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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:58:21 UTC

Update Date

2022-11-23 21:48:33 UTC

HMDB ID

HMDB0249460

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Butenoylcarnitine

Description

3-hydroxy-4-oxo-3-[(trimethylazaniumyl)methyl]hept-5-enoate belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. Based on a literature review very few articles have been published on 3-hydroxy-4-oxo-3-[(trimethylazaniumyl)methyl]hept-5-enoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Butenoylcarnitine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Butenoylcarnitine 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

HMDB0249460
     RDKit          3D
butenoylcarnitine
 35 34  0  0  0  0  0  0  0  0999 V2000
    3.4724    1.6437    0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501    1.1476   -1.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0275    0.3198   -1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2556   -0.1566   -0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715    0.2286    0.9946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1329   -1.0709   -0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0842   -1.1849   -1.7257 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585   -2.4645    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730   -2.6330    1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4604   -3.7657    1.8654 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9139   -1.7018    2.4914 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1173   -0.7681    0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8289    0.4143    0.0817 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.4356    0.4789   -1.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0620    1.6329    0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9343    0.4929    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8094    0.8440    0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6680    2.2523    0.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3452    2.3474    0.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946    1.4752   -2.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7919    0.0039   -2.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1869   -0.3187   -2.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4016   -2.8372   -0.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2648   -3.1964   -0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8739   -0.7069    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8573   -1.6194    0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5306   -0.4757   -1.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9138    1.2814   -1.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5004    0.8507   -1.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8305    2.4625    0.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7215    1.6699    1.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2696    1.8121   -0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7371    1.1482    0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3021   -0.5281    1.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758    0.9214    2.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
 12 25  1  0
 12 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
 16 33  1  0
 16 34  1  0
 16 35  1  0
M  CHG  2  11  -1  13   1
M  END


  Mrv1652309112105582D          

 16 15  0  0  0  0            999 V2000
   -0.4125    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.1105    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
   -0.4125   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.8875    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
  6 16  1  0  0  0  0
M  CHG  2  10  -1  12   1
M  END
> <DATABASE_ID>
HMDB0249460

> <DATABASE_NAME>
hmdb

> <SMILES>
CC=CC(=O)C(O)(CC([O-])=O)C[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C11H19NO4/c1-5-6-9(13)11(16,7-10(14)15)8-12(2,3)4/h5-6,16H,7-8H2,1-4H3

> <INCHI_KEY>
FKLSJDGSSFEPLD-UHFFFAOYSA-N

> <FORMULA>
C11H19NO4

> <MOLECULAR_WEIGHT>
229.276

> <EXACT_MASS>
229.131408096

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
23.691515460402087

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-4-oxo-3-[(trimethylazaniumyl)methyl]hept-5-enoate

> <ALOGPS_LOGP>
-1.65

> <JCHEM_LOGP>
-3.708822066471746

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.448592734706455

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.207509054885204

> <JCHEM_PKA_STRONGEST_BASIC>
-4.4767207666742115

> <JCHEM_POLAR_SURFACE_AREA>
77.43

> <JCHEM_REFRACTIVITY>
83.48199999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.99e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]hept-5-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249460
     RDKit          3D
butenoylcarnitine
 35 34  0  0  0  0  0  0  0  0999 V2000
    3.4724    1.6437    0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501    1.1476   -1.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0275    0.3198   -1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2556   -0.1566   -0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715    0.2286    0.9946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1329   -1.0709   -0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0842   -1.1849   -1.7257 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585   -2.4645    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730   -2.6330    1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4604   -3.7657    1.8654 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9139   -1.7018    2.4914 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1173   -0.7681    0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8289    0.4143    0.0817 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.4356    0.4789   -1.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0620    1.6329    0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9343    0.4929    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8094    0.8440    0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6680    2.2523    0.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3452    2.3474    0.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946    1.4752   -2.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7919    0.0039   -2.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1869   -0.3187   -2.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4016   -2.8372   -0.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2648   -3.1964   -0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8739   -0.7069    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8573   -1.6194    0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5306   -0.4757   -1.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9138    1.2814   -1.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5004    0.8507   -1.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8305    2.4625    0.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7215    1.6699    1.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2696    1.8121   -0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7371    1.1482    0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3021   -0.5281    1.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758    0.9214    2.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
 12 25  1  0
 12 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
 16 33  1  0
 16 34  1  0
 16 35  1  0
M  CHG  2  11  -1  13   1
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      -0.770   2.461   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.127   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.770  -0.206   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.770  -2.874   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.540  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.874  -3.850   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.207  -3.080   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.874  -5.390   0.000  0.00  0.00           O-1
HETATM   11  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.874   0.770   0.000  0.00  0.00           N+1
HETATM   13  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.207   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.080  -1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11   16                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16    6                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0249460
HETATM    1  C1  UNL     1       3.472   1.644   0.170  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.050   1.148  -1.155  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.028   0.320  -1.275  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.256  -0.157  -0.140  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.572   0.229   0.995  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.133  -1.071  -0.335  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.084  -1.185  -1.726  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.559  -2.465   0.079  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.973  -2.633   1.473  1.00  0.00           C  
HETATM   10  O3  UNL     1       1.460  -3.766   1.865  1.00  0.00           O  
HETATM   11  O4  UNL     1       0.914  -1.702   2.491  1.00  0.00           O1-
HETATM   12  C8  UNL     1      -1.117  -0.768   0.403  1.00  0.00           C  
HETATM   13  N1  UNL     1      -1.829   0.414   0.082  1.00  0.00           N1+
HETATM   14  C9  UNL     1      -2.436   0.479  -1.205  1.00  0.00           C  
HETATM   15  C10 UNL     1      -1.062   1.633   0.341  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.934   0.493   1.069  1.00  0.00           C  
HETATM   17  H1  UNL     1       3.809   0.844   0.852  1.00  0.00           H  
HETATM   18  H2  UNL     1       2.668   2.252   0.667  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.345   2.347   0.071  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.595   1.475  -2.027  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.792   0.004  -2.306  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.187  -0.319  -2.151  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.402  -2.837  -0.549  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.265  -3.196  -0.111  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.874  -0.707   1.493  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.857  -1.619   0.310  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.531  -0.476  -1.739  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.914   1.281  -1.797  1.00  0.00           H  
HETATM   29  H13 UNL     1      -3.500   0.851  -1.120  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.831   2.462   0.284  1.00  0.00           H  
HETATM   31  H15 UNL     1      -0.721   1.670   1.398  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.270   1.812  -0.397  1.00  0.00           H  
HETATM   33  H17 UNL     1      -3.737   1.148   0.672  1.00  0.00           H  
HETATM   34  H18 UNL     1      -3.302  -0.528   1.297  1.00  0.00           H  
HETATM   35  H19 UNL     1      -2.576   0.921   2.019  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   20
CONECT    3    4   21
CONECT    4    5    5    6
CONECT    6    7    8   12
CONECT    7   22
CONECT    8    9   23   24
CONECT    9   10   10   11
CONECT   12   13   25   26
CONECT   13   14   15   16
CONECT   14   27   28   29
CONECT   15   30   31   32
CONECT   16   33   34   35
END

HMDB0249460
     RDKit          3D
butenoylcarnitine
 35 34  0  0  0  0  0  0  0  0999 V2000
    3.4724    1.6437    0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501    1.1476   -1.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0275    0.3198   -1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2556   -0.1566   -0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715    0.2286    0.9946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1329   -1.0709   -0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0842   -1.1849   -1.7257 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585   -2.4645    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730   -2.6330    1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4604   -3.7657    1.8654 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9139   -1.7018    2.4914 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1173   -0.7681    0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8289    0.4143    0.0817 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.4356    0.4789   -1.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0620    1.6329    0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9343    0.4929    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8094    0.8440    0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6680    2.2523    0.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3452    2.3474    0.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946    1.4752   -2.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7919    0.0039   -2.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1869   -0.3187   -2.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4016   -2.8372   -0.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2648   -3.1964   -0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8739   -0.7069    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8573   -1.6194    0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5306   -0.4757   -1.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9138    1.2814   -1.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5004    0.8507   -1.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8305    2.4625    0.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7215    1.6699    1.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2696    1.8121   -0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7371    1.1482    0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3021   -0.5281    1.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758    0.9214    2.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
 12 25  1  0
 12 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
 16 33  1  0
 16 34  1  0
 16 35  1  0
M  CHG  2  11  -1  13   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Hydroxy-4-oxo-3-[(trimethylazaniumyl)methyl]hept-5-enoic acid	Generator

Chemical Formula

C₁₁H₁₉NO₄

Average Molecular Weight

229.276

Monoisotopic Molecular Weight

229.131408096

IUPAC Name

3-hydroxy-4-oxo-3-[(trimethylazaniumyl)methyl]hept-5-enoate

Traditional Name

3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]hept-5-enoate

CAS Registry Number

Not Available

SMILES

CC=CC(=O)C(O)(CC([O-])=O)C[N+](C)(C)C

InChI Identifier

InChI=1S/C11H19NO4/c1-5-6-9(13)11(16,7-10(14)15)8-12(2,3)4/h5-6,16H,7-8H2,1-4H3

InChI Key

FKLSJDGSSFEPLD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Medium-chain keto acids and derivatives

Direct Parent

Medium-chain keto acids and derivatives

Alternative Parents

Substituents

Medium-chain keto acid
Gamma-keto acid
Hydroxy fatty acid
Branched fatty acid
Amino fatty acid
Fatty acyl
Unsaturated fatty acid
Beta-aminoketone
Acyloin
Tetraalkylammonium salt
Alpha,beta-unsaturated ketone
Tertiary alcohol
Quaternary ammonium salt
Enone
Alpha-hydroxy ketone
Acryloyl-group
Ketone
Carboxylic acid salt
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	-1.6	ALOGPS
logP	-3.7	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	4.21	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.43 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	83.48 m³·mol⁻¹	ChemAxon
Polarizability	23.69 Å³	ChemAxon
Number of Rings	0	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]+	146.484	30932474
DeepCCS	[M-H]-	144.125	30932474
DeepCCS	[M-2H]-	177.17	30932474
DeepCCS	[M+Na]+	152.577	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
butenoylcarnitine	CC=CC(=O)C(O)(CC([O-])=O)C[N+](C)(C)C	2427.0	Standard polar	33892256
butenoylcarnitine	CC=CC(=O)C(O)(CC([O-])=O)C[N+](C)(C)C	1368.8	Standard non polar	33892256
butenoylcarnitine	CC=CC(=O)C(O)(CC([O-])=O)C[N+](C)(C)C	1561.2	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 - Butenoylcarnitine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xr-9000000000-726bf74453558f33e3d2	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butenoylcarnitine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butenoylcarnitine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butenoylcarnitine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

134822127

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 Butenoylcarnitine (HMDB0249460)

MOL for HMDB0249460 (Butenoylcarnitine)

3D MOL for HMDB0249460 (Butenoylcarnitine)

3D SDF for HMDB0249460 (Butenoylcarnitine)

3D-SDF for HMDB0249460 (Butenoylcarnitine)

PDB for HMDB0249460 (Butenoylcarnitine)

3D PDB for HMDB0249460 (Butenoylcarnitine)

SMILES for HMDB0249460 (Butenoylcarnitine)

INCHI for HMDB0249460 (Butenoylcarnitine)

Structure for HMDB0249460 (Butenoylcarnitine)

3D Structure for HMDB0249460 (Butenoylcarnitine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

NMR Spectra