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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:49:49 UTC

Update Date

2021-09-26 23:07:31 UTC

HMDB ID

HMDB0253927

Secondary Accession Numbers

None

Metabolite Identification

Common Name

L-Valine, N-(2-hydroxy-3-butenyl)-

Description

L-Valine, N-(2-hydroxy-3-butenyl)- belongs to the class of organic compounds known as valine and derivatives. Valine and derivatives are compounds containing valine or a derivative thereof resulting from reaction of valine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on L-Valine, N-(2-hydroxy-3-butenyl)-. This compound has been identified in human blood as reported by (PMID: 31557052 ). L-valine, n-(2-hydroxy-3-butenyl)- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically L-Valine, N-(2-hydroxy-3-butenyl)- 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

HMDB0253927
     RDKit          3D
L-Valine, N-(2-hydroxy-3-butenyl)-
 30 29  0  0  0  0  0  0  0  0999 V2000
    3.9646    1.1336    0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8467    0.2618   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669   -0.5139   -0.6283 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015   -0.4313   -2.0418 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3909    0.0579   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2135   -0.6162   -0.5029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9217   -0.0202    0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8970   -0.2623    1.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0231   -0.9692    2.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690    0.3100    2.3691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2439   -0.5149   -0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365   -0.2772   -1.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3512    0.2523    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8833    1.6561    0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1204    1.3427    1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7539    0.0873   -0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912   -1.5536   -0.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6631    0.5148   -2.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3187    1.0974   -0.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5247    0.1960    1.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2511   -1.6512   -0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8830    1.0737   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3313   -0.1862    3.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996   -1.5856   -0.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5322   -0.1738   -2.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1363   -1.2062   -2.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9598    0.6147   -2.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2278    0.4018   -0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599   -0.3148    1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0180    1.2763    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
M  END


  Mrv1652309112114502D          

 13 12  0  0  0  0            999 V2000
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  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
 10 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253927

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(NCC(O)C=C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H17NO3/c1-4-7(11)5-10-8(6(2)3)9(12)13/h4,6-8,10-11H,1,5H2,2-3H3,(H,12,13)

> <INCHI_KEY>
JKTAZDIARLXYPE-UHFFFAOYSA-N

> <FORMULA>
C9H17NO3

> <MOLECULAR_WEIGHT>
187.239

> <EXACT_MASS>
187.120843411

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
20.205749265516253

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2-hydroxybut-3-en-1-yl)amino]-3-methylbutanoic acid

> <ALOGPS_LOGP>
-1.58

> <JCHEM_LOGP>
-1.629036310423491

> <ALOGPS_LOGS>
-0.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.552173673589504

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.1814785741424076

> <JCHEM_PKA_STRONGEST_BASIC>
10.28187211732721

> <JCHEM_POLAR_SURFACE_AREA>
69.56

> <JCHEM_REFRACTIVITY>
49.392700000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.73e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2-hydroxybut-3-en-1-yl)amino]-3-methylbutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253927
     RDKit          3D
L-Valine, N-(2-hydroxy-3-butenyl)-
 30 29  0  0  0  0  0  0  0  0999 V2000
    3.9646    1.1336    0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8467    0.2618   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669   -0.5139   -0.6283 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015   -0.4313   -2.0418 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3909    0.0579   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2135   -0.6162   -0.5029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9217   -0.0202    0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8970   -0.2623    1.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0231   -0.9692    2.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690    0.3100    2.3691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2439   -0.5149   -0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365   -0.2772   -1.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3512    0.2523    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8833    1.6561    0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1204    1.3427    1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7539    0.0873   -0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912   -1.5536   -0.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6631    0.5148   -2.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3187    1.0974   -0.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5247    0.1960    1.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2511   -1.6512   -0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8830    1.0737   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3313   -0.1862    3.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996   -1.5856   -0.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5322   -0.1738   -2.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1363   -1.2062   -2.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9598    0.6147   -2.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2278    0.4018   -0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599   -0.3148    1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0180    1.2763    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  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       1.953   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.620   1.127   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.954   0.357   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       3.286   0.357   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       5.954   3.437   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.621   4.977   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    4    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0253927
HETATM    1  C1  UNL     1       3.965   1.134   0.732  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.847   0.262  -0.245  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.667  -0.514  -0.628  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.601  -0.431  -2.042  1.00  0.00           O  
HETATM    5  C4  UNL     1       1.391   0.058  -0.060  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.213  -0.616  -0.503  1.00  0.00           N  
HETATM    7  C5  UNL     1      -0.922  -0.020   0.116  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.897  -0.262   1.568  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.023  -0.969   2.089  1.00  0.00           O  
HETATM   10  O3  UNL     1      -1.869   0.310   2.369  1.00  0.00           O  
HETATM   11  C7  UNL     1      -2.244  -0.515  -0.408  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.437  -0.277  -1.882  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.351   0.252   0.308  1.00  0.00           C  
HETATM   14  H1  UNL     1       4.883   1.656   0.934  1.00  0.00           H  
HETATM   15  H2  UNL     1       3.120   1.343   1.361  1.00  0.00           H  
HETATM   16  H3  UNL     1       4.754   0.087  -0.858  1.00  0.00           H  
HETATM   17  H4  UNL     1       2.791  -1.554  -0.303  1.00  0.00           H  
HETATM   18  H5  UNL     1       2.663   0.515  -2.307  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.319   1.097  -0.493  1.00  0.00           H  
HETATM   20  H7  UNL     1       1.525   0.196   1.007  1.00  0.00           H  
HETATM   21  H8  UNL     1       0.251  -1.651  -0.464  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.883   1.074  -0.088  1.00  0.00           H  
HETATM   23  H10 UNL     1      -2.331  -0.186   3.125  1.00  0.00           H  
HETATM   24  H11 UNL     1      -2.400  -1.586  -0.193  1.00  0.00           H  
HETATM   25  H12 UNL     1      -3.532  -0.174  -2.067  1.00  0.00           H  
HETATM   26  H13 UNL     1      -2.136  -1.206  -2.438  1.00  0.00           H  
HETATM   27  H14 UNL     1      -1.960   0.615  -2.277  1.00  0.00           H  
HETATM   28  H15 UNL     1      -4.228   0.402  -0.391  1.00  0.00           H  
HETATM   29  H16 UNL     1      -3.760  -0.315   1.159  1.00  0.00           H  
HETATM   30  H17 UNL     1      -3.018   1.276   0.597  1.00  0.00           H  
CONECT    1    2    2   14   15
CONECT    2    3   16
CONECT    3    4    5   17
CONECT    4   18
CONECT    5    6   19   20
CONECT    6    7   21
CONECT    7    8   11   22
CONECT    8    9    9   10
CONECT   10   23
CONECT   11   12   13   24
CONECT   12   25   26   27
CONECT   13   28   29   30
END

HMDB0253927
     RDKit          3D
L-Valine, N-(2-hydroxy-3-butenyl)-
 30 29  0  0  0  0  0  0  0  0999 V2000
    3.9646    1.1336    0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8467    0.2618   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669   -0.5139   -0.6283 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015   -0.4313   -2.0418 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3909    0.0579   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2135   -0.6162   -0.5029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9217   -0.0202    0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8970   -0.2623    1.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0231   -0.9692    2.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690    0.3100    2.3691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2439   -0.5149   -0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365   -0.2772   -1.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3512    0.2523    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8833    1.6561    0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1204    1.3427    1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7539    0.0873   -0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912   -1.5536   -0.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6631    0.5148   -2.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3187    1.0974   -0.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5247    0.1960    1.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2511   -1.6512   -0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8830    1.0737   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3313   -0.1862    3.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996   -1.5856   -0.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5322   -0.1738   -2.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1363   -1.2062   -2.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9598    0.6147   -2.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2278    0.4018   -0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599   -0.3148    1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0180    1.2763    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-[(2-Hydroxybut-3-en-1-yl)amino]-3-methylbutanoate	HMDB

Chemical Formula

C₉H₁₇NO₃

Average Molecular Weight

187.239

Monoisotopic Molecular Weight

187.120843411

IUPAC Name

2-[(2-hydroxybut-3-en-1-yl)amino]-3-methylbutanoic acid

Traditional Name

2-[(2-hydroxybut-3-en-1-yl)amino]-3-methylbutanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C(NCC(O)C=C)C(O)=O

InChI Identifier

InChI=1S/C9H17NO3/c1-4-7(11)5-10-8(6(2)3)9(12)13/h4,6-8,10-11H,1,5H2,2-3H3,(H,12,13)

InChI Key

JKTAZDIARLXYPE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as valine and derivatives. Valine and derivatives are compounds containing valine or a derivative thereof resulting from reaction of valine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Valine and derivatives

Alternative Parents

Substituents

Valine or derivatives
Alpha-amino acid
Branched fatty acid
Methyl-branched fatty acid
Hydroxy fatty acid
Fatty acyl
Amino acid
Secondary alcohol
Carboxylic acid
Secondary aliphatic amine
Secondary amine
Monocarboxylic acid or derivatives
Alcohol
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Amine
Organic nitrogen compound
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)

Source

Exogenous

Exogenous (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	-1.6	ChemAxon
logS	-0.7	ALOGPS
pKa (Strongest Acidic)	2.18	ChemAxon
pKa (Strongest Basic)	10.28	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.56 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	49.39 m³·mol⁻¹	ChemAxon
Polarizability	20.21 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]+	138.762	30932474
DeepCCS	[M-H]-	134.934	30932474
DeepCCS	[M-2H]-	172.093	30932474
DeepCCS	[M+Na]+	147.74	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.0188 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.98 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	813.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	263.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	65.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	161.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	46.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	294.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	273.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	444.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	632.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	145.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	791.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	161.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	185.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	470.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	385.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	143.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-Valine, N-(2-hydroxy-3-butenyl)-	CC(C)C(NCC(O)C=C)C(O)=O	2687.1	Standard polar	33892256
L-Valine, N-(2-hydroxy-3-butenyl)-	CC(C)C(NCC(O)C=C)C(O)=O	1445.3	Standard non polar	33892256
L-Valine, N-(2-hydroxy-3-butenyl)-	CC(C)C(NCC(O)C=C)C(O)=O	1491.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
L-Valine, N-(2-hydroxy-3-butenyl)-,3TMS,isomer #1	C=CC(CN(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)O[Si](C)(C)C	1684.1	Semi standard non polar	33892256
L-Valine, N-(2-hydroxy-3-butenyl)-,3TMS,isomer #1	C=CC(CN(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)O[Si](C)(C)C	1690.4	Standard non polar	33892256
L-Valine, N-(2-hydroxy-3-butenyl)-,3TMS,isomer #1	C=CC(CN(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)O[Si](C)(C)C	1667.1	Standard polar	33892256
L-Valine, N-(2-hydroxy-3-butenyl)-,3TBDMS,isomer #1	C=CC(CN(C(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2343.6	Semi standard non polar	33892256
L-Valine, N-(2-hydroxy-3-butenyl)-,3TBDMS,isomer #1	C=CC(CN(C(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2269.4	Standard non polar	33892256
L-Valine, N-(2-hydroxy-3-butenyl)-,3TBDMS,isomer #1	C=CC(CN(C(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2071.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - L-Valine, N-(2-hydroxy-3-butenyl)- GC-MS (Non-derivatized) - 70eV, Positive	splash10-0540-9200000000-617df387bb5f8630a8d3	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Valine, N-(2-hydroxy-3-butenyl)- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Valine, N-(2-hydroxy-3-butenyl)- GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Valine, N-(2-hydroxy-3-butenyl)- GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Valine, N-(2-hydroxy-3-butenyl)- GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Valine, N-(2-hydroxy-3-butenyl)- GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Valine, N-(2-hydroxy-3-butenyl)- GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Valine, N-(2-hydroxy-3-butenyl)- GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Valine, N-(2-hydroxy-3-butenyl)- GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Valine, N-(2-hydroxy-3-butenyl)- GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Valine, N-(2-hydroxy-3-butenyl)- GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Valine, N-(2-hydroxy-3-butenyl)- GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Valine, N-(2-hydroxy-3-butenyl)- GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Valine, N-(2-hydroxy-3-butenyl)- GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	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	¹³C NMR Spectrum (1D, 300 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	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	¹H NMR Spectrum (1D, 500 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, 600 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, 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	¹H NMR Spectrum (1D, 900 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

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

21375291

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71342819

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 L-Valine, N-(2-hydroxy-3-butenyl)- (HMDB0253927)

MOL for HMDB0253927 (L-Valine, N-(2-hydroxy-3-butenyl)-)

3D MOL for HMDB0253927 (L-Valine, N-(2-hydroxy-3-butenyl)-)

3D SDF for HMDB0253927 (L-Valine, N-(2-hydroxy-3-butenyl)-)

3D-SDF for HMDB0253927 (L-Valine, N-(2-hydroxy-3-butenyl)-)

PDB for HMDB0253927 (L-Valine, N-(2-hydroxy-3-butenyl)-)

3D PDB for HMDB0253927 (L-Valine, N-(2-hydroxy-3-butenyl)-)

SMILES for HMDB0253927 (L-Valine, N-(2-hydroxy-3-butenyl)-)

INCHI for HMDB0253927 (L-Valine, N-(2-hydroxy-3-butenyl)-)

Structure for HMDB0253927 (L-Valine, N-(2-hydroxy-3-butenyl)-)

3D Structure for HMDB0253927 (L-Valine, N-(2-hydroxy-3-butenyl)-)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

NMR Spectra