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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:02:13 UTC

Update Date

2021-09-23 18:02:14 UTC

HMDB ID

HMDB0302471

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Vanillyl octanamide

Description

Vanillyl octanamide is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Vanillyl octanamide is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Vanillyl octanamide can be found in a number of food items such as green bell pepper, pepper (c. annuum), red bell pepper, and orange bell pepper, which makes vanillyl octanamide a potential biomarker for the consumption of these food products.

Structure

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

HMDB0302471
     RDKit          3D
Vanillyl octanamide
 45 45  0  0  0  0  0  0  0  0999 V2000
   -6.6947    0.2345    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2939    0.7028    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5046   -0.4038    1.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1347    0.0657    1.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856    0.5268    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2419   -0.5827   -0.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5159   -0.1492   -2.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853    0.3287   -1.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468   -0.6684   -1.1240 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137   -0.9711   -0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8235   -2.3096   -0.1341 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8739   -0.1078   -0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761    1.1967   -0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0198    1.9494   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1373    1.4178   -0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2999    2.1631    0.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1696    0.1078    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2603   -0.4420    0.9882 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3697   -1.7547    1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0287   -0.6228    0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3495    1.1126    0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6672   -0.2583   -0.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0872   -0.4786    0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8256    1.0089   -0.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3199    1.5688    1.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5043   -1.3335    0.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0229   -0.6588    2.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1110    0.8909    2.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5379   -0.7713    1.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8846    1.4178   -0.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3582    0.8501    0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6268   -1.3939   -0.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2340   -1.0122   -1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4060   -1.0033   -2.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9802    0.6731   -2.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    1.2335   -1.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3670    0.7426   -2.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524   -3.0212   -0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0204    1.6624   -1.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0312    2.9988   -0.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2865    3.1214   -0.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4000   -1.9889    1.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3876   -2.4359    0.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2344   -1.9434    2.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0231   -1.6629    0.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 11 38  1  0
 13 39  1  0
 14 40  1  0
 16 41  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
M  END

  Mrv1533007301516532D          

 20 20  0  0  0  0            999 V2000
   -4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  2  0  0  0  0
 14 10  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  2  0  0  0  0
 16 13  1  0  0  0  0
 17 11  1  4  0  0  0
 17 16  2  0  0  0  0
 18 14  1  0  0  0  0
 19 16  1  0  0  0  0
 20  2  1  0  0  0  0
 20 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302471

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCN=C(O)C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H25NO3/c1-3-4-5-6-7-8-11-17-16(19)13-9-10-14(18)15(12-13)20-2/h9-10,12,18H,3-8,11H2,1-2H3,(H,17,19)

> <INCHI_KEY>
CMUQEPIYTHQKDV-UHFFFAOYSA-N

> <FORMULA>
C16H25NO3

> <MOLECULAR_WEIGHT>
279.38

> <EXACT_MASS>
279.183443669

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.39760280724049

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-3-methoxy-N-octylbenzene-1-carboximidic acid

> <ALOGPS_LOGP>
4.37

> <JCHEM_LOGP>
4.508103390333333

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.332346292150795

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.406795373363652

> <JCHEM_PKA_STRONGEST_BASIC>
5.202870303961093

> <JCHEM_POLAR_SURFACE_AREA>
62.05000000000001

> <JCHEM_REFRACTIVITY>
81.2765

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-3-methoxy-N-octylbenzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302471
     RDKit          3D
Vanillyl octanamide
 45 45  0  0  0  0  0  0  0  0999 V2000
   -6.6947    0.2345    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2939    0.7028    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5046   -0.4038    1.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1347    0.0657    1.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856    0.5268    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2419   -0.5827   -0.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5159   -0.1492   -2.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853    0.3287   -1.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468   -0.6684   -1.1240 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137   -0.9711   -0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8235   -2.3096   -0.1341 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8739   -0.1078   -0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761    1.1967   -0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0198    1.9494   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1373    1.4178   -0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2999    2.1631    0.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1696    0.1078    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2603   -0.4420    0.9882 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3697   -1.7547    1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0287   -0.6228    0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3495    1.1126    0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6672   -0.2583   -0.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0872   -0.4786    0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8256    1.0089   -0.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3199    1.5688    1.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5043   -1.3335    0.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0229   -0.6588    2.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1110    0.8909    2.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5379   -0.7713    1.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8846    1.4178   -0.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3582    0.8501    0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6268   -1.3939   -0.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2340   -1.0122   -1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4060   -1.0033   -2.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9802    0.6731   -2.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    1.2335   -1.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3670    0.7426   -2.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524   -3.0212   -0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0204    1.6624   -1.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0312    2.9988   -0.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2865    3.1214   -0.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4000   -1.9889    1.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3876   -2.4359    0.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2344   -1.9434    2.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0231   -1.6629    0.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 11 38  1  0
 13 39  1  0
 14 40  1  0
 16 41  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
M  END

HEADER    PROTEIN                                 30-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUL-15         0                                  
HETATM    1  C   UNK     0      -8.002  12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  16.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  12.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  12.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  12.320   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  14.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.667  12.320   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       9.336  14.630   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001  10.010   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668  16.170   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   20                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   11                                                       
CONECT    9   10   13                                                       
CONECT   10    9   14                                                       
CONECT   11    8   17                                                       
CONECT   12   13   15                                                       
CONECT   13    9   12   16                                                  
CONECT   14   10   15   18                                                  
CONECT   15   12   14   20                                                  
CONECT   16   13   17   19                                                  
CONECT   17   11   16                                                       
CONECT   18   14                                                            
CONECT   19   16                                                            
CONECT   20    2   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0302471
HETATM    1  C1  UNL     1      -6.695   0.234   0.038  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.294   0.703   0.387  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.505  -0.404   1.029  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.135   0.066   1.377  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.386   0.527   0.150  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.242  -0.583  -0.867  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.516  -0.149  -2.090  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.085   0.329  -1.732  1.00  0.00           C  
HETATM    9  N1  UNL     1       0.647  -0.668  -1.124  1.00  0.00           N  
HETATM   10  C9  UNL     1       1.714  -0.971  -0.610  1.00  0.00           C  
HETATM   11  O1  UNL     1       1.824  -2.310  -0.134  1.00  0.00           O  
HETATM   12  C10 UNL     1       2.874  -0.108  -0.437  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.876   1.197  -0.858  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.020   1.949  -0.656  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.137   1.418  -0.050  1.00  0.00           C  
HETATM   16  O2  UNL     1       6.300   2.163   0.162  1.00  0.00           O  
HETATM   17  C14 UNL     1       5.170   0.108   0.386  1.00  0.00           C  
HETATM   18  O3  UNL     1       6.260  -0.442   0.988  1.00  0.00           O  
HETATM   19  C15 UNL     1       6.370  -1.755   1.456  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.029  -0.623   0.179  1.00  0.00           C  
HETATM   21  H1  UNL     1      -7.349   1.113   0.025  1.00  0.00           H  
HETATM   22  H2  UNL     1      -6.667  -0.258  -0.954  1.00  0.00           H  
HETATM   23  H3  UNL     1      -7.087  -0.479   0.787  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.826   1.009  -0.587  1.00  0.00           H  
HETATM   25  H5  UNL     1      -5.320   1.569   1.067  1.00  0.00           H  
HETATM   26  H6  UNL     1      -4.504  -1.333   0.444  1.00  0.00           H  
HETATM   27  H7  UNL     1      -5.023  -0.659   2.000  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.111   0.891   2.100  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.538  -0.771   1.814  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.885   1.418  -0.247  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.358   0.850   0.501  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.627  -1.394  -0.373  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.234  -1.012  -1.089  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.406  -1.003  -2.769  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.980   0.673  -2.633  1.00  0.00           H  
HETATM   36  H16 UNL     1      -0.250   1.234  -1.107  1.00  0.00           H  
HETATM   37  H17 UNL     1       0.367   0.743  -2.687  1.00  0.00           H  
HETATM   38  H18 UNL     1       2.052  -3.021  -0.798  1.00  0.00           H  
HETATM   39  H19 UNL     1       2.020   1.662  -1.341  1.00  0.00           H  
HETATM   40  H20 UNL     1       4.031   2.999  -0.991  1.00  0.00           H  
HETATM   41  H21 UNL     1       6.286   3.121  -0.153  1.00  0.00           H  
HETATM   42  H22 UNL     1       5.400  -1.989   1.980  1.00  0.00           H  
HETATM   43  H23 UNL     1       6.388  -2.436   0.575  1.00  0.00           H  
HETATM   44  H24 UNL     1       7.234  -1.943   2.085  1.00  0.00           H  
HETATM   45  H25 UNL     1       4.023  -1.663   0.513  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   34   35
CONECT    8    9   36   37
CONECT    9   10   10
CONECT   10   11   12
CONECT   11   38
CONECT   12   13   13   20
CONECT   13   14   39
CONECT   14   15   15   40
CONECT   15   16   17
CONECT   16   41
CONECT   17   18   20   20
CONECT   18   19
CONECT   19   42   43   44
CONECT   20   45
END

HMDB0302471
     RDKit          3D
Vanillyl octanamide
 45 45  0  0  0  0  0  0  0  0999 V2000
   -6.6947    0.2345    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2939    0.7028    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5046   -0.4038    1.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1347    0.0657    1.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856    0.5268    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2419   -0.5827   -0.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5159   -0.1492   -2.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853    0.3287   -1.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468   -0.6684   -1.1240 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137   -0.9711   -0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8235   -2.3096   -0.1341 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8739   -0.1078   -0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761    1.1967   -0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0198    1.9494   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1373    1.4178   -0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2999    2.1631    0.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1696    0.1078    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2603   -0.4420    0.9882 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3697   -1.7547    1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0287   -0.6228    0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3495    1.1126    0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6672   -0.2583   -0.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0872   -0.4786    0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8256    1.0089   -0.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3199    1.5688    1.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5043   -1.3335    0.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0229   -0.6588    2.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1110    0.8909    2.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5379   -0.7713    1.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8846    1.4178   -0.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3582    0.8501    0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6268   -1.3939   -0.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2340   -1.0122   -1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4060   -1.0033   -2.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9802    0.6731   -2.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    1.2335   -1.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3670    0.7426   -2.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524   -3.0212   -0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0204    1.6624   -1.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0312    2.9988   -0.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2865    3.1214   -0.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4000   -1.9889    1.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3876   -2.4359    0.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2344   -1.9434    2.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0231   -1.6629    0.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 11 38  1  0
 13 39  1  0
 14 40  1  0
 16 41  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Hydroxy-3-methoxy-N-octylbenzene-1-carboximidate	Generator

Chemical Formula

C₁₆H₂₅NO₃

Average Molecular Weight

279.38

Monoisotopic Molecular Weight

279.183443669

IUPAC Name

4-hydroxy-3-methoxy-N-octylbenzene-1-carboximidic acid

Traditional Name

4-hydroxy-3-methoxy-N-octylbenzenecarboximidic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCN=C(O)C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C16H25NO3/c1-3-4-5-6-7-8-11-17-16(19)13-9-10-14(18)15(12-13)20-2/h9-10,12,18H,3-8,11H2,1-2H3,(H,17,19)

InChI Key

CMUQEPIYTHQKDV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Benzamide
Benzoic acid or derivatives
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Benzoyl
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Secondary carboxylic acid amide
Carboxamide group
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302471)

Not Available

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	4.37	ALOGPS
logP	4.51	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.41	ChemAxon
pKa (Strongest Basic)	5.2	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.05 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	81.28 m³·mol⁻¹	ChemAxon
Polarizability	33.4 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]+	169.27	32859911
AllCCS	[M+H-H2O]+	166.104	32859911
AllCCS	[M+Na]+	173.044	32859911
AllCCS	[M+NH4]+	172.202	32859911
AllCCS	[M-H]-	171.159	32859911
AllCCS	[M+Na-2H]-	171.888	32859911
AllCCS	[M+HCOO]-	172.816	32859911
DeepCCS	[M+H]+	177.076	30932474
DeepCCS	[M-H]-	174.718	30932474
DeepCCS	[M-2H]-	207.605	30932474
DeepCCS	[M+Na]+	183.169	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 - Vanillyl octanamide 10V, Positive-QTOF	splash10-001i-0590000000-8c98d78f8d4ea1c5e573	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillyl octanamide 20V, Positive-QTOF	splash10-0imi-2910000000-e068e26a15c7874faef4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillyl octanamide 40V, Positive-QTOF	splash10-0k96-9400000000-825c726ac9857e055781	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillyl octanamide 10V, Negative-QTOF	splash10-004i-0190000000-edb74db33c4064858de6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillyl octanamide 20V, Negative-QTOF	splash10-004i-1890000000-39412f7b35c7d2bd3eae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillyl octanamide 40V, Negative-QTOF	splash10-0w2c-4900000000-af8d3a27462722ee0cff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillyl octanamide 10V, Positive-QTOF	splash10-001i-0790000000-ed8f821630a62ce0a1e9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillyl octanamide 20V, Positive-QTOF	splash10-001i-6790000000-de037b85e2cadef901f7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillyl octanamide 40V, Positive-QTOF	splash10-0zfr-7900000000-7ddc7e1fe17677cd2c32	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillyl octanamide 10V, Negative-QTOF	splash10-004i-0090000000-252155a94205405740f3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillyl octanamide 20V, Negative-QTOF	splash10-0fb9-0940000000-b41af4fc4414ee29646c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillyl octanamide 40V, Negative-QTOF	splash10-0006-9400000000-5bf8fecfbaae05fbcffa	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

FDB004692

KNApSAcK ID

Not Available

Chemspider ID

38999

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Vanillyl octanamide (HMDB0302471)

MOL for HMDB0302471 (Vanillyl octanamide)

3D MOL for HMDB0302471 (Vanillyl octanamide)

3D SDF for HMDB0302471 (Vanillyl octanamide)

3D-SDF for HMDB0302471 (Vanillyl octanamide)

PDB for HMDB0302471 (Vanillyl octanamide)

3D PDB for HMDB0302471 (Vanillyl octanamide)

SMILES for HMDB0302471 (Vanillyl octanamide)

INCHI for HMDB0302471 (Vanillyl octanamide)

Structure for HMDB0302471 (Vanillyl octanamide)

3D Structure for HMDB0302471 (Vanillyl octanamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra