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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:27:32 UTC

Update Date

2022-03-07 02:54:52 UTC

HMDB ID

HMDB0036326

Secondary Accession Numbers

HMDB36326

Metabolite Identification

Common Name

N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide

Description

N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide 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. N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide has been detected, but not quantified in, several different foods, such as orange bell peppers (Capsicum annuum), yellow bell peppers (Capsicum annuum), red bell peppers (Capsicum annuum), italian sweet red peppers (Capsicum annuum), and herbs and spices. This could make N-[(4-hydroxy-3-methoxyphenyl)methyl]octanamide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide.

Structure

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

HMDB0036326
     RDKit          3D
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide
 45 45  0  0  0  0  0  0  0  0999 V2000
   -5.6659   -0.7514   -1.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9483   -0.0247   -0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6891   -0.8817    0.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728   -1.3464    0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411   -0.1585    0.9937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8944   -0.5873    1.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0473    0.6731    1.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042    0.3386    1.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8413   -0.8186    1.2567 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3013    1.4301    1.3128 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167    1.1779    1.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2308    0.7770    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4064    0.7096   -1.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977    0.3357   -2.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2404    0.0203   -2.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7041   -0.3476   -3.6850 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0963    0.0767   -1.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4486   -0.2412   -1.5060 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2701   -0.1607   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5567    0.4535   -0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4180   -1.5508   -1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6465   -0.0462   -2.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6400   -1.1747   -1.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3866    0.9237   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0349    0.2505   -0.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3826   -1.7429    0.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9248   -0.2740    1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1858   -1.9103    1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9905   -2.0612    0.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5620    0.3535    1.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4599    0.4912    0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6332   -1.0596    0.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6820   -1.2766    1.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2862    1.2555    2.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2193    1.3260    0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0055    2.4361    1.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9458    0.3739    2.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2879    2.0862    1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3399    0.9599   -0.9419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2349    0.2939   -3.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6711   -0.5778   -3.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0159   -0.9037    0.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3494   -0.2019   -0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1372    0.8543    0.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2088    0.5008    0.7023 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  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
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 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
 10 36  1  0
 11 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

  Mrv0541 02241218452D          

 20 20  0  0  0  0            999 V2000
   -3.9288    0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9288   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155   -1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5034   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5034    0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155    0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155    1.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6420    0.6178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7888   -1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0740   -0.6178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9288    1.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3607   -1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3539   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3607   -1.8548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686   -1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7832   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4980   -1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2127   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9274   -1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6420   -0.6178    0.0000 C   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
  1  8  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
  4  9  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7 11  1  0  0  0  0
  9 10  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036326

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1

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

> <INCHI_KEY>
JYZDUDMWJFJCON-UHFFFAOYSA-N

> <FORMULA>
C16H25NO3

> <MOLECULAR_WEIGHT>
279.3746

> <EXACT_MASS>
279.183443671

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
32.55124680560847

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(4-hydroxy-3-methoxyphenyl)methyl]octanamide

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
3.380003439666666

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.91578144682293

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.928691581558333

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5190927901182271

> <JCHEM_POLAR_SURFACE_AREA>
58.56

> <JCHEM_REFRACTIVITY>
80.0512

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(4-hydroxy-3-methoxyphenyl)methyl]octanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036326
     RDKit          3D
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide
 45 45  0  0  0  0  0  0  0  0999 V2000
   -5.6659   -0.7514   -1.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9483   -0.0247   -0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6891   -0.8817    0.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728   -1.3464    0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411   -0.1585    0.9937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8944   -0.5873    1.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0473    0.6731    1.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042    0.3386    1.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8413   -0.8186    1.2567 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3013    1.4301    1.3128 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167    1.1779    1.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2308    0.7770    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4064    0.7096   -1.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977    0.3357   -2.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2404    0.0203   -2.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7041   -0.3476   -3.6850 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0963    0.0767   -1.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4486   -0.2412   -1.5060 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2701   -0.1607   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5567    0.4535   -0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4180   -1.5508   -1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6465   -0.0462   -2.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6400   -1.1747   -1.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3866    0.9237   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0349    0.2505   -0.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3826   -1.7429    0.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9248   -0.2740    1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1858   -1.9103    1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9905   -2.0612    0.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5620    0.3535    1.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4599    0.4912    0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6332   -1.0596    0.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6820   -1.2766    1.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2862    1.2555    2.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2193    1.3260    0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0055    2.4361    1.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9458    0.3739    2.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2879    2.0862    1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3399    0.9599   -0.9419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2349    0.2939   -3.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6711   -0.5778   -3.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0159   -0.9037    0.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3494   -0.2019   -0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1372    0.8543    0.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2088    0.5008    0.7023 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  2  0
  8 10  1  0
 10 11  1  0
 11 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
 10 36  1  0
 11 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                                 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      -7.334   0.386   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.334  -1.153   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.002  -1.923   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.673  -1.153   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.673   0.386   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.002   1.153   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.002   2.692   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -8.665   1.153   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.339  -1.923   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -2.005  -1.153   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -7.334   3.462   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.673  -1.923   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.661  -1.153   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.673  -3.462   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.995  -1.923   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.329  -1.153   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.663  -1.923   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.997  -1.153   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.331  -1.923   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.665  -1.153   0.000  0.00  0.00           C+0
CONECT    1    2    6    8                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6   11                                                       
CONECT    8    1                                                            
CONECT    9    4   10                                                       
CONECT   10    9   12                                                       
CONECT   11    7                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12   15                                                       
CONECT   14   12                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0036326
HETATM    1  C1  UNL     1      -5.666  -0.751  -1.673  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.948  -0.025  -0.388  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.689  -0.882   0.832  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.273  -1.346   0.920  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.341  -0.158   0.994  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.894  -0.587   1.081  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.047   0.673   1.153  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.404   0.339   1.242  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.841  -0.819   1.257  1.00  0.00           O  
HETATM   10  N1  UNL     1       1.301   1.430   1.313  1.00  0.00           N  
HETATM   11  C9  UNL     1       2.717   1.178   1.401  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.231   0.777   0.055  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.406   0.710  -1.054  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.898   0.336  -2.296  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.240   0.020  -2.444  1.00  0.00           C  
HETATM   16  O2  UNL     1       4.704  -0.348  -3.685  1.00  0.00           O  
HETATM   17  C14 UNL     1       5.096   0.077  -1.355  1.00  0.00           C  
HETATM   18  O3  UNL     1       6.449  -0.241  -1.506  1.00  0.00           O  
HETATM   19  C15 UNL     1       7.270  -0.161  -0.345  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.557   0.454  -0.147  1.00  0.00           C  
HETATM   21  H1  UNL     1      -6.418  -1.551  -1.887  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.646  -0.046  -2.507  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.640  -1.175  -1.587  1.00  0.00           H  
HETATM   24  H4  UNL     1      -5.387   0.924  -0.381  1.00  0.00           H  
HETATM   25  H5  UNL     1      -7.035   0.251  -0.342  1.00  0.00           H  
HETATM   26  H6  UNL     1      -6.383  -1.743   0.782  1.00  0.00           H  
HETATM   27  H7  UNL     1      -5.925  -0.274   1.714  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.186  -1.910   1.895  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.990  -2.061   0.128  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.562   0.353   1.972  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.460   0.491   0.128  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.633  -1.060   0.089  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.682  -1.277   1.904  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.286   1.256   2.080  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.219   1.326   0.299  1.00  0.00           H  
HETATM   36  H16 UNL     1       1.005   2.436   1.305  1.00  0.00           H  
HETATM   37  H17 UNL     1       2.946   0.374   2.150  1.00  0.00           H  
HETATM   38  H18 UNL     1       3.288   2.086   1.719  1.00  0.00           H  
HETATM   39  H19 UNL     1       1.340   0.960  -0.942  1.00  0.00           H  
HETATM   40  H20 UNL     1       2.235   0.294  -3.128  1.00  0.00           H  
HETATM   41  H21 UNL     1       5.671  -0.578  -3.805  1.00  0.00           H  
HETATM   42  H22 UNL     1       7.016  -0.904   0.420  1.00  0.00           H  
HETATM   43  H23 UNL     1       8.349  -0.202  -0.613  1.00  0.00           H  
HETATM   44  H24 UNL     1       7.137   0.854   0.130  1.00  0.00           H  
HETATM   45  H25 UNL     1       5.209   0.501   0.702  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    9   10
CONECT   10   11   36
CONECT   11   12   37   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

HMDB0036326
     RDKit          3D
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide
 45 45  0  0  0  0  0  0  0  0999 V2000
   -5.6659   -0.7514   -1.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9483   -0.0247   -0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6891   -0.8817    0.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728   -1.3464    0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411   -0.1585    0.9937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8944   -0.5873    1.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0473    0.6731    1.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042    0.3386    1.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8413   -0.8186    1.2567 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3013    1.4301    1.3128 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167    1.1779    1.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2308    0.7770    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4064    0.7096   -1.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977    0.3357   -2.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2404    0.0203   -2.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7041   -0.3476   -3.6850 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0963    0.0767   -1.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4486   -0.2412   -1.5060 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2701   -0.1607   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5567    0.4535   -0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4180   -1.5508   -1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6465   -0.0462   -2.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6400   -1.1747   -1.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3866    0.9237   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0349    0.2505   -0.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3826   -1.7429    0.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9248   -0.2740    1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1858   -1.9103    1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9905   -2.0612    0.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5620    0.3535    1.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4599    0.4912    0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6332   -1.0596    0.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6820   -1.2766    1.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2862    1.2555    2.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2193    1.3260    0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0055    2.4361    1.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9458    0.3739    2.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2879    2.0862    1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3399    0.9599   -0.9419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2349    0.2939   -3.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6711   -0.5778   -3.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0159   -0.9037    0.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3494   -0.2019   -0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1372    0.8543    0.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2088    0.5008    0.7023 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  2  0
  8 10  1  0
 10 11  1  0
 11 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
 10 36  1  0
 11 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
N-((4-Hydroxy-3-methoxyphenyl)methyl)-octanamide	HMDB
N-((4-Hydroxy-3-methoxyphenyl)methyl)octanamide	HMDB
N-Vanillyl octanamide	HMDB
N-Vanillyl-octanamide	HMDB
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide, 9ci	HMDB
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanimidate	Generator

Chemical Formula

C₁₆H₂₅NO₃

Average Molecular Weight

279.3746

Monoisotopic Molecular Weight

279.183443671

IUPAC Name

N-[(4-hydroxy-3-methoxyphenyl)methyl]octanamide

Traditional Name

N-[(4-hydroxy-3-methoxyphenyl)methyl]octanamide

CAS Registry Number

58493-47-3

SMILES

CCCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1

InChI Identifier

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

InChI Key

JYZDUDMWJFJCON-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
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Fatty acyl
Fatty amide
N-acyl-amine
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Ether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

an alkaloid (CPD-9180 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036326)

Source

Endogenous

Endogenous (HMDB: HMDB0036326)

Plant

Plant (HMDB: HMDB0036326)

Exogenous

Food

Food (HMDB: HMDB0036326)

Vegetable

Fruit vegetable

Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Orange bell pepper (FooDB: FOOD00879)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0036326)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036326)

Role

Biological role

Energy source (HMDB: HMDB0036326)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036326)

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	24.41 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.051 g/L	ALOGPS
logP	3.47	ALOGPS
logP	3.38	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.93	ChemAxon
pKa (Strongest Basic)	-0.52	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.56 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	80.05 m³·mol⁻¹	ChemAxon
Polarizability	32.55 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
DarkChem	[M+H]+	170.269	31661259
DarkChem	[M-H]-	168.64	31661259
DeepCCS	[M+H]+	174.891	30932474
DeepCCS	[M-H]-	172.533	30932474
DeepCCS	[M-2H]-	205.419	30932474
DeepCCS	[M+Na]+	180.984	30932474
AllCCS	[M+H]+	169.3	32859911
AllCCS	[M+H-H2O]+	166.1	32859911
AllCCS	[M+NH4]+	172.2	32859911
AllCCS	[M+Na]+	173.1	32859911
AllCCS	[M-H]-	171.2	32859911
AllCCS	[M+Na-2H]-	171.9	32859911
AllCCS	[M+HCOO]-	172.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide	CCCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1	3593.9	Standard polar	33892256
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide	CCCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1	2378.8	Standard non polar	33892256
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide	CCCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1	2436.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide,1TMS,isomer #1	CCCCCCCC(=O)NCC1=CC=C(O[Si](C)(C)C)C(OC)=C1	2508.5	Semi standard non polar	33892256
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide,1TMS,isomer #2	CCCCCCCC(=O)N(CC1=CC=C(O)C(OC)=C1)[Si](C)(C)C	2361.6	Semi standard non polar	33892256
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide,2TMS,isomer #1	CCCCCCCC(=O)N(CC1=CC=C(O[Si](C)(C)C)C(OC)=C1)[Si](C)(C)C	2421.6	Semi standard non polar	33892256
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide,2TMS,isomer #1	CCCCCCCC(=O)N(CC1=CC=C(O[Si](C)(C)C)C(OC)=C1)[Si](C)(C)C	2407.8	Standard non polar	33892256
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide,1TBDMS,isomer #1	CCCCCCCC(=O)NCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1	2766.4	Semi standard non polar	33892256
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide,1TBDMS,isomer #2	CCCCCCCC(=O)N(CC1=CC=C(O)C(OC)=C1)[Si](C)(C)C(C)(C)C	2606.1	Semi standard non polar	33892256
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide,2TBDMS,isomer #1	CCCCCCCC(=O)N(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)[Si](C)(C)C(C)(C)C	2922.4	Semi standard non polar	33892256
N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide,2TBDMS,isomer #1	CCCCCCCC(=O)N(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)[Si](C)(C)C(C)(C)C	2819.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-7910000000-72c50329a7f39c32dd97	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide GC-MS (1 TMS) - 70eV, Positive	splash10-0a4r-8292000000-f1cc6a71ff6770fbb6ef	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide 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 - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide 10V, Positive-QTOF	splash10-0udi-0930000000-aa89237434cbd21b956a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide 20V, Positive-QTOF	splash10-0udi-0900000000-682cdc93f7d05a343b08	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide 40V, Positive-QTOF	splash10-000i-5900000000-d0d4741bdccd9f0fb4d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide 10V, Negative-QTOF	splash10-004i-0390000000-b15d2cc83df1af27a897	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide 20V, Negative-QTOF	splash10-004i-1950000000-a93030a68210f6d9fc99	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide 40V, Negative-QTOF	splash10-0006-9800000000-7b1f3db381639d6045f1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide 10V, Negative-QTOF	splash10-004l-0590000000-b4c2ee105750c6e9fddc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide 20V, Negative-QTOF	splash10-0006-9810000000-6bc6e3a183236fca7cb5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide 40V, Negative-QTOF	splash10-0006-9100000000-9d2b558722d0ba9e0604	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide 10V, Positive-QTOF	splash10-000i-0910000000-1821f61272d89f409ff4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide 20V, Positive-QTOF	splash10-000i-0900000000-fde8d516f47bc9bda75a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide 40V, Positive-QTOF	splash10-000i-2900000000-ec231b1cb12a6cafb968	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB015197

KNApSAcK ID

Not Available

Chemspider ID

4475485

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5316427

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1854611

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 N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide (HMDB0036326)

MOL for HMDB0036326 (N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide)

3D MOL for HMDB0036326 (N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide)

3D SDF for HMDB0036326 (N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide)

3D-SDF for HMDB0036326 (N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide)

PDB for HMDB0036326 (N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide)

3D PDB for HMDB0036326 (N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide)

SMILES for HMDB0036326 (N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide)

INCHI for HMDB0036326 (N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide)

Structure for HMDB0036326 (N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide)

3D Structure for HMDB0036326 (N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra