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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 06:49:50 UTC

Update Date

2021-09-23 06:49:50 UTC

HMDB ID

HMDB0302126

Secondary Accession Numbers

None

Metabolite Identification

Common Name

[4]-Isogingerol

Description

[4]-isogingerol 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. [4]-isogingerol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). [4]-isogingerol can be found in ginger, which makes [4]-isogingerol a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302126
     RDKit          3D
[4]-Isogingerol
 41 41  0  0  0  0  0  0  0  0999 V2000
    5.4872    2.1132   -0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0659    1.6623    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8908    0.2153   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -0.1415   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6395    0.6811    0.2015 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603   -1.5116   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5932   -1.8263   -0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003   -0.9978   -1.1258 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1433   -1.7100    1.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858   -2.0244    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2723   -1.1980    0.6201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7795   -1.6121   -0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7015   -0.8238   -1.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1200    0.3799   -0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0358    1.1686   -1.3425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6226    0.8192    0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0745    2.0295    1.0314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5544    2.4719    2.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7048    0.0162    1.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5822    3.2087   -0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0389    1.9136    0.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0030    1.6383   -0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4346    2.3055   -0.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929    1.7723    1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2445    0.0693   -1.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4994   -0.4403    0.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6065   -2.2298    0.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3132   -1.7712   -1.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858   -2.9009   -0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3485   -0.2567   -1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589   -0.7057    1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7455   -2.4571    1.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4619   -1.9633    2.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4301   -3.1249    1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4522   -2.5443   -1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0784   -1.1877   -2.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4044    0.8630   -2.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9174    3.4777    2.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4437    2.5248    2.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8428    1.7631    3.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2962    0.3338    2.1208 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
M  END


  Mrv0541 02241212282D          

 19 19  0  0  0  0            999 V2000
   -4.4786    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1930    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1930    0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4786    0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7641    0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7641    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9075    0.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4786   -0.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7641   -1.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0496    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3352    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9062    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1918    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5227    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2372    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9517    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207    2.6518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1918    2.6518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 18  1  0  0  0  0
 14 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302126

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O4/c1-3-4-12(16)10-13(17)7-5-11-6-8-14(18)15(9-11)19-2/h6,8-9,13,17-18H,3-5,7,10H2,1-2H3

> <INCHI_KEY>
RGSRPNZPGBVHPU-UHFFFAOYSA-N

> <FORMULA>
C15H22O4

> <MOLECULAR_WEIGHT>
266.3328

> <EXACT_MASS>
266.151809192

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.990803180704205

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-hydroxy-8-(4-hydroxy-3-methoxyphenyl)octan-4-one

> <ALOGPS_LOGP>
2.45

> <JCHEM_LOGP>
2.7273824806666678

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.070290648474288

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.277008857262357

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7664824276617956

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
73.9072

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxy-8-(4-hydroxy-3-methoxyphenyl)octan-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302126
     RDKit          3D
[4]-Isogingerol
 41 41  0  0  0  0  0  0  0  0999 V2000
    5.4872    2.1132   -0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0659    1.6623    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8908    0.2153   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -0.1415   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6395    0.6811    0.2015 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603   -1.5116   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5932   -1.8263   -0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003   -0.9978   -1.1258 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1433   -1.7100    1.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858   -2.0244    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2723   -1.1980    0.6201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7795   -1.6121   -0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7015   -0.8238   -1.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1200    0.3799   -0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0358    1.1686   -1.3425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6226    0.8192    0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0745    2.0295    1.0314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5544    2.4719    2.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7048    0.0162    1.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5822    3.2087   -0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0389    1.9136    0.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0030    1.6383   -0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4346    2.3055   -0.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929    1.7723    1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2445    0.0693   -1.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4994   -0.4403    0.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6065   -2.2298    0.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3132   -1.7712   -1.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858   -2.9009   -0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3485   -0.2567   -1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589   -0.7057    1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7455   -2.4571    1.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4619   -1.9633    2.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4301   -3.1249    1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4522   -2.5443   -1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0784   -1.1877   -2.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4044    0.8630   -2.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9174    3.4777    2.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4437    2.5248    2.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8428    1.7631    3.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2962    0.3338    2.1208 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  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      -8.360   3.410   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.694   2.640   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.694   1.100   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.360   0.330   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.026   1.100   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.026   2.640   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -11.027   0.330   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -8.360  -1.210   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -7.026  -1.980   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.693   3.410   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.359   2.640   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.025   3.410   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.692   2.640   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.358   3.410   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.976   2.640   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.309   3.410   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.643   2.640   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.025   4.950   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.358   4.950   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5   10                                                  
CONECT    7    3                                                            
CONECT    8    4    9                                                       
CONECT    9    8                                                            
CONECT   10    6   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   12                                                            
CONECT   19   14                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0302126
HETATM    1  C1  UNL     1       5.487   2.113  -0.008  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.066   1.662   0.092  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.891   0.215  -0.304  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.445  -0.141  -0.172  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.640   0.681   0.201  1.00  0.00           O  
HETATM    6  C5  UNL     1       2.060  -1.512  -0.513  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.593  -1.826  -0.334  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.200  -0.998  -1.126  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.143  -1.710   1.090  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.286  -2.024   1.332  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.272  -1.198   0.620  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.779  -1.612  -0.592  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.701  -0.824  -1.248  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.120   0.380  -0.697  1.00  0.00           C  
HETATM   15  O3  UNL     1      -5.036   1.169  -1.342  1.00  0.00           O  
HETATM   16  C13 UNL     1      -3.623   0.819   0.526  1.00  0.00           C  
HETATM   17  O4  UNL     1      -4.074   2.030   1.031  1.00  0.00           O  
HETATM   18  C14 UNL     1      -3.554   2.472   2.292  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.705   0.016   1.160  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.582   3.209  -0.181  1.00  0.00           H  
HETATM   21  H2  UNL     1       6.039   1.914   0.941  1.00  0.00           H  
HETATM   22  H3  UNL     1       6.003   1.638  -0.885  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.435   2.306  -0.551  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.693   1.772   1.143  1.00  0.00           H  
HETATM   25  H6  UNL     1       4.244   0.069  -1.360  1.00  0.00           H  
HETATM   26  H7  UNL     1       4.499  -0.440   0.346  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.606  -2.230   0.168  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.313  -1.771  -1.566  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.486  -2.901  -0.667  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.348  -0.257  -1.528  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.359  -0.706   1.522  1.00  0.00           H  
HETATM   32  H13 UNL     1       0.745  -2.457   1.690  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.462  -1.963   2.448  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.430  -3.125   1.117  1.00  0.00           H  
HETATM   35  H16 UNL     1      -2.452  -2.544  -1.008  1.00  0.00           H  
HETATM   36  H17 UNL     1      -4.078  -1.188  -2.205  1.00  0.00           H  
HETATM   37  H18 UNL     1      -5.404   0.863  -2.228  1.00  0.00           H  
HETATM   38  H19 UNL     1      -3.917   3.478   2.545  1.00  0.00           H  
HETATM   39  H20 UNL     1      -2.444   2.525   2.248  1.00  0.00           H  
HETATM   40  H21 UNL     1      -3.843   1.763   3.098  1.00  0.00           H  
HETATM   41  H22 UNL     1      -2.296   0.334   2.121  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5    5    6
CONECT    6    7   27   28
CONECT    7    8    9   29
CONECT    8   30
CONECT    9   10   31   32
CONECT   10   11   33   34
CONECT   11   12   12   19
CONECT   12   13   35
CONECT   13   14   14   36
CONECT   14   15   16
CONECT   15   37
CONECT   16   17   19   19
CONECT   17   18
CONECT   18   38   39   40
CONECT   19   41
END

HMDB0302126
     RDKit          3D
[4]-Isogingerol
 41 41  0  0  0  0  0  0  0  0999 V2000
    5.4872    2.1132   -0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0659    1.6623    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8908    0.2153   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -0.1415   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6395    0.6811    0.2015 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603   -1.5116   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5932   -1.8263   -0.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003   -0.9978   -1.1258 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1433   -1.7100    1.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2858   -2.0244    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2723   -1.1980    0.6201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7795   -1.6121   -0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7015   -0.8238   -1.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1200    0.3799   -0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0358    1.1686   -1.3425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6226    0.8192    0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0745    2.0295    1.0314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5544    2.4719    2.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7048    0.0162    1.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5822    3.2087   -0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0389    1.9136    0.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0030    1.6383   -0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4346    2.3055   -0.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929    1.7723    1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2445    0.0693   -1.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4994   -0.4403    0.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6065   -2.2298    0.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3132   -1.7712   -1.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858   -2.9009   -0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3485   -0.2567   -1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589   -0.7057    1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7455   -2.4571    1.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4619   -1.9633    2.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4301   -3.1249    1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4522   -2.5443   -1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0784   -1.1877   -2.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4044    0.8630   -2.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9174    3.4777    2.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4437    2.5248    2.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8428    1.7631    3.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2962    0.3338    2.1208 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₄

Average Molecular Weight

266.3328

Monoisotopic Molecular Weight

266.151809192

IUPAC Name

6-hydroxy-8-(4-hydroxy-3-methoxyphenyl)octan-4-one

Traditional Name

6-hydroxy-8-(4-hydroxy-3-methoxyphenyl)octan-4-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H22O4/c1-3-4-12(16)10-13(17)7-5-11-6-8-14(18)15(9-11)19-2/h6,8-9,13,17-18H,3-5,7,10H2,1-2H3

InChI Key

RGSRPNZPGBVHPU-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Fatty alcohol
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Fatty acyl
Beta-hydroxy ketone
Monocyclic benzene moiety
Secondary alcohol
Ketone
Ether
Alcohol
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Ginger (FooDB: FOOD00206)

Process

Not Available

Role

Not Available

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	2.45	ALOGPS
logP	2.73	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	10.28	ChemAxon
pKa (Strongest Basic)	-2.8	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	73.91 m³·mol⁻¹	ChemAxon
Polarizability	29.99 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]+	166.356	32859911
AllCCS	[M+H-H2O]+	162.861	32859911
AllCCS	[M+Na]+	170.532	32859911
AllCCS	[M+NH4]+	169.599	32859911
AllCCS	[M-H]-	167.8	32859911
AllCCS	[M+Na-2H]-	168.441	32859911
AllCCS	[M+HCOO]-	169.274	32859911
DeepCCS	[M+H]+	166.39	30932474
DeepCCS	[M-H]-	164.032	30932474
DeepCCS	[M-2H]-	196.918	30932474
DeepCCS	[M+Na]+	172.483	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
[4]-Isogingerol,3TMS,isomer #1	CCCC(=CC(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2362.1	Semi standard non polar	33892256
[4]-Isogingerol,3TMS,isomer #1	CCCC(=CC(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2250.2	Standard non polar	33892256
[4]-Isogingerol,3TMS,isomer #1	CCCC(=CC(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2434.7	Standard polar	33892256
[4]-Isogingerol,3TMS,isomer #2	CCC=C(CC(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2374.8	Semi standard non polar	33892256
[4]-Isogingerol,3TMS,isomer #2	CCC=C(CC(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2333.5	Standard non polar	33892256
[4]-Isogingerol,3TMS,isomer #2	CCC=C(CC(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C	2464.8	Standard polar	33892256
[4]-Isogingerol,3TBDMS,isomer #1	CCCC(=CC(CCC1=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	3039.9	Semi standard non polar	33892256
[4]-Isogingerol,3TBDMS,isomer #1	CCCC(=CC(CCC1=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	2820.2	Standard non polar	33892256
[4]-Isogingerol,3TBDMS,isomer #1	CCCC(=CC(CCC1=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	2742.8	Standard polar	33892256
[4]-Isogingerol,3TBDMS,isomer #2	CCC=C(CC(CCC1=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	3042.6	Semi standard non polar	33892256
[4]-Isogingerol,3TBDMS,isomer #2	CCC=C(CC(CCC1=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	2888.7	Standard non polar	33892256
[4]-Isogingerol,3TBDMS,isomer #2	CCC=C(CC(CCC1=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	2762.3	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 - [4]-Isogingerol 10V, Positive-QTOF	splash10-00kb-1190000000-c19a95b1b0d53e959eb6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [4]-Isogingerol 20V, Positive-QTOF	splash10-0fka-9650000000-7e50e4cbe0d5570fdca0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [4]-Isogingerol 40V, Positive-QTOF	splash10-0fdx-9700000000-a460b7ff9476ed63580a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [4]-Isogingerol 10V, Negative-QTOF	splash10-014i-1190000000-a916d607047b889fa0e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [4]-Isogingerol 20V, Negative-QTOF	splash10-00ks-9570000000-43da1706a84fa8271e1e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [4]-Isogingerol 40V, Negative-QTOF	splash10-053l-9200000000-28ebe5bcf1cb998d5b2f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [4]-Isogingerol 10V, Positive-QTOF	splash10-00m1-0590000000-9c51a13fb3140ae9cf4e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [4]-Isogingerol 20V, Positive-QTOF	splash10-001a-2930000000-5dca790d17ce3462363b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [4]-Isogingerol 40V, Positive-QTOF	splash10-0079-3900000000-13e28ce90808d3c62576	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [4]-Isogingerol 10V, Negative-QTOF	splash10-014i-0190000000-196762c79a65f1caa18f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [4]-Isogingerol 20V, Negative-QTOF	splash10-00mk-1970000000-44373faba18e39084e8f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [4]-Isogingerol 40V, Negative-QTOF	splash10-052o-7910000000-23b87fd2206473216d50	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

FDB001887

KNApSAcK ID

Not Available

Chemspider ID

9657324

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11482504

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 [4]-Isogingerol (HMDB0302126)

MOL for HMDB0302126 ([4]-Isogingerol)

3D MOL for HMDB0302126 ([4]-Isogingerol)

3D SDF for HMDB0302126 ([4]-Isogingerol)

3D-SDF for HMDB0302126 ([4]-Isogingerol)

PDB for HMDB0302126 ([4]-Isogingerol)

3D PDB for HMDB0302126 ([4]-Isogingerol)

SMILES for HMDB0302126 ([4]-Isogingerol)

INCHI for HMDB0302126 ([4]-Isogingerol)

Structure for HMDB0302126 ([4]-Isogingerol)

3D Structure for HMDB0302126 ([4]-Isogingerol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra