepressor in CRY1-mediated repression of the core circadian component PER1 by regulating the H4R3 dimethylation at the PER1 promoter (PubMed:23133559). Methylates GM130/GOLGA2, regulating Golgi ribbon formation. Methylates H4R3 in genes involved in glioblastomagenesis in a CHTOP- and/or TET1-dependent manner (By similarity). Symmetrically methylates POLR2A, a modification that allows the recruitment to POLR2A of proteins including SMN1/SMN2 and SETX. This is required for resolving RNA-DNA hybrids created by RNA polymerase II, that form R-loop in transcription terminal regions, an important step in proper transcription termination (By similarity). Along with LYAR, binds the promoter of gamma-globin HBG1/HBG2 and represses its expression (By similarity). Symmetrically methylates NCL (By similarity). Methylates TP53; methylation might possibly affect TP53 target gene specificity (By similarity). Involved in spliceosome maturation and mRNA splicing in prophase I spermatocytes through the catalysis of the symmetrical arginine dimethylation of SNRPB (small nuclear ribonucleoprotein-associated protein) and the interaction with tudor domain-containing protein TDRD6 (PubMed:28263986).
Gene Name:: PRMT5
Uniprot ID:: Q8CIG8
Molecular weight:: 72679.22

Only showing the first 10 proteins. There are 11 proteins in total.

Show all enzymes and transporters

Showing metabocard for Dimethylarginine (HMDB0251395)

MOL for HMDB0251395 (Dimethylarginine)

3D MOL for HMDB0251395 (Dimethylarginine)

3D SDF for HMDB0251395 (Dimethylarginine)

3D-SDF for HMDB0251395 (Dimethylarginine)

PDB for HMDB0251395 (Dimethylarginine)

3D PDB for HMDB0251395 (Dimethylarginine)

SMILES for HMDB0251395 (Dimethylarginine)

INCHI for HMDB0251395 (Dimethylarginine)

Structure for HMDB0251395 (Dimethylarginine)

3D Structure for HMDB0251395 (Dimethylarginine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes