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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:42:17 UTC

Update Date

2022-03-07 02:54:14 UTC

HMDB ID

HMDB0034781

Secondary Accession Numbers

HMDB34781

Metabolite Identification

Common Name

Dihydrocapsiate

Description

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

Structure

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

HMDB0034781
     RDKit          3D
Dihydrocapsiate
 50 50  0  0  0  0  0  0  0  0999 V2000
    7.0428    1.7462   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0637    1.1720   -0.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1354    0.2380    0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1502   -0.1473   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2000   -1.0733   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1223   -1.4972   -1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8634   -0.9884   -0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    0.3704   -0.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6026    1.1383   -1.1261 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2908    0.8656   -0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6117   -0.3053   -0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0090    0.2220    0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8603   -0.9772    0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2534   -0.5652    0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8471    0.2519   -0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2682    0.6685   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1467   -0.5478    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2633    1.4926    1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2580   -1.6101    0.9601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2286   -1.2521    1.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1791   -0.3084    1.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1835    0.0995    2.3290 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1900    2.4691   -1.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9554    1.0062   -2.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9643    2.3599   -1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1436    0.3005   -1.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4287   -1.3006   -2.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0579   -2.6180   -1.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    1.4131    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045    1.5690   -1.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509   -0.9445   -1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3047   -0.9230    0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9300    0.8889    0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3549    0.8360   -0.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8580   -1.5808   -0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4456   -1.6676    1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2426    0.0635    1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9008   -1.4402    0.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705    1.2234   -0.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7761   -0.3084   -1.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6706    1.2042   -0.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2203   -1.1727   -0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9080   -1.1018    1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1878   -0.1381    0.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9336    2.3809    1.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2695    1.8716    1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6834    0.9309    2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4981   -2.3537    1.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972   -1.6585    2.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2153   -0.3019    3.2570 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
 16 17  1  0
 16 18  1  0
  5 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 22 50  1  0
M  END


  Mrv0541 05061308042D          

 22 22  0  0  0  0            999 V2000
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    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
    2.8579    0.8250    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
    3.5724    0.4125    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
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    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
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    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
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.4125    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
  9  7  1  0  0  0  0
 11 10  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  8  1  0  0  0  0
 15 10  1  0  0  0  0
 15 12  2  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  2  0  0  0  0
 18  9  1  0  0  0  0
 19 16  1  0  0  0  0
 20 18  2  0  0  0  0
 21  3  1  0  0  0  0
 21 17  1  0  0  0  0
 22 13  1  0  0  0  0
 22 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034781

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H28O4/c1-14(2)8-6-4-5-7-9-18(20)22-13-15-10-11-16(19)17(12-15)21-3/h10-12,14,19H,4-9,13H2,1-3H3

> <INCHI_KEY>
RBCYRZPENADQGZ-UHFFFAOYSA-N

> <FORMULA>
C18H28O4

> <MOLECULAR_WEIGHT>
308.4125

> <EXACT_MASS>
308.198759384

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
36.524587710069056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4-hydroxy-3-methoxyphenyl)methyl 8-methylnonanoate

> <ALOGPS_LOGP>
5.00

> <JCHEM_LOGP>
4.840751805

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.914333183815877

> <JCHEM_PKA_STRONGEST_BASIC>
-4.890495145485763

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
87.25099999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4-hydroxy-3-methoxyphenyl)methyl 8-methylnonanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034781
     RDKit          3D
Dihydrocapsiate
 50 50  0  0  0  0  0  0  0  0999 V2000
    7.0428    1.7462   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0637    1.1720   -0.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1354    0.2380    0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1502   -0.1473   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2000   -1.0733   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1223   -1.4972   -1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8634   -0.9884   -0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    0.3704   -0.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6026    1.1383   -1.1261 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2908    0.8656   -0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6117   -0.3053   -0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0090    0.2220    0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8603   -0.9772    0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2534   -0.5652    0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8471    0.2519   -0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2682    0.6685   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1467   -0.5478    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2633    1.4926    1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2580   -1.6101    0.9601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2286   -1.2521    1.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1791   -0.3084    1.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1835    0.0995    2.3290 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1900    2.4691   -1.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9554    1.0062   -2.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9643    2.3599   -1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1436    0.3005   -1.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4287   -1.3006   -2.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0579   -2.6180   -1.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    1.4131    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045    1.5690   -1.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509   -0.9445   -1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3047   -0.9230    0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9300    0.8889    0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3549    0.8360   -0.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8580   -1.5808   -0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4456   -1.6676    1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2426    0.0635    1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9008   -1.4402    0.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705    1.2234   -0.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7761   -0.3084   -1.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6706    1.2042   -0.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2203   -1.1727   -0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9080   -1.1018    1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1878   -0.1381    0.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9336    2.3809    1.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2695    1.8716    1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6834    0.9309    2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4981   -2.3537    1.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972   -1.6585    2.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2153   -0.3019    3.2570 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
 16 17  1  0
 16 18  1  0
  5 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 22 50  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       9.336   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.002   3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -9.336   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -9.336   0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   21                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   14                                                       
CONECT    9    7   18                                                       
CONECT   10   11   15                                                       
CONECT   11   10   16                                                       
CONECT   12   15   17                                                       
CONECT   13   15   22                                                       
CONECT   14    1    2    8                                                  
CONECT   15   10   12   13                                                  
CONECT   16   11   17   19                                                  
CONECT   17   12   16   21                                                  
CONECT   18    9   20   22                                                  
CONECT   19   16                                                            
CONECT   20   18                                                            
CONECT   21    3   17                                                       
CONECT   22   13   18                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0034781
HETATM    1  C1  UNL     1       7.043   1.746  -1.496  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.064   1.172  -0.211  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.135   0.238   0.206  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.150  -0.147  -0.669  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.200  -1.073  -0.307  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.122  -1.497  -1.245  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.863  -0.988  -0.920  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.642   0.370  -0.870  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.603   1.138  -1.126  1.00  0.00           O  
HETATM   10  C7  UNL     1       0.291   0.866  -0.520  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.612  -0.305  -0.277  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.009   0.222   0.085  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.860  -0.977   0.315  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.253  -0.565   0.695  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.847   0.252  -0.425  1.00  0.00           C  
HETATM   16  C13 UNL     1      -6.268   0.668  -0.078  1.00  0.00           C  
HETATM   17  C14 UNL     1      -7.147  -0.548   0.144  1.00  0.00           C  
HETATM   18  C15 UNL     1      -6.263   1.493   1.168  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.258  -1.610   0.960  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.229  -1.252   1.869  1.00  0.00           C  
HETATM   21  C18 UNL     1       6.179  -0.308   1.470  1.00  0.00           C  
HETATM   22  O4  UNL     1       7.183   0.100   2.329  1.00  0.00           O  
HETATM   23  H1  UNL     1       6.190   2.469  -1.557  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.955   1.006  -2.311  1.00  0.00           H  
HETATM   25  H3  UNL     1       7.964   2.360  -1.620  1.00  0.00           H  
HETATM   26  H4  UNL     1       5.144   0.300  -1.665  1.00  0.00           H  
HETATM   27  H5  UNL     1       3.429  -1.301  -2.286  1.00  0.00           H  
HETATM   28  H6  UNL     1       3.058  -2.618  -1.160  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.359   1.413   0.467  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.104   1.569  -1.268  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.751  -0.945  -1.169  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.305  -0.923   0.580  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.930   0.889   0.960  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.355   0.836  -0.778  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.858  -1.581  -0.638  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.446  -1.668   1.076  1.00  0.00           H  
HETATM   37  H15 UNL     1      -4.243   0.063   1.615  1.00  0.00           H  
HETATM   38  H16 UNL     1      -4.901  -1.440   0.915  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.271   1.223  -0.449  1.00  0.00           H  
HETATM   40  H18 UNL     1      -4.776  -0.308  -1.357  1.00  0.00           H  
HETATM   41  H19 UNL     1      -6.671   1.204  -0.967  1.00  0.00           H  
HETATM   42  H20 UNL     1      -7.220  -1.173  -0.774  1.00  0.00           H  
HETATM   43  H21 UNL     1      -6.908  -1.102   1.050  1.00  0.00           H  
HETATM   44  H22 UNL     1      -8.188  -0.138   0.293  1.00  0.00           H  
HETATM   45  H23 UNL     1      -6.934   2.381   1.030  1.00  0.00           H  
HETATM   46  H24 UNL     1      -5.270   1.872   1.450  1.00  0.00           H  
HETATM   47  H25 UNL     1      -6.683   0.931   2.026  1.00  0.00           H  
HETATM   48  H26 UNL     1       3.498  -2.354   1.256  1.00  0.00           H  
HETATM   49  H27 UNL     1       5.297  -1.659   2.872  1.00  0.00           H  
HETATM   50  H28 UNL     1       7.215  -0.302   3.257  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   26
CONECT    5    6   19   19
CONECT    6    7   27   28
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   13   33   34
CONECT   13   14   35   36
CONECT   14   15   37   38
CONECT   15   16   39   40
CONECT   16   17   18   41
CONECT   17   42   43   44
CONECT   18   45   46   47
CONECT   19   20   48
CONECT   20   21   21   49
CONECT   21   22
CONECT   22   50
END

HMDB0034781
     RDKit          3D
Dihydrocapsiate
 50 50  0  0  0  0  0  0  0  0999 V2000
    7.0428    1.7462   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0637    1.1720   -0.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1354    0.2380    0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1502   -0.1473   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2000   -1.0733   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1223   -1.4972   -1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8634   -0.9884   -0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    0.3704   -0.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6026    1.1383   -1.1261 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2908    0.8656   -0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6117   -0.3053   -0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0090    0.2220    0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8603   -0.9772    0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2534   -0.5652    0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8471    0.2519   -0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2682    0.6685   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1467   -0.5478    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2633    1.4926    1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2580   -1.6101    0.9601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2286   -1.2521    1.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1791   -0.3084    1.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1835    0.0995    2.3290 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1900    2.4691   -1.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9554    1.0062   -2.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9643    2.3599   -1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1436    0.3005   -1.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4287   -1.3006   -2.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0579   -2.6180   -1.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    1.4131    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045    1.5690   -1.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509   -0.9445   -1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3047   -0.9230    0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9300    0.8889    0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3549    0.8360   -0.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8580   -1.5808   -0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4456   -1.6676    1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2426    0.0635    1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9008   -1.4402    0.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705    1.2234   -0.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7761   -0.3084   -1.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6706    1.2042   -0.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2203   -1.1727   -0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9080   -1.1018    1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1878   -0.1381    0.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9336    2.3809    1.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2695    1.8716    1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6834    0.9309    2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4981   -2.3537    1.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972   -1.6585    2.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2153   -0.3019    3.2570 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
 16 17  1  0
 16 18  1  0
  5 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 22 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dihydrocapsiic acid	Generator
4-Hydroxy-3-methoxybenzyl 8-methylnonanoate	HMDB
Capsiate	MeSH, HMDB
(4-Hydroxy-3-methoxyphenyl)methyl 8-methylnonanoic acid	Generator
Dihydrocapsiate	MeSH
Nonanoic acid, 8-methyl-, (4-hydroxy-3-methoxyphenyl)methyl ester	MeSH

Chemical Formula

C₁₈H₂₈O₄

Average Molecular Weight

308.4125

Monoisotopic Molecular Weight

308.198759384

IUPAC Name

(4-hydroxy-3-methoxyphenyl)methyl 8-methylnonanoate

Traditional Name

(4-hydroxy-3-methoxyphenyl)methyl 8-methylnonanoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H28O4/c1-14(2)8-6-4-5-7-9-18(20)22-13-15-10-11-16(19)17(12-15)21-3/h10-12,14,19H,4-9,13H2,1-3H3

InChI Key

RBCYRZPENADQGZ-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

Cell membrane (HMDB: HMDB0034781)

Cellular substructure

Membrane (HMDB: HMDB0034781)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034781)

Source

Exogenous

Food

Food (HMDB: HMDB0034781)

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: HMDB0034781)

Not Available

Nutrient (HMDB: HMDB0034781)

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	0.013 g/L	ALOGPS
logP	5	ALOGPS
logP	4.84	ChemAxon
logS	-4.4	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	11	ChemAxon
Refractivity	87.25 m³·mol⁻¹	ChemAxon
Polarizability	36.52 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]+	176.641	31661259
DarkChem	[M-H]-	173.997	31661259
DeepCCS	[M+H]+	192.262	30932474
DeepCCS	[M-H]-	189.904	30932474
DeepCCS	[M-2H]-	222.79	30932474
DeepCCS	[M+Na]+	198.355	30932474
AllCCS	[M+H]+	177.8	32859911
AllCCS	[M+H-H2O]+	174.8	32859911
AllCCS	[M+NH4]+	180.5	32859911
AllCCS	[M+Na]+	181.3	32859911
AllCCS	[M-H]-	178.8	32859911
AllCCS	[M+Na-2H]-	179.7	32859911
AllCCS	[M+HCOO]-	180.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydrocapsiate	COC1=C(O)C=CC(COC(=O)CCCCCCC(C)C)=C1	3649.4	Standard polar	33892256
Dihydrocapsiate	COC1=C(O)C=CC(COC(=O)CCCCCCC(C)C)=C1	2263.5	Standard non polar	33892256
Dihydrocapsiate	COC1=C(O)C=CC(COC(=O)CCCCCCC(C)C)=C1	2329.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydrocapsiate,1TMS,isomer #1	COC1=CC(COC(=O)CCCCCCC(C)C)=CC=C1O[Si](C)(C)C	2429.9	Semi standard non polar	33892256
Dihydrocapsiate,1TBDMS,isomer #1	COC1=CC(COC(=O)CCCCCCC(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	2666.1	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 - Dihydrocapsiate GC-MS (Non-derivatized) - 70eV, Positive	splash10-002o-6930000000-a8af7bf1fb7e15a6f053	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrocapsiate GC-MS (1 TMS) - 70eV, Positive	splash10-002f-9744000000-cdd2733cf19093ae6f87	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrocapsiate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrocapsiate 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 - Dihydrocapsiate 10V, Positive-QTOF	splash10-0a4r-0915000000-8a77fc15918b6e242de5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsiate 20V, Positive-QTOF	splash10-052r-2900000000-590003b63fe56f75bbaa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsiate 40V, Positive-QTOF	splash10-0a4r-9700000000-ee3df9320d3e078cf9de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsiate 10V, Negative-QTOF	splash10-0pb9-0908000000-04737f2393bb33769ae0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsiate 20V, Negative-QTOF	splash10-0uk9-0901000000-d9bbe3ba7113ce250e7f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsiate 40V, Negative-QTOF	splash10-0kfx-3900000000-da5b5cc10f5b1c0d91d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsiate 10V, Negative-QTOF	splash10-00di-0900000000-e00b2978de172bee7915	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsiate 20V, Negative-QTOF	splash10-0umi-1900000000-364dfa6857a21aebcf00	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsiate 40V, Negative-QTOF	splash10-0zfr-1912000000-2494cae82e5e492e546f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsiate 10V, Positive-QTOF	splash10-052r-0900000000-bd78ef7c65375a869960	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsiate 20V, Positive-QTOF	splash10-0a4r-1900000000-ab69f7305319f5baab7a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrocapsiate 40V, Positive-QTOF	splash10-052r-4900000000-2d253908d32210ca4082	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

FDB013334

KNApSAcK ID

C00053982

Chemspider ID

8049443

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9873754

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 Dihydrocapsiate (HMDB0034781)

MOL for HMDB0034781 (Dihydrocapsiate)

3D MOL for HMDB0034781 (Dihydrocapsiate)

3D SDF for HMDB0034781 (Dihydrocapsiate)

3D-SDF for HMDB0034781 (Dihydrocapsiate)

PDB for HMDB0034781 (Dihydrocapsiate)

3D PDB for HMDB0034781 (Dihydrocapsiate)

SMILES for HMDB0034781 (Dihydrocapsiate)

INCHI for HMDB0034781 (Dihydrocapsiate)

Structure for HMDB0034781 (Dihydrocapsiate)

3D Structure for HMDB0034781 (Dihydrocapsiate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra