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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:28:57 UTC

Update Date

2021-09-26 23:10:42 UTC

HMDB ID

HMDB0255675

Secondary Accession Numbers

None

Metabolite Identification

Common Name

NO-aspirin

Description

NO-aspirin belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). Based on a literature review a significant number of articles have been published on NO-aspirin. This compound has been identified in human blood as reported by (PMID: 31557052 ). No-aspirin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically NO-aspirin 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

HMDB0255675
     RDKit          3D
NO-aspirin
 37 38  0  0  0  0  0  0  0  0999 V2000
   -1.7049   -0.9847    2.9589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4609   -0.4890    1.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9858    0.6543    1.7417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6202   -1.2623    0.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3249   -0.7737   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6843   -0.9434   -0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3939   -0.4612   -1.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7130    0.2325   -2.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3398    0.4203   -2.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6626   -0.0765   -1.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2204    0.1601   -1.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5997    0.7936   -2.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4613   -0.3068   -0.3083 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9165   -0.0637   -0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7964   -0.9744   -0.8341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538   -0.7336   -0.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6956    0.3909   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1676    0.6120   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7687    0.0479    0.9868 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4035    0.4516    2.2425 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.8294    1.4705    2.7871 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5055   -0.3380    2.9265 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8133    1.2902    0.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4444    1.0589    0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9382   -0.3193    3.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1175   -1.9843    3.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208   -1.0250    2.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2138   -1.4900    0.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4766   -0.6168   -1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2561    0.6186   -3.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8517    0.9709   -3.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037   -1.8799   -1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8707   -1.4392   -1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3543    1.7105   -0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5971    0.1760   -1.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1885    2.1700    0.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7378    1.7545    0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 17 23  1  0
 23 24  2  0
 10  5  1  0
 24 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 18 35  1  0
 23 36  1  0
 24 37  1  0
M  CHG  2  20   1  22  -1
M  END

  Mrv1652309112117292D          

 24 25  0  0  0  0            999 V2000
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  CHG  2  22   1  24  -1
M  END
> <DATABASE_ID>
HMDB0255675

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1=CC=CC=C1C(=O)OC1=CC=C(CO[N+]([O-])=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H13NO7/c1-11(18)23-15-5-3-2-4-14(15)16(19)24-13-8-6-12(7-9-13)10-22-17(20)21/h2-9H,10H2,1H3

> <INCHI_KEY>
CTHNKWFUDCMLIQ-UHFFFAOYSA-N

> <FORMULA>
C16H13NO7

> <MOLECULAR_WEIGHT>
331.28

> <EXACT_MASS>
331.069201763

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
31.85742584807671

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(nitrooxy)methyl]phenyl 2-(acetyloxy)benzoate

> <ALOGPS_LOGP>
3.07

> <JCHEM_LOGP>
3.173107077

> <ALOGPS_LOGS>
-4.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.016745139084262

> <JCHEM_POLAR_SURFACE_AREA>
104.97000000000003

> <JCHEM_REFRACTIVITY>
81.499

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.74e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(nitrooxy)methyl]phenyl 2-(acetyloxy)benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255675
     RDKit          3D
NO-aspirin
 37 38  0  0  0  0  0  0  0  0999 V2000
   -1.7049   -0.9847    2.9589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4609   -0.4890    1.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9858    0.6543    1.7417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6202   -1.2623    0.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3249   -0.7737   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6843   -0.9434   -0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3939   -0.4612   -1.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7130    0.2325   -2.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3398    0.4203   -2.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6626   -0.0765   -1.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2204    0.1601   -1.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5997    0.7936   -2.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4613   -0.3068   -0.3083 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9165   -0.0637   -0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7964   -0.9744   -0.8341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538   -0.7336   -0.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6956    0.3909   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1676    0.6120   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7687    0.0479    0.9868 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4035    0.4516    2.2425 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.8294    1.4705    2.7871 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5055   -0.3380    2.9265 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8133    1.2902    0.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4444    1.0589    0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9382   -0.3193    3.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1175   -1.9843    3.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208   -1.0250    2.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2138   -1.4900    0.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4766   -0.6168   -1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2561    0.6186   -3.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8517    0.9709   -3.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037   -1.8799   -1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8707   -1.4392   -1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3543    1.7105   -0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5971    0.1760   -1.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1885    2.1700    0.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7378    1.7545    0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 17 23  1  0
 23 24  2  0
 10  5  1  0
 24 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 18 35  1  0
 23 36  1  0
 24 37  1  0
M  CHG  2  20   1  22  -1
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       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0      -9.336  -2.310   0.000  0.00  0.00           N+1
HETATM   23  O   UNK     0     -10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -9.336  -0.770   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   17   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0255675
HETATM    1  C1  UNL     1      -1.705  -0.985   2.959  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.461  -0.489   1.762  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.986   0.654   1.742  1.00  0.00           O  
HETATM    4  O2  UNL     1      -2.620  -1.262   0.620  1.00  0.00           O  
HETATM    5  C3  UNL     1      -3.325  -0.774  -0.468  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.684  -0.943  -0.634  1.00  0.00           C  
HETATM    7  C5  UNL     1      -5.394  -0.461  -1.713  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.713   0.233  -2.688  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.340   0.420  -2.549  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.663  -0.077  -1.455  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.220   0.160  -1.377  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.600   0.794  -2.268  1.00  0.00           O  
HETATM   13  O4  UNL     1      -0.461  -0.307  -0.308  1.00  0.00           O  
HETATM   14  C10 UNL     1       0.916  -0.064  -0.263  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.796  -0.974  -0.834  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.154  -0.734  -0.789  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.696   0.391  -0.193  1.00  0.00           C  
HETATM   18  C14 UNL     1       5.168   0.612  -0.167  1.00  0.00           C  
HETATM   19  O5  UNL     1       5.769   0.048   0.987  1.00  0.00           O  
HETATM   20  N1  UNL     1       5.403   0.452   2.243  1.00  0.00           N1+
HETATM   21  O6  UNL     1       5.829   1.470   2.787  1.00  0.00           O  
HETATM   22  O7  UNL     1       4.505  -0.338   2.927  1.00  0.00           O1-
HETATM   23  C15 UNL     1       2.813   1.290   0.371  1.00  0.00           C  
HETATM   24  C16 UNL     1       1.444   1.059   0.333  1.00  0.00           C  
HETATM   25  H1  UNL     1      -1.938  -0.319   3.815  1.00  0.00           H  
HETATM   26  H2  UNL     1      -2.117  -1.984   3.209  1.00  0.00           H  
HETATM   27  H3  UNL     1      -0.621  -1.025   2.743  1.00  0.00           H  
HETATM   28  H4  UNL     1      -5.214  -1.490   0.137  1.00  0.00           H  
HETATM   29  H5  UNL     1      -6.477  -0.617  -1.810  1.00  0.00           H  
HETATM   30  H6  UNL     1      -5.256   0.619  -3.544  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.852   0.971  -3.341  1.00  0.00           H  
HETATM   32  H8  UNL     1       1.404  -1.880  -1.317  1.00  0.00           H  
HETATM   33  H9  UNL     1       3.871  -1.439  -1.234  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.354   1.711  -0.207  1.00  0.00           H  
HETATM   35  H11 UNL     1       5.597   0.176  -1.085  1.00  0.00           H  
HETATM   36  H12 UNL     1       3.188   2.170   0.841  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.738   1.754   0.771  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    6   10
CONECT    6    7   28
CONECT    7    8    8   29
CONECT    8    9   30
CONECT    9   10   10   31
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14
CONECT   14   15   15   24
CONECT   15   16   32
CONECT   16   17   17   33
CONECT   17   18   23
CONECT   18   19   34   35
CONECT   19   20
CONECT   20   21   21   22
CONECT   23   24   24   36
CONECT   24   37
END

HMDB0255675
     RDKit          3D
NO-aspirin
 37 38  0  0  0  0  0  0  0  0999 V2000
   -1.7049   -0.9847    2.9589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4609   -0.4890    1.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9858    0.6543    1.7417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6202   -1.2623    0.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3249   -0.7737   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6843   -0.9434   -0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3939   -0.4612   -1.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7130    0.2325   -2.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3398    0.4203   -2.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6626   -0.0765   -1.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2204    0.1601   -1.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5997    0.7936   -2.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4613   -0.3068   -0.3083 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9165   -0.0637   -0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7964   -0.9744   -0.8341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538   -0.7336   -0.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6956    0.3909   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1676    0.6120   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7687    0.0479    0.9868 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4035    0.4516    2.2425 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.8294    1.4705    2.7871 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5055   -0.3380    2.9265 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8133    1.2902    0.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4444    1.0589    0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9382   -0.3193    3.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1175   -1.9843    3.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208   -1.0250    2.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2138   -1.4900    0.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4766   -0.6168   -1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2561    0.6186   -3.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8517    0.9709   -3.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037   -1.8799   -1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8707   -1.4392   -1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3543    1.7105   -0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5971    0.1760   -1.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1885    2.1700    0.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7378    1.7545    0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 17 23  1  0
 23 24  2  0
 10  5  1  0
 24 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 18 35  1  0
 23 36  1  0
 24 37  1  0
M  CHG  2  20   1  22  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₃NO₇

Average Molecular Weight

331.28

Monoisotopic Molecular Weight

331.069201763

IUPAC Name

4-[(nitrooxy)methyl]phenyl 2-(acetyloxy)benzoate

Traditional Name

4-[(nitrooxy)methyl]phenyl 2-(acetyloxy)benzoate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1=CC=CC=C1C(=O)OC1=CC=C(CO[N+]([O-])=O)C=C1

InChI Identifier

InChI=1S/C16H13NO7/c1-11(18)23-15-5-3-2-4-14(15)16(19)24-13-8-6-12(7-9-13)10-22-17(20)21/h2-9H,10H2,1H3

InChI Key

CTHNKWFUDCMLIQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depside backbone
Acylsalicylic acid or derivatives
Benzoate ester
Phenol ester
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Alkyl nitrate
Organic nitrate
Organic nitro compound
Carboxylic acid ester
Organic nitric acid or derivatives
Carboxylic acid derivative
Organic 1,3-dipolar compound
Allyl-type 1,3-dipolar organic compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.07	ALOGPS
logP	3.17	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	104.97 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	81.5 m³·mol⁻¹	ChemAxon
Polarizability	31.86 Å³	ChemAxon
Number of Rings	2	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]+	170.706	30932474
DeepCCS	[M-H]-	166.687	30932474
DeepCCS	[M-2H]-	203.23	30932474
DeepCCS	[M+Na]+	179.522	30932474
AllCCS	[M+H]+	173.4	32859911
AllCCS	[M+H-H2O]+	170.3	32859911
AllCCS	[M+NH4]+	176.3	32859911
AllCCS	[M+Na]+	177.2	32859911
AllCCS	[M-H]-	174.9	32859911
AllCCS	[M+Na-2H]-	174.1	32859911
AllCCS	[M+HCOO]-	173.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
NO-aspirin	CC(=O)OC1=CC=CC=C1C(=O)OC1=CC=C(CO[N+]([O-])=O)C=C1	3694.5	Standard polar	33892256
NO-aspirin	CC(=O)OC1=CC=CC=C1C(=O)OC1=CC=C(CO[N+]([O-])=O)C=C1	2534.4	Standard non polar	33892256
NO-aspirin	CC(=O)OC1=CC=CC=C1C(=O)OC1=CC=C(CO[N+]([O-])=O)C=C1	2450.8	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 - NO-aspirin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-3910000000-60f255590dff046bfcc3	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - NO-aspirin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

7994668

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9818919

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for NO-aspirin (HMDB0255675)

MOL for HMDB0255675 (NO-aspirin)

3D MOL for HMDB0255675 (NO-aspirin)

3D SDF for HMDB0255675 (NO-aspirin)

3D-SDF for HMDB0255675 (NO-aspirin)

PDB for HMDB0255675 (NO-aspirin)

3D PDB for HMDB0255675 (NO-aspirin)

SMILES for HMDB0255675 (NO-aspirin)

INCHI for HMDB0255675 (NO-aspirin)

Structure for HMDB0255675 (NO-aspirin)

3D Structure for HMDB0255675 (NO-aspirin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra