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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:44:53 UTC

Update Date

2021-09-26 23:06:29 UTC

HMDB ID

HMDB0253335

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ibuprofen piconol

Description

ibuprofen piconol, also known as staderm or pimeprofen, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. ibuprofen piconol is a strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Ibuprofen piconol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ibuprofen piconol 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

HMDB0253335
     RDKit          3D
Ibuprofen piconol
 45 46  0  0  0  0  0  0  0  0999 V2000
   -4.0279    1.8321    0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9007    0.7044    0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3067    0.8880    0.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3861   -0.6256    0.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9963   -0.8862    0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452   -1.5407   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4405   -1.7695   -1.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561   -1.3600   -0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075   -1.6296   -0.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7139   -2.5285    0.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8145   -0.4211   -1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2749   -0.1062   -2.1350 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0731    0.3830    0.0703 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8264    1.5528    0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2181    1.4078   -0.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8477    0.1987   -0.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1686    0.1214   -0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8635    1.2878   -1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2237    2.4882   -1.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9371    2.5221   -0.6043 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6056   -0.7068    0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9106   -0.4725    1.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8724    1.7069    2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0325    1.7591    0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5187    2.7974    0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9254    0.6884   -0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7280   -0.0510    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3292    1.7180    1.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9815    1.1916    0.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0936   -1.4028    0.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3711   -0.6303    2.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711   -1.8728   -1.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2482   -2.2887   -2.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532   -2.1642   -1.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7972   -2.4920    0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2841   -3.5434    0.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4121   -2.1557    1.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8539    1.9450    1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2747    2.3280   -0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3256   -0.7106   -0.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6506   -0.8243   -1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9055    1.2326   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7880    3.4153   -1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2352   -0.3846    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1017    0.0385    2.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  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  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  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
  8 21  1  0
 21 22  2  0
 22  5  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  7 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
M  END

  Mrv1572004221603182D          

 22 23  0  0  0  0            999 V2000
    8.5737   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    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
    7.1447    0.0000    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
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -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
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   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
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 11  5  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14 12  1  0  0  0  0
 15  3  1  0  0  0  0
 16  7  2  0  0  0  0
 16  8  1  0  0  0  0
 16 12  1  0  0  0  0
 17  9  2  0  0  0  0
 17 10  1  0  0  0  0
 17 15  1  0  0  0  0
 18  6  2  0  0  0  0
 18 13  1  0  0  0  0
 19 15  1  0  0  0  0
 20 11  2  0  0  0  0
 20 18  1  0  0  0  0
 21 19  2  0  0  0  0
 22 13  1  0  0  0  0
 22 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253335

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC1=CC=C(C=C1)C(C)C(=O)OCC1=CC=CC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C19H23NO2/c1-14(2)12-16-7-9-17(10-8-16)15(3)19(21)22-13-18-6-4-5-11-20-18/h4-11,14-15H,12-13H2,1-3H3

> <INCHI_KEY>
ACEWLPOYLGNNHV-UHFFFAOYSA-N

> <FORMULA>
C19H23NO2

> <MOLECULAR_WEIGHT>
297.398

> <EXACT_MASS>
297.172878985

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.46830465405734

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(pyridin-2-yl)methyl 2-[4-(2-methylpropyl)phenyl]propanoate

> <ALOGPS_LOGP>
4.68

> <JCHEM_LOGP>
4.577724836000001

> <ALOGPS_LOGS>
-4.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.7753346308577385

> <JCHEM_POLAR_SURFACE_AREA>
39.19

> <JCHEM_REFRACTIVITY>
87.43449999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.61e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ibuprofen piconol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0253335
     RDKit          3D
Ibuprofen piconol
 45 46  0  0  0  0  0  0  0  0999 V2000
   -4.0279    1.8321    0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9007    0.7044    0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3067    0.8880    0.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3861   -0.6256    0.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9963   -0.8862    0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452   -1.5407   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4405   -1.7695   -1.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561   -1.3600   -0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075   -1.6296   -0.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7139   -2.5285    0.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8145   -0.4211   -1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2749   -0.1062   -2.1350 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0731    0.3830    0.0703 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8264    1.5528    0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2181    1.4078   -0.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8477    0.1987   -0.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1686    0.1214   -0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8635    1.2878   -1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2237    2.4882   -1.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9371    2.5221   -0.6043 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6056   -0.7068    0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9106   -0.4725    1.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8724    1.7069    2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0325    1.7591    0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5187    2.7974    0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9254    0.6884   -0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7280   -0.0510    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3292    1.7180    1.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9815    1.1916    0.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0936   -1.4028    0.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3711   -0.6303    2.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711   -1.8728   -1.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2482   -2.2887   -2.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532   -2.1642   -1.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7972   -2.4920    0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2841   -3.5434    0.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4121   -2.1557    1.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8539    1.9450    1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2747    2.3280   -0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3256   -0.7106   -0.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6506   -0.8243   -1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9055    1.2326   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7880    3.4153   -1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2352   -0.3846    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1017    0.0385    2.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  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  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  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
  8 21  1  0
 21 22  2  0
 22  5  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  7 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      16.004  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4    5    6                                                       
CONECT    5    4   11                                                       
CONECT    6    4   18                                                       
CONECT    7    9   16                                                       
CONECT    8   10   16                                                       
CONECT    9    7   17                                                       
CONECT   10    8   17                                                       
CONECT   11    5   20                                                       
CONECT   12   14   16                                                       
CONECT   13   18   22                                                       
CONECT   14    1    2   12                                                  
CONECT   15    3   17   19                                                  
CONECT   16    7    8   12                                                  
CONECT   17    9   10   15                                                  
CONECT   18    6   13   20                                                  
CONECT   19   15   21   22                                                  
CONECT   20   11   18                                                       
CONECT   21   19                                                            
CONECT   22   13   19                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0253335
HETATM    1  C1  UNL     1      -4.028   1.832   0.968  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.901   0.704   0.490  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.307   0.888   0.979  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.386  -0.626   0.995  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.996  -0.886   0.513  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.745  -1.541  -0.673  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.441  -1.769  -1.097  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.356  -1.360  -0.363  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.008  -1.630  -0.861  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.714  -2.528   0.165  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.815  -0.421  -1.020  1.00  0.00           C  
HETATM   12  O1  UNL     1       2.275  -0.106  -2.135  1.00  0.00           O  
HETATM   13  O2  UNL     1       2.073   0.383   0.070  1.00  0.00           O  
HETATM   14  C12 UNL     1       2.826   1.553   0.043  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.218   1.408  -0.386  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.848   0.199  -0.586  1.00  0.00           C  
HETATM   17  C15 UNL     1       6.169   0.121  -0.996  1.00  0.00           C  
HETATM   18  C16 UNL     1       6.864   1.288  -1.207  1.00  0.00           C  
HETATM   19  C17 UNL     1       6.224   2.488  -1.004  1.00  0.00           C  
HETATM   20  N1  UNL     1       4.937   2.522  -0.604  1.00  0.00           N  
HETATM   21  C18 UNL     1      -0.606  -0.707   0.821  1.00  0.00           C  
HETATM   22  C19 UNL     1      -1.911  -0.472   1.255  1.00  0.00           C  
HETATM   23  H1  UNL     1      -3.872   1.707   2.047  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.032   1.759   0.470  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.519   2.797   0.733  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.925   0.688  -0.624  1.00  0.00           H  
HETATM   27  H5  UNL     1      -6.728  -0.051   1.401  1.00  0.00           H  
HETATM   28  H6  UNL     1      -6.329   1.718   1.717  1.00  0.00           H  
HETATM   29  H7  UNL     1      -6.982   1.192   0.152  1.00  0.00           H  
HETATM   30  H8  UNL     1      -5.094  -1.403   0.636  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.371  -0.630   2.083  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.571  -1.873  -1.269  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.248  -2.289  -2.038  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.953  -2.164  -1.829  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.797  -2.492   0.072  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.284  -3.543   0.046  1.00  0.00           H  
HETATM   37  H15 UNL     1       1.412  -2.156   1.163  1.00  0.00           H  
HETATM   38  H16 UNL     1       2.854   1.945   1.103  1.00  0.00           H  
HETATM   39  H17 UNL     1       2.275   2.328  -0.526  1.00  0.00           H  
HETATM   40  H18 UNL     1       4.326  -0.711  -0.426  1.00  0.00           H  
HETATM   41  H19 UNL     1       6.651  -0.824  -1.150  1.00  0.00           H  
HETATM   42  H20 UNL     1       7.906   1.233  -1.531  1.00  0.00           H  
HETATM   43  H21 UNL     1       6.788   3.415  -1.175  1.00  0.00           H  
HETATM   44  H22 UNL     1       0.235  -0.385   1.399  1.00  0.00           H  
HETATM   45  H23 UNL     1      -2.102   0.039   2.181  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4   26
CONECT    3   27   28   29
CONECT    4    5   30   31
CONECT    5    6    6   22
CONECT    6    7   32
CONECT    7    8    8   33
CONECT    8    9   21
CONECT    9   10   11   34
CONECT   10   35   36   37
CONECT   11   12   12   13
CONECT   13   14
CONECT   14   15   38   39
CONECT   15   16   16   20
CONECT   16   17   40
CONECT   17   18   18   41
CONECT   18   19   42
CONECT   19   20   20   43
CONECT   21   22   22   44
CONECT   22   45
END

HMDB0253335
     RDKit          3D
Ibuprofen piconol
 45 46  0  0  0  0  0  0  0  0999 V2000
   -4.0279    1.8321    0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9007    0.7044    0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3067    0.8880    0.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3861   -0.6256    0.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9963   -0.8862    0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452   -1.5407   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4405   -1.7695   -1.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561   -1.3600   -0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075   -1.6296   -0.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7139   -2.5285    0.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8145   -0.4211   -1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2749   -0.1062   -2.1350 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0731    0.3830    0.0703 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8264    1.5528    0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2181    1.4078   -0.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8477    0.1987   -0.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1686    0.1214   -0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8635    1.2878   -1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2237    2.4882   -1.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9371    2.5221   -0.6043 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6056   -0.7068    0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9106   -0.4725    1.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8724    1.7069    2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0325    1.7591    0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5187    2.7974    0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9254    0.6884   -0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7280   -0.0510    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3292    1.7180    1.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9815    1.1916    0.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0936   -1.4028    0.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3711   -0.6303    2.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711   -1.8728   -1.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2482   -2.2887   -2.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532   -2.1642   -1.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7972   -2.4920    0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2841   -3.5434    0.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4121   -2.1557    1.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8539    1.9450    1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2747    2.3280   -0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3256   -0.7106   -0.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6506   -0.8243   -1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9055    1.2326   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7880    3.4153   -1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2352   -0.3846    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1017    0.0385    2.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  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  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  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
  8 21  1  0
 21 22  2  0
 22  5  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  7 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Staderm	Kegg
Pimeprofen, (+)-isomer	MeSH
Pimeprofen, (-)-isomer	MeSH
Pimeprofen	MeSH
(Pyridin-2-yl)methyl 2-[4-(2-methylpropyl)phenyl]propanoic acid	Generator

Chemical Formula

C₁₉H₂₃NO₂

Average Molecular Weight

297.398

Monoisotopic Molecular Weight

297.172878985

IUPAC Name

(pyridin-2-yl)methyl 2-[4-(2-methylpropyl)phenyl]propanoate

Traditional Name

ibuprofen piconol

CAS Registry Number

Not Available

SMILES

CC(C)CC1=CC=C(C=C1)C(C)C(=O)OCC1=CC=CC=N1

InChI Identifier

InChI=1S/C19H23NO2/c1-14(2)12-16-7-9-17(10-8-16)15(3)19(21)22-13-18-6-4-5-11-20-18/h4-11,14-15H,12-13H2,1-3H3

InChI Key

ACEWLPOYLGNNHV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

P-cymene
Aromatic monoterpenoid
Monocyclic monoterpenoid
Phenylpropane
Monocyclic benzene moiety
Pyridine
Benzenoid
Heteroaromatic compound
Carboxylic acid ester
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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 (HMDB: HMDB0253335)

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	4.68	ALOGPS
logP	4.58	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	3.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.19 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	87.43 m³·mol⁻¹	ChemAxon
Polarizability	34.47 Å³	ChemAxon
Number of Rings	2	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]+	175.3	30932474
DeepCCS	[M-H]-	172.942	30932474
DeepCCS	[M-2H]-	205.828	30932474
DeepCCS	[M+Na]+	181.393	30932474
AllCCS	[M+H]+	173.4	32859911
AllCCS	[M+H-H2O]+	169.9	32859911
AllCCS	[M+NH4]+	176.6	32859911
AllCCS	[M+Na]+	177.5	32859911
AllCCS	[M-H]-	179.0	32859911
AllCCS	[M+Na-2H]-	179.0	32859911
AllCCS	[M+HCOO]-	179.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ibuprofen piconol	CC(C)CC1=CC=C(C=C1)C(C)C(=O)OCC1=CC=CC=N1	2823.4	Standard polar	33892256
Ibuprofen piconol	CC(C)CC1=CC=C(C=C1)C(C)C(=O)OCC1=CC=CC=N1	2117.3	Standard non polar	33892256
Ibuprofen piconol	CC(C)CC1=CC=C(C=C1)C(C)C(=O)OCC1=CC=CC=N1	2187.8	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 - Ibuprofen piconol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0296-6900000000-84669e69f17ba4f74709	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ibuprofen piconol 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 - Ibuprofen piconol 10V, Positive-QTOF	splash10-0002-1590000000-de5a0bb47793ec52e2c8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibuprofen piconol 20V, Positive-QTOF	splash10-053j-3940000000-714de4fe48b2b12d013f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibuprofen piconol 40V, Positive-QTOF	splash10-0pc9-4900000000-eeedb03d2aa851bbcc5c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibuprofen piconol 10V, Negative-QTOF	splash10-0002-0190000000-cb3955bdff3402953bf9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibuprofen piconol 20V, Negative-QTOF	splash10-0002-2790000000-f7578123f7f867ef44bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibuprofen piconol 40V, Negative-QTOF	splash10-0563-9820000000-8d25984e1f237f2099e1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibuprofen piconol 10V, Positive-QTOF	splash10-0002-0090000000-3729182fb48ddbc6f718	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibuprofen piconol 20V, Positive-QTOF	splash10-01ow-5890000000-18ce3155c9ad3d362b8c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibuprofen piconol 40V, Positive-QTOF	splash10-0006-6910000000-611863394650a09d5f71	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibuprofen piconol 10V, Negative-QTOF	splash10-0002-0090000000-4546982cbc17ce383695	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibuprofen piconol 20V, Negative-QTOF	splash10-0006-9310000000-f03df7bb9c1f99c2579b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibuprofen piconol 40V, Negative-QTOF	splash10-014i-2910000000-3248c3548326d05d9832	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3673

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 Ibuprofen piconol (HMDB0253335)

MOL for HMDB0253335 (Ibuprofen piconol)

3D MOL for HMDB0253335 (Ibuprofen piconol)

3D SDF for HMDB0253335 (Ibuprofen piconol)

3D-SDF for HMDB0253335 (Ibuprofen piconol)

PDB for HMDB0253335 (Ibuprofen piconol)

3D PDB for HMDB0253335 (Ibuprofen piconol)

SMILES for HMDB0253335 (Ibuprofen piconol)

INCHI for HMDB0253335 (Ibuprofen piconol)

Structure for HMDB0253335 (Ibuprofen piconol)

3D Structure for HMDB0253335 (Ibuprofen piconol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra