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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-06 22:01:01 UTC

Update Date

2021-09-26 22:50:17 UTC

HMDB ID

HMDB0242646

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid

Description

(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid belongs to the class of organic compounds known as phenylpropenes. Phenylpropenes are compounds containing a phenylpropene moiety, which consists of a propene substituent bound to a phenyl group. Based on a literature review very few articles have been published on (2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2e)-2-[[(z)-3-phenylbut-2-enyl]hydrazinylidene]propanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid 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

HMDB0242646
     RDKit          3D
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
   -1.5632    2.3555   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4547    0.8928    0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532    0.4132    0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    1.3210    0.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.8956   -0.6482 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3224   -0.4058   -0.6067 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5793   -0.6487   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397   -2.0396   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615    0.4224   -0.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1797    1.6209   -0.3929 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8974    0.1687   -0.2236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.0251    0.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4204   -1.3863    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5163   -2.2364    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7551   -1.7167   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9642   -0.3745   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8600    0.4958   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5841    2.6496   -0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8488    2.6610   -0.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092    2.8169    0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0457   -0.6500    0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    1.1558    1.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6555    2.3665    0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0624    1.5692   -1.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4969   -2.2938   -1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8123   -2.2179    0.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2305   -2.7682   -0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5798    0.8762   -0.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4585   -1.8492    0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114   -3.3152    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6474   -2.3526   -0.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9399    0.0473   -0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0460    1.5516   -0.2927 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  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 11 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
M  END


  Mrv1652309072100112D          

 17 17  0  0  0  0            999 V2000
    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    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 O   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
    1.4289    0.8250    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
    0.7145   -0.4125    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242646

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=CCNN=C(C)C(O)=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H16N2O2/c1-10(12-6-4-3-5-7-12)8-9-14-15-11(2)13(16)17/h3-8,14H,9H2,1-2H3,(H,16,17)

> <INCHI_KEY>
GBICOXAPNWYSMS-UHFFFAOYSA-N

> <FORMULA>
C13H16N2O2

> <MOLECULAR_WEIGHT>
232.283

> <EXACT_MASS>
232.121177763

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.810677226110716

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[2-(3-phenylbut-2-en-1-yl)hydrazin-1-ylidene]propanoic acid

> <ALOGPS_LOGP>
1.58

> <JCHEM_LOGP>
2.6395192350000003

> <ALOGPS_LOGS>
-3.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.069188054225561

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4806064106830724

> <JCHEM_POLAR_SURFACE_AREA>
61.69

> <JCHEM_REFRACTIVITY>
78.07160000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-(3-phenylbut-2-en-1-yl)hydrazin-1-ylidene]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242646
     RDKit          3D
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
   -1.5632    2.3555   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4547    0.8928    0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532    0.4132    0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    1.3210    0.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.8956   -0.6482 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3224   -0.4058   -0.6067 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5793   -0.6487   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397   -2.0396   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615    0.4224   -0.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1797    1.6209   -0.3929 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8974    0.1687   -0.2236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.0251    0.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4204   -1.3863    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5163   -2.2364    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7551   -1.7167   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9642   -0.3745   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8600    0.4958   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5841    2.6496   -0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8488    2.6610   -0.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092    2.8169    0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0457   -0.6500    0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    1.1558    1.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6555    2.3665    0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0624    1.5692   -1.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4969   -2.2938   -1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8123   -2.2179    0.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2305   -2.7682   -0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5798    0.8762   -0.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4585   -1.8492    0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114   -3.3152    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6474   -2.3526   -0.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9399    0.0473   -0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0460    1.5516   -0.2927 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  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 11 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
M  END

HEADER    PROTEIN                                 07-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-21         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       4.001   6.930   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       4.001   8.470   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.668  11.550   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.001  11.550   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    2   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0247557
HETATM    1  C1  UNL     1       1.312   0.031   2.078  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.484   0.064   0.613  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.396   0.255  -0.118  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.944   0.429   0.543  1.00  0.00           C  
HETATM    5  N1  UNL     1      -1.860  -0.610   0.114  1.00  0.00           N  
HETATM    6  N2  UNL     1      -3.143  -0.613   0.618  1.00  0.00           N  
HETATM    7  C5  UNL     1      -4.170  -0.138   0.001  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.065   0.478  -1.353  1.00  0.00           C  
HETATM    9  C7  UNL     1      -5.462  -0.209   0.652  1.00  0.00           C  
HETATM   10  O1  UNL     1      -5.547  -0.727   1.790  1.00  0.00           O  
HETATM   11  O2  UNL     1      -6.577   0.291   0.016  1.00  0.00           O  
HETATM   12  C8  UNL     1       2.807  -0.111   0.038  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.986  -0.097  -1.352  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.234  -0.259  -1.938  1.00  0.00           C  
HETATM   15  C11 UNL     1       5.369  -0.442  -1.184  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.220  -0.459   0.180  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.958  -0.296   0.760  1.00  0.00           C  
HETATM   18  H1  UNL     1       0.965   1.070   2.362  1.00  0.00           H  
HETATM   19  H2  UNL     1       0.559  -0.730   2.394  1.00  0.00           H  
HETATM   20  H3  UNL     1       2.237  -0.175   2.608  1.00  0.00           H  
HETATM   21  H4  UNL     1       0.426   0.293  -1.173  1.00  0.00           H  
HETATM   22  H5  UNL     1      -1.367   1.430   0.223  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.830   0.496   1.635  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.544  -1.337  -0.562  1.00  0.00           H  
HETATM   25  H8  UNL     1      -4.986   1.057  -1.562  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.911  -0.318  -2.101  1.00  0.00           H  
HETATM   27  H10 UNL     1      -3.232   1.235  -1.384  1.00  0.00           H  
HETATM   28  H11 UNL     1      -7.125   1.080   0.366  1.00  0.00           H  
HETATM   29  H12 UNL     1       2.122   0.043  -1.969  1.00  0.00           H  
HETATM   30  H13 UNL     1       4.347  -0.244  -3.015  1.00  0.00           H  
HETATM   31  H14 UNL     1       6.351  -0.569  -1.638  1.00  0.00           H  
HETATM   32  H15 UNL     1       6.086  -0.600   0.805  1.00  0.00           H  
HETATM   33  H16 UNL     1       3.905  -0.317   1.835  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3   12
CONECT    3    4   21
CONECT    4    5   22   23
CONECT    5    6   24
CONECT    6    7    7
CONECT    7    8    9
CONECT    8   25   26   27
CONECT    9   10   10   11
CONECT   11   28
CONECT   12   13   13   17
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   16   31
CONECT   16   17   17   32
CONECT   17   33
END

HMDB0242646
     RDKit          3D
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
   -1.5632    2.3555   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4547    0.8928    0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532    0.4132    0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    1.3210    0.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.8956   -0.6482 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3224   -0.4058   -0.6067 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5793   -0.6487   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397   -2.0396   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615    0.4224   -0.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1797    1.6209   -0.3929 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8974    0.1687   -0.2236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.0251    0.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4204   -1.3863    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5163   -2.2364    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7551   -1.7167   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9642   -0.3745   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8600    0.4958   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5841    2.6496   -0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8488    2.6610   -0.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092    2.8169    0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0457   -0.6500    0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    1.1558    1.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6555    2.3665    0.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0624    1.5692   -1.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4969   -2.2938   -1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8123   -2.2179    0.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2305   -2.7682   -0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5798    0.8762   -0.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4585   -1.8492    0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114   -3.3152    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6474   -2.3526   -0.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9399    0.0473   -0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0460    1.5516   -0.2927 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  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 11 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoate	Generator

Chemical Formula

C₁₃H₁₆N₂O₂

Average Molecular Weight

232.283

Monoisotopic Molecular Weight

232.121177763

IUPAC Name

2-[2-(3-phenylbut-2-en-1-yl)hydrazin-1-ylidene]propanoic acid

Traditional Name

2-[2-(3-phenylbut-2-en-1-yl)hydrazin-1-ylidene]propanoic acid

CAS Registry Number

Not Available

SMILES

CC(=CCNN=C(C)C(O)=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C13H16N2O2/c1-10(12-6-4-3-5-7-12)8-9-14-15-11(2)13(16)17/h3-8,14H,9H2,1-2H3,(H,16,17)

InChI Key

GBICOXAPNWYSMS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropenes. Phenylpropenes are compounds containing a phenylpropene moiety, which consists of a propene substituent bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropenes

Direct Parent

Phenylpropenes

Alternative Parents

Substituents

Phenylpropene
Styrene
N-alkylated hydrazone
Monocarboxylic acid or derivatives
Hydrazone
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	1.58	ALOGPS
logP	2.64	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.07	ChemAxon
pKa (Strongest Basic)	-0.48	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	61.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	78.07 m³·mol⁻¹	ChemAxon
Polarizability	25.81 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	151.804	30932474
DeepCCS	[M-H]-	149.408	30932474
DeepCCS	[M-2H]-	182.6	30932474
DeepCCS	[M+Na]+	157.817	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,1TMS,isomer #1	CC(=CCNN=C(C)C(=O)O[Si](C)(C)C)C1=CC=CC=C1	2132.4	Semi standard non polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,1TMS,isomer #1	CC(=CCNN=C(C)C(=O)O[Si](C)(C)C)C1=CC=CC=C1	2028.2	Standard non polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,1TMS,isomer #1	CC(=CCNN=C(C)C(=O)O[Si](C)(C)C)C1=CC=CC=C1	2796.9	Standard polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,1TMS,isomer #2	CC(=CCN(N=C(C)C(=O)O)[Si](C)(C)C)C1=CC=CC=C1	2335.1	Semi standard non polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,1TMS,isomer #2	CC(=CCN(N=C(C)C(=O)O)[Si](C)(C)C)C1=CC=CC=C1	2037.4	Standard non polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,1TMS,isomer #2	CC(=CCN(N=C(C)C(=O)O)[Si](C)(C)C)C1=CC=CC=C1	2979.3	Standard polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,2TMS,isomer #1	CC(=CCN(N=C(C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1=CC=CC=C1	2201.4	Semi standard non polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,2TMS,isomer #1	CC(=CCN(N=C(C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1=CC=CC=C1	1936.9	Standard non polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,2TMS,isomer #1	CC(=CCN(N=C(C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C1=CC=CC=C1	2645.1	Standard polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,1TBDMS,isomer #1	CC(=CCNN=C(C)C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2371.4	Semi standard non polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,1TBDMS,isomer #1	CC(=CCNN=C(C)C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2227.3	Standard non polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,1TBDMS,isomer #1	CC(=CCNN=C(C)C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2925.4	Standard polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,1TBDMS,isomer #2	CC(=CCN(N=C(C)C(=O)O)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2556.0	Semi standard non polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,1TBDMS,isomer #2	CC(=CCN(N=C(C)C(=O)O)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2251.4	Standard non polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,1TBDMS,isomer #2	CC(=CCN(N=C(C)C(=O)O)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	3042.2	Standard polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,2TBDMS,isomer #1	CC(=CCN(N=C(C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2642.8	Semi standard non polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,2TBDMS,isomer #1	CC(=CCN(N=C(C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2376.0	Standard non polar	33892256
(2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid,2TBDMS,isomer #1	CC(=CCN(N=C(C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2827.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00l6-6900000000-711cf3e9219fcda41b1b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid 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 - (2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid 10V, Positive-QTOF	splash10-00ls-0930000000-1e77fc80454a263fc52f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid 20V, Positive-QTOF	splash10-014i-1900000000-eb3d5ad5b63fbd38f9d3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid 40V, Positive-QTOF	splash10-0lgi-2900000000-df0e9259a4a0360daf1b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid 10V, Negative-QTOF	splash10-001r-1590000000-e9e1c4aa6d94b13fc6bf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid 20V, Negative-QTOF	splash10-014r-2900000000-24d40b8ee628a64fb84e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid 40V, Negative-QTOF	splash10-0fvl-6900000000-18aac4600744c519c5b2	2021-10-12	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

139521

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 (2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid (HMDB0242646)

MOL for HMDB0242646 ((2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid)

3D MOL for HMDB0242646 ((2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid)

3D SDF for HMDB0242646 ((2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid)

3D-SDF for HMDB0242646 ((2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid)

PDB for HMDB0242646 ((2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid)

3D PDB for HMDB0242646 ((2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid)

SMILES for HMDB0242646 ((2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid)

INCHI for HMDB0242646 ((2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid)

Structure for HMDB0242646 ((2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid)

3D Structure for HMDB0242646 ((2E)-2-[[(Z)-3-Phenylbut-2-enyl]hydrazinylidene]propanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra