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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:54:50 UTC

Update Date

2021-09-26 23:06:43 UTC

HMDB ID

HMDB0253465

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Indobufen

Description

Indobufen belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. Indobufen is an extremely weak basic (essentially neutral) compound (based on its pKa). Indobufen is a platelet aggregation inhibitor. This compound has been identified in human blood as reported by (PMID: 31557052 ). Indobufen is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Indobufen 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

HMDB0253465
     RDKit          3D
Indobufen
 39 41  0  0  0  0  0  0  0  0999 V2000
   -4.4697   -1.4318   -1.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5759   -1.1221    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9919    0.2004    0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6113    1.3748    0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5297    1.3260   -0.6201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2033    2.6868    0.5601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5188    0.1573    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6920    0.0177    1.7295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.0286    1.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2887    0.0657    0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7031    0.0129    0.2239 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996    1.1322    0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9543    0.5896    0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811    1.2201    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3561    0.5387   -0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3071   -0.8107   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0826   -1.4419   -0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8998   -0.7601   -0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5011   -1.1254   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -2.2531   -0.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5608    0.2072   -0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9316    0.2511   -0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7592   -0.5584   -1.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2086   -2.2276   -1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697   -1.8377   -1.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6536   -1.1262    0.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0107   -1.9022    0.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2035    0.2600    1.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4368    3.1039    0.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1525   -0.0570    2.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3053   -0.1403    2.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5223    1.5988    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4216    1.9172   -0.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2439    2.2768    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2837    1.0936   -0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2211   -1.3452   -0.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0148   -2.5053   -0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0678    0.2793   -1.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5569    0.3636   -1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  3  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  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
 10 21  1  0
 21 22  2  0
 22  7  1  0
 19 11  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 21 38  1  0
 22 39  1  0
M  END

  Mrv1572004221607022D          

 22 24  0  0  0  0            999 V2000
   -3.8837    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  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
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  5  2  0  0  0  0
 13 11  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  2  1  0  0  0  0
 15 12  1  0  0  0  0
 16  6  2  0  0  0  0
 16 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 19 11  1  0  0  0  0
 19 14  1  0  0  0  0
 19 17  1  0  0  0  0
 20 17  2  0  0  0  0
 21 18  2  0  0  0  0
 22 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253465

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C(O)=O)C1=CC=C(C=C1)N1CC2=CC=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO3/c1-2-15(18(21)22)12-7-9-14(10-8-12)19-11-13-5-3-4-6-16(13)17(19)20/h3-10,15H,2,11H2,1H3,(H,21,22)

> <INCHI_KEY>
AYDXAULLCROVIT-UHFFFAOYSA-N

> <FORMULA>
C18H17NO3

> <MOLECULAR_WEIGHT>
295.338

> <EXACT_MASS>
295.120843411

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
32.14378253313398

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[4-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)phenyl]butanoic acid

> <ALOGPS_LOGP>
3.04

> <JCHEM_LOGP>
3.3057272243333333

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.362774150932516

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.825139950625211

> <JCHEM_PKA_STRONGEST_BASIC>
-3.473020297954665

> <JCHEM_POLAR_SURFACE_AREA>
57.61

> <JCHEM_REFRACTIVITY>
83.7451

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.81e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ibustrin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253465
     RDKit          3D
Indobufen
 39 41  0  0  0  0  0  0  0  0999 V2000
   -4.4697   -1.4318   -1.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5759   -1.1221    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9919    0.2004    0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6113    1.3748    0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5297    1.3260   -0.6201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2033    2.6868    0.5601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5188    0.1573    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6920    0.0177    1.7295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.0286    1.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2887    0.0657    0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7031    0.0129    0.2239 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996    1.1322    0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9543    0.5896    0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811    1.2201    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3561    0.5387   -0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3071   -0.8107   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0826   -1.4419   -0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8998   -0.7601   -0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5011   -1.1254   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -2.2531   -0.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5608    0.2072   -0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9316    0.2511   -0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7592   -0.5584   -1.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2086   -2.2276   -1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697   -1.8377   -1.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6536   -1.1262    0.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0107   -1.9022    0.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2035    0.2600    1.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4368    3.1039    0.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1525   -0.0570    2.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3053   -0.1403    2.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5223    1.5988    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4216    1.9172   -0.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2439    2.2768    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2837    1.0936   -0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2211   -1.3452   -0.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0148   -2.5053   -0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0678    0.2793   -1.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5569    0.3636   -1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  3  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  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
 10 21  1  0
 21 22  2  0
 22  7  1  0
 19 11  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 21 38  1  0
 22 39  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      -7.250   4.177   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.710   4.177   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.630   1.509   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.630   4.177   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.090   1.509   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.090   4.177   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.400   2.843   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.940   2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.710   1.509   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       1.220   2.843   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       1.650   5.553   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.940   0.175   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -7.250   1.509   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   15                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   13                                                       
CONECT    6    4   16                                                       
CONECT    7    9   12                                                       
CONECT    8   10   12                                                       
CONECT    9    7   14                                                       
CONECT   10    8   14                                                       
CONECT   11   13   19                                                       
CONECT   12    7    8   15                                                  
CONECT   13    5   11   16                                                  
CONECT   14    9   10   19                                                  
CONECT   15    2   12   18                                                  
CONECT   16    6   13   17                                                  
CONECT   17   16   19   20                                                  
CONECT   18   15   21   22                                                  
CONECT   19   11   14   17                                                  
CONECT   20   17                                                            
CONECT   21   18                                                            
CONECT   22   18                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0253465
HETATM    1  C1  UNL     1      -4.470  -1.432  -1.014  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.576  -1.122   0.434  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.992   0.200   0.859  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.611   1.375   0.234  1.00  0.00           C  
HETATM    5  O1  UNL     1      -5.530   1.326  -0.620  1.00  0.00           O  
HETATM    6  O2  UNL     1      -4.203   2.687   0.560  1.00  0.00           O  
HETATM    7  C5  UNL     1      -2.519   0.157   0.636  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.692   0.018   1.729  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.306  -0.029   1.601  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.289   0.066   0.357  1.00  0.00           C  
HETATM   11  N1  UNL     1       1.703   0.013   0.224  1.00  0.00           N  
HETATM   12  C9  UNL     1       2.600   1.132   0.406  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.954   0.590   0.165  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.181   1.220   0.204  1.00  0.00           C  
HETATM   15  C12 UNL     1       6.356   0.539  -0.052  1.00  0.00           C  
HETATM   16  C13 UNL     1       6.307  -0.811  -0.356  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.083  -1.442  -0.395  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.900  -0.760  -0.138  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.501  -1.125  -0.103  1.00  0.00           C  
HETATM   20  O3  UNL     1       2.024  -2.253  -0.320  1.00  0.00           O  
HETATM   21  C17 UNL     1      -0.561   0.207  -0.740  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.932   0.251  -0.596  1.00  0.00           C  
HETATM   23  H1  UNL     1      -4.759  -0.558  -1.611  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.209  -2.228  -1.276  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.470  -1.838  -1.302  1.00  0.00           H  
HETATM   26  H4  UNL     1      -5.654  -1.126   0.706  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.011  -1.902   0.993  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.203   0.260   1.966  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.437   3.104   0.056  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.152  -0.057   2.716  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.305  -0.140   2.498  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.522   1.599   1.399  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.422   1.917  -0.386  1.00  0.00           H  
HETATM   34  H12 UNL     1       5.244   2.277   0.439  1.00  0.00           H  
HETATM   35  H13 UNL     1       7.284   1.094  -0.006  1.00  0.00           H  
HETATM   36  H14 UNL     1       7.221  -1.345  -0.555  1.00  0.00           H  
HETATM   37  H15 UNL     1       5.015  -2.505  -0.633  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.068   0.279  -1.713  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.557   0.364  -1.469  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4    7   28
CONECT    4    5    5    6
CONECT    6   29
CONECT    7    8    8   22
CONECT    8    9   30
CONECT    9   10   10   31
CONECT   10   11   21
CONECT   11   12   19
CONECT   12   13   32   33
CONECT   13   14   14   18
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   17   36
CONECT   17   18   18   37
CONECT   18   19
CONECT   19   20   20
CONECT   21   22   22   38
CONECT   22   39
END

HMDB0253465
     RDKit          3D
Indobufen
 39 41  0  0  0  0  0  0  0  0999 V2000
   -4.4697   -1.4318   -1.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5759   -1.1221    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9919    0.2004    0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6113    1.3748    0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5297    1.3260   -0.6201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2033    2.6868    0.5601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5188    0.1573    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6920    0.0177    1.7295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.0286    1.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2887    0.0657    0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7031    0.0129    0.2239 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996    1.1322    0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9543    0.5896    0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811    1.2201    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3561    0.5387   -0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3071   -0.8107   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0826   -1.4419   -0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8998   -0.7601   -0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5011   -1.1254   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0244   -2.2531   -0.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5608    0.2072   -0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9316    0.2511   -0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7592   -0.5584   -1.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2086   -2.2276   -1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697   -1.8377   -1.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6536   -1.1262    0.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0107   -1.9022    0.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2035    0.2600    1.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4368    3.1039    0.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1525   -0.0570    2.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3053   -0.1403    2.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5223    1.5988    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4216    1.9172   -0.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2439    2.2768    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2837    1.0936   -0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2211   -1.3452   -0.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0148   -2.5053   -0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0678    0.2793   -1.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5569    0.3636   -1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  3  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  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
 10 21  1  0
 21 22  2  0
 22  7  1  0
 19 11  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 21 38  1  0
 22 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(4-(1-oxo-2-Isoindolinyl)phenyl)butyric acid	MeSH
Ibustrin	MeSH
Indobufen, (+-)-isomer	MeSH
Indobufen	MeSH
2-[4-(1-oxo-2,3-Dihydro-1H-isoindol-2-yl)phenyl]butanoate	Generator

Chemical Formula

C₁₈H₁₇NO₃

Average Molecular Weight

295.338

Monoisotopic Molecular Weight

295.120843411

IUPAC Name

2-[4-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)phenyl]butanoic acid

Traditional Name

ibustrin

CAS Registry Number

Not Available

SMILES

CCC(C(O)=O)C1=CC=C(C=C1)N1CC2=CC=CC=C2C1=O

InChI Identifier

InChI=1S/C18H17NO3/c1-2-15(18(21)22)12-7-9-14(10-8-12)19-11-13-5-3-4-6-16(13)17(19)20/h3-10,15H,2,11H2,1H3,(H,21,22)

InChI Key

AYDXAULLCROVIT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindolines

Direct Parent

Isoindolones

Alternative Parents

Substituents

Isoindolone
Isoindole
Phenylpropane
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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: HMDB0253465)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.04	ALOGPS
logP	3.31	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.83	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.61 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	83.75 m³·mol⁻¹	ChemAxon
Polarizability	32.14 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	168.476	30932474
DeepCCS	[M-H]-	166.118	30932474
DeepCCS	[M-2H]-	199.004	30932474
DeepCCS	[M+Na]+	174.569	30932474
AllCCS	[M+H]+	169.6	32859911
AllCCS	[M+H-H2O]+	166.2	32859911
AllCCS	[M+NH4]+	172.7	32859911
AllCCS	[M+Na]+	173.6	32859911
AllCCS	[M-H]-	173.4	32859911
AllCCS	[M+Na-2H]-	173.1	32859911
AllCCS	[M+HCOO]-	172.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Indobufen	CCC(C(O)=O)C1=CC=C(C=C1)N1CC2=CC=CC=C2C1=O	3944.8	Standard polar	33892256
Indobufen	CCC(C(O)=O)C1=CC=C(C=C1)N1CC2=CC=CC=C2C1=O	2703.0	Standard non polar	33892256
Indobufen	CCC(C(O)=O)C1=CC=C(C=C1)N1CC2=CC=CC=C2C1=O	2769.3	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 - Indobufen GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fmm-3290000000-97936287c87fbd0a62ec	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indobufen GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indobufen GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indobufen GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - Indobufen 10V, Positive-QTOF	splash10-0002-0090000000-d6998af7274076b5cbd7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indobufen 20V, Positive-QTOF	splash10-0ufs-0490000000-0fa936e5c74078ca0aa8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indobufen 40V, Positive-QTOF	splash10-014i-3940000000-0fc65aeb392191f3c3c0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indobufen 10V, Negative-QTOF	splash10-0006-0090000000-cb1c30a102a19f40ccc7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indobufen 20V, Negative-QTOF	splash10-0udl-0190000000-8facea89cf164018c6f3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indobufen 40V, Negative-QTOF	splash10-053r-3960000000-4fda7c2097ac721c6f12	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indobufen 10V, Positive-QTOF	splash10-004j-0090000000-ab9f93483f536e8c30d7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indobufen 20V, Positive-QTOF	splash10-004i-0090000000-3196a3b2149b7becd21c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indobufen 40V, Positive-QTOF	splash10-00yl-3950000000-54afedfcd3aad1e42a41	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indobufen 10V, Negative-QTOF	splash10-0f6x-0090000000-14886f1e09fc49d52d95	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indobufen 20V, Negative-QTOF	splash10-0udi-0090000000-3f51a9fb601d0b8e30e0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indobufen 40V, Negative-QTOF	splash10-001l-1590000000-d136177361f2abd87945	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

DB12545

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

Indobufen

METLIN ID

Not Available

PubChem Compound

107641

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 Indobufen (HMDB0253465)

MOL for HMDB0253465 (Indobufen)

3D MOL for HMDB0253465 (Indobufen)

3D SDF for HMDB0253465 (Indobufen)

3D-SDF for HMDB0253465 (Indobufen)

PDB for HMDB0253465 (Indobufen)

3D PDB for HMDB0253465 (Indobufen)

SMILES for HMDB0253465 (Indobufen)

INCHI for HMDB0253465 (Indobufen)

Structure for HMDB0253465 (Indobufen)

3D Structure for HMDB0253465 (Indobufen)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra