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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:31:09 UTC

Update Date

2022-03-07 02:52:12 UTC

HMDB ID

HMDB0029560

Secondary Accession Numbers

HMDB29560

Metabolite Identification

Common Name

Hesperaline

Description

Hesperaline belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. Based on a literature review very few articles have been published on Hesperaline.

Structure

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

HMDB0029560
     RDKit          3D
Hesperaline
 41 41  0  0  0  0  0  0  0  0999 V2000
    5.9102   -2.5197    0.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6119   -1.1556    0.1752 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2978   -0.7051    0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105   -1.5403    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9278   -1.0440   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888    0.3071    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3319    0.8368    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1222    2.0596    0.0736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516   -0.0114   -0.0821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0686    0.5022   -0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9975   -0.6936   -0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3571   -0.2516   -0.2759 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.1187   -1.1808   -1.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8712   -0.1932    1.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4687    1.0671   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7597    1.1650    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0406    0.6606    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1170    1.5576    0.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8717    2.9484    0.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5117   -2.9102   -0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0009   -2.6459    0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4256   -3.1001    0.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917   -2.6016   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0899   -1.7532   -0.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2409    1.1931   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2819    0.9944    0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8450   -1.2821    0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118   -1.3357   -1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2262   -2.1192   -0.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0866   -0.7021   -1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5650   -1.3311   -2.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9125   -0.5676    1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2849   -0.8965    1.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7400    0.8102    1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5645    1.2906   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0696    1.8611   -0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0456    1.0837   -1.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6069    2.2586    0.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2638    3.1337    1.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8062    3.5250    0.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2210    3.2859   -0.4978 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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  6 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 17  3  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
M  CHG  1  12   1
M  END


  Mrv0541 05061304492D          

 19 19  0  0  0  0            999 V2000
   -0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -3.7125    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    0.0000    0.8250    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
   -0.7145   -3.7125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  9  8  1  0  0  0  0
 11  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  7  1  0  0  0  0
 13 10  1  0  0  0  0
 13 12  2  0  0  0  0
 14 11  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  3  1  0  0  0  0
 15  8  1  0  0  0  0
 16 14  2  0  0  0  0
 17  4  1  0  0  0  0
 17 12  1  0  0  0  0
 18  5  1  0  0  0  0
 18 13  1  0  0  0  0
 19  9  1  0  0  0  0
 19 14  1  0  0  0  0
M  CHG  1  15   1
M  END
> <DATABASE_ID>
HMDB0029560

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C=C(C=C1)C(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H22NO4/c1-15(2,3)8-9-19-14(16)11-6-7-12(17-4)13(10-11)18-5/h6-7,10H,8-9H2,1-5H3/q+1

> <INCHI_KEY>
IXSHJXHXZYUCPK-UHFFFAOYSA-N

> <FORMULA>
C14H22NO4

> <MOLECULAR_WEIGHT>
268.3288

> <EXACT_MASS>
268.154883197

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
29.918184470338858

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[2-(3,4-dimethoxybenzoyloxy)ethyl]trimethylazanium

> <ALOGPS_LOGP>
-1.53

> <JCHEM_LOGP>
-2.482311845471745

> <ALOGPS_LOGS>
-4.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
-4.605333082800418

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
84.94240000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.03e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[2-(3,4-dimethoxybenzoyloxy)ethyl]trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029560
     RDKit          3D
Hesperaline
 41 41  0  0  0  0  0  0  0  0999 V2000
    5.9102   -2.5197    0.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6119   -1.1556    0.1752 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2978   -0.7051    0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105   -1.5403    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9278   -1.0440   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888    0.3071    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3319    0.8368    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1222    2.0596    0.0736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516   -0.0114   -0.0821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0686    0.5022   -0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9975   -0.6936   -0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3571   -0.2516   -0.2759 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.1187   -1.1808   -1.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8712   -0.1932    1.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4687    1.0671   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7597    1.1650    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0406    0.6606    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1170    1.5576    0.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8717    2.9484    0.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5117   -2.9102   -0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0009   -2.6459    0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4256   -3.1001    0.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917   -2.6016   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0899   -1.7532   -0.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2409    1.1931   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2819    0.9944    0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8450   -1.2821    0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118   -1.3357   -1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2262   -2.1192   -0.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0866   -0.7021   -1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5650   -1.3311   -2.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9125   -0.5676    1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2849   -0.8965    1.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7400    0.8102    1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5645    1.2906   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0696    1.8611   -0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0456    1.0837   -1.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6069    2.2586    0.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2638    3.1337    1.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8062    3.5250    0.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2210    3.2859   -0.4978 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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  6 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 17  3  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
M  CHG  1  12   1
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      -1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.206  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.874  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -1.334  -6.930   0.000  0.00  0.00           N+1
HETATM   16  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4   17                                                            
CONECT    5   18                                                            
CONECT    6    7   11                                                       
CONECT    7    6   12                                                       
CONECT    8    9   15                                                       
CONECT    9    8   19                                                       
CONECT   10   11   13                                                       
CONECT   11    6   10   14                                                  
CONECT   12    7   13   17                                                  
CONECT   13   10   12   18                                                  
CONECT   14   11   16   19                                                  
CONECT   15    1    2    3    8                                             
CONECT   16   14                                                            
CONECT   17    4   12                                                       
CONECT   18    5   13                                                       
CONECT   19    9   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0029560
HETATM    1  C1  UNL     1       5.910  -2.520   0.116  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.612  -1.156   0.175  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.298  -0.705   0.134  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.210  -1.540   0.034  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.928  -1.044  -0.004  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.689   0.307   0.057  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.332   0.837   0.018  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.122   2.060   0.074  1.00  0.00           O  
HETATM    9  O3  UNL     1      -0.752  -0.011  -0.082  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.069   0.502  -0.120  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.998  -0.694  -0.232  1.00  0.00           C  
HETATM   12  N1  UNL     1      -4.357  -0.252  -0.276  1.00  0.00           N1+
HETATM   13  C9  UNL     1      -5.119  -1.181  -1.094  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.871  -0.193   1.074  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.469   1.067  -0.881  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.760   1.165   0.158  1.00  0.00           C  
HETATM   17  C13 UNL     1       4.041   0.661   0.194  1.00  0.00           C  
HETATM   18  O4  UNL     1       5.117   1.558   0.297  1.00  0.00           O  
HETATM   19  C14 UNL     1       4.872   2.948   0.360  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.512  -2.910  -0.844  1.00  0.00           H  
HETATM   21  H2  UNL     1       7.001  -2.646   0.221  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.426  -3.100   0.929  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.392  -2.602  -0.014  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.090  -1.753  -0.084  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.241   1.193  -0.945  1.00  0.00           H  
HETATM   26  H7  UNL     1      -2.282   0.994   0.845  1.00  0.00           H  
HETATM   27  H8  UNL     1      -2.845  -1.282   0.711  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.712  -1.336  -1.088  1.00  0.00           H  
HETATM   29  H10 UNL     1      -5.226  -2.119  -0.519  1.00  0.00           H  
HETATM   30  H11 UNL     1      -6.087  -0.702  -1.326  1.00  0.00           H  
HETATM   31  H12 UNL     1      -4.565  -1.331  -2.040  1.00  0.00           H  
HETATM   32  H13 UNL     1      -5.912  -0.568   1.100  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.285  -0.896   1.726  1.00  0.00           H  
HETATM   34  H15 UNL     1      -4.740   0.810   1.483  1.00  0.00           H  
HETATM   35  H16 UNL     1      -5.564   1.291  -0.983  1.00  0.00           H  
HETATM   36  H17 UNL     1      -4.070   1.861  -0.217  1.00  0.00           H  
HETATM   37  H18 UNL     1      -4.046   1.084  -1.893  1.00  0.00           H  
HETATM   38  H19 UNL     1       2.607   2.259   0.209  1.00  0.00           H  
HETATM   39  H20 UNL     1       4.264   3.134   1.281  1.00  0.00           H  
HETATM   40  H21 UNL     1       5.806   3.525   0.402  1.00  0.00           H  
HETATM   41  H22 UNL     1       4.221   3.286  -0.498  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   17
CONECT    4    5   23
CONECT    5    6    6   24
CONECT    6    7   16
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   25   26
CONECT   11   12   27   28
CONECT   12   13   14   15
CONECT   13   29   30   31
CONECT   14   32   33   34
CONECT   15   35   36   37
CONECT   16   17   17   38
CONECT   17   18
CONECT   18   19
CONECT   19   39   40   41
END

HMDB0029560
     RDKit          3D
Hesperaline
 41 41  0  0  0  0  0  0  0  0999 V2000
    5.9102   -2.5197    0.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6119   -1.1556    0.1752 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2978   -0.7051    0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105   -1.5403    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9278   -1.0440   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888    0.3071    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3319    0.8368    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1222    2.0596    0.0736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516   -0.0114   -0.0821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0686    0.5022   -0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9975   -0.6936   -0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3571   -0.2516   -0.2759 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.1187   -1.1808   -1.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8712   -0.1932    1.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4687    1.0671   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7597    1.1650    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0406    0.6606    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1170    1.5576    0.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8717    2.9484    0.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5117   -2.9102   -0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0009   -2.6459    0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4256   -3.1001    0.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917   -2.6016   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0899   -1.7532   -0.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2409    1.1931   -0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2819    0.9944    0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8450   -1.2821    0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118   -1.3357   -1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2262   -2.1192   -0.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0866   -0.7021   -1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5650   -1.3311   -2.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9125   -0.5676    1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2849   -0.8965    1.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7400    0.8102    1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5645    1.2906   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0696    1.8611   -0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0456    1.0837   -1.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6069    2.2586    0.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2638    3.1337    1.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8062    3.5250    0.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2210    3.2859   -0.4978 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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  6 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 17  3  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
M  CHG  1  12   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₂₂NO₄

Average Molecular Weight

268.3288

Monoisotopic Molecular Weight

268.154883197

IUPAC Name

[2-(3,4-dimethoxybenzoyloxy)ethyl]trimethylazanium

Traditional Name

[2-(3,4-dimethoxybenzoyloxy)ethyl]trimethylazanium

CAS Registry Number

15797-38-3

SMILES

COC1=C(OC)C=C(C=C1)C(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C14H22NO4/c1-15(2,3)8-9-19-14(16)11-6-7-12(17-4)13(10-11)18-5/h6-7,10H,8-9H2,1-5H3/q+1

InChI Key

IXSHJXHXZYUCPK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

P-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

M-methoxybenzoic acid or derivatives
P-methoxybenzoic acid or derivatives
Benzoate ester
O-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Benzoyl
Methoxybenzene
Phenol ether
Alkyl aryl ether
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic salt
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Organic cation
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029560)
Cytoplasm (HMDB: HMDB0029560)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029560)

Source

Endogenous

Endogenous (HMDB: HMDB0029560)

Plant

Plant (HMDB: HMDB0029560)

Exogenous

Food

Food (HMDB: HMDB0029560)

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	182 - 183 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	12440 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.008 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-2.5	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	84.94 m³·mol⁻¹	ChemAxon
Polarizability	29.92 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	158.737	30932474
DeepCCS	[M-H]-	156.379	30932474
DeepCCS	[M-2H]-	189.263	30932474
DeepCCS	[M+Na]+	164.831	30932474
AllCCS	[M+H]+	162.4	32859911
AllCCS	[M+H-H2O]+	159.2	32859911
AllCCS	[M+NH4]+	165.4	32859911
AllCCS	[M+Na]+	166.2	32859911
AllCCS	[M-H]-	172.4	32859911
AllCCS	[M+Na-2H]-	173.3	32859911
AllCCS	[M+HCOO]-	174.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hesperaline	COC1=C(OC)C=C(C=C1)C(=O)OCC[N+](C)(C)C	2683.5	Standard polar	33892256
Hesperaline	COC1=C(OC)C=C(C=C1)C(=O)OCC[N+](C)(C)C	1833.7	Standard non polar	33892256
Hesperaline	COC1=C(OC)C=C(C=C1)C(=O)OCC[N+](C)(C)C	1980.9	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 - Hesperaline GC-MS (Non-derivatized) - 70eV, Positive	splash10-06ri-9630000000-ec3f3bb1d2f576447aa3	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hesperaline 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 - Hesperaline 10V, Positive-QTOF	splash10-014r-6490000000-e5be91a7e543a4fb38f6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hesperaline 20V, Positive-QTOF	splash10-00kr-9860000000-b89fab1a0d74dcf108ee	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hesperaline 40V, Positive-QTOF	splash10-000i-9800000000-9453ca88c7097b2363ba	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hesperaline 10V, Positive-QTOF	splash10-014i-0390000000-861cec165c2350fdb3cd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hesperaline 20V, Positive-QTOF	splash10-052r-1940000000-c7574cce9884335325b2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hesperaline 40V, Positive-QTOF	splash10-07vi-7900000000-5e254fd34496c3a3e386	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB000713

KNApSAcK ID

Not Available

Chemspider ID

30776782

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12310433

PDB ID

Not Available

ChEBI ID

174538

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1810461

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 Hesperaline (HMDB0029560)

MOL for HMDB0029560 (Hesperaline)

3D MOL for HMDB0029560 (Hesperaline)

3D SDF for HMDB0029560 (Hesperaline)

3D-SDF for HMDB0029560 (Hesperaline)

PDB for HMDB0029560 (Hesperaline)

3D PDB for HMDB0029560 (Hesperaline)

SMILES for HMDB0029560 (Hesperaline)

INCHI for HMDB0029560 (Hesperaline)

Structure for HMDB0029560 (Hesperaline)

3D Structure for HMDB0029560 (Hesperaline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra