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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:07 UTC

Update Date

2022-03-07 02:52:42 UTC

HMDB ID

HMDB0030801

Secondary Accession Numbers

HMDB30801

Metabolite Identification

Common Name

1-(4-Hydroxy-3-methoxyphenyl)-3-decanone

Description

1-(4-Hydroxy-3-methoxyphenyl)-3-decanone is found in alcoholic beverages. 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone is from grains of paradise (Amomum melegueta) and ginger (Zingiber officinale).Paradol is the active flavor constituent of the seeds of Guinea pepper (Aframomum melegueta). The seed is also known as Grains of paradise. Paradol has been found to have antioxidative and antitumor promoting effects. It is used in flavors as an essential oil to give spiciness. (Wikipedia

Structure

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

HMDB0030801
     RDKit          3D
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone
 46 46  0  0  0  0  0  0  0  0999 V2000
   -5.5623    0.8729   -2.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6071    1.4396   -0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8287    0.2839    0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7331   -0.7352    0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3702   -0.1179    0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3653   -1.2227    0.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9552   -0.8399    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3996    0.2210   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    0.7159   -0.9619 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9956    0.6682    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8466   -0.5478    0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2480   -0.1717    0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7191    0.1485    1.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0430    0.5070    2.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9192    0.5473    1.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2584    0.8958    1.2317 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4546    0.2288   -0.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3421    0.2728   -1.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9517   -0.0347   -2.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1203   -0.1326   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9761   -0.1597   -2.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5034    0.7893   -2.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1537    1.5229   -2.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7285    2.0507   -0.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5250    2.0790   -0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8659    0.6275    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7796   -0.2154    0.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9186   -1.4822    1.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6835   -1.2727   -0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4774    0.2558    1.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2123    0.7301   -0.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6569   -2.0410    1.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4319   -1.6520   -0.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3328   -1.7607    0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7812   -0.6347    1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513    1.3494    0.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4155    1.1715   -0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7108   -1.3557   -0.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608   -0.9834    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0135    0.1083    2.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3897    0.7540    3.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6688    1.1410    2.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7886    0.1954   -3.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6080   -1.0714   -2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1080    0.6359   -2.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063   -0.3711   -1.3736 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
 10 37  1  0
 11 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
M  END

  Mrv0541 05061305312D          

 20 20  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
    2.1434    2.0625    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
   -5.7158    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
   -4.2868    0.8250    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
   -2.8579    0.8250    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
    0.0000    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
    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
    0.0000    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
    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    2.0625    0.0000 O   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    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  2  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  2  0  0  0  0
 18 15  2  0  0  0  0
 19 16  1  0  0  0  0
 20  2  1  0  0  0  0
 20 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030801

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC(=O)CCC1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H26O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h10,12-13,19H,3-9,11H2,1-2H3

> <INCHI_KEY>
CZNLTCTYLMYLHL-UHFFFAOYSA-N

> <FORMULA>
C17H26O3

> <MOLECULAR_WEIGHT>
278.3865

> <EXACT_MASS>
278.188194698

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.24999891921183

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-hydroxy-3-methoxyphenyl)decan-3-one

> <ALOGPS_LOGP>
4.89

> <JCHEM_LOGP>
4.847330877666667

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.945876306662475

> <JCHEM_PKA_STRONGEST_BASIC>
-4.890618725191209

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
81.59369999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
paradol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030801
     RDKit          3D
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone
 46 46  0  0  0  0  0  0  0  0999 V2000
   -5.5623    0.8729   -2.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6071    1.4396   -0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8287    0.2839    0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7331   -0.7352    0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3702   -0.1179    0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3653   -1.2227    0.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9552   -0.8399    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3996    0.2210   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    0.7159   -0.9619 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9956    0.6682    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8466   -0.5478    0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2480   -0.1717    0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7191    0.1485    1.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0430    0.5070    2.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9192    0.5473    1.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2584    0.8958    1.2317 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4546    0.2288   -0.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3421    0.2728   -1.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9517   -0.0347   -2.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1203   -0.1326   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9761   -0.1597   -2.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5034    0.7893   -2.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1537    1.5229   -2.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7285    2.0507   -0.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5250    2.0790   -0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8659    0.6275    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7796   -0.2154    0.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9186   -1.4822    1.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6835   -1.2727   -0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4774    0.2558    1.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2123    0.7301   -0.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6569   -2.0410    1.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4319   -1.6520   -0.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3328   -1.7607    0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7812   -0.6347    1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513    1.3494    0.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4155    1.1715   -0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7108   -1.3557   -0.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608   -0.9834    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0135    0.1083    2.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3897    0.7540    3.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6688    1.1410    2.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7886    0.1954   -3.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6080   -1.0714   -2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1080    0.6359   -2.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063   -0.3711   -1.3736 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
 10 37  1  0
 11 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  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       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.003   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.669   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      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668   2.310   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      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   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      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001  -0.770   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
CONECT    1    3                                                            
CONECT    2   20                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   15                                                       
CONECT    9   11   14                                                       
CONECT   10   12   14                                                       
CONECT   11    9   15                                                       
CONECT   12   10   16                                                       
CONECT   13   14   17                                                       
CONECT   14    9   10   13                                                  
CONECT   15    8   11   18                                                  
CONECT   16   12   17   19                                                  
CONECT   17   13   16   20                                                  
CONECT   18   15                                                            
CONECT   19   16                                                            
CONECT   20    2   17                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0030801
HETATM    1  C1  UNL     1      -5.562   0.873  -2.012  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.607   1.440  -0.603  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.829   0.284   0.352  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.733  -0.735   0.263  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.370  -0.118   0.603  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.365  -1.223   0.477  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.955  -0.840   0.771  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.400   0.221  -0.096  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.071   0.716  -0.962  1.00  0.00           O  
HETATM   10  C9  UNL     1       0.996   0.668   0.115  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.847  -0.548   0.450  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.248  -0.172   0.683  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.719   0.148   1.942  1.00  0.00           C  
HETATM   14  C13 UNL     1       5.043   0.507   2.161  1.00  0.00           C  
HETATM   15  C14 UNL     1       5.919   0.547   1.099  1.00  0.00           C  
HETATM   16  O2  UNL     1       7.258   0.896   1.232  1.00  0.00           O  
HETATM   17  C15 UNL     1       5.455   0.229  -0.160  1.00  0.00           C  
HETATM   18  O3  UNL     1       6.342   0.273  -1.224  1.00  0.00           O  
HETATM   19  C16 UNL     1       5.952  -0.035  -2.534  1.00  0.00           C  
HETATM   20  C17 UNL     1       4.120  -0.133  -0.381  1.00  0.00           C  
HETATM   21  H1  UNL     1      -5.976  -0.160  -2.028  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.503   0.789  -2.342  1.00  0.00           H  
HETATM   23  H3  UNL     1      -6.154   1.523  -2.694  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.729   2.051  -0.376  1.00  0.00           H  
HETATM   25  H5  UNL     1      -6.525   2.079  -0.541  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.866   0.627   1.409  1.00  0.00           H  
HETATM   27  H7  UNL     1      -6.780  -0.215   0.125  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.919  -1.482   1.089  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.684  -1.273  -0.693  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.477   0.256   1.640  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.212   0.730  -0.069  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.657  -2.041   1.174  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.432  -1.652  -0.543  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.333  -1.761   0.564  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.781  -0.635   1.851  1.00  0.00           H  
HETATM   36  H16 UNL     1       1.051   1.349   0.979  1.00  0.00           H  
HETATM   37  H17 UNL     1       1.415   1.171  -0.787  1.00  0.00           H  
HETATM   38  H18 UNL     1       1.711  -1.356  -0.305  1.00  0.00           H  
HETATM   39  H19 UNL     1       1.461  -0.983   1.406  1.00  0.00           H  
HETATM   40  H20 UNL     1       3.013   0.108   2.749  1.00  0.00           H  
HETATM   41  H21 UNL     1       5.390   0.754   3.155  1.00  0.00           H  
HETATM   42  H22 UNL     1       7.669   1.141   2.129  1.00  0.00           H  
HETATM   43  H23 UNL     1       6.789   0.195  -3.229  1.00  0.00           H  
HETATM   44  H24 UNL     1       5.608  -1.071  -2.621  1.00  0.00           H  
HETATM   45  H25 UNL     1       5.108   0.636  -2.843  1.00  0.00           H  
HETATM   46  H26 UNL     1       3.806  -0.371  -1.374  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   37
CONECT   11   12   38   39
CONECT   12   13   13   20
CONECT   13   14   40
CONECT   14   15   15   41
CONECT   15   16   17
CONECT   16   42
CONECT   17   18   20   20
CONECT   18   19
CONECT   19   43   44   45
CONECT   20   46
END

HMDB0030801
     RDKit          3D
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone
 46 46  0  0  0  0  0  0  0  0999 V2000
   -5.5623    0.8729   -2.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6071    1.4396   -0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8287    0.2839    0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7331   -0.7352    0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3702   -0.1179    0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3653   -1.2227    0.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9552   -0.8399    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3996    0.2210   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    0.7159   -0.9619 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9956    0.6682    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8466   -0.5478    0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2480   -0.1717    0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7191    0.1485    1.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0430    0.5070    2.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9192    0.5473    1.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2584    0.8958    1.2317 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4546    0.2288   -0.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3421    0.2728   -1.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9517   -0.0347   -2.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1203   -0.1326   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9761   -0.1597   -2.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5034    0.7893   -2.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1537    1.5229   -2.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7285    2.0507   -0.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5250    2.0790   -0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8659    0.6275    1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7796   -0.2154    0.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9186   -1.4822    1.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6835   -1.2727   -0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4774    0.2558    1.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2123    0.7301   -0.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6569   -2.0410    1.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4319   -1.6520   -0.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3328   -1.7607    0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7812   -0.6347    1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513    1.3494    0.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4155    1.1715   -0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7108   -1.3557   -0.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608   -0.9834    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0135    0.1083    2.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3897    0.7540    3.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6688    1.1410    2.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7886    0.1954   -3.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6080   -1.0714   -2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1080    0.6359   -2.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063   -0.3711   -1.3736 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
 10 37  1  0
 11 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(6)-Paradol	MeSH
1-(4'-Hydroxy-3'-methoxyphenyl)-3-decanone	MeSH
6-Paradol	MeSH
Heptyl 4-hydroxy-3-methoxyphenethyl ketone	HMDB
[6]-Gingerone	HMDB
[6]-Paradol	HMDB

Chemical Formula

C₁₇H₂₆O₃

Average Molecular Weight

278.3865

Monoisotopic Molecular Weight

278.188194698

IUPAC Name

1-(4-hydroxy-3-methoxyphenyl)decan-3-one

Traditional Name

paradol

CAS Registry Number

27113-22-0

SMILES

CCCCCCCC(=O)CCC1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C17H26O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h10,12-13,19H,3-9,11H2,1-2H3

InChI Key

CZNLTCTYLMYLHL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as paradols. Paradols are compounds containing a paradol moiety, which is consists of a benzene ring with a decan-3-one moiety, a methoxyl group, and a hydroxyl group at positions 1,3, and 4 respectively.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Paradol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Ketone
Ether
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:10137 )
monomethoxybenzene (CHEBI:10137 )
ketone (CHEBI:10137 )
Zingiber derived compounds (C10482 )

Ontology

Cellular substructure

Membrane (HMDB: HMDB0030801)
Cell membrane (HMDB: HMDB0030801)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030801)

Source

Endogenous

Endogenous (HMDB: HMDB0030801)

Plant

Plant (HMDB: HMDB0030801)

Exogenous

Food

Food (HMDB: HMDB0030801)

Herb and spice

Spice

Ginger (FooDB: FOOD00206)

Herbs and Spices (FooDB: FOOD00866)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0030801)

Process

Not Available

Role

Industrial application

Agriculture

Pesticide

Fungicide (HMDB: HMDB0030801)

Pesticide (HMDB: HMDB0030801)

Biological role

Anti septic (HMDB: HMDB0030801)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	31 - 32 °C	Not Available
Boiling Point	406.00 to 408.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	3.8 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.225 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	4.89	ALOGPS
logP	4.85	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.95	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	81.59 m³·mol⁻¹	ChemAxon
Polarizability	33.25 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]+	171.756	31661259
DarkChem	[M-H]-	171.754	31661259
DeepCCS	[M+H]+	176.172	30932474
DeepCCS	[M-H]-	173.814	30932474
DeepCCS	[M-2H]-	206.7	30932474
DeepCCS	[M+Na]+	182.266	30932474
AllCCS	[M+H]+	172.0	32859911
AllCCS	[M+H-H2O]+	168.7	32859911
AllCCS	[M+NH4]+	175.1	32859911
AllCCS	[M+Na]+	176.0	32859911
AllCCS	[M-H]-	174.7	32859911
AllCCS	[M+Na-2H]-	175.6	32859911
AllCCS	[M+HCOO]-	176.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone	CCCCCCCC(=O)CCC1=CC(OC)=C(O)C=C1	3599.4	Standard polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone	CCCCCCCC(=O)CCC1=CC(OC)=C(O)C=C1	2182.6	Standard non polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone	CCCCCCCC(=O)CCC1=CC(OC)=C(O)C=C1	2228.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone,1TMS,isomer #1	CCCCCCCC(=O)CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1	2298.0	Semi standard non polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone,1TMS,isomer #2	CCCCCCCC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C	2394.7	Semi standard non polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone,1TMS,isomer #3	CCCCCCC=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C	2361.5	Semi standard non polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone,2TMS,isomer #1	CCCCCCCC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C	2444.6	Semi standard non polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone,2TMS,isomer #1	CCCCCCCC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C	2363.3	Standard non polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone,2TMS,isomer #2	CCCCCCC=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C	2385.3	Semi standard non polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone,2TMS,isomer #2	CCCCCCC=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C	2335.0	Standard non polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone,1TBDMS,isomer #1	CCCCCCCC(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1	2547.5	Semi standard non polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone,1TBDMS,isomer #2	CCCCCCCC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C	2631.3	Semi standard non polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone,1TBDMS,isomer #3	CCCCCCC=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C	2609.2	Semi standard non polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone,2TBDMS,isomer #1	CCCCCCCC(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C	2923.8	Semi standard non polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone,2TBDMS,isomer #1	CCCCCCCC(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C	2788.5	Standard non polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone,2TBDMS,isomer #2	CCCCCCC=C(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C	2847.9	Semi standard non polar	33892256
1-(4-Hydroxy-3-methoxyphenyl)-3-decanone,2TBDMS,isomer #2	CCCCCCC=C(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C	2741.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-5910000000-f2cc89b62742f866e1b8	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone GC-MS (1 TMS) - 70eV, Positive	splash10-0udi-6192000000-e47146113e8388a675c4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone 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 - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone 10V, Negative-QTOF	splash10-004i-0190000000-1ad40bde2a15e9b3ac67	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone 20V, Negative-QTOF	splash10-004i-1980000000-cd9e0c355c3716490093	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone 40V, Negative-QTOF	splash10-0553-4910000000-785a047bd1bc99289e53	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone 10V, Negative-QTOF	splash10-004i-0090000000-dbaf79a4688908a5ba10	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone 20V, Negative-QTOF	splash10-0006-3910000000-1cf1f456ef0428b559ec	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone 40V, Negative-QTOF	splash10-05a6-9600000000-709113ddcaec82861305	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone 10V, Positive-QTOF	splash10-004i-0190000000-3e82563bcd19cbc7e7a8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone 20V, Positive-QTOF	splash10-004r-6930000000-25e6c207caaeefb5e973	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone 40V, Positive-QTOF	splash10-052f-9500000000-57ef68cf2db562646b8a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone 10V, Positive-QTOF	splash10-01ti-0690000000-04e967cf4ec12b7d7106	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone 20V, Positive-QTOF	splash10-01p9-3930000000-eebad90f323183b69f30	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone 40V, Positive-QTOF	splash10-0zg0-4900000000-ca89f9f474328c25e58f	2021-09-24	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

94378

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1103061

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 1-(4-Hydroxy-3-methoxyphenyl)-3-decanone (HMDB0030801)

MOL for HMDB0030801 (1-(4-Hydroxy-3-methoxyphenyl)-3-decanone)

3D MOL for HMDB0030801 (1-(4-Hydroxy-3-methoxyphenyl)-3-decanone)

3D SDF for HMDB0030801 (1-(4-Hydroxy-3-methoxyphenyl)-3-decanone)

3D-SDF for HMDB0030801 (1-(4-Hydroxy-3-methoxyphenyl)-3-decanone)

PDB for HMDB0030801 (1-(4-Hydroxy-3-methoxyphenyl)-3-decanone)

3D PDB for HMDB0030801 (1-(4-Hydroxy-3-methoxyphenyl)-3-decanone)

SMILES for HMDB0030801 (1-(4-Hydroxy-3-methoxyphenyl)-3-decanone)

INCHI for HMDB0030801 (1-(4-Hydroxy-3-methoxyphenyl)-3-decanone)

Structure for HMDB0030801 (1-(4-Hydroxy-3-methoxyphenyl)-3-decanone)

3D Structure for HMDB0030801 (1-(4-Hydroxy-3-methoxyphenyl)-3-decanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra