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Showing metabocard for Picric acid (HMDB0256536)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 17:03:03 UTC
Update Date2021-09-26 23:12:16 UTC
HMDB IDHMDB0256536
Secondary Accession NumbersNone
Metabolite Identification
Common NamePicric acid
DescriptionPicric acid, also known as acide picrique or c.i. 10305, belongs to the class of organic compounds known as nitrophenols. Nitrophenols are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms. Based on a literature review a significant number of articles have been published on Picric acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Picric acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Picric acid 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0256536 (Picric acid)

  Mrv0541 02231217052D          

 16 16  0  0  0  0            999 V2000
    2.1434    1.2375    0.0000 O   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
    1.4289    0.0000    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    0.7145    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  5  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
    2.1434   -0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
M  CHG  6   8   1   9  -1  11   1  12  -1  14   1  15  -1
M  END
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3D MOL for HMDB0256536 (Picric acid)

HMDB0256536
     RDKit          3D
Picric acid
 19 19  0  0  0  0  0  0  0  0999 V2000
    3.7860    0.7842   -0.0558 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0251   -0.1653    0.0954 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.6192   -1.4031    0.3246 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.6003   -0.0809    0.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388    1.0965   -0.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4753    1.1750   -0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0784    2.4192   -0.4446 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.4704    3.4429   -0.0650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2792    2.5451   -1.0534 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.2311    0.0451   -0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6043   -0.0193   -0.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -1.1709    0.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3489   -2.3322    0.3822 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.4636   -2.2135    0.9157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9254   -3.5724   -0.0072 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.8207   -1.1969    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4964    2.0239   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1759    0.7622   -0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3171   -2.1398    0.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  6 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16  4  1  0
  5 17  1  0
 11 18  1  0
 16 19  1  0
M  CHG  6   2   1   3  -1   7   1   9  -1  13   1  15  -1
M  END
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3D SDF for HMDB0256536 (Picric acid)

  Mrv0541 02231217052D          

 16 16  0  0  0  0            999 V2000
    2.1434    1.2375    0.0000 O   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
    1.4289    0.0000    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    0.7145    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  5  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
    2.1434   -0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
M  CHG  6   8   1   9  -1  11   1  12  -1  14   1  15  -1
M  END
> <DATABASE_ID>
HMDB0256536

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H3N3O7/c10-6-4(8(13)14)1-3(7(11)12)2-5(6)9(15)16/h1-2,10H

> <INCHI_KEY>
OXNIZHLAWKMVMX-UHFFFAOYSA-N

> <FORMULA>
C6H3N3O7

> <MOLECULAR_WEIGHT>
229.1039

> <EXACT_MASS>
228.997099465

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
16.808382753778034

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,4,6-trinitrophenol

> <ALOGPS_LOGP>
1.83

> <JCHEM_LOGP>
1.4896330623333336

> <ALOGPS_LOGS>
-3.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.695534730037277

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3459297745783774

> <JCHEM_PKA_STRONGEST_BASIC>
-8.52920118671112

> <JCHEM_POLAR_SURFACE_AREA>
157.69

> <JCHEM_REFRACTIVITY>
50.013

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.94e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
picric acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0256536 (Picric acid)

HMDB0256536
     RDKit          3D
Picric acid
 19 19  0  0  0  0  0  0  0  0999 V2000
    3.7860    0.7842   -0.0558 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0251   -0.1653    0.0954 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.6192   -1.4031    0.3246 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.6003   -0.0809    0.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388    1.0965   -0.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4753    1.1750   -0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0784    2.4192   -0.4446 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.4704    3.4429   -0.0650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2792    2.5451   -1.0534 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.2311    0.0451   -0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6043   -0.0193   -0.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -1.1709    0.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3489   -2.3322    0.3822 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.4636   -2.2135    0.9157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9254   -3.5724   -0.0072 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.8207   -1.1969    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4964    2.0239   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1759    0.7622   -0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3171   -2.1398    0.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  6 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16  4  1  0
  5 17  1  0
 11 18  1  0
 16 19  1  0
M  CHG  6   2   1   3  -1   7   1   9  -1  13   1  15  -1
M  END
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PDB for HMDB0256536 (Picric acid)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667   1.540   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+1
HETATM    9  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+1
HETATM   12  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O-1
HETATM   13  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+1
HETATM   15  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O-1
HETATM   16  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    3   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END
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3D PDB for HMDB0256536 (Picric acid)

COMPND    HMDB0256536
HETATM    1  O1  UNL     1       3.786   0.784  -0.056  1.00  0.00           O  
HETATM    2  N1  UNL     1       3.025  -0.165   0.095  1.00  0.00           N1+
HETATM    3  O2  UNL     1       3.619  -1.403   0.325  1.00  0.00           O1-
HETATM    4  C1  UNL     1       1.600  -0.081   0.050  1.00  0.00           C  
HETATM    5  C2  UNL     1       0.939   1.097  -0.172  1.00  0.00           C  
HETATM    6  C3  UNL     1      -0.475   1.175  -0.217  1.00  0.00           C  
HETATM    7  N2  UNL     1      -1.078   2.419  -0.445  1.00  0.00           N1+
HETATM    8  O3  UNL     1      -0.470   3.443  -0.065  1.00  0.00           O  
HETATM    9  O4  UNL     1      -2.279   2.545  -1.053  1.00  0.00           O1-
HETATM   10  C4  UNL     1      -1.231   0.045  -0.033  1.00  0.00           C  
HETATM   11  O5  UNL     1      -2.604  -0.019  -0.048  1.00  0.00           O  
HETATM   12  C5  UNL     1      -0.551  -1.171   0.196  1.00  0.00           C  
HETATM   13  N3  UNL     1      -1.349  -2.332   0.382  1.00  0.00           N1+
HETATM   14  O6  UNL     1      -2.464  -2.213   0.916  1.00  0.00           O  
HETATM   15  O7  UNL     1      -0.925  -3.572  -0.007  1.00  0.00           O1-
HETATM   16  C6  UNL     1       0.821  -1.197   0.230  1.00  0.00           C  
HETATM   17  H1  UNL     1       1.496   2.024  -0.323  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.176   0.762  -0.182  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.317  -2.140   0.407  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5   16
CONECT    5    6   17
CONECT    6    7   10   10
CONECT    7    8    8    9
CONECT   10   11   12
CONECT   11   18
CONECT   12   13   16   16
CONECT   13   14   14   15
CONECT   16   19
END
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SMILES for HMDB0256536 (Picric acid)

OC1=C(C=C(C=C1[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O
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INCHI for HMDB0256536 (Picric acid)

InChI=1S/C6H3N3O7/c10-6-4(8(13)14)1-3(7(11)12)2-5(6)9(15)16/h1-2,10H
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-Hydroxy-1,3,5-trinitrobenzeneChEBI
Acide picriqueChEBI
C.I. 10305ChEBI
CI 10305ChEBI
PikrinsaeureChEBI
TNPChEBI
PicrateGenerator
Picric acid, lead (2+) saltMeSH
Picric acid, potassium saltMeSH
Picric acid, sodium saltMeSH
TrinitrophenolMeSH
Picric acid, ammonium saltMeSH
2,4,6-TrinitrophenolMeSH
Chemical FormulaC6H3N3O7
Average Molecular Weight229.1039
Monoisotopic Molecular Weight228.997099465
IUPAC Name2,4,6-trinitrophenol
Traditional Namepicric acid
CAS Registry NumberNot Available
SMILES
OC1=C(C=C(C=C1[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O
InChI Identifier
InChI=1S/C6H3N3O7/c10-6-4(8(13)14)1-3(7(11)12)2-5(6)9(15)16/h1-2,10H
InChI KeyOXNIZHLAWKMVMX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitrophenols. Nitrophenols are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassNitrophenols
Direct ParentNitrophenols
Alternative Parents
Substituents
  • Nitrophenol
  • Nitrobenzene
  • Nitroaromatic compound
  • Monocyclic benzene moiety
  • C-nitro compound
  • Organic nitro compound
  • Organic oxoazanium
  • Allyl-type 1,3-dipolar organic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03651
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID6688
KEGG Compound IDNot Available
BioCyc IDCPD-17566
BiGG IDNot Available
Wikipedia LinkPicric_acid
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID46149
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]