Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:37:54 UTC

Update Date

2021-09-23 18:37:54 UTC

HMDB ID

HMDB0302549

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone

Description

4-(3-methyl-2-butenoxy)-iso-nitroso-acetophenone is a member of the class of compounds known as phenol ethers. Phenol ethers are aromatic compounds containing an ether group substituted with a benzene ring. 4-(3-methyl-2-butenoxy)-iso-nitroso-acetophenone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4-(3-methyl-2-butenoxy)-iso-nitroso-acetophenone can be found in sweet orange, which makes 4-(3-methyl-2-butenoxy)-iso-nitroso-acetophenone a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302549
     RDKit          3D
4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone
 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.0863   -0.8568    0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2300    0.5675    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5410    1.1420   -0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1848    1.3718    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643    0.7933    0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9061    0.9033   -0.3662 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3622    0.4247   -0.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3151    0.5174   -1.1419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6106    0.0228   -0.9261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9506   -0.5660    0.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2693   -1.0992    0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4266   -1.6218    1.7361 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4087   -1.1003   -0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4201   -0.6306   -1.4977 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5418   -0.6519   -2.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9745   -0.6607    1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7159   -0.1645    1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7504   -0.9770    1.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3335   -1.3891    0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0250   -1.4224    0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1311    0.3887   -0.7580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1469    1.4665    0.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4014    2.0126   -0.8197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2597    2.4206   -0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9714   -0.2464    1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5596    1.3802    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1418    0.9640   -2.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3463    0.1087   -1.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3478   -1.5379    0.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3650   -0.1716   -1.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1998   -1.1159    2.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0046   -0.2721    1.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 10 16  1  0
 16 17  2  0
 17  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  8 27  1  0
  9 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
M  END

  Mrv0541 02241212562D          

 17 17  0  0  0  0            999 V2000
   -1.1786    1.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930    1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786    0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4641    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4641    1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786    2.6223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4641    3.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4641    3.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2504    4.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2504    5.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9648    3.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4641   -1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930   -1.0902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4641   -1.9152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2504   -2.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  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  2  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302549

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCOC1=CC=C(C=C1)C(=O)\C=N\O

> <INCHI_IDENTIFIER>
InChI=1S/C13H15NO3/c1-10(2)7-8-17-12-5-3-11(4-6-12)13(15)9-14-16/h3-7,9,16H,8H2,1-2H3/b14-9+

> <INCHI_KEY>
DIKOBVULVNJCCO-NTEUORMPSA-N

> <FORMULA>
C13H15NO3

> <MOLECULAR_WEIGHT>
233.2631

> <EXACT_MASS>
233.105193351

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
25.509182194398534

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-2-(N-hydroxyimino)-1-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethan-1-one

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
2.8336186206666674

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.968372424143226

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.558649108917832

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9196047900832481

> <JCHEM_POLAR_SURFACE_AREA>
58.89

> <JCHEM_REFRACTIVITY>
66.7202

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.47e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-2-(N-hydroxyimino)-1-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302549
     RDKit          3D
4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone
 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.0863   -0.8568    0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2300    0.5675    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5410    1.1420   -0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1848    1.3718    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643    0.7933    0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9061    0.9033   -0.3662 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3622    0.4247   -0.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3151    0.5174   -1.1419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6106    0.0228   -0.9261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9506   -0.5660    0.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2693   -1.0992    0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4266   -1.6218    1.7361 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4087   -1.1003   -0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4201   -0.6306   -1.4977 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5418   -0.6519   -2.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9745   -0.6607    1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7159   -0.1645    1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7504   -0.9770    1.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3335   -1.3891    0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0250   -1.4224    0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1311    0.3887   -0.7580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1469    1.4665    0.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4014    2.0126   -0.8197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2597    2.4206   -0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9714   -0.2464    1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5596    1.3802    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1418    0.9640   -2.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3463    0.1087   -1.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3478   -1.5379    0.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3650   -0.1716   -1.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1998   -1.1159    2.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0046   -0.2721    1.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 10 16  1  0
 16 17  2  0
 17  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  8 27  1  0
  9 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.200   3.355   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.534   2.585   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.534   1.045   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.200   0.275   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.866   1.045   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.866   2.585   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.200   4.895   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.866   5.665   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.866   7.205   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.467   7.975   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.467   9.515   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.801   7.205   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.200  -1.265   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.866  -2.035   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.534  -2.035   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      -0.866  -3.575   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       0.467  -4.345   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    4   14   15                                                  
CONECT   14   13   16                                                       
CONECT   15   13                                                            
CONECT   16   14   17                                                       
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0302549
HETATM    1  C1  UNL     1      -4.086  -0.857   0.624  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.230   0.568   0.243  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.541   1.142  -0.159  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.185   1.372   0.250  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.864   0.793   0.654  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.906   0.903  -0.366  1.00  0.00           O  
HETATM    7  C6  UNL     1       0.362   0.425  -0.169  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.315   0.517  -1.142  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.611   0.023  -0.926  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.951  -0.566   0.269  1.00  0.00           C  
HETATM   11  C10 UNL     1       4.269  -1.099   0.563  1.00  0.00           C  
HETATM   12  O2  UNL     1       4.427  -1.622   1.736  1.00  0.00           O  
HETATM   13  C11 UNL     1       5.409  -1.100  -0.324  1.00  0.00           C  
HETATM   14  N1  UNL     1       5.420  -0.631  -1.498  1.00  0.00           N  
HETATM   15  O3  UNL     1       6.542  -0.652  -2.320  1.00  0.00           O  
HETATM   16  C12 UNL     1       1.975  -0.661   1.266  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.716  -0.164   1.017  1.00  0.00           C  
HETATM   18  H1  UNL     1      -3.750  -0.977   1.683  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.333  -1.389   0.003  1.00  0.00           H  
HETATM   20  H3  UNL     1      -5.025  -1.422   0.533  1.00  0.00           H  
HETATM   21  H4  UNL     1      -6.131   0.389  -0.758  1.00  0.00           H  
HETATM   22  H5  UNL     1      -6.147   1.466   0.707  1.00  0.00           H  
HETATM   23  H6  UNL     1      -5.401   2.013  -0.820  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.260   2.421  -0.025  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.971  -0.246   1.002  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.560   1.380   1.566  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.142   0.964  -2.115  1.00  0.00           H  
HETATM   28  H11 UNL     1       3.346   0.109  -1.713  1.00  0.00           H  
HETATM   29  H12 UNL     1       6.348  -1.538   0.029  1.00  0.00           H  
HETATM   30  H13 UNL     1       7.365  -0.172  -1.948  1.00  0.00           H  
HETATM   31  H14 UNL     1       2.200  -1.116   2.219  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.005  -0.272   1.846  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4    4
CONECT    3   21   22   23
CONECT    4    5   24
CONECT    5    6   25   26
CONECT    6    7
CONECT    7    8    8   17
CONECT    8    9   27
CONECT    9   10   10   28
CONECT   10   11   16
CONECT   11   12   12   13
CONECT   13   14   14   29
CONECT   14   15
CONECT   15   30
CONECT   16   17   17   31
CONECT   17   32
END

HMDB0302549
     RDKit          3D
4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone
 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.0863   -0.8568    0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2300    0.5675    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5410    1.1420   -0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1848    1.3718    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643    0.7933    0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9061    0.9033   -0.3662 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3622    0.4247   -0.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3151    0.5174   -1.1419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6106    0.0228   -0.9261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9506   -0.5660    0.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2693   -1.0992    0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4266   -1.6218    1.7361 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4087   -1.1003   -0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4201   -0.6306   -1.4977 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5418   -0.6519   -2.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9745   -0.6607    1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7159   -0.1645    1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7504   -0.9770    1.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3335   -1.3891    0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0250   -1.4224    0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1311    0.3887   -0.7580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1469    1.4665    0.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4014    2.0126   -0.8197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2597    2.4206   -0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9714   -0.2464    1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5596    1.3802    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1418    0.9640   -2.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3463    0.1087   -1.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3478   -1.5379    0.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3650   -0.1716   -1.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1998   -1.1159    2.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0046   -0.2721    1.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 10 16  1  0
 16 17  2  0
 17  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  8 27  1  0
  9 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₁₅NO₃

Average Molecular Weight

233.2631

Monoisotopic Molecular Weight

233.105193351

IUPAC Name

(2E)-2-(N-hydroxyimino)-1-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethan-1-one

Traditional Name

(2E)-2-(N-hydroxyimino)-1-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethanone

CAS Registry Number

Not Available

SMILES

CC(C)=CCOC1=CC=C(C=C1)C(=O)\C=N\O

InChI Identifier

InChI=1S/C13H15NO3/c1-10(2)7-8-17-12-5-3-11(4-6-12)13(15)9-14-16/h3-7,9,16H,8H2,1-2H3/b14-9+

InChI Key

DIKOBVULVNJCCO-NTEUORMPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Benzoyl
Aryl ketone
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Ketone
Aldoxime
Ether
Oxime
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302549)

Food

Fruit

Citrus

Sweet orange (FooDB: FOOD00057)

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	2.16	ALOGPS
logP	2.83	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.56	ChemAxon
pKa (Strongest Basic)	-0.92	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	58.89 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	66.72 m³·mol⁻¹	ChemAxon
Polarizability	25.51 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
AllCCS	[M+H]+	151.913	32859911
AllCCS	[M+H-H2O]+	148.207	32859911
AllCCS	[M+Na]+	156.347	32859911
AllCCS	[M+NH4]+	155.356	32859911
AllCCS	[M-H]-	156.391	32859911
AllCCS	[M+Na-2H]-	156.477	32859911
AllCCS	[M+HCOO]-	156.676	32859911
DeepCCS	[M+H]+	151.498	30932474
DeepCCS	[M-H]-	149.14	30932474
DeepCCS	[M-2H]-	183.168	30932474
DeepCCS	[M+Na]+	159.046	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone 10V, Positive-QTOF	splash10-001i-1290000000-e7b737ff87e4b8f7539d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone 20V, Positive-QTOF	splash10-0gb9-8890000000-df1cff95a524c8a3f852	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone 40V, Positive-QTOF	splash10-014i-9500000000-5286c8c559627e95fd5f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone 10V, Negative-QTOF	splash10-001i-1490000000-c014560f136460de1767	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone 20V, Negative-QTOF	splash10-03di-5930000000-5e0a7a482858ff2d89c5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone 40V, Negative-QTOF	splash10-0005-6900000000-c1bae51a6af120f9ac2c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone 10V, Positive-QTOF	splash10-0159-0930000000-83b7ad44382fc95bb1a1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone 20V, Positive-QTOF	splash10-014i-5930000000-0d0744dbcb4e56a9455b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone 40V, Positive-QTOF	splash10-00kf-8900000000-562654165cbcdefadd18	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone 10V, Negative-QTOF	splash10-01pk-0920000000-f4c2e9eac740c2b999b0	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone 20V, Negative-QTOF	splash10-006t-2920000000-c139a56f910f7dbab6b1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone 40V, Negative-QTOF	splash10-00dj-1900000000-6364058e005b19683f67	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005088

KNApSAcK ID

C00040826

Chemspider ID

4947380

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6443357

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

Not Available

Showing metabocard for 4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone (HMDB0302549)

MOL for HMDB0302549 (4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone)

3D MOL for HMDB0302549 (4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone)

3D SDF for HMDB0302549 (4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone)

3D-SDF for HMDB0302549 (4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone)

PDB for HMDB0302549 (4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone)

3D PDB for HMDB0302549 (4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone)

SMILES for HMDB0302549 (4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone)

INCHI for HMDB0302549 (4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone)

Structure for HMDB0302549 (4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone)

3D Structure for HMDB0302549 (4-(3-Methyl-2-butenoxy)-iso-nitroso-acetophenone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra