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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:16:31 UTC

Update Date

2021-09-26 22:53:30 UTC

HMDB ID

HMDB0245178

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(1-Pyrenyl)iodoacetamide

Description

N-(1-Pyrenyl)iodoacetamide, also known as 1-PIAA or N-pyrenylcarboxyamidomethyl, belongs to the class of organic compounds known as pyrenes. Pyrenes are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system. Based on a literature review very few articles have been published on N-(1-Pyrenyl)iodoacetamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(1-pyrenyl)iodoacetamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(1-Pyrenyl)iodoacetamide 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

HMDB0245178
     RDKit          3D
N-(1-Pyrenyl)iodoacetamide
 33 36  0  0  0  0  0  0  0  0999 V2000
    4.1828    1.0623   -1.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0960    0.0800   -0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3485   -0.7129   -0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5157    0.2723    1.0552 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883   -0.2993   -0.1154 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6646    0.3787   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6606    1.6793   -0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4570    2.3694   -0.8586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    1.7317   -0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136    2.4051   -0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0958    1.8126   -0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1026    0.5006    0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728   -0.1365    0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2898   -1.4253    0.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1031   -2.1114    1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069   -1.5033    0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163   -2.1683    0.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4784   -1.5595    0.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4675   -0.2571    0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7207    0.4276   -0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148   -0.1930    0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8993   -0.8879   -1.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0122   -1.7017   -0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8745   -1.1352    0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5529    2.2405   -1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4007    3.3804   -1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9264    3.4351   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0409    2.2944   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1827    0.4287    0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2233   -1.9205    1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0913   -3.1272    1.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6932   -3.1975    1.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092   -2.1621    0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 19  6  1  0
 20  9  1  0
 21 12  1  0
 21 16  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 17 32  1  0
 18 33  1  0
M  END


  Mrv1652309112100162D          

 21 24  0  0  0  0            999 V2000
    5.4434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -1.0164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -3.1599    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
  4 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
  3 16  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245178

> <DATABASE_NAME>
hmdb

> <SMILES>
ICC(=O)NC1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C4

> <INCHI_IDENTIFIER>
InChI=1S/C18H12INO/c19-10-16(21)20-15-9-7-13-5-4-11-2-1-3-12-6-8-14(15)18(13)17(11)12/h1-9H,10H2,(H,20,21)

> <INCHI_KEY>
CVEFIQVNOAJGDW-UHFFFAOYSA-N

> <FORMULA>
C18H12INO

> <MOLECULAR_WEIGHT>
385.204

> <EXACT_MASS>
384.99636

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
34.17488674436193

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-iodo-N-(pyren-1-yl)acetamide

> <ALOGPS_LOGP>
5.02

> <JCHEM_LOGP>
4.467198716333333

> <ALOGPS_LOGS>
-6.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.014890531803065

> <JCHEM_PKA_STRONGEST_BASIC>
-6.733693333037346

> <JCHEM_POLAR_SURFACE_AREA>
29.1

> <JCHEM_REFRACTIVITY>
94.66940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.68e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-iodo-N-(pyren-1-yl)acetamide

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0245178
     RDKit          3D
N-(1-Pyrenyl)iodoacetamide
 33 36  0  0  0  0  0  0  0  0999 V2000
    4.1828    1.0623   -1.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0960    0.0800   -0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3485   -0.7129   -0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5157    0.2723    1.0552 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883   -0.2993   -0.1154 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6646    0.3787   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6606    1.6793   -0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4570    2.3694   -0.8586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    1.7317   -0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136    2.4051   -0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0958    1.8126   -0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1026    0.5006    0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728   -0.1365    0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2898   -1.4253    0.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1031   -2.1114    1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069   -1.5033    0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163   -2.1683    0.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4784   -1.5595    0.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4675   -0.2571    0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7207    0.4276   -0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148   -0.1930    0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8993   -0.8879   -1.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0122   -1.7017   -0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8745   -1.1352    0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5529    2.2405   -1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4007    3.3804   -1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9264    3.4351   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0409    2.2944   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1827    0.4287    0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2233   -1.9205    1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0913   -3.1272    1.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6932   -3.1975    1.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092   -2.1621    0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 19  6  1  0
 20  9  1  0
 21 12  1  0
 21 16  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 17 32  1  0
 18 33  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      10.161   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.391   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.851   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.081   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.851  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.391  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081  -1.897   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.541  -1.897   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.771  -0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.231  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.461   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.231   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.771   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.541   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081   3.437   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.461  -1.897   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.231  -3.231   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.771  -3.231   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.461  -4.565   0.000  0.00  0.00           C+0
HETATM   21  I   UNK     0       3.231  -5.898   0.000  0.00  0.00           I+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5   14                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13    9    4                                                  
CONECT   15   13   16                                                       
CONECT   16   15    3                                                       
CONECT   17   10   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0245178
HETATM    1  O1  UNL     1       4.183   1.062  -1.469  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.096   0.080  -0.708  1.00  0.00           C  
HETATM    3  C2  UNL     1       5.348  -0.713  -0.432  1.00  0.00           C  
HETATM    4  I1  UNL     1       6.516   0.272   1.055  1.00  0.00           I  
HETATM    5  N1  UNL     1       2.888  -0.299  -0.115  1.00  0.00           N  
HETATM    6  C3  UNL     1       1.665   0.379  -0.297  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.661   1.679  -0.745  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.457   2.369  -0.859  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.714   1.732  -0.518  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.914   2.405  -0.633  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.096   1.813  -0.314  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.103   0.501   0.139  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.273  -0.136   0.465  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.290  -1.425   0.903  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.103  -2.111   1.025  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.907  -1.503   0.706  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.716  -2.168   0.813  1.00  0.00           C  
HETATM   18  C15 UNL     1       0.478  -1.560   0.486  1.00  0.00           C  
HETATM   19  C16 UNL     1       0.467  -0.257   0.046  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.721   0.428  -0.067  1.00  0.00           C  
HETATM   21  C18 UNL     1      -1.915  -0.193   0.262  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.899  -0.888  -1.371  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.012  -1.702  -0.055  1.00  0.00           H  
HETATM   24  H3  UNL     1       2.874  -1.135   0.536  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.553   2.240  -1.011  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.401   3.380  -1.199  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.926   3.435  -0.986  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.041   2.294  -0.385  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.183   0.429   0.356  1.00  0.00           H  
HETATM   30  H9  UNL     1      -5.223  -1.921   1.153  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.091  -3.127   1.368  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.693  -3.197   1.159  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.409  -2.162   0.586  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    5
CONECT    3    4   22   23
CONECT    5    6   24
CONECT    6    7    7   19
CONECT    7    8   25
CONECT    8    9    9   26
CONECT    9   10   20
CONECT   10   11   11   27
CONECT   11   12   28
CONECT   12   13   13   21
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   16   31
CONECT   16   17   17   21
CONECT   17   18   32
CONECT   18   19   19   33
CONECT   19   20
CONECT   20   21   21
END

HMDB0245178
     RDKit          3D
N-(1-Pyrenyl)iodoacetamide
 33 36  0  0  0  0  0  0  0  0999 V2000
    4.1828    1.0623   -1.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0960    0.0800   -0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3485   -0.7129   -0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5157    0.2723    1.0552 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883   -0.2993   -0.1154 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6646    0.3787   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6606    1.6793   -0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4570    2.3694   -0.8586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    1.7317   -0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136    2.4051   -0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0958    1.8126   -0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1026    0.5006    0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728   -0.1365    0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2898   -1.4253    0.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1031   -2.1114    1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069   -1.5033    0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163   -2.1683    0.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4784   -1.5595    0.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4675   -0.2571    0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7207    0.4276   -0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148   -0.1930    0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8993   -0.8879   -1.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0122   -1.7017   -0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8745   -1.1352    0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5529    2.2405   -1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4007    3.3804   -1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9264    3.4351   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0409    2.2944   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1827    0.4287    0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2233   -1.9205    1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0913   -3.1272    1.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6932   -3.1975    1.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092   -2.1621    0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 19  6  1  0
 20  9  1  0
 21 12  1  0
 21 16  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 17 32  1  0
 18 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-PIAA	HMDB
N-(1-Pyrene)iodoacetamide	HMDB
N-Pyrenylcarboxyamidomethyl	HMDB
NPCAM	HMDB

Chemical Formula

C₁₈H₁₂INO

Average Molecular Weight

385.204

Monoisotopic Molecular Weight

384.99636

IUPAC Name

2-iodo-N-(pyren-1-yl)acetamide

Traditional Name

2-iodo-N-(pyren-1-yl)acetamide

CAS Registry Number

Not Available

SMILES

ICC(=O)NC1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C4

InChI Identifier

InChI=1S/C18H12INO/c19-10-16(21)20-15-9-7-13-5-4-11-2-1-3-12-6-8-14(15)18(13)17(11)12/h1-9H,10H2,(H,20,21)

InChI Key

CVEFIQVNOAJGDW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrenes. Pyrenes are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Pyrenes

Sub Class

Not Available

Direct Parent

Pyrenes

Alternative Parents

Substituents

Pyrene
Phenanthrene
Naphthalene
N-arylamide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Alkyl halide
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organoiodide
Organohalogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Alkyl iodide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

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	5.02	ALOGPS
logP	4.47	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	13.01	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.1 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.67 m³·mol⁻¹	ChemAxon
Polarizability	34.17 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	186.404	30932474
DeepCCS	[M-H]-	184.046	30932474
DeepCCS	[M-2H]-	217.762	30932474
DeepCCS	[M+Na]+	193.448	30932474
AllCCS	[M+H]+	181.3	32859911
AllCCS	[M+H-H2O]+	178.3	32859911
AllCCS	[M+NH4]+	184.1	32859911
AllCCS	[M+Na]+	184.9	32859911
AllCCS	[M-H]-	166.8	32859911
AllCCS	[M+Na-2H]-	166.1	32859911
AllCCS	[M+HCOO]-	165.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(1-Pyrenyl)iodoacetamide	ICC(=O)NC1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C4	4022.4	Standard polar	33892256
N-(1-Pyrenyl)iodoacetamide	ICC(=O)NC1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C4	3259.6	Standard non polar	33892256
N-(1-Pyrenyl)iodoacetamide	ICC(=O)NC1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C4	3358.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(1-Pyrenyl)iodoacetamide,1TMS,isomer #1	C[Si](C)(C)N(C(=O)CI)C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C34	3006.6	Semi standard non polar	33892256
N-(1-Pyrenyl)iodoacetamide,1TMS,isomer #1	C[Si](C)(C)N(C(=O)CI)C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C34	2929.9	Standard non polar	33892256
N-(1-Pyrenyl)iodoacetamide,1TMS,isomer #1	C[Si](C)(C)N(C(=O)CI)C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C34	3545.0	Standard polar	33892256
N-(1-Pyrenyl)iodoacetamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CI)C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C34	3196.6	Semi standard non polar	33892256
N-(1-Pyrenyl)iodoacetamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CI)C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C34	3136.0	Standard non polar	33892256
N-(1-Pyrenyl)iodoacetamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CI)C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C34	3541.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(1-Pyrenyl)iodoacetamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-1491000000-47a95fecacc66a96b520	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(1-Pyrenyl)iodoacetamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Pyrenyl)iodoacetamide 10V, Negative-QTOF	splash10-001i-0029000000-f83f523bb7d62b49d859	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Pyrenyl)iodoacetamide 20V, Negative-QTOF	splash10-00l6-0094000000-5559793b4d662213561d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Pyrenyl)iodoacetamide 40V, Negative-QTOF	splash10-00kf-0292000000-c4eaad93e73c0e00c79a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Pyrenyl)iodoacetamide 10V, Positive-QTOF	splash10-000i-0009000000-b18459c576904cb19e08	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Pyrenyl)iodoacetamide 20V, Positive-QTOF	splash10-014r-0095000000-b6d553490cd580d8f9bd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1-Pyrenyl)iodoacetamide 40V, Positive-QTOF	splash10-014i-0190000000-f621916fb4ecd4336c21	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

109028

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122259

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 N-(1-Pyrenyl)iodoacetamide (HMDB0245178)

MOL for HMDB0245178 (N-(1-Pyrenyl)iodoacetamide)

3D MOL for HMDB0245178 (N-(1-Pyrenyl)iodoacetamide)

3D SDF for HMDB0245178 (N-(1-Pyrenyl)iodoacetamide)

3D-SDF for HMDB0245178 (N-(1-Pyrenyl)iodoacetamide)

PDB for HMDB0245178 (N-(1-Pyrenyl)iodoacetamide)

3D PDB for HMDB0245178 (N-(1-Pyrenyl)iodoacetamide)

SMILES for HMDB0245178 (N-(1-Pyrenyl)iodoacetamide)

INCHI for HMDB0245178 (N-(1-Pyrenyl)iodoacetamide)

Structure for HMDB0245178 (N-(1-Pyrenyl)iodoacetamide)

3D Structure for HMDB0245178 (N-(1-Pyrenyl)iodoacetamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra