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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:42:11 UTC

Update Date

2022-03-07 02:54:14 UTC

HMDB ID

HMDB0034779

Secondary Accession Numbers

HMDB34779

Metabolite Identification

Common Name

Nordihydrocapsiate

Description

Nordihydrocapsiate 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. Nordihydrocapsiate has been detected, but not quantified in, several different foods, such as italian sweet red peppers (Capsicum annuum), orange bell peppers (Capsicum annuum), herbs and spices, red bell peppers (Capsicum annuum), and green bell peppers (Capsicum annuum). This could make nordihydrocapsiate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Nordihydrocapsiate.

Structure

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

HMDB0034779
     RDKit          3D
Nordihydrocapsiate
 47 47  0  0  0  0  0  0  0  0999 V2000
   -5.1609    1.5471   -2.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5603    0.8824   -1.4624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6748    0.6611   -0.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3500    1.0694   -0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223    0.8204    0.6131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0919    1.2590    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3307    0.2500    1.2675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288   -1.0365    0.8069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8200   -1.3745   -0.2349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5854   -2.0103    1.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0328   -1.8203    1.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2959   -2.0270   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7340   -1.8169   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3351   -0.4919   -0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8906    0.6565   -1.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6839    1.9187   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4376    0.9785   -1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9742    0.1547    1.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728   -0.2504    1.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1018    0.0028    0.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4223   -0.4356    0.8259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2567    1.0069   -3.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9960    2.6211   -2.5291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9470    1.3596   -3.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9824    1.5918   -1.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9747    2.1794    1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7200    1.4780   -0.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2507   -3.0579    1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4306   -1.8025    2.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6350   -2.5608    1.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4342   -0.8459    1.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1026   -3.1322   -0.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5833   -1.5142   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9754   -2.1026   -1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3013   -2.5766    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2147   -0.2752    0.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4591   -0.5893   -0.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2392    0.4977   -2.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6276    1.5453   -0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793    2.4325    0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9193    2.5509   -1.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879    0.5385   -1.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2613    2.0944   -1.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9534    0.6981   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2864   -0.0306    2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6112   -0.7679    2.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0646   -0.2756    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  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  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  5 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  6 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
M  END


  Mrv0541 05061308042D          

 21 21  0  0  0  0            999 V2000
   -7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  7  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  2  0  0  0  0
 14 12  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17  8  1  0  0  0  0
 18 15  1  0  0  0  0
 19 17  2  0  0  0  0
 20  3  1  0  0  0  0
 20 16  1  0  0  0  0
 21 12  1  0  0  0  0
 21 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034779

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(COC(=O)CCCCCC(C)C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H26O4/c1-13(2)7-5-4-6-8-17(19)21-12-14-9-10-15(18)16(11-14)20-3/h9-11,13,18H,4-8,12H2,1-3H3

> <INCHI_KEY>
BXBVPYSHEOQGHP-UHFFFAOYSA-N

> <FORMULA>
C17H26O4

> <MOLECULAR_WEIGHT>
294.3859

> <EXACT_MASS>
294.18310932

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.1147698844614

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4-hydroxy-3-methoxyphenyl)methyl 7-methyloctanoate

> <ALOGPS_LOGP>
4.54

> <JCHEM_LOGP>
4.39618314

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.914333183815877

> <JCHEM_PKA_STRONGEST_BASIC>
-4.890495145486075

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
82.64999999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4-hydroxy-3-methoxyphenyl)methyl 7-methyloctanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034779
     RDKit          3D
Nordihydrocapsiate
 47 47  0  0  0  0  0  0  0  0999 V2000
   -5.1609    1.5471   -2.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5603    0.8824   -1.4624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6748    0.6611   -0.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3500    1.0694   -0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223    0.8204    0.6131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0919    1.2590    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3307    0.2500    1.2675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288   -1.0365    0.8069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8200   -1.3745   -0.2349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5854   -2.0103    1.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0328   -1.8203    1.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2959   -2.0270   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7340   -1.8169   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3351   -0.4919   -0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8906    0.6565   -1.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6839    1.9187   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4376    0.9785   -1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9742    0.1547    1.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728   -0.2504    1.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1018    0.0028    0.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4223   -0.4356    0.8259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2567    1.0069   -3.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9960    2.6211   -2.5291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9470    1.3596   -3.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9824    1.5918   -1.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9747    2.1794    1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7200    1.4780   -0.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2507   -3.0579    1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4306   -1.8025    2.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6350   -2.5608    1.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4342   -0.8459    1.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1026   -3.1322   -0.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5833   -1.5142   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9754   -2.1026   -1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3013   -2.5766    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2147   -0.2752    0.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4591   -0.5893   -0.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2392    0.4977   -2.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6276    1.5453   -0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793    2.4325    0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9193    2.5509   -1.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879    0.5385   -1.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2613    2.0944   -1.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9534    0.6981   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2864   -0.0306    2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6112   -0.7679    2.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0646   -0.2756    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  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  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  5 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  6 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0     -13.337   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.003   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -10.669   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -12.003   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   20                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   13                                                       
CONECT    8    6   17                                                       
CONECT    9   10   14                                                       
CONECT   10    9   15                                                       
CONECT   11   14   16                                                       
CONECT   12   14   21                                                       
CONECT   13    1    2    7                                                  
CONECT   14    9   11   12                                                  
CONECT   15   10   16   18                                                  
CONECT   16   11   15   20                                                  
CONECT   17    8   19   21                                                  
CONECT   18   15                                                            
CONECT   19   17                                                            
CONECT   20    3   16                                                       
CONECT   21   12   17                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0034779
HETATM    1  C1  UNL     1      -5.161   1.547  -2.642  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.560   0.882  -1.462  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.675   0.661  -0.420  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.350   1.069  -0.451  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.522   0.820   0.613  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.092   1.259   0.624  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.331   0.250   1.268  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.229  -1.037   0.807  1.00  0.00           C  
HETATM    9  O3  UNL     1      -0.820  -1.374  -0.235  1.00  0.00           O  
HETATM   10  C7  UNL     1       0.585  -2.010   1.558  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.033  -1.820   1.187  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.296  -2.027  -0.277  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.734  -1.817  -0.568  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.335  -0.492  -0.345  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.891   0.657  -1.154  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.684   1.919  -0.726  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.438   0.978  -1.092  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.974   0.155   1.755  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.273  -0.250   1.797  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.102   0.003   0.723  1.00  0.00           C  
HETATM   21  O4  UNL     1      -6.422  -0.436   0.826  1.00  0.00           O  
HETATM   22  H1  UNL     1      -4.257   1.007  -3.045  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.996   2.621  -2.529  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.947   1.360  -3.427  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.982   1.592  -1.339  1.00  0.00           H  
HETATM   26  H5  UNL     1      -0.975   2.179   1.230  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.720   1.478  -0.398  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.251  -3.058   1.398  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.431  -1.802   2.645  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.635  -2.561   1.808  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.434  -0.846   1.497  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.103  -3.132  -0.452  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.583  -1.514  -0.920  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.975  -2.103  -1.643  1.00  0.00           H  
HETATM   35  H14 UNL     1       4.301  -2.577   0.031  1.00  0.00           H  
HETATM   36  H15 UNL     1       4.215  -0.275   0.771  1.00  0.00           H  
HETATM   37  H16 UNL     1       5.459  -0.589  -0.423  1.00  0.00           H  
HETATM   38  H17 UNL     1       4.239   0.498  -2.220  1.00  0.00           H  
HETATM   39  H18 UNL     1       5.628   1.545  -0.292  1.00  0.00           H  
HETATM   40  H19 UNL     1       4.079   2.433   0.044  1.00  0.00           H  
HETATM   41  H20 UNL     1       4.919   2.551  -1.589  1.00  0.00           H  
HETATM   42  H21 UNL     1       1.888   0.538  -1.961  1.00  0.00           H  
HETATM   43  H22 UNL     1       2.261   2.094  -1.191  1.00  0.00           H  
HETATM   44  H23 UNL     1       1.953   0.698  -0.170  1.00  0.00           H  
HETATM   45  H24 UNL     1      -2.286  -0.031   2.594  1.00  0.00           H  
HETATM   46  H25 UNL     1      -4.611  -0.768   2.695  1.00  0.00           H  
HETATM   47  H26 UNL     1      -7.065  -0.276   0.079  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   25
CONECT    5    6   18   18
CONECT    6    7   26   27
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   28   29
CONECT   11   12   30   31
CONECT   12   13   32   33
CONECT   13   14   34   35
CONECT   14   15   36   37
CONECT   15   16   17   38
CONECT   16   39   40   41
CONECT   17   42   43   44
CONECT   18   19   45
CONECT   19   20   20   46
CONECT   20   21
CONECT   21   47
END

HMDB0034779
     RDKit          3D
Nordihydrocapsiate
 47 47  0  0  0  0  0  0  0  0999 V2000
   -5.1609    1.5471   -2.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5603    0.8824   -1.4624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6748    0.6611   -0.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3500    1.0694   -0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223    0.8204    0.6131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0919    1.2590    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3307    0.2500    1.2675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288   -1.0365    0.8069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8200   -1.3745   -0.2349 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5854   -2.0103    1.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0328   -1.8203    1.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2959   -2.0270   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7340   -1.8169   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3351   -0.4919   -0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8906    0.6565   -1.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6839    1.9187   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4376    0.9785   -1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9742    0.1547    1.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728   -0.2504    1.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1018    0.0028    0.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4223   -0.4356    0.8259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2567    1.0069   -3.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9960    2.6211   -2.5291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9470    1.3596   -3.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9824    1.5918   -1.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9747    2.1794    1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7200    1.4780   -0.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2507   -3.0579    1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4306   -1.8025    2.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6350   -2.5608    1.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4342   -0.8459    1.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1026   -3.1322   -0.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5833   -1.5142   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9754   -2.1026   -1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3013   -2.5766    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2147   -0.2752    0.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4591   -0.5893   -0.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2392    0.4977   -2.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6276    1.5453   -0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793    2.4325    0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9193    2.5509   -1.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879    0.5385   -1.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2613    2.0944   -1.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9534    0.6981   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2864   -0.0306    2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6112   -0.7679    2.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0646   -0.2756    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  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  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  5 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  6 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Nordihydrocapsiic acid	Generator
4-Hydroxy-3-methoxybenzyl 7-methyloctanoate	HMDB
(4-Hydroxy-3-methoxyphenyl)methyl 7-methyloctanoic acid	Generator
Nordihydrocapsiate	MeSH

Chemical Formula

C₁₇H₂₆O₄

Average Molecular Weight

294.3859

Monoisotopic Molecular Weight

294.18310932

IUPAC Name

(4-hydroxy-3-methoxyphenyl)methyl 7-methyloctanoate

Traditional Name

(4-hydroxy-3-methoxyphenyl)methyl 7-methyloctanoate

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(COC(=O)CCCCCC(C)C)=C1

InChI Identifier

InChI=1S/C17H26O4/c1-13(2)7-5-4-6-8-17(19)21-12-14-9-10-15(18)16(11-14)20-3/h9-11,13,18H,4-8,12H2,1-3H3

InChI Key

BXBVPYSHEOQGHP-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

Benzyloxycarbonyl
Methoxyphenol
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Monocyclic benzene moiety
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0034779)
Cell membrane (HMDB: HMDB0034779)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034779)

Source

Exogenous

Exogenous (HMDB: HMDB0034779)

Food

Food (HMDB: HMDB0034779)

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)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0034779)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034779)

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
Water Solubility	0.036 g/L	ALOGPS
logP	4.54	ALOGPS
logP	4.4	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	82.65 m³·mol⁻¹	ChemAxon
Polarizability	34.11 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]+	171.141	31661259
DarkChem	[M-H]-	169.27	31661259
DeepCCS	[M+H]+	186.828	30932474
DeepCCS	[M-H]-	184.47	30932474
DeepCCS	[M-2H]-	217.357	30932474
DeepCCS	[M+Na]+	192.921	30932474
AllCCS	[M+H]+	173.2	32859911
AllCCS	[M+H-H2O]+	170.2	32859911
AllCCS	[M+NH4]+	176.0	32859911
AllCCS	[M+Na]+	176.8	32859911
AllCCS	[M-H]-	175.2	32859911
AllCCS	[M+Na-2H]-	175.9	32859911
AllCCS	[M+HCOO]-	176.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.92 minutes	32390414
Predicted by Siyang on May 30, 2022	18.3191 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.68 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2713.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	490.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	220.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	239.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	444.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	913.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	775.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	82.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1717.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	567.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1654.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	545.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	489.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	424.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	434.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	15.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nordihydrocapsiate	COC1=C(O)C=CC(COC(=O)CCCCCC(C)C)=C1	3526.0	Standard polar	33892256
Nordihydrocapsiate	COC1=C(O)C=CC(COC(=O)CCCCCC(C)C)=C1	2165.1	Standard non polar	33892256
Nordihydrocapsiate	COC1=C(O)C=CC(COC(=O)CCCCCC(C)C)=C1	2228.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nordihydrocapsiate,1TMS,isomer #1	COC1=CC(COC(=O)CCCCCC(C)C)=CC=C1O[Si](C)(C)C	2333.2	Semi standard non polar	33892256
Nordihydrocapsiate,1TBDMS,isomer #1	COC1=CC(COC(=O)CCCCCC(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	2568.0	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 - Nordihydrocapsiate GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p6-8920000000-9adf2515b478230aee09	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nordihydrocapsiate GC-MS (1 TMS) - 70eV, Positive	splash10-0gvo-9742000000-3c309edccb491a025c56	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nordihydrocapsiate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nordihydrocapsiate 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 - Nordihydrocapsiate 10V, Positive-QTOF	splash10-000b-1980000000-554b6acf55f2a929896d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nordihydrocapsiate 20V, Positive-QTOF	splash10-000i-3910000000-47581d66b9ccd2a6f3ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nordihydrocapsiate 40V, Positive-QTOF	splash10-0a4u-9700000000-8992ca6c4fc8fd26d30a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nordihydrocapsiate 10V, Negative-QTOF	splash10-000f-0980000000-608c0998fb9c1c08e07c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nordihydrocapsiate 20V, Negative-QTOF	splash10-000i-0910000000-9d0383f5b30d00f765b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nordihydrocapsiate 40V, Negative-QTOF	splash10-052u-3900000000-6ba2025eb37d09cd9659	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nordihydrocapsiate 10V, Positive-QTOF	splash10-052r-0900000000-afcf526e6ed1540692cb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nordihydrocapsiate 20V, Positive-QTOF	splash10-0a4r-3900000000-607875a0d9c36685d1a2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nordihydrocapsiate 40V, Positive-QTOF	splash10-052r-5900000000-2aaf6fbd5463b5ac55b9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nordihydrocapsiate 10V, Negative-QTOF	splash10-0a4i-0900000000-da8cbe80a52df0f8f0cb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nordihydrocapsiate 20V, Negative-QTOF	splash10-0079-1900000000-a049fc3da629b8f59bcf	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nordihydrocapsiate 40V, Negative-QTOF	splash10-0079-2900000000-3953007b5f62c3dae62f	2021-09-25	Wishart 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

FDB013332

KNApSAcK ID

C00049392

Chemspider ID

7993357

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9817607

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

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

Showing metabocard for Nordihydrocapsiate (HMDB0034779)

MOL for HMDB0034779 (Nordihydrocapsiate)

3D MOL for HMDB0034779 (Nordihydrocapsiate)

3D SDF for HMDB0034779 (Nordihydrocapsiate)

3D-SDF for HMDB0034779 (Nordihydrocapsiate)

PDB for HMDB0034779 (Nordihydrocapsiate)

3D PDB for HMDB0034779 (Nordihydrocapsiate)

SMILES for HMDB0034779 (Nordihydrocapsiate)

INCHI for HMDB0034779 (Nordihydrocapsiate)

Structure for HMDB0034779 (Nordihydrocapsiate)

3D Structure for HMDB0034779 (Nordihydrocapsiate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra