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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:05:52 UTC

Update Date

2023-02-21 17:25:00 UTC

HMDB ID

HMDB0036031

Secondary Accession Numbers

HMDB36031

Metabolite Identification

Common Name

Labienoxime

Description

Labienoxime belongs to the class of organic compounds known as ketoximes. These are organic compounds with the general formula RC(R')=NOH (R,R' = organyl). Labienoxime is a cassis, grapefruit, and green tasting compound. Based on a literature review very few articles have been published on Labienoxime.

Structure

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

HMDB0036031
     RDKit          3D
Labienoxime
 38 37  0  0  0  0  0  0  0  0999 V2000
    3.4051    2.3181    1.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233    2.3412    1.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0750    1.2068    0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8123   -0.0673    0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0548    1.2603   -0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7290    0.1039   -1.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6708   -0.4226   -1.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6520    0.6539   -1.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -1.4422   -2.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1159   -1.0147   -0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5151   -2.2215   -0.0495 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6006   -3.1066   -1.0622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1464   -0.2859    1.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6271   -1.2786    2.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1872    0.8086    1.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6648    3.1925    2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0160    1.4551    2.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8466    3.2484    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2815   -0.3294   -0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5968   -0.1279    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0762   -0.8821    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5388    2.2160   -0.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085   -0.7631   -1.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8937    0.4016   -2.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5680    1.5688   -1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    0.2340   -1.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3549    0.8719   -2.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0188   -2.2496   -2.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7073   -1.7179   -2.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2484   -0.8610   -3.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3745   -4.0864   -0.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1855    0.1380    1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1759   -0.9299    3.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1817   -2.2510    2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7368   -1.2911    2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9748    0.6457    0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7428    1.8228    1.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7119    0.8409    2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  4 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
M  END


  Mrv0541 02241214522D          

 15 14  0  0  0  0            999 V2000
   -2.8584    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -0.4123    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
    0.7146   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1269   -1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3023   -1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291    0.8245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146    1.2368    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 10  1  0  0  0  0
  3  4  1  0  0  0  0
  3 13  2  0  0  0  0
  4  5  1  0  0  0  0
  4 11  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7 14  1  0  0  0  0
  8  9  2  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036031

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(=N\O)\C(C)(C)C\C=C(/C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C13H23NO/c1-7-11(4)8-9-13(5,6)12(14-15)10(2)3/h7-8,10,15H,1,9H2,2-6H3/b11-8+,14-12-

> <INCHI_KEY>
MEJYWDUBOCZFFS-FENWIEIGSA-N

> <FORMULA>
C13H23NO

> <MOLECULAR_WEIGHT>
209.3278

> <EXACT_MASS>
209.177964363

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
25.222475799524737

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(Z)-N-[(6E)-2,4,4,7-tetramethylnona-6,8-dien-3-ylidene]hydroxylamine

> <ALOGPS_LOGP>
4.26

> <JCHEM_LOGP>
4.514544435666668

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.729676454701037

> <JCHEM_PKA_STRONGEST_BASIC>
2.9626978053016124

> <JCHEM_POLAR_SURFACE_AREA>
32.59

> <JCHEM_REFRACTIVITY>
66.767

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(Z)-N-[(6E)-2,4,4,7-tetramethylnona-6,8-dien-3-ylidene]hydroxylamine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036031
     RDKit          3D
Labienoxime
 38 37  0  0  0  0  0  0  0  0999 V2000
    3.4051    2.3181    1.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233    2.3412    1.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0750    1.2068    0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8123   -0.0673    0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0548    1.2603   -0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7290    0.1039   -1.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6708   -0.4226   -1.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6520    0.6539   -1.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -1.4422   -2.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1159   -1.0147   -0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5151   -2.2215   -0.0495 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6006   -3.1066   -1.0622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1464   -0.2859    1.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6271   -1.2786    2.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1872    0.8086    1.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6648    3.1925    2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0160    1.4551    2.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8466    3.2484    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2815   -0.3294   -0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5968   -0.1279    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0762   -0.8821    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5388    2.2160   -0.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085   -0.7631   -1.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8937    0.4016   -2.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5680    1.5688   -1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    0.2340   -1.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3549    0.8719   -2.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0188   -2.2496   -2.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7073   -1.7179   -2.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2484   -0.8610   -3.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3745   -4.0864   -0.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1855    0.1380    1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1759   -0.9299    3.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1817   -2.2510    2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7368   -1.2911    2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9748    0.6457    0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7428    1.8228    1.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7119    0.8409    2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  4 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  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      -5.336   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.002  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.668   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.668   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.002  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.336   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.002  -2.309   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.104  -2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.564  -2.104   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -2.668   1.539   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.668   1.539   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.334   2.309   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5   11   12                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    2                                                            
CONECT   11    4                                                            
CONECT   12    4                                                            
CONECT   13    3   15                                                       
CONECT   14    7                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0036031
HETATM    1  C1  UNL     1       3.405   2.318   1.961  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.423   2.341   1.109  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.075   1.207   0.298  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.812  -0.067   0.384  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.055   1.260  -0.576  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.729   0.104  -1.377  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.671  -0.423  -1.332  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.652   0.654  -1.789  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.707  -1.442  -2.496  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.116  -1.015  -0.078  1.00  0.00           C  
HETATM   11  N1  UNL     1      -1.515  -2.222  -0.050  1.00  0.00           N  
HETATM   12  O1  UNL     1      -1.601  -3.107  -1.062  1.00  0.00           O  
HETATM   13  C11 UNL     1      -1.146  -0.286   1.223  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.627  -1.279   2.298  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.187   0.809   1.220  1.00  0.00           C  
HETATM   16  H1  UNL     1       3.665   3.193   2.578  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.016   1.455   2.113  1.00  0.00           H  
HETATM   18  H3  UNL     1       1.847   3.248   1.005  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.282  -0.329  -0.601  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.597  -0.128   1.120  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.076  -0.882   0.668  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.539   2.216  -0.605  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.408  -0.763  -1.229  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.894   0.402  -2.459  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.568   1.569  -1.221  1.00  0.00           H  
HETATM   26  H11 UNL     1      -2.657   0.234  -1.822  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.355   0.872  -2.848  1.00  0.00           H  
HETATM   28  H13 UNL     1       0.019  -2.250  -2.326  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.707  -1.718  -2.793  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.248  -0.861  -3.370  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.374  -4.086  -0.883  1.00  0.00           H  
HETATM   32  H17 UNL     1      -0.185   0.138   1.524  1.00  0.00           H  
HETATM   33  H18 UNL     1      -1.176  -0.930   3.245  1.00  0.00           H  
HETATM   34  H19 UNL     1      -1.182  -2.251   2.035  1.00  0.00           H  
HETATM   35  H20 UNL     1      -2.737  -1.291   2.334  1.00  0.00           H  
HETATM   36  H21 UNL     1      -2.975   0.646   0.470  1.00  0.00           H  
HETATM   37  H22 UNL     1      -1.743   1.823   1.102  1.00  0.00           H  
HETATM   38  H23 UNL     1      -2.712   0.841   2.228  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3   18
CONECT    3    4    5    5
CONECT    4   19   20   21
CONECT    5    6   22
CONECT    6    7   23   24
CONECT    7    8    9   10
CONECT    8   25   26   27
CONECT    9   28   29   30
CONECT   10   11   11   13
CONECT   11   12
CONECT   12   31
CONECT   13   14   15   32
CONECT   14   33   34   35
CONECT   15   36   37   38
END

HMDB0036031
     RDKit          3D
Labienoxime
 38 37  0  0  0  0  0  0  0  0999 V2000
    3.4051    2.3181    1.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233    2.3412    1.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0750    1.2068    0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8123   -0.0673    0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0548    1.2603   -0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7290    0.1039   -1.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6708   -0.4226   -1.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6520    0.6539   -1.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -1.4422   -2.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1159   -1.0147   -0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5151   -2.2215   -0.0495 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6006   -3.1066   -1.0622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1464   -0.2859    1.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6271   -1.2786    2.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1872    0.8086    1.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6648    3.1925    2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0160    1.4551    2.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8466    3.2484    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2815   -0.3294   -0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5968   -0.1279    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0762   -0.8821    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5388    2.2160   -0.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085   -0.7631   -1.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8937    0.4016   -2.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5680    1.5688   -1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    0.2340   -1.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3549    0.8719   -2.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0188   -2.2496   -2.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7073   -1.7179   -2.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2484   -0.8610   -3.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3745   -4.0864   -0.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1855    0.1380    1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1759   -0.9299    3.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1817   -2.2510    2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7368   -1.2911    2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9748    0.6457    0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7428    1.8228    1.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7119    0.8409    2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  4 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,4,4,7-Tetramethylnona-6,8-dien-3-one oxime	HMDB
6,8-Nonadien-3-one, 2,4,4,7-tetramethyl-, oxime	HMDB

Chemical Formula

C₁₃H₂₃NO

Average Molecular Weight

209.3278

Monoisotopic Molecular Weight

209.177964363

IUPAC Name

(Z)-N-[(6E)-2,4,4,7-tetramethylnona-6,8-dien-3-ylidene]hydroxylamine

Traditional Name

(Z)-N-[(6E)-2,4,4,7-tetramethylnona-6,8-dien-3-ylidene]hydroxylamine

CAS Registry Number

81783-01-9

SMILES

CC(C)C(=N\O)\C(C)(C)C\C=C(/C)C=C

InChI Identifier

InChI=1S/C13H23NO/c1-7-11(4)8-9-13(5,6)12(14-15)10(2)3/h7-8,10,15H,1,9H2,2-6H3/b11-8+,14-12-

InChI Key

MEJYWDUBOCZFFS-FENWIEIGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketoximes. These are organic compounds with the general formula RC(R')=NOH (R,R' = organyl).

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Oximes

Direct Parent

Ketoximes

Alternative Parents

Substituents

Ketoxime
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0036031)
Cell membrane (HMDB: HMDB0036031)

Source

Exogenous

Food

Food (HMDB: HMDB0036031)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036031)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	306.62 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.61 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.140	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.053 g/L	ALOGPS
logP	4.26	ALOGPS
logP	4.51	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	10.73	ChemAxon
pKa (Strongest Basic)	2.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.59 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	66.77 m³·mol⁻¹	ChemAxon
Polarizability	25.22 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	152.464	31661259
DarkChem	[M-H]-	149.065	31661259
DeepCCS	[M+H]+	157.535	30932474
DeepCCS	[M-H]-	155.177	30932474
DeepCCS	[M-2H]-	188.063	30932474
DeepCCS	[M+Na]+	163.628	30932474
AllCCS	[M+H]+	149.9	32859911
AllCCS	[M+H-H2O]+	146.3	32859911
AllCCS	[M+NH4]+	153.3	32859911
AllCCS	[M+Na]+	154.2	32859911
AllCCS	[M-H]-	152.9	32859911
AllCCS	[M+Na-2H]-	154.0	32859911
AllCCS	[M+HCOO]-	155.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Labienoxime	CC(C)C(=N\O)\C(C)(C)C\C=C(/C)C=C	2080.8	Standard polar	33892256
Labienoxime	CC(C)C(=N\O)\C(C)(C)C\C=C(/C)C=C	1472.6	Standard non polar	33892256
Labienoxime	CC(C)C(=N\O)\C(C)(C)C\C=C(/C)C=C	1530.4	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 - Labienoxime GC-MS (Non-derivatized) - 70eV, Positive	splash10-007o-9600000000-ba67860127708e6ff78f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labienoxime 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 - Labienoxime 10V, Positive-QTOF	splash10-03di-2590000000-7ebf1d080497b2b2e0dd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labienoxime 20V, Positive-QTOF	splash10-0hi6-6910000000-da22db54becea80ec5f5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labienoxime 40V, Positive-QTOF	splash10-0v00-9500000000-f85c8d075c7b2c5efeec	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labienoxime 10V, Negative-QTOF	splash10-0a4i-1190000000-076cb201817f32b5e346	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labienoxime 20V, Negative-QTOF	splash10-0a4i-6790000000-a4fa3a84780a32b04cf6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labienoxime 40V, Negative-QTOF	splash10-00xu-6900000000-67afd501022e57a745a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labienoxime 10V, Positive-QTOF	splash10-03mr-7940000000-e9d09cbe6cbe75011f1f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labienoxime 20V, Positive-QTOF	splash10-070i-9400000000-7488b6d02a89f706c4ee	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labienoxime 40V, Positive-QTOF	splash10-0a4j-9200000000-ce5ccaafb218671d97d0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labienoxime 10V, Negative-QTOF	splash10-0a4i-0190000000-9f156aec99eff2399b6c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labienoxime 20V, Negative-QTOF	splash10-0ab9-2960000000-5c6e17ddcd3e64538d0c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labienoxime 40V, Negative-QTOF	splash10-066s-6900000000-979afbf1350b1f868ecb	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB014850

KNApSAcK ID

Not Available

Chemspider ID

30777155

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6432934

PDB ID

Not Available

ChEBI ID

172451

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1131061

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Labienoxime (HMDB0036031)

MOL for HMDB0036031 (Labienoxime)

3D MOL for HMDB0036031 (Labienoxime)

3D SDF for HMDB0036031 (Labienoxime)

3D-SDF for HMDB0036031 (Labienoxime)

PDB for HMDB0036031 (Labienoxime)

3D PDB for HMDB0036031 (Labienoxime)

SMILES for HMDB0036031 (Labienoxime)

INCHI for HMDB0036031 (Labienoxime)

Structure for HMDB0036031 (Labienoxime)

3D Structure for HMDB0036031 (Labienoxime)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra