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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:35:08 UTC

Update Date

2021-09-26 23:03:08 UTC

HMDB ID

HMDB0251253

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dictyostelium

Description

1-(3,5-dichloro-2,6-dihydroxy-4-methoxyphenyl)hexan-1-one, also known as DIF-1 or differentiation-inducing factor 1, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 1-(3,5-dichloro-2,6-dihydroxy-4-methoxyphenyl)hexan-1-one is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on 1-(3,5-dichloro-2,6-dihydroxy-4-methoxyphenyl)hexan-1-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dictyostelium is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dictyostelium is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0251253
     RDKit          3D
Dictyostelium
 35 35  0  0  0  0  0  0  0  0999 V2000
    3.5553    2.0465    0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1926    0.7272    0.5634 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1903   -0.4076    0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710   -0.5160   -0.6935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4682   -1.6307   -0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4212   -1.4716    0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6867   -1.9999    1.5134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8354   -0.7931    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7753   -0.6895    1.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6133   -1.2284    2.4543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9960    0.0004    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1690    0.1128    2.2912 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2642    0.5807   -0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4661    1.2406   -0.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6466    0.6117   -0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3423    0.4848   -1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7089    1.2384   -2.7521 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1457   -0.1882   -1.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2908   -0.2259   -2.0616 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448    2.0382    0.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9541    2.8192    0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8099    2.3921   -0.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7670    0.7920    1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8670    0.4565   -0.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4767   -0.2307    1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7455   -1.3275    0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2042   -0.7782   -1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0779    0.4734   -0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0998   -2.5379   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653   -1.9229   -1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9230   -1.7282    2.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3354    0.4995    0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1153    1.3056   -1.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3605   -0.3510   -1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5096    0.2076   -2.9406 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  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 18  8  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
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
 10 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 19 35  1  0
M  END


  Mrv1652305152100372D          

 19 19  0  0  0  0            999 V2000
   -4.2868    0.0000    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
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    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
    0.7145    1.2375    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
   -0.0000    0.8250    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   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    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  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  2  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16  7  2  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19  2  1  0  0  0  0
 19 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251253

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(=O)C1=C(O)C(Cl)=C(OC)C(Cl)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C13H16Cl2O4/c1-3-4-5-6-7(16)8-11(17)9(14)13(19-2)10(15)12(8)18/h17-18H,3-6H2,1-2H3

> <INCHI_KEY>
VUDQSRFCCHQIIU-UHFFFAOYSA-N

> <FORMULA>
C13H16Cl2O4

> <MOLECULAR_WEIGHT>
307.17

> <EXACT_MASS>
306.0425644

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
30.112612172797203

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(3,5-dichloro-2,6-dihydroxy-4-methoxyphenyl)hexan-1-one

> <ALOGPS_LOGP>
4.48

> <JCHEM_LOGP>
5.308422620333333

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.2818708108712

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.178673966509254

> <JCHEM_PKA_STRONGEST_BASIC>
-4.963113322961271

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
74.92530000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(3,5-dichloro-2,6-dihydroxy-4-methoxyphenyl)hexan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251253
     RDKit          3D
Dictyostelium
 35 35  0  0  0  0  0  0  0  0999 V2000
    3.5553    2.0465    0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1926    0.7272    0.5634 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1903   -0.4076    0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710   -0.5160   -0.6935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4682   -1.6307   -0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4212   -1.4716    0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6867   -1.9999    1.5134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8354   -0.7931    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7753   -0.6895    1.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6133   -1.2284    2.4543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9960    0.0004    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1690    0.1128    2.2912 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2642    0.5807   -0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4661    1.2406   -0.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6466    0.6117   -0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3423    0.4848   -1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7089    1.2384   -2.7521 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1457   -0.1882   -1.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2908   -0.2259   -2.0616 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448    2.0382    0.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9541    2.8192    0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8099    2.3921   -0.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7670    0.7920    1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8670    0.4565   -0.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4767   -0.2307    1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7455   -1.3275    0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2042   -0.7782   -1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0779    0.4734   -0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0998   -2.5379   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653   -1.9229   -1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9230   -1.7282    2.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3354    0.4995    0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1153    1.3056   -1.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3605   -0.3510   -1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5096    0.2076   -2.9406 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  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 18  8  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
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
 10 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 19 35  1  0
M  END

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      -8.002   0.000   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      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0       4.001  -0.770   0.000  0.00  0.00          Cl+0
HETATM   15 Cl   UNK     0       1.334   3.850   0.000  0.00  0.00          Cl+0
HETATM   16  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   19                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7   11   12                                                  
CONECT    9   11   13   14                                                  
CONECT   10   12   13   15                                                  
CONECT   11    8    9   17                                                  
CONECT   12    8   10   18                                                  
CONECT   13    9   10   19                                                  
CONECT   14    9                                                            
CONECT   15   10                                                            
CONECT   16    7                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19    2   13                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0251253
HETATM    1  C1  UNL     1       3.555   2.047   0.257  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.193   0.727   0.563  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.190  -0.408   0.657  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.471  -0.516  -0.693  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.468  -1.631  -0.641  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.421  -1.472   0.380  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.687  -2.000   1.513  1.00  0.00           O  
HETATM    8  C7  UNL     1      -0.835  -0.793   0.215  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.775  -0.689   1.212  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.613  -1.228   2.454  1.00  0.00           O  
HETATM   11  C9  UNL     1      -2.996   0.000   1.000  1.00  0.00           C  
HETATM   12 CL1  UNL     1      -4.169   0.113   2.291  1.00  0.00          CL  
HETATM   13  C10 UNL     1      -3.264   0.581  -0.211  1.00  0.00           C  
HETATM   14  O3  UNL     1      -4.466   1.241  -0.368  1.00  0.00           O  
HETATM   15  C11 UNL     1      -5.647   0.612  -0.825  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.342   0.485  -1.205  1.00  0.00           C  
HETATM   17 CL2  UNL     1      -2.709   1.238  -2.752  1.00  0.00          CL  
HETATM   18  C13 UNL     1      -1.146  -0.188  -1.005  1.00  0.00           C  
HETATM   19  O4  UNL     1      -0.291  -0.226  -2.062  1.00  0.00           O  
HETATM   20  H1  UNL     1       2.445   2.038   0.353  1.00  0.00           H  
HETATM   21  H2  UNL     1       3.954   2.819   0.950  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.810   2.392  -0.766  1.00  0.00           H  
HETATM   23  H4  UNL     1       4.767   0.792   1.509  1.00  0.00           H  
HETATM   24  H5  UNL     1       4.867   0.457  -0.299  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.477  -0.231   1.469  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.745  -1.327   0.890  1.00  0.00           H  
HETATM   27  H8  UNL     1       3.204  -0.778  -1.483  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.078   0.473  -0.904  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.100  -2.538  -0.368  1.00  0.00           H  
HETATM   30  H11 UNL     1       1.065  -1.923  -1.624  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.923  -1.728   2.869  1.00  0.00           H  
HETATM   32  H13 UNL     1      -6.335   0.500   0.027  1.00  0.00           H  
HETATM   33  H14 UNL     1      -6.115   1.306  -1.556  1.00  0.00           H  
HETATM   34  H15 UNL     1      -5.360  -0.351  -1.273  1.00  0.00           H  
HETATM   35  H16 UNL     1      -0.510   0.208  -2.941  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7    7    8
CONECT    8    9    9   18
CONECT    9   10   11
CONECT   10   31
CONECT   11   12   13   13
CONECT   13   14   16
CONECT   14   15
CONECT   15   32   33   34
CONECT   16   17   18   18
CONECT   18   19
CONECT   19   35
END

HMDB0251253
     RDKit          3D
Dictyostelium
 35 35  0  0  0  0  0  0  0  0999 V2000
    3.5553    2.0465    0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1926    0.7272    0.5634 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1903   -0.4076    0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710   -0.5160   -0.6935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4682   -1.6307   -0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4212   -1.4716    0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6867   -1.9999    1.5134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8354   -0.7931    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7753   -0.6895    1.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6133   -1.2284    2.4543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9960    0.0004    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1690    0.1128    2.2912 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2642    0.5807   -0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4661    1.2406   -0.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6466    0.6117   -0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3423    0.4848   -1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7089    1.2384   -2.7521 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1457   -0.1882   -1.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2908   -0.2259   -2.0616 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448    2.0382    0.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9541    2.8192    0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8099    2.3921   -0.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7670    0.7920    1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8670    0.4565   -0.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4767   -0.2307    1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7455   -1.3275    0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2042   -0.7782   -1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0779    0.4734   -0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0998   -2.5379   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653   -1.9229   -1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9230   -1.7282    2.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3354    0.4995    0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1153    1.3056   -1.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3605   -0.3510   -1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5096    0.2076   -2.9406 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  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 18  8  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
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
 10 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-((3,5-Dichloro)-2,6-dihydroxy-4-methoxyphenyl)-1-hexanone	ChEBI
C13H16CL2O4	ChEBI
DIF 1	ChEBI
DIF-1	ChEBI
Dif-1 (dictyostelium)	ChEBI
Differentiation-inducing factor 1	ChEBI
Differentiation-inducing factor-1	ChEBI
Morphogen differentiation inducing factor (dictyostelium)	ChEBI
1-DIF (dictyostelium)	MeSH
DIF factor	MeSH
Differentiation inducing factor	MeSH

Chemical Formula

C₁₃H₁₆Cl₂O₄

Average Molecular Weight

307.17

Monoisotopic Molecular Weight

306.0425644

IUPAC Name

1-(3,5-dichloro-2,6-dihydroxy-4-methoxyphenyl)hexan-1-one

Traditional Name

1-(3,5-dichloro-2,6-dihydroxy-4-methoxyphenyl)hexan-1-one

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)C1=C(O)C(Cl)=C(OC)C(Cl)=C1O

InChI Identifier

InChI=1S/C13H16Cl2O4/c1-3-4-5-6-7(16)8-11(17)9(14)13(19-2)10(15)12(8)18/h17-18H,3-6H2,1-2H3

InChI Key

VUDQSRFCCHQIIU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Methoxyphenol
Anisole
Benzoyl
Phenoxy compound
1,3-dichlorobenzene
4-halophenol
2-halophenol
2-chlorophenol
4-chlorophenol
Phenol ether
Resorcinol
Aryl alkyl ketone
Methoxybenzene
Alkyl aryl ether
Chlorobenzene
Phenol
Halobenzene
Monocyclic benzene moiety
Aryl halide
Aryl chloride
Benzenoid
Vinylogous acid
Ether
Organic oxide
Organohalogen compound
Organochloride
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

resorcinols (CHEBI:64598 )
aromatic ketone (CHEBI:64598 )
monomethoxybenzene (CHEBI:64598 )
differentiation-inducing factor (CHEBI:64598 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	4.48	ALOGPS
logP	5.31	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	7.18	ChemAxon
pKa (Strongest Basic)	-5	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	6	ChemAxon
Refractivity	74.93 m³·mol⁻¹	ChemAxon
Polarizability	30.11 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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
DeepCCS	[M+H]+	172.149	30932474
DeepCCS	[M-H]-	169.791	30932474
DeepCCS	[M-2H]-	202.676	30932474
DeepCCS	[M+Na]+	178.429	30932474
AllCCS	[M+H]+	165.5	32859911
AllCCS	[M+H-H2O]+	162.4	32859911
AllCCS	[M+NH4]+	168.3	32859911
AllCCS	[M+Na]+	169.1	32859911
AllCCS	[M-H]-	167.2	32859911
AllCCS	[M+Na-2H]-	167.7	32859911
AllCCS	[M+HCOO]-	168.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dictyostelium	CCCCCC(=O)C1=C(O)C(Cl)=C(OC)C(Cl)=C1O	3355.3	Standard polar	33892256
Dictyostelium	CCCCCC(=O)C1=C(O)C(Cl)=C(OC)C(Cl)=C1O	2137.8	Standard non polar	33892256
Dictyostelium	CCCCCC(=O)C1=C(O)C(Cl)=C(OC)C(Cl)=C1O	2202.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dictyostelium GC-MS (Non-derivatized) - 70eV, Positive	splash10-001r-4090000000-b35b5088ff2f4f37bae3	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dictyostelium GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dictyostelium GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dictyostelium GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dictyostelium GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dictyostelium GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - Dictyostelium 10V, Positive-QTOF	splash10-0a4i-0019000000-ef8432f68775cc7ea0d2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyostelium 20V, Positive-QTOF	splash10-0a59-0096000000-74422cd2f38cb85f1a2b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyostelium 40V, Positive-QTOF	splash10-001i-6790000000-d2ac9465a3e67ca3686a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyostelium 10V, Negative-QTOF	splash10-0a4i-0019000000-75ceaf4817b8c42c3112	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyostelium 20V, Negative-QTOF	splash10-0a4i-2096000000-526d59bba2c5f4607488	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyostelium 40V, Negative-QTOF	splash10-001r-9860000000-1194946181d5a5b6e274	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

110420

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Differentiation-inducing_factor

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

64598

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Dictyostelium (HMDB0251253)

MOL for HMDB0251253 (Dictyostelium)

3D MOL for HMDB0251253 (Dictyostelium)

3D SDF for HMDB0251253 (Dictyostelium)

3D-SDF for HMDB0251253 (Dictyostelium)

PDB for HMDB0251253 (Dictyostelium)

3D PDB for HMDB0251253 (Dictyostelium)

SMILES for HMDB0251253 (Dictyostelium)

INCHI for HMDB0251253 (Dictyostelium)

Structure for HMDB0251253 (Dictyostelium)

3D Structure for HMDB0251253 (Dictyostelium)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra