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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:11:45 UTC

Update Date

2021-09-26 23:08:58 UTC

HMDB ID

HMDB0254752

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Mirogabalin

Description

Mirogabalin belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. Based on a literature review a significant number of articles have been published on Mirogabalin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Mirogabalin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Mirogabalin 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

HMDB0254752
     RDKit          3D
Mirogabalin
 34 35  0  0  0  0  0  0  0  0999 V2000
    3.6684   -0.0333   -1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4562    0.0841    0.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0376    0.3849    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0201    0.5446   -0.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2361    0.8322    0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0870    0.3283    1.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631    0.5512    1.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2865   -1.0562    1.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120   -0.3163    0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3960   -0.9308   -1.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3613   -2.0075   -0.9481 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5417   -0.0604    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2078    1.0962    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8229    1.0483   -0.7796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1548    2.3208    0.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2464    0.8198   -1.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2079   -0.9551   -1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7456   -0.0642   -1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1064    0.8900    0.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7705   -0.8759    0.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1274    0.4679   -1.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6432    1.8365    0.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5636    0.7018    2.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7178    1.5856    2.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0172   -0.1988    2.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6220   -1.4882    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7921   -1.7020    1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4582   -1.2447   -1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8686   -0.1550   -1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0259   -2.8762   -1.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143   -1.7359   -1.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978   -0.0102    2.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1806   -0.9603    0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8304    3.1788    0.5282 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  7  3  1  0
  9  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 15 34  1  0
M  END


  Mrv1652309112116122D          

 15 16  0  0  0  0            999 V2000
    3.1844    2.0593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719    1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9469    1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    0.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773    0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773    1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    2.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1477    1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1477    0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9499    0.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5178    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200    1.1455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2834    2.1291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3403    0.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2582   -0.4378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  3  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254752

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=CC2C(CC2(CN)CC(O)=O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H19NO2/c1-2-8-3-9-5-12(7-13,6-11(14)15)10(9)4-8/h4,9-10H,2-3,5-7,13H2,1H3,(H,14,15)

> <INCHI_KEY>
FTBQORVNHOIASH-UHFFFAOYSA-N

> <FORMULA>
C12H19NO2

> <MOLECULAR_WEIGHT>
209.289

> <EXACT_MASS>
209.141578856

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
23.120420144703633

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[6-(aminomethyl)-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetic acid

> <ALOGPS_LOGP>
-1.43

> <JCHEM_LOGP>
-1.28108758764954

> <ALOGPS_LOGS>
-2.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.544206715499851

> <JCHEM_PKA_STRONGEST_BASIC>
9.896486843609997

> <JCHEM_POLAR_SURFACE_AREA>
63.31999999999999

> <JCHEM_REFRACTIVITY>
59.0219

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.53e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[6-(aminomethyl)-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254752
     RDKit          3D
Mirogabalin
 34 35  0  0  0  0  0  0  0  0999 V2000
    3.6684   -0.0333   -1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4562    0.0841    0.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0376    0.3849    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0201    0.5446   -0.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2361    0.8322    0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0870    0.3283    1.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631    0.5512    1.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2865   -1.0562    1.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120   -0.3163    0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3960   -0.9308   -1.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3613   -2.0075   -0.9481 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5417   -0.0604    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2078    1.0962    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8229    1.0483   -0.7796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1548    2.3208    0.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2464    0.8198   -1.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2079   -0.9551   -1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7456   -0.0642   -1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1064    0.8900    0.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7705   -0.8759    0.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1274    0.4679   -1.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6432    1.8365    0.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5636    0.7018    2.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7178    1.5856    2.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0172   -0.1988    2.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6220   -1.4882    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7921   -1.7020    1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4582   -1.2447   -1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8686   -0.1550   -1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0259   -2.8762   -1.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143   -1.7359   -1.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978   -0.0102    2.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1806   -0.9603    0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8304    3.1788    0.5282 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  7  3  1  0
  9  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 15 34  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       5.944   3.844   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.174   2.510   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.634   2.510   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.729   1.264   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.264   1.740   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.264   3.280   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.729   3.756   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.276   3.280   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.276   1.740   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.773   1.381   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.833   2.498   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.331   2.138   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.396   3.974   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.635   0.243   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       0.482  -0.817   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    3                                                       
CONECT    8    6    9                                                       
CONECT    9    8    5   10   14                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0254752
HETATM    1  C1  UNL     1       3.668  -0.033  -1.332  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.456   0.084   0.152  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.038   0.385   0.493  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.020   0.545  -0.362  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.236   0.832   0.350  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.087   0.328   1.758  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.563   0.551   1.893  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.287  -1.056   1.218  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.212  -0.316   0.272  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.396  -0.931  -1.069  1.00  0.00           C  
HETATM   11  N1  UNL     1      -2.361  -2.008  -0.948  1.00  0.00           N  
HETATM   12  C11 UNL     1      -2.542  -0.060   0.938  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.208   1.096   0.312  1.00  0.00           C  
HETATM   14  O1  UNL     1      -3.823   1.048  -0.780  1.00  0.00           O  
HETATM   15  O2  UNL     1      -3.155   2.321   0.967  1.00  0.00           O  
HETATM   16  H1  UNL     1       3.246   0.820  -1.902  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.208  -0.955  -1.740  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.746  -0.064  -1.543  1.00  0.00           H  
HETATM   19  H4  UNL     1       4.106   0.890   0.544  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.771  -0.876   0.605  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.127   0.468  -1.439  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.643   1.837   0.289  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.564   0.702   2.544  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.718   1.586   2.229  1.00  0.00           H  
HETATM   25  H10 UNL     1       2.017  -0.199   2.582  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.622  -1.488   0.738  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.792  -1.702   1.958  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.458  -1.245  -1.563  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.869  -0.155  -1.733  1.00  0.00           H  
HETATM   30  H15 UNL     1      -2.026  -2.876  -1.399  1.00  0.00           H  
HETATM   31  H16 UNL     1      -3.314  -1.736  -1.280  1.00  0.00           H  
HETATM   32  H17 UNL     1      -2.498  -0.010   2.025  1.00  0.00           H  
HETATM   33  H18 UNL     1      -3.181  -0.960   0.693  1.00  0.00           H  
HETATM   34  H19 UNL     1      -2.830   3.179   0.528  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4    4    7
CONECT    4    5   21
CONECT    5    6    9   22
CONECT    6    7    8   23
CONECT    7   24   25
CONECT    8    9   26   27
CONECT    9   10   12
CONECT   10   11   28   29
CONECT   11   30   31
CONECT   12   13   32   33
CONECT   13   14   14   15
CONECT   15   34
END

HMDB0254752
     RDKit          3D
Mirogabalin
 34 35  0  0  0  0  0  0  0  0999 V2000
    3.6684   -0.0333   -1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4562    0.0841    0.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0376    0.3849    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0201    0.5446   -0.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2361    0.8322    0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0870    0.3283    1.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631    0.5512    1.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2865   -1.0562    1.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120   -0.3163    0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3960   -0.9308   -1.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3613   -2.0075   -0.9481 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5417   -0.0604    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2078    1.0962    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8229    1.0483   -0.7796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1548    2.3208    0.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2464    0.8198   -1.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2079   -0.9551   -1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7456   -0.0642   -1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1064    0.8900    0.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7705   -0.8759    0.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1274    0.4679   -1.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6432    1.8365    0.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5636    0.7018    2.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7178    1.5856    2.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0172   -0.1988    2.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6220   -1.4882    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7921   -1.7020    1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4582   -1.2447   -1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8686   -0.1550   -1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0259   -2.8762   -1.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143   -1.7359   -1.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978   -0.0102    2.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1806   -0.9603    0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8304    3.1788    0.5282 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  7  3  1  0
  9  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 15 34  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₂H₁₉NO₂

Average Molecular Weight

209.289

Monoisotopic Molecular Weight

209.141578856

IUPAC Name

2-[6-(aminomethyl)-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetic acid

Traditional Name

[6-(aminomethyl)-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetic acid

CAS Registry Number

Not Available

SMILES

CCC1=CC2C(CC2(CN)CC(O)=O)C1

InChI Identifier

InChI=1S/C12H19NO2/c1-2-8-3-9-5-12(7-13,6-11(14)15)10(9)4-8/h4,9-10H,2-3,5-7,13H2,1H3,(H,14,15)

InChI Key

FTBQORVNHOIASH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Gamma amino acids and derivatives

Alternative Parents

Substituents

Gamma amino acid or derivatives
Amino fatty acid
Fatty acyl
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.4	ALOGPS
logP	-1.3	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	4.54	ChemAxon
pKa (Strongest Basic)	9.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	59.02 m³·mol⁻¹	ChemAxon
Polarizability	23.12 Å³	ChemAxon
Number of Rings	2	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]+	147.942	30932474
DeepCCS	[M-H]-	145.555	30932474
DeepCCS	[M-2H]-	180.906	30932474
DeepCCS	[M+Na]+	156.444	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mirogabalin	CCC1=CC2C(CC2(CN)CC(O)=O)C1	2786.3	Standard polar	33892256
Mirogabalin	CCC1=CC2C(CC2(CN)CC(O)=O)C1	1712.9	Standard non polar	33892256
Mirogabalin	CCC1=CC2C(CC2(CN)CC(O)=O)C1	1770.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mirogabalin,2TMS,isomer #1	CCC1=CC2C(C1)CC2(CN[Si](C)(C)C)CC(=O)O[Si](C)(C)C	1946.1	Semi standard non polar	33892256
Mirogabalin,2TMS,isomer #1	CCC1=CC2C(C1)CC2(CN[Si](C)(C)C)CC(=O)O[Si](C)(C)C	1974.2	Standard non polar	33892256
Mirogabalin,2TMS,isomer #1	CCC1=CC2C(C1)CC2(CN[Si](C)(C)C)CC(=O)O[Si](C)(C)C	2214.5	Standard polar	33892256
Mirogabalin,2TMS,isomer #2	CCC1=CC2C(C1)CC2(CC(=O)O)CN([Si](C)(C)C)[Si](C)(C)C	2125.1	Semi standard non polar	33892256
Mirogabalin,2TMS,isomer #2	CCC1=CC2C(C1)CC2(CC(=O)O)CN([Si](C)(C)C)[Si](C)(C)C	2041.3	Standard non polar	33892256
Mirogabalin,2TMS,isomer #2	CCC1=CC2C(C1)CC2(CC(=O)O)CN([Si](C)(C)C)[Si](C)(C)C	2332.3	Standard polar	33892256
Mirogabalin,3TMS,isomer #1	CCC1=CC2C(C1)CC2(CC(=O)O[Si](C)(C)C)CN([Si](C)(C)C)[Si](C)(C)C	2086.1	Semi standard non polar	33892256
Mirogabalin,3TMS,isomer #1	CCC1=CC2C(C1)CC2(CC(=O)O[Si](C)(C)C)CN([Si](C)(C)C)[Si](C)(C)C	2153.7	Standard non polar	33892256
Mirogabalin,3TMS,isomer #1	CCC1=CC2C(C1)CC2(CC(=O)O[Si](C)(C)C)CN([Si](C)(C)C)[Si](C)(C)C	2208.4	Standard polar	33892256
Mirogabalin,2TBDMS,isomer #1	CCC1=CC2C(C1)CC2(CN[Si](C)(C)C(C)(C)C)CC(=O)O[Si](C)(C)C(C)(C)C	2409.5	Semi standard non polar	33892256
Mirogabalin,2TBDMS,isomer #1	CCC1=CC2C(C1)CC2(CN[Si](C)(C)C(C)(C)C)CC(=O)O[Si](C)(C)C(C)(C)C	2409.4	Standard non polar	33892256
Mirogabalin,2TBDMS,isomer #1	CCC1=CC2C(C1)CC2(CN[Si](C)(C)C(C)(C)C)CC(=O)O[Si](C)(C)C(C)(C)C	2469.1	Standard polar	33892256
Mirogabalin,2TBDMS,isomer #2	CCC1=CC2C(C1)CC2(CC(=O)O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2562.1	Semi standard non polar	33892256
Mirogabalin,2TBDMS,isomer #2	CCC1=CC2C(C1)CC2(CC(=O)O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2465.1	Standard non polar	33892256
Mirogabalin,2TBDMS,isomer #2	CCC1=CC2C(C1)CC2(CC(=O)O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2536.1	Standard polar	33892256
Mirogabalin,3TBDMS,isomer #1	CCC1=CC2C(C1)CC2(CC(=O)O[Si](C)(C)C(C)(C)C)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2811.2	Semi standard non polar	33892256
Mirogabalin,3TBDMS,isomer #1	CCC1=CC2C(C1)CC2(CC(=O)O[Si](C)(C)C(C)(C)C)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2754.3	Standard non polar	33892256
Mirogabalin,3TBDMS,isomer #1	CCC1=CC2C(C1)CC2(CC(=O)O[Si](C)(C)C(C)(C)C)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2533.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Mirogabalin GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-9200000000-206e3de8c03cc05d2525	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mirogabalin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mirogabalin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mirogabalin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mirogabalin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mirogabalin GC-MS (TBDMS_1_2) - 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 - Mirogabalin 10V, Positive-QTOF	splash10-01po-0910000000-af361445827fb89731df	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mirogabalin 20V, Positive-QTOF	splash10-001i-5900000000-599eacacfc34ab447105	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mirogabalin 40V, Positive-QTOF	splash10-004l-9100000000-233b55b2384c090cb141	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mirogabalin 10V, Negative-QTOF	splash10-0a4l-0890000000-c5c210428aab9bca88d6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mirogabalin 20V, Negative-QTOF	splash10-0a4i-1290000000-40dee6852524ebed6d2a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mirogabalin 40V, Negative-QTOF	splash10-03dl-4900000000-846bc423e4b9abb4320e	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	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

Mirogabalin

METLIN ID

Not Available

PubChem Compound

66696998

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 Mirogabalin (HMDB0254752)

MOL for HMDB0254752 (Mirogabalin)

3D MOL for HMDB0254752 (Mirogabalin)

3D SDF for HMDB0254752 (Mirogabalin)

3D-SDF for HMDB0254752 (Mirogabalin)

PDB for HMDB0254752 (Mirogabalin)

3D PDB for HMDB0254752 (Mirogabalin)

SMILES for HMDB0254752 (Mirogabalin)

INCHI for HMDB0254752 (Mirogabalin)

Structure for HMDB0254752 (Mirogabalin)

3D Structure for HMDB0254752 (Mirogabalin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra