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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:12:28 UTC

Update Date

2021-09-26 22:51:27 UTC

HMDB ID

HMDB0244004

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Pyrenebutyric acid

Description

1-Pyrenebutyric acid, also known as 1-pyrenebutyrate, 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 a significant number of articles have been published on 1-Pyrenebutyric acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-pyrenebutyric acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-Pyrenebutyric 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0244004
     RDKit          3D
1-Pyrenebutyric acid
 38 41  0  0  0  0  0  0  0  0999 V2000
   -5.0094    0.8049    0.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5760    0.7198   -0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0705    1.6567   -1.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5951   -0.2839   -1.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1344   -1.2336   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4537   -0.6192    0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2406    0.1420    0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206    1.5284    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2178    2.3017    0.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0108    1.7145    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1176    2.4965   -0.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9418   -0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4577    0.5679   -0.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6964   -0.0045   -0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8130   -1.3732   -0.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7014   -2.1404   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4694   -1.5778   -0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -2.3560    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1273   -1.7809    0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -0.4189    0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1044    0.3523    0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3415   -0.2120   -0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    2.4735   -1.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7676    0.1608   -1.8521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1638   -0.9016   -2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0671   -1.7446    0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758   -2.0548   -0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239   -1.4765    1.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1909   -0.0155    1.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2728    2.0078    0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2576    3.3808    0.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9822    3.5790   -0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731    2.6048   -0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5714    0.6147   -0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7829   -1.8005   -0.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929   -3.2121   -0.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840   -3.4303    0.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -2.4115    0.6843 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  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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 20  7  1  0
 21 10  1  0
 22 13  1  0
 22 17  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 18 37  1  0
 19 38  1  0
M  END

  Mrv1652309102123122D          

 22 25  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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0809   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1566   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1566   -1.0164    0.0000 O   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  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244004

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCCC1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C4

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O2/c21-18(22)6-2-3-13-7-8-16-10-9-14-4-1-5-15-11-12-17(13)20(16)19(14)15/h1,4-5,7-12H,2-3,6H2,(H,21,22)

> <INCHI_KEY>
QXYRRCOJHNZVDJ-UHFFFAOYSA-N

> <FORMULA>
C20H16O2

> <MOLECULAR_WEIGHT>
288.346

> <EXACT_MASS>
288.115029755

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.2594908649658

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(pyren-1-yl)butanoic acid

> <ALOGPS_LOGP>
5.15

> <JCHEM_LOGP>
4.8108131

> <ALOGPS_LOGS>
-7.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.94380525094972

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
87.2322

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.98e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(pyren-1-yl)butanoic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0244004
     RDKit          3D
1-Pyrenebutyric acid
 38 41  0  0  0  0  0  0  0  0999 V2000
   -5.0094    0.8049    0.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5760    0.7198   -0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0705    1.6567   -1.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5951   -0.2839   -1.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1344   -1.2336   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4537   -0.6192    0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2406    0.1420    0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206    1.5284    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2178    2.3017    0.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0108    1.7145    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1176    2.4965   -0.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9418   -0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4577    0.5679   -0.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6964   -0.0045   -0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8130   -1.3732   -0.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7014   -2.1404   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4694   -1.5778   -0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -2.3560    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1273   -1.7809    0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -0.4189    0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1044    0.3523    0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3415   -0.2120   -0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    2.4735   -1.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7676    0.1608   -1.8521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1638   -0.9016   -2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0671   -1.7446    0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758   -2.0548   -0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239   -1.4765    1.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1909   -0.0155    1.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2728    2.0078    0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2576    3.3808    0.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9822    3.5790   -0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731    2.6048   -0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5714    0.6147   -0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7829   -1.8005   -0.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929   -3.2121   -0.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840   -3.4303    0.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -2.4115    0.6843 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  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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 20  7  1  0
 21 10  1  0
 22 13  1  0
 22 17  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 18 37  1  0
 19 38  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-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  C   UNK     0       2.461  -1.897   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.921  -1.897   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.151  -3.231   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.389  -3.231   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.159  -4.565   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.159  -1.897   0.000  0.00  0.00           O+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                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0244004
HETATM    1  O1  UNL     1      -5.009   0.805   0.389  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.576   0.720  -0.780  1.00  0.00           C  
HETATM    3  O2  UNL     1      -5.071   1.657  -1.692  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.595  -0.284  -1.255  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.134  -1.234  -0.203  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.454  -0.619   0.974  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.241   0.142   0.668  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.321   1.528   0.615  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.218   2.302   0.316  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.011   1.714   0.058  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.118   2.497  -0.240  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.352   1.942  -0.499  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.458   0.568  -0.452  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.696  -0.005  -0.709  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.813  -1.373  -0.664  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.701  -2.140  -0.365  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.469  -1.578  -0.109  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.350  -2.356   0.194  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.127  -1.781   0.450  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.011  -0.419   0.408  1.00  0.00           C  
HETATM   21  C19 UNL     1       1.104   0.352   0.107  1.00  0.00           C  
HETATM   22  C20 UNL     1       2.342  -0.212  -0.152  1.00  0.00           C  
HETATM   23  H1  UNL     1      -4.478   2.473  -1.829  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.768   0.161  -1.852  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.164  -0.902  -2.015  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.067  -1.745   0.184  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.576  -2.055  -0.698  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.224  -1.476   1.685  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.191  -0.015   1.540  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.273   2.008   0.813  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.258   3.381   0.270  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.982   3.579  -0.264  1.00  0.00           H  
HETATM   33  H11 UNL     1       4.173   2.605  -0.725  1.00  0.00           H  
HETATM   34  H12 UNL     1       5.571   0.615  -0.945  1.00  0.00           H  
HETATM   35  H13 UNL     1       5.783  -1.800  -0.867  1.00  0.00           H  
HETATM   36  H14 UNL     1       3.793  -3.212  -0.330  1.00  0.00           H  
HETATM   37  H15 UNL     1       1.484  -3.430   0.220  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.701  -2.411   0.684  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   23
CONECT    4    5   24   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8    8   20
CONECT    8    9   30
CONECT    9   10   10   31
CONECT   10   11   21
CONECT   11   12   12   32
CONECT   12   13   33
CONECT   13   14   14   22
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   17   36
CONECT   17   18   18   22
CONECT   18   19   37
CONECT   19   20   20   38
CONECT   20   21
CONECT   21   22   22
END

HMDB0244004
     RDKit          3D
1-Pyrenebutyric acid
 38 41  0  0  0  0  0  0  0  0999 V2000
   -5.0094    0.8049    0.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5760    0.7198   -0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0705    1.6567   -1.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5951   -0.2839   -1.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1344   -1.2336   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4537   -0.6192    0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2406    0.1420    0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206    1.5284    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2178    2.3017    0.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0108    1.7145    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1176    2.4965   -0.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9418   -0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4577    0.5679   -0.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6964   -0.0045   -0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8130   -1.3732   -0.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7014   -2.1404   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4694   -1.5778   -0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -2.3560    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1273   -1.7809    0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -0.4189    0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1044    0.3523    0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3415   -0.2120   -0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    2.4735   -1.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7676    0.1608   -1.8521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1638   -0.9016   -2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0671   -1.7446    0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758   -2.0548   -0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239   -1.4765    1.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1909   -0.0155    1.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2728    2.0078    0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2576    3.3808    0.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9822    3.5790   -0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731    2.6048   -0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5714    0.6147   -0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7829   -1.8005   -0.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929   -3.2121   -0.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840   -3.4303    0.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -2.4115    0.6843 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  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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 20  7  1  0
 21 10  1  0
 22 13  1  0
 22 17  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 18 37  1  0
 19 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Pyrenebutyrate	Generator
4-(1-Pyrene)butyric acid	HMDB
4-(1-Pyrenyl)butyric acid	HMDB
Pyrenebutanoic acid	HMDB
Pyrenebutyric acid	HMDB

Chemical Formula

C₂₀H₁₆O₂

Average Molecular Weight

288.346

Monoisotopic Molecular Weight

288.115029755

IUPAC Name

4-(pyren-1-yl)butanoic acid

Traditional Name

4-(pyren-1-yl)butanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCCC1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C4

InChI Identifier

InChI=1S/C20H16O2/c21-18(22)6-2-3-13-7-8-16-10-9-14-4-1-5-15-11-12-17(13)20(16)19(14)15/h1,4-5,7-12H,2-3,6H2,(H,21,22)

InChI Key

QXYRRCOJHNZVDJ-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
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	5.15	ALOGPS
logP	4.81	ChemAxon
logS	-7.2	ALOGPS
pKa (Strongest Acidic)	4.94	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	87.23 m³·mol⁻¹	ChemAxon
Polarizability	32.26 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]+	173.488	30932474
DeepCCS	[M-H]-	171.13	30932474
DeepCCS	[M-2H]-	204.212	30932474
DeepCCS	[M+Na]+	179.581	30932474
AllCCS	[M+H]+	169.4	32859911
AllCCS	[M+H-H2O]+	165.9	32859911
AllCCS	[M+NH4]+	172.6	32859911
AllCCS	[M+Na]+	173.5	32859911
AllCCS	[M-H]-	175.6	32859911
AllCCS	[M+Na-2H]-	174.8	32859911
AllCCS	[M+HCOO]-	174.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Pyrenebutyric acid	OC(=O)CCCC1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C4	4641.7	Standard polar	33892256
1-Pyrenebutyric acid	OC(=O)CCCC1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C4	2457.7	Standard non polar	33892256
1-Pyrenebutyric acid	OC(=O)CCCC1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C4	3022.2	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 - 1-Pyrenebutyric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-2090000000-6317dfd3c293bbe1dcac	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Pyrenebutyric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Pyrenebutyric acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Pyrenebutyric acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - 1-Pyrenebutyric acid 10V, Positive-QTOF	splash10-00di-0090000000-c7d09fccdfc416af1cc8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Pyrenebutyric acid 20V, Positive-QTOF	splash10-004l-0090000000-80b2e0b82a8b711c8edb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Pyrenebutyric acid 40V, Positive-QTOF	splash10-016u-0090000000-c93bab83e72db100bf84	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Pyrenebutyric acid 10V, Negative-QTOF	splash10-000f-0090000000-a9770991725e12cc5de0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Pyrenebutyric acid 20V, Negative-QTOF	splash10-0006-3090000000-29a7e6cbbdec0396313f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Pyrenebutyric acid 40V, Negative-QTOF	splash10-0uxr-0090000000-f386b6210d2d32b69421	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

69424

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76977

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 1-Pyrenebutyric acid (HMDB0244004)

MOL for HMDB0244004 (1-Pyrenebutyric acid)

3D MOL for HMDB0244004 (1-Pyrenebutyric acid)

3D SDF for HMDB0244004 (1-Pyrenebutyric acid)

3D-SDF for HMDB0244004 (1-Pyrenebutyric acid)

PDB for HMDB0244004 (1-Pyrenebutyric acid)

3D PDB for HMDB0244004 (1-Pyrenebutyric acid)

SMILES for HMDB0244004 (1-Pyrenebutyric acid)

INCHI for HMDB0244004 (1-Pyrenebutyric acid)

Structure for HMDB0244004 (1-Pyrenebutyric acid)

3D Structure for HMDB0244004 (1-Pyrenebutyric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra