Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 06:54:52 UTC

Update Date

2021-09-23 06:54:52 UTC

HMDB ID

HMDB0302134

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dehydrogingerdione

Description

Dehydrogingerdione is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Dehydrogingerdione is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Dehydrogingerdione can be found in ginger, which makes dehydrogingerdione a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302134
     RDKit          3D
Dehydrogingerdione
 43 43  0  0  0  0  0  0  0  0999 V2000
    5.6888    2.0014    0.6284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4186    1.4059    1.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1692    0.0185    0.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0461    0.0247   -0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9597    0.8502   -1.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5918    0.5080   -1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7046    1.3939   -1.3548 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1336   -0.7443   -0.5333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1865   -0.9575   -0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    0.1087   -0.6186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -2.2202    0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7387   -2.5769    0.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9206   -1.7869    0.5126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0858   -2.4990    0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3276   -1.9404    0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5071   -0.6199    0.4263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7813   -0.0863    0.3698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3949    0.0831    0.7943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5281    1.4138    1.1352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5054    2.2748    1.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1321   -0.4825    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4671    2.8042   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2577    2.4522    1.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2926    1.1822    0.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5583    2.0777    1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5878    1.2371    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680   -0.5737    0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018   -0.3946    1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0496    0.3175   -1.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8872   -1.0424   -1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0630    0.7800   -2.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547    1.9170   -1.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8612   -1.5049   -0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3681    0.1387   -1.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3013   -2.9476    0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8018   -3.6336    1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9865   -3.5531   -0.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1963   -2.5361   -0.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5977   -0.5862    0.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8027    3.3518    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324    2.1345    2.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5375    2.0950    1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3175    0.1150    1.2262 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  8 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
M  END

  Mrv0541 02241221132D          

 21 21  0  0  0  0            999 V2000
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    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
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302134

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(=O)\C=C(/O)\C=C/C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h7-12,19-20H,3-6H2,1-2H3/b9-7-,15-12-

> <INCHI_KEY>
FZWNRFAUDBWSKY-YUKZMVOFSA-N

> <FORMULA>
C17H22O4

> <MOLECULAR_WEIGHT>
290.3542

> <EXACT_MASS>
290.151809192

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
32.182880655740604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1Z,3Z)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)deca-1,3-dien-5-one

> <ALOGPS_LOGP>
3.80

> <JCHEM_LOGP>
3.895085811666667

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.613979922148436

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.460146811671512

> <JCHEM_PKA_STRONGEST_BASIC>
-4.823914261438543

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
85.69590000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1Z,3Z)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)deca-1,3-dien-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302134
     RDKit          3D
Dehydrogingerdione
 43 43  0  0  0  0  0  0  0  0999 V2000
    5.6888    2.0014    0.6284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4186    1.4059    1.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1692    0.0185    0.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0461    0.0247   -0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9597    0.8502   -1.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5918    0.5080   -1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7046    1.3939   -1.3548 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1336   -0.7443   -0.5333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1865   -0.9575   -0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    0.1087   -0.6186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -2.2202    0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7387   -2.5769    0.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9206   -1.7869    0.5126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0858   -2.4990    0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3276   -1.9404    0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5071   -0.6199    0.4263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7813   -0.0863    0.3698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3949    0.0831    0.7943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5281    1.4138    1.1352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5054    2.2748    1.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1321   -0.4825    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4671    2.8042   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2577    2.4522    1.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2926    1.1822    0.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5583    2.0777    1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5878    1.2371    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680   -0.5737    0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018   -0.3946    1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0496    0.3175   -1.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8872   -1.0424   -1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0630    0.7800   -2.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547    1.9170   -1.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8612   -1.5049   -0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3681    0.1387   -1.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3013   -2.9476    0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8018   -3.6336    1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9865   -3.5531   -0.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1963   -2.5361   -0.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5977   -0.5862    0.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8027    3.3518    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324    2.1345    2.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5375    2.0950    1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3175    0.1150    1.2262 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  8 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.337   6.160   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.338   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.004   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.671   2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.003  -0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      14.671  -2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      16.004   6.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15                                                            
CONECT   19   14   20                                                       
CONECT   20   19                                                            
CONECT   21    9                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0302134
HETATM    1  C1  UNL     1       5.689   2.001   0.628  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.419   1.406   1.189  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.169   0.019   0.625  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.046   0.025  -0.855  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.960   0.850  -1.437  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.592   0.508  -1.109  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.705   1.394  -1.355  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.134  -0.744  -0.533  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.187  -0.958  -0.277  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.970   0.109  -0.619  1.00  0.00           O  
HETATM   11  C9  UNL     1      -0.544  -2.220   0.280  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.739  -2.577   0.612  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.921  -1.787   0.513  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.086  -2.499   0.136  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.328  -1.940   0.095  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.507  -0.620   0.426  1.00  0.00           C  
HETATM   17  O3  UNL     1      -6.781  -0.086   0.370  1.00  0.00           O  
HETATM   18  C15 UNL     1      -4.395   0.083   0.794  1.00  0.00           C  
HETATM   19  O4  UNL     1      -4.528   1.414   1.135  1.00  0.00           O  
HETATM   20  C16 UNL     1      -3.505   2.275   1.531  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.132  -0.483   0.840  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.467   2.804  -0.120  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.258   2.452   1.465  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.293   1.182   0.152  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.558   2.078   1.111  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.588   1.237   2.291  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.068  -0.574   0.894  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.302  -0.395   1.137  1.00  0.00           H  
HETATM   29  H8  UNL     1       5.050   0.318  -1.276  1.00  0.00           H  
HETATM   30  H9  UNL     1       3.887  -1.042  -1.176  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.063   0.780  -2.554  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.155   1.917  -1.177  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.861  -1.505  -0.323  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.368   0.139  -1.553  1.00  0.00           H  
HETATM   35  H14 UNL     1       0.301  -2.948   0.433  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.802  -3.634   1.017  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.987  -3.553  -0.136  1.00  0.00           H  
HETATM   38  H17 UNL     1      -6.196  -2.536  -0.204  1.00  0.00           H  
HETATM   39  H18 UNL     1      -7.598  -0.586   0.105  1.00  0.00           H  
HETATM   40  H19 UNL     1      -3.803   3.352   1.390  1.00  0.00           H  
HETATM   41  H20 UNL     1      -3.332   2.134   2.606  1.00  0.00           H  
HETATM   42  H21 UNL     1      -2.538   2.095   1.015  1.00  0.00           H  
HETATM   43  H22 UNL     1      -2.318   0.115   1.226  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7    7    8
CONECT    8    9    9   33
CONECT    9   10   11
CONECT   10   34
CONECT   11   12   12   35
CONECT   12   13   36
CONECT   13   14   14   21
CONECT   14   15   37
CONECT   15   16   16   38
CONECT   16   17   18
CONECT   17   39
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   40   41   42
CONECT   21   43
END

HMDB0302134
     RDKit          3D
Dehydrogingerdione
 43 43  0  0  0  0  0  0  0  0999 V2000
    5.6888    2.0014    0.6284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4186    1.4059    1.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1692    0.0185    0.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0461    0.0247   -0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9597    0.8502   -1.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5918    0.5080   -1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7046    1.3939   -1.3548 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1336   -0.7443   -0.5333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1865   -0.9575   -0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    0.1087   -0.6186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -2.2202    0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7387   -2.5769    0.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9206   -1.7869    0.5126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0858   -2.4990    0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3276   -1.9404    0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5071   -0.6199    0.4263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7813   -0.0863    0.3698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3949    0.0831    0.7943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5281    1.4138    1.1352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5054    2.2748    1.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1321   -0.4825    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4671    2.8042   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2577    2.4522    1.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2926    1.1822    0.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5583    2.0777    1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5878    1.2371    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680   -0.5737    0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018   -0.3946    1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0496    0.3175   -1.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8872   -1.0424   -1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0630    0.7800   -2.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547    1.9170   -1.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8612   -1.5049   -0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3681    0.1387   -1.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3013   -2.9476    0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8018   -3.6336    1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9865   -3.5531   -0.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1963   -2.5361   -0.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5977   -0.5862    0.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8027    3.3518    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324    2.1345    2.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5375    2.0950    1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3175    0.1150    1.2262 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  8 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₂₂O₄

Average Molecular Weight

290.3542

Monoisotopic Molecular Weight

290.151809192

IUPAC Name

(1Z,3Z)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)deca-1,3-dien-5-one

Traditional Name

(1Z,3Z)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)deca-1,3-dien-5-one

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)\C=C(/O)\C=C/C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C17H22O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h7-12,19-20H,3-6H2,1-2H3/b9-7-,15-12-

InChI Key

FZWNRFAUDBWSKY-YUKZMVOFSA-N

Chemical Taxonomy

Description

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

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Acryloyl-group
Vinylogous acid
Alpha,beta-unsaturated ketone
Enone
Ketone
Ether
Enol
Organic oxygen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302134)

Food

Herb and spice

Spice

Ginger (FooDB: FOOD00206)

Process

Not Available

Role

Biological role

Hormone antagonist (HMDB: HMDB0302134)
Anti-inflammatory (HMDB: HMDB0302134)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.8	ALOGPS
logP	3.9	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.46	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	85.7 m³·mol⁻¹	ChemAxon
Polarizability	32.18 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	172.74	32859911
AllCCS	[M+H-H2O]+	169.335	32859911
AllCCS	[M+Na]+	176.805	32859911
AllCCS	[M+NH4]+	175.897	32859911
AllCCS	[M-H]-	173.727	32859911
AllCCS	[M+Na-2H]-	174.392	32859911
AllCCS	[M+HCOO]-	175.262	32859911
DeepCCS	[M+H]+	184.102	30932474
DeepCCS	[M-H]-	181.745	30932474
DeepCCS	[M-2H]-	214.631	30932474
DeepCCS	[M+Na]+	190.196	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dehydrogingerdione,3TMS,isomer #1	CCCCC=C(/C=C(/C=C\C1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2832.3	Semi standard non polar	33892256
Dehydrogingerdione,3TMS,isomer #1	CCCCC=C(/C=C(/C=C\C1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2780.0	Standard non polar	33892256
Dehydrogingerdione,3TMS,isomer #1	CCCCC=C(/C=C(/C=C\C1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2852.4	Standard polar	33892256
Dehydrogingerdione,3TBDMS,isomer #1	CCCCC=C(/C=C(/C=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3523.9	Semi standard non polar	33892256
Dehydrogingerdione,3TBDMS,isomer #1	CCCCC=C(/C=C(/C=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3397.8	Standard non polar	33892256
Dehydrogingerdione,3TBDMS,isomer #1	CCCCC=C(/C=C(/C=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3069.6	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrogingerdione 10V, Positive-QTOF	splash10-0006-2790000000-b4cd36b7c4e4ed97acad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrogingerdione 20V, Positive-QTOF	splash10-004j-5920000000-a421edeeb62d6ca6f4cb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrogingerdione 40V, Positive-QTOF	splash10-0a4m-9400000000-86abbd5b6e09946254b5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrogingerdione 10V, Negative-QTOF	splash10-000i-0690000000-54090489190a751293e1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrogingerdione 20V, Negative-QTOF	splash10-002r-2950000000-14b9f60b4b4fcd9d148e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrogingerdione 40V, Negative-QTOF	splash10-03di-3940000000-3e55b24cb3cf36f3a3c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrogingerdione 10V, Positive-QTOF	splash10-0006-0290000000-5f887e1d1ff66593e264	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrogingerdione 20V, Positive-QTOF	splash10-004r-2930000000-7d4e61472ebffb111e38	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrogingerdione 40V, Positive-QTOF	splash10-002n-4910000000-72a9832b22a9e3989375	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrogingerdione 10V, Negative-QTOF	splash10-000i-2390000000-3ccb392ec6b7a6278c9d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrogingerdione 20V, Negative-QTOF	splash10-01ot-2910000000-aae3fe67353da72b2c84	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrogingerdione 40V, Negative-QTOF	splash10-0535-4910000000-4a7dddb0d3970fb3b810	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001895

KNApSAcK ID

Not Available

Chemspider ID

4475505

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5316449

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Dehydrogingerdione (HMDB0302134)

MOL for HMDB0302134 (Dehydrogingerdione)

3D MOL for HMDB0302134 (Dehydrogingerdione)

3D SDF for HMDB0302134 (Dehydrogingerdione)

3D-SDF for HMDB0302134 (Dehydrogingerdione)

PDB for HMDB0302134 (Dehydrogingerdione)

3D PDB for HMDB0302134 (Dehydrogingerdione)

SMILES for HMDB0302134 (Dehydrogingerdione)

INCHI for HMDB0302134 (Dehydrogingerdione)

Structure for HMDB0302134 (Dehydrogingerdione)

3D Structure for HMDB0302134 (Dehydrogingerdione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra