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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:57:29 UTC

Update Date

2023-02-21 17:25:56 UTC

HMDB ID

HMDB0037697

Secondary Accession Numbers

HMDB37697

Metabolite Identification

Common Name

Isobutyl N-methylanthranilate

Description

Isobutyl N-methylanthranilate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Isobutyl N-methylanthranilate is a fruity and grapefruit tasting compound. Based on a literature review very few articles have been published on Isobutyl N-methylanthranilate.

Structure

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

HMDB0037697
     RDKit          3D
Isobutyl N-methylanthranilate
 32 32  0  0  0  0  0  0  0  0999 V2000
   -2.0934   -0.0455    2.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4000   -0.0626    1.1573 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1175   -0.4820    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4624   -0.8714    0.1689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1952   -1.2857   -0.9165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5760   -1.3094   -2.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2819   -0.9356   -2.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5212   -0.5090   -1.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1413   -0.1150   -1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2929   -0.1893   -2.6388 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7685    0.3257   -0.5135 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1053    0.6885   -0.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8517    1.1323    0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2564    1.4937   -0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9828   -0.0197    1.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839    0.6218    2.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4764    0.4442    3.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4503   -1.0456    2.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4182    0.2444    1.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8766   -0.8273    1.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2229   -1.5873   -0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1893   -1.6457   -3.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8224   -0.9583   -3.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5964   -0.2488   -1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1518    1.4260   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3856    2.0197    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2801    2.5198   -0.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9724    1.3686    0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5237    0.7917   -0.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8930   -0.9722    0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074    0.0125    2.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9610    0.0216    1.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  8  3  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
 12 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
M  END

  Mrv0541 05061309572D          

 15 15  0  0  0  0            999 V2000
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    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
  7  5  1  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  8  1  0  0  0  0
 10  6  2  0  0  0  0
 11  7  2  0  0  0  0
 11 10  1  0  0  0  0
 12 10  1  0  0  0  0
 13  3  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  2  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037697

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC1=CC=CC=C1C(=O)OCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C12H17NO2/c1-9(2)8-15-12(14)10-6-4-5-7-11(10)13-3/h4-7,9,13H,8H2,1-3H3

> <INCHI_KEY>
WKYZGTHZBSYUFI-UHFFFAOYSA-N

> <FORMULA>
C12H17NO2

> <MOLECULAR_WEIGHT>
207.2689

> <EXACT_MASS>
207.125928793

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.667613520039005

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methylpropyl 2-(methylamino)benzoate

> <ALOGPS_LOGP>
2.64

> <JCHEM_LOGP>
3.3438040833333336

> <ALOGPS_LOGS>
-2.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.58454317602538

> <JCHEM_PKA_STRONGEST_BASIC>
2.1361285049867824

> <JCHEM_POLAR_SURFACE_AREA>
38.33

> <JCHEM_REFRACTIVITY>
62.02130000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.77e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methylpropyl 2-(methylamino)benzoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037697
     RDKit          3D
Isobutyl N-methylanthranilate
 32 32  0  0  0  0  0  0  0  0999 V2000
   -2.0934   -0.0455    2.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4000   -0.0626    1.1573 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1175   -0.4820    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4624   -0.8714    0.1689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1952   -1.2857   -0.9165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5760   -1.3094   -2.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2819   -0.9356   -2.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5212   -0.5090   -1.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1413   -0.1150   -1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2929   -0.1893   -2.6388 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7685    0.3257   -0.5135 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1053    0.6885   -0.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8517    1.1323    0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2564    1.4937   -0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9828   -0.0197    1.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839    0.6218    2.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4764    0.4442    3.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4503   -1.0456    2.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4182    0.2444    1.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8766   -0.8273    1.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2229   -1.5873   -0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1893   -1.6457   -3.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8224   -0.9583   -3.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5964   -0.2488   -1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1518    1.4260   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3856    2.0197    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2801    2.5198   -0.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9724    1.3686    0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5237    0.7917   -0.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8930   -0.9722    0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074    0.0125    2.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9610    0.0216    1.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  8  3  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
 12 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       5.335   7.700   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       2.667   7.700   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.334   5.390   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   13                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   10                                                       
CONECT    7    5   11                                                       
CONECT    8    9   15                                                       
CONECT    9    1    2    8                                                  
CONECT   10    6   11   12                                                  
CONECT   11    7   10   13                                                  
CONECT   12   10   14   15                                                  
CONECT   13    3   11                                                       
CONECT   14   12                                                            
CONECT   15    8   12                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0037697
HETATM    1  C1  UNL     1      -2.093  -0.046   2.471  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.400  -0.063   1.157  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.117  -0.482   0.007  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.462  -0.871   0.169  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.195  -1.286  -0.917  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.576  -1.309  -2.169  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.282  -0.936  -2.330  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.521  -0.509  -1.224  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.141  -0.115  -1.427  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.293  -0.189  -2.639  1.00  0.00           O  
HETATM   11  O2  UNL     1       0.769   0.326  -0.513  1.00  0.00           O  
HETATM   12  C9  UNL     1       2.105   0.689  -0.820  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.852   1.132   0.406  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.256   1.494  -0.032  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.983  -0.020   1.383  1.00  0.00           C  
HETATM   16  H1  UNL     1      -2.984   0.622   2.290  1.00  0.00           H  
HETATM   17  H2  UNL     1      -1.476   0.444   3.221  1.00  0.00           H  
HETATM   18  H3  UNL     1      -2.450  -1.046   2.740  1.00  0.00           H  
HETATM   19  H4  UNL     1      -0.418   0.244   1.207  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.877  -0.827   1.173  1.00  0.00           H  
HETATM   21  H6  UNL     1      -5.223  -1.587  -0.817  1.00  0.00           H  
HETATM   22  H7  UNL     1      -4.189  -1.646  -3.017  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.822  -0.958  -3.289  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.596  -0.249  -1.192  1.00  0.00           H  
HETATM   25  H10 UNL     1       2.152   1.426  -1.630  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.386   2.020   0.875  1.00  0.00           H  
HETATM   27  H12 UNL     1       4.280   2.520  -0.450  1.00  0.00           H  
HETATM   28  H13 UNL     1       4.972   1.369   0.818  1.00  0.00           H  
HETATM   29  H14 UNL     1       4.524   0.792  -0.845  1.00  0.00           H  
HETATM   30  H15 UNL     1       2.893  -0.972   0.787  1.00  0.00           H  
HETATM   31  H16 UNL     1       2.207   0.012   2.168  1.00  0.00           H  
HETATM   32  H17 UNL     1       3.961   0.022   1.911  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19
CONECT    3    4    4    8
CONECT    4    5   20
CONECT    5    6    6   21
CONECT    6    7   22
CONECT    7    8    8   23
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12
CONECT   12   13   24   25
CONECT   13   14   15   26
CONECT   14   27   28   29
CONECT   15   30   31   32
END

HMDB0037697
     RDKit          3D
Isobutyl N-methylanthranilate
 32 32  0  0  0  0  0  0  0  0999 V2000
   -2.0934   -0.0455    2.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4000   -0.0626    1.1573 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1175   -0.4820    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4624   -0.8714    0.1689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1952   -1.2857   -0.9165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5760   -1.3094   -2.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2819   -0.9356   -2.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5212   -0.5090   -1.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1413   -0.1150   -1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2929   -0.1893   -2.6388 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7685    0.3257   -0.5135 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1053    0.6885   -0.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8517    1.1323    0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2564    1.4937   -0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9828   -0.0197    1.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839    0.6218    2.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4764    0.4442    3.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4503   -1.0456    2.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4182    0.2444    1.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8766   -0.8273    1.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2229   -1.5873   -0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1893   -1.6457   -3.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8224   -0.9583   -3.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5964   -0.2488   -1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1518    1.4260   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3856    2.0197    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2801    2.5198   -0.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9724    1.3686    0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5237    0.7917   -0.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8930   -0.9722    0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074    0.0125    2.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9610    0.0216    1.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  8  3  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
 12 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Isobutyl N-methylanthranilic acid	Generator
2-Methylpropyl 2-(methylamino)benzoate	HMDB
2-Methylpropyl 2-N-methylaminobenzoate	HMDB
Benzoic acid, 2-(methylamino)-, 2-methylpropyl ester	HMDB
iso-Butyl N-methyl anthranilate	HMDB
Isobutyl 2-(methylamino)benzoate	HMDB
Isobutyl 2-N-methylaminobenzoate	HMDB
2-Methylpropyl 2-(methylamino)benzoic acid	Generator

Chemical Formula

C₁₂H₁₇NO₂

Average Molecular Weight

207.2689

Monoisotopic Molecular Weight

207.125928793

IUPAC Name

2-methylpropyl 2-(methylamino)benzoate

Traditional Name

2-methylpropyl 2-(methylamino)benzoate

CAS Registry Number

65505-24-0

SMILES

CNC1=CC=CC=C1C(=O)OCC(C)C

InChI Identifier

InChI=1S/C12H17NO2/c1-9(2)8-15-12(14)10-6-4-5-7-11(10)13-3/h4-7,9,13H,8H2,1-3H3

InChI Key

WKYZGTHZBSYUFI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Aminobenzoic acid or derivatives
Benzoate ester
Benzoyl
Aniline or substituted anilines
Phenylalkylamine
Secondary aliphatic/aromatic amine
Vinylogous amide
Amino acid or derivatives
Carboxylic acid ester
Secondary amine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Amine
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0037697)
Cell membrane (HMDB: HMDB0037697)

Source

Exogenous

Exogenous (HMDB: HMDB0037697)

Food

Food (HMDB: HMDB0037697)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037697)

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
Water Solubility	0.38 g/L	ALOGPS
logP	2.64	ALOGPS
logP	3.34	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	19.58	ChemAxon
pKa (Strongest Basic)	2.14	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.33 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	62.02 m³·mol⁻¹	ChemAxon
Polarizability	23.67 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	148.438	31661259
DarkChem	[M-H]-	146.914	31661259
DeepCCS	[M+H]+	149.283	30932474
DeepCCS	[M-H]-	146.925	30932474
DeepCCS	[M-2H]-	181.564	30932474
DeepCCS	[M+Na]+	156.176	30932474
AllCCS	[M+H]+	146.8	32859911
AllCCS	[M+H-H2O]+	142.9	32859911
AllCCS	[M+NH4]+	150.4	32859911
AllCCS	[M+Na]+	151.5	32859911
AllCCS	[M-H]-	150.1	32859911
AllCCS	[M+Na-2H]-	150.8	32859911
AllCCS	[M+HCOO]-	151.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isobutyl N-methylanthranilate	CNC1=CC=CC=C1C(=O)OCC(C)C	2117.4	Standard polar	33892256
Isobutyl N-methylanthranilate	CNC1=CC=CC=C1C(=O)OCC(C)C	1643.9	Standard non polar	33892256
Isobutyl N-methylanthranilate	CNC1=CC=CC=C1C(=O)OCC(C)C	1625.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isobutyl N-methylanthranilate,1TMS,isomer #1	CC(C)COC(=O)C1=CC=CC=C1N(C)[Si](C)(C)C	1659.1	Semi standard non polar	33892256
Isobutyl N-methylanthranilate,1TMS,isomer #1	CC(C)COC(=O)C1=CC=CC=C1N(C)[Si](C)(C)C	1759.6	Standard non polar	33892256
Isobutyl N-methylanthranilate,1TBDMS,isomer #1	CC(C)COC(=O)C1=CC=CC=C1N(C)[Si](C)(C)C(C)(C)C	1856.5	Semi standard non polar	33892256
Isobutyl N-methylanthranilate,1TBDMS,isomer #1	CC(C)COC(=O)C1=CC=CC=C1N(C)[Si](C)(C)C(C)(C)C	1937.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isobutyl N-methylanthranilate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0536-9700000000-2bc008f97ecd97776f29	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isobutyl N-methylanthranilate 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 - Isobutyl N-methylanthranilate 10V, Positive-QTOF	splash10-0a4i-9880000000-9d26c8a75fb5a15abdd8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl N-methylanthranilate 20V, Positive-QTOF	splash10-0a4i-9510000000-85a11285bf45bf8b563e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl N-methylanthranilate 40V, Positive-QTOF	splash10-0a4i-9300000000-130ea7ddc29df9c7a8d6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl N-methylanthranilate 10V, Negative-QTOF	splash10-0a4i-1590000000-fed18a870e27b574a4c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl N-methylanthranilate 20V, Negative-QTOF	splash10-0a4i-2920000000-23cbca8d6be2b14ad68c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl N-methylanthranilate 40V, Negative-QTOF	splash10-0a4l-6900000000-f99dbf87e1c4e31d0832	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl N-methylanthranilate 10V, Positive-QTOF	splash10-001i-0920000000-e3eaeff6d4e17bbc34fc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl N-methylanthranilate 20V, Positive-QTOF	splash10-001i-1900000000-48a9ae6b4237e00da050	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl N-methylanthranilate 40V, Positive-QTOF	splash10-0aou-9400000000-04613b3fa87f8d557ed4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl N-methylanthranilate 10V, Negative-QTOF	splash10-0a4i-0690000000-cc8220d9608051205b5c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl N-methylanthranilate 20V, Negative-QTOF	splash10-0a4i-0910000000-f2e756c1870bed121aa1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobutyl N-methylanthranilate 40V, Negative-QTOF	splash10-0pb9-4910000000-f407f7d51ac0d42b989d	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB016825

KNApSAcK ID

Not Available

Chemspider ID

455495

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

522171

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Isobutyl N-methylanthranilate (HMDB0037697)

MOL for HMDB0037697 (Isobutyl N-methylanthranilate)

3D MOL for HMDB0037697 (Isobutyl N-methylanthranilate)

3D SDF for HMDB0037697 (Isobutyl N-methylanthranilate)

3D-SDF for HMDB0037697 (Isobutyl N-methylanthranilate)

PDB for HMDB0037697 (Isobutyl N-methylanthranilate)

3D PDB for HMDB0037697 (Isobutyl N-methylanthranilate)

SMILES for HMDB0037697 (Isobutyl N-methylanthranilate)

INCHI for HMDB0037697 (Isobutyl N-methylanthranilate)

Structure for HMDB0037697 (Isobutyl N-methylanthranilate)

3D Structure for HMDB0037697 (Isobutyl N-methylanthranilate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra