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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:35:49 UTC

Update Date

2021-09-26 23:12:59 UTC

HMDB ID

HMDB0256959

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pyricarbate

Description

N-methyl[(6-{[(methyl-C-hydroxycarbonimidoyl)oxy]methyl}pyridin-2-yl)methoxy]carboximidic acid, also known as pyricarbate or anginin, belongs to the class of organic compounds known as pyridines and derivatives. Pyridines and derivatives are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms. Based on a literature review very few articles have been published on N-methyl[(6-{[(methyl-C-hydroxycarbonimidoyl)oxy]methyl}pyridin-2-yl)methoxy]carboximidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pyricarbate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pyricarbate 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

HMDB0256959
     RDKit          3D
Pyricarbate
 33 33  0  0  0  0  0  0  0  0999 V2000
    6.2996    0.9214    0.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8856    0.6815   -0.0034 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0593    1.6758   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240    2.9684    0.2086 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7195    1.3999   -0.2357 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2239    0.0869   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470    0.1067   -0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1255    1.3003   -0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    1.3113   -1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9449    0.1351   -0.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -1.0494   -0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9696   -2.3443   -0.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3368   -2.3633   -0.8096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1323   -1.6423    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3213   -1.0232   -0.2750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6857   -1.5781    1.2638 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4666   -0.8397    2.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059   -0.9928   -0.4229 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4826    1.7939    0.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8243    1.1451   -0.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7902    0.0103    0.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069    3.6021    0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7472   -0.5704   -0.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3653   -0.3607    0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6897    2.2387   -0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7404    2.2515   -1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0135    0.1463   -1.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6593   -2.8377    0.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5053   -2.9982   -1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1893   -1.3772    0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907   -1.4928    2.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8142   -0.1676    2.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1882   -0.1376    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  3
 16 17  1  0
 11 18  2  0
 18  7  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
M  END


  Mrv1572004221604542D          

 18 18  0  0  0  0            999 V2000
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  2  0  0  0  0
  9  7  1  0  0  0  0
 12  1  1  4  0  0  0
 12 10  2  0  0  0  0
 13  2  1  4  0  0  0
 13 11  2  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17  6  1  0  0  0  0
 17 10  1  0  0  0  0
 18  7  1  0  0  0  0
 18 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256959

> <DATABASE_NAME>
hmdb

> <SMILES>
CN=C(O)OCC1=CC=CC(COC(O)=NC)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C11H15N3O4/c1-12-10(15)17-6-8-4-3-5-9(14-8)7-18-11(16)13-2/h3-5H,6-7H2,1-2H3,(H,12,15)(H,13,16)

> <INCHI_KEY>
YEKQSSHBERGOJK-UHFFFAOYSA-N

> <FORMULA>
C11H15N3O4

> <MOLECULAR_WEIGHT>
253.258

> <EXACT_MASS>
253.106255975

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.096456887421283

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-methyl[(6-{[(methyl-C-hydroxycarbonimidoyl)oxy]methyl}pyridin-2-yl)methoxy]carboximidic acid

> <ALOGPS_LOGP>
1.02

> <JCHEM_LOGP>
0.7930680364353355

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.155346270268108

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6695616915764027

> <JCHEM_PKA_STRONGEST_BASIC>
3.5204075710783878

> <JCHEM_POLAR_SURFACE_AREA>
96.53000000000002

> <JCHEM_REFRACTIVITY>
63.5195

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
anginine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256959
     RDKit          3D
Pyricarbate
 33 33  0  0  0  0  0  0  0  0999 V2000
    6.2996    0.9214    0.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8856    0.6815   -0.0034 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0593    1.6758   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240    2.9684    0.2086 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7195    1.3999   -0.2357 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2239    0.0869   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470    0.1067   -0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1255    1.3003   -0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    1.3113   -1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9449    0.1351   -0.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -1.0494   -0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9696   -2.3443   -0.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3368   -2.3633   -0.8096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1323   -1.6423    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3213   -1.0232   -0.2750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6857   -1.5781    1.2638 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4666   -0.8397    2.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059   -0.9928   -0.4229 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4826    1.7939    0.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8243    1.1451   -0.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7902    0.0103    0.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069    3.6021    0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7472   -0.5704   -0.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3653   -0.3607    0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6897    2.2387   -0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7404    2.2515   -1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0135    0.1463   -1.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6593   -2.8377    0.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5053   -2.9982   -1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1893   -1.3772    0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907   -1.4928    2.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8142   -0.1676    2.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1882   -0.1376    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  3
 16 17  1  0
 11 18  2  0
 18  7  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  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       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       4.001   6.930   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      -5.335   0.000   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   13                                                            
CONECT    3    4    5                                                       
CONECT    4    3    8                                                       
CONECT    5    3    9                                                       
CONECT    6    8   17                                                       
CONECT    7    9   18                                                       
CONECT    8    4    6   14                                                  
CONECT    9    5    7   14                                                  
CONECT   10   12   15   17                                                  
CONECT   11   13   16   18                                                  
CONECT   12    1   10                                                       
CONECT   13    2   11                                                       
CONECT   14    8    9                                                       
CONECT   15   10                                                            
CONECT   16   11                                                            
CONECT   17    6   10                                                       
CONECT   18    7   11                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0256959
HETATM    1  C1  UNL     1       6.300   0.921   0.230  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.886   0.681  -0.003  1.00  0.00           N  
HETATM    3  C2  UNL     1       4.059   1.676  -0.009  1.00  0.00           C  
HETATM    4  O1  UNL     1       4.524   2.968   0.209  1.00  0.00           O  
HETATM    5  O2  UNL     1       2.719   1.400  -0.236  1.00  0.00           O  
HETATM    6  C3  UNL     1       2.224   0.087  -0.140  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.747   0.107  -0.438  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.126   1.300  -0.740  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.227   1.311  -1.012  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.945   0.135  -0.981  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.312  -1.049  -0.678  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.970  -2.344  -0.615  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.337  -2.363  -0.810  1.00  0.00           O  
HETATM   14  C10 UNL     1      -4.132  -1.642   0.066  1.00  0.00           C  
HETATM   15  O4  UNL     1      -5.321  -1.023  -0.275  1.00  0.00           O  
HETATM   16  N2  UNL     1      -3.686  -1.578   1.264  1.00  0.00           N  
HETATM   17  C11 UNL     1      -4.467  -0.840   2.234  1.00  0.00           C  
HETATM   18  N3  UNL     1       0.006  -0.993  -0.423  1.00  0.00           N  
HETATM   19  H1  UNL     1       6.483   1.794   0.883  1.00  0.00           H  
HETATM   20  H2  UNL     1       6.824   1.145  -0.730  1.00  0.00           H  
HETATM   21  H3  UNL     1       6.790   0.010   0.655  1.00  0.00           H  
HETATM   22  H4  UNL     1       4.107   3.602   0.887  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.747  -0.570  -0.881  1.00  0.00           H  
HETATM   24  H6  UNL     1       2.365  -0.361   0.856  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.690   2.239  -0.767  1.00  0.00           H  
HETATM   26  H8  UNL     1      -1.740   2.251  -1.255  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.014   0.146  -1.197  1.00  0.00           H  
HETATM   28  H10 UNL     1      -1.659  -2.838   0.348  1.00  0.00           H  
HETATM   29  H11 UNL     1      -1.505  -2.998  -1.410  1.00  0.00           H  
HETATM   30  H12 UNL     1      -6.189  -1.377   0.142  1.00  0.00           H  
HETATM   31  H13 UNL     1      -5.091  -1.493   2.870  1.00  0.00           H  
HETATM   32  H14 UNL     1      -3.814  -0.168   2.857  1.00  0.00           H  
HETATM   33  H15 UNL     1      -5.188  -0.138   1.728  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3
CONECT    3    4    5
CONECT    4   22
CONECT    5    6
CONECT    6    7   23   24
CONECT    7    8    8   18
CONECT    8    9   25
CONECT    9   10   10   26
CONECT   10   11   27
CONECT   11   12   18   18
CONECT   12   13   28   29
CONECT   13   14
CONECT   14   15   16   16
CONECT   15   30
CONECT   16   17
CONECT   17   31   32   33
END

HMDB0256959
     RDKit          3D
Pyricarbate
 33 33  0  0  0  0  0  0  0  0999 V2000
    6.2996    0.9214    0.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8856    0.6815   -0.0034 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0593    1.6758   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240    2.9684    0.2086 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7195    1.3999   -0.2357 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2239    0.0869   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470    0.1067   -0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1255    1.3003   -0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    1.3113   -1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9449    0.1351   -0.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -1.0494   -0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9696   -2.3443   -0.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3368   -2.3633   -0.8096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1323   -1.6423    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3213   -1.0232   -0.2750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6857   -1.5781    1.2638 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4666   -0.8397    2.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059   -0.9928   -0.4229 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4826    1.7939    0.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8243    1.1451   -0.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7902    0.0103    0.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069    3.6021    0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7472   -0.5704   -0.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3653   -0.3607    0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6897    2.2387   -0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7404    2.2515   -1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0135    0.1463   -1.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6593   -2.8377    0.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5053   -2.9982   -1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1893   -1.3772    0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907   -1.4928    2.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8142   -0.1676    2.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1882   -0.1376    1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  3
 16 17  1  0
 11 18  2  0
 18  7  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Pyricarbate	Kegg
Anginin	Kegg
Angioxine	Kegg
Pyridinol carbamate	Kegg
Pyricarbic acid	Generator
Pyridinol carbamic acid	Generator
N-Methyl[(6-{[(methyl-C-hydroxycarbonimidoyl)oxy]methyl}pyridin-2-yl)methoxy]carboximidate	Generator
Parmidine	MeSH
Duvaline	MeSH
Prodectin	MeSH
Pyridinolcarbamate	MeSH
Lisator	MeSH
Colesterinex	MeSH
Gasparol	MeSH
Movecil	MeSH
Sospitan	MeSH
2,6-Pyridinedimethanol-bis-(N-methylcarbamate)	MeSH
Duaxol	MeSH

Chemical Formula

C₁₁H₁₅N₃O₄

Average Molecular Weight

253.258

Monoisotopic Molecular Weight

253.106255975

IUPAC Name

N-methyl[(6-{[(methyl-C-hydroxycarbonimidoyl)oxy]methyl}pyridin-2-yl)methoxy]carboximidic acid

Traditional Name

anginine

CAS Registry Number

Not Available

SMILES

CN=C(O)OCC1=CC=CC(COC(O)=NC)=N1

InChI Identifier

InChI=1S/C11H15N3O4/c1-12-10(15)17-6-8-4-3-5-9(14-8)7-18-11(16)13-2/h3-5H,6-7H2,1-2H3,(H,12,15)(H,13,16)

InChI Key

YEKQSSHBERGOJK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridines and derivatives. Pyridines and derivatives are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Not Available

Direct Parent

Pyridines and derivatives

Alternative Parents

Substituents

Pyridine
Heteroaromatic compound
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyridines (CHEBI:32075 )

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	1.02	ALOGPS
logP	0.79	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	2.67	ChemAxon
pKa (Strongest Basic)	3.52	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	63.52 m³·mol⁻¹	ChemAxon
Polarizability	26.1 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	162.73	30932474
DeepCCS	[M-H]-	160.372	30932474
DeepCCS	[M-2H]-	194.21	30932474
DeepCCS	[M+Na]+	169.565	30932474
AllCCS	[M+H]+	156.6	32859911
AllCCS	[M+H-H2O]+	152.9	32859911
AllCCS	[M+NH4]+	159.9	32859911
AllCCS	[M+Na]+	160.9	32859911
AllCCS	[M-H]-	159.4	32859911
AllCCS	[M+Na-2H]-	159.8	32859911
AllCCS	[M+HCOO]-	160.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pyricarbate	CN=C(O)OCC1=CC=CC(COC(O)=NC)=N1	2871.0	Standard polar	33892256
Pyricarbate	CN=C(O)OCC1=CC=CC(COC(O)=NC)=N1	2237.5	Standard non polar	33892256
Pyricarbate	CN=C(O)OCC1=CC=CC(COC(O)=NC)=N1	2289.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pyricarbate GC-MS (Non-derivatized) - 70eV, Positive	splash10-057i-6910000000-9c3334b255ac34ac3ce1	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pyricarbate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pyricarbate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pyricarbate GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pyricarbate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pyricarbate GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	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 - Pyricarbate 10V, Positive-QTOF	splash10-0ufr-7390000000-10937648ac66639c9b17	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyricarbate 20V, Positive-QTOF	splash10-0a6r-9820000000-2631df9de0716fab92c1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyricarbate 40V, Positive-QTOF	splash10-0a6r-9200000000-24cfdfe482a9b2cb7f0a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyricarbate 10V, Negative-QTOF	splash10-0a4i-9120000000-8b3972a69d31225ef9ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyricarbate 20V, Negative-QTOF	splash10-0a4i-9110000000-cd1000bbfaa9ccf7374f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyricarbate 40V, Negative-QTOF	splash10-0a4i-9100000000-cefc9ab57fc0f9b8b04d	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4816

KEGG Compound ID

C12842

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

rw1783061

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 Pyricarbate (HMDB0256959)

MOL for HMDB0256959 (Pyricarbate)

3D MOL for HMDB0256959 (Pyricarbate)

3D SDF for HMDB0256959 (Pyricarbate)

3D-SDF for HMDB0256959 (Pyricarbate)

PDB for HMDB0256959 (Pyricarbate)

3D PDB for HMDB0256959 (Pyricarbate)

SMILES for HMDB0256959 (Pyricarbate)

INCHI for HMDB0256959 (Pyricarbate)

Structure for HMDB0256959 (Pyricarbate)

3D Structure for HMDB0256959 (Pyricarbate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra