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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:26:48 UTC

Update Date

2021-09-26 23:02:59 UTC

HMDB ID

HMDB0251141

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Diapocynin

Description

Diapocynin 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. Based on a literature review a significant number of articles have been published on Diapocynin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Diapocynin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Diapocynin 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

HMDB0251141
     RDKit          3D
Diapocynin
 42 43  0  0  0  0  0  0  0  0999 V2000
   -4.7121    1.7792    2.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3922    1.8498    1.6336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7155    0.7999    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3011   -0.4269    0.8033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6011   -1.4486    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262   -2.7454   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5128   -3.8662   -0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4167   -2.9269    0.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2797   -1.2363   -0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6765   -0.0395    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7109    0.2451   -0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7877   -0.3484    0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604   -0.0341   -0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2396   -0.6544    0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0554   -1.6153    1.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3996   -0.3800    0.0687 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2216    0.8579   -1.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1481    1.4547   -1.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2973    2.3512   -2.9053 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5589    2.7267   -3.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792    1.1394   -1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1994    1.7501   -2.0664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928    0.9758    0.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8320    2.2228    0.8634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3361    1.4049    1.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8617    1.1431    2.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0566    2.8279    2.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3472   -0.5714    1.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7756   -4.3543   -0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1823   -4.6142   -1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9575   -3.4106   -1.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7468   -2.0286   -0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331   -1.0525    1.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2520   -2.3370    1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7487   -1.1111    2.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023   -2.1694    1.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2255    1.0851   -1.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4878    3.1791   -4.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1062    1.7482   -3.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1809    3.2998   -2.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1350    1.5552   -1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3384    2.9750    1.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  5  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 13 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 10 23  2  0
 23 24  1  0
 23  3  1  0
 21 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 12 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 22 41  1  0
 24 42  1  0
M  END

  Mrv1652309112110272D          

 24 25  0  0  0  0            999 V2000
    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 O   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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  8 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
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  7 22  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251141

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C(=CC(=C1)C(C)=O)C1=CC(=CC(OC)=C1O)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O6/c1-9(19)11-5-13(17(21)15(7-11)23-3)14-6-12(10(2)20)8-16(24-4)18(14)22/h5-8,21-22H,1-4H3

> <INCHI_KEY>
HLNDPICGHQGWSU-UHFFFAOYSA-N

> <FORMULA>
C18H18O6

> <MOLECULAR_WEIGHT>
330.336

> <EXACT_MASS>
330.1103383

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.25657981802746

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{5'-acetyl-2',6-dihydroxy-3',5-dimethoxy-[1,1'-biphenyl]-3-yl}ethan-1-one

> <ALOGPS_LOGP>
2.84

> <JCHEM_LOGP>
1.8132930406666667

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.362044953528523

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.512803594068853

> <JCHEM_PKA_STRONGEST_BASIC>
-4.599875933254744

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
88.888

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{5'-acetyl-2',6-dihydroxy-3',5-dimethoxy-[1,1'-biphenyl]-3-yl}ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251141
     RDKit          3D
Diapocynin
 42 43  0  0  0  0  0  0  0  0999 V2000
   -4.7121    1.7792    2.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3922    1.8498    1.6336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7155    0.7999    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3011   -0.4269    0.8033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6011   -1.4486    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262   -2.7454   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5128   -3.8662   -0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4167   -2.9269    0.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2797   -1.2363   -0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6765   -0.0395    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7109    0.2451   -0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7877   -0.3484    0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604   -0.0341   -0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2396   -0.6544    0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0554   -1.6153    1.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3996   -0.3800    0.0687 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2216    0.8579   -1.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1481    1.4547   -1.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2973    2.3512   -2.9053 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5589    2.7267   -3.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792    1.1394   -1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1994    1.7501   -2.0664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928    0.9758    0.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8320    2.2228    0.8634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3361    1.4049    1.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8617    1.1431    2.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0566    2.8279    2.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3472   -0.5714    1.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7756   -4.3543   -0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1823   -4.6142   -1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9575   -3.4106   -1.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7468   -2.0286   -0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331   -1.0525    1.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2520   -2.3370    1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7487   -1.1111    2.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023   -2.1694    1.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2255    1.0851   -1.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4878    3.1791   -4.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1062    1.7482   -3.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1809    3.2998   -2.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1350    1.5552   -1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3384    2.9750    1.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  5  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 13 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 10 23  2  0
 23 24  1  0
 23  3  1  0
 21 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 12 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 22 41  1  0
 24 42  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   23                                                  
CONECT    7    6    8   22                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   10   16                                                  
CONECT   16   15                                                            
CONECT   17   14   18                                                       
CONECT   18   17                                                            
CONECT   19   12   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    7                                                            
CONECT   23    6   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0251141
HETATM    1  C1  UNL     1      -4.712   1.779   2.077  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.392   1.850   1.634  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.716   0.800   1.027  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.301  -0.427   0.803  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.601  -1.449   0.198  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.226  -2.745  -0.035  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.513  -3.866  -0.685  1.00  0.00           C  
HETATM    8  O2  UNL     1      -4.417  -2.927   0.326  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.280  -1.236  -0.194  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.677  -0.040   0.014  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.711   0.245  -0.384  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.788  -0.348   0.238  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.060  -0.034  -0.199  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.240  -0.654   0.447  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.055  -1.615   1.558  1.00  0.00           C  
HETATM   16  O3  UNL     1       5.400  -0.380   0.069  1.00  0.00           O  
HETATM   17  C14 UNL     1       3.222   0.858  -1.237  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.148   1.455  -1.862  1.00  0.00           C  
HETATM   19  O4  UNL     1       2.297   2.351  -2.905  1.00  0.00           O  
HETATM   20  C16 UNL     1       3.559   2.727  -3.423  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.879   1.139  -1.425  1.00  0.00           C  
HETATM   22  O5  UNL     1      -0.199   1.750  -2.066  1.00  0.00           O  
HETATM   23  C18 UNL     1      -1.393   0.976   0.623  1.00  0.00           C  
HETATM   24  O6  UNL     1      -0.832   2.223   0.863  1.00  0.00           O  
HETATM   25  H1  UNL     1      -5.336   1.405   1.239  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.862   1.143   2.957  1.00  0.00           H  
HETATM   27  H3  UNL     1      -5.057   2.828   2.247  1.00  0.00           H  
HETATM   28  H4  UNL     1      -4.347  -0.571   1.121  1.00  0.00           H  
HETATM   29  H5  UNL     1      -1.776  -4.354  -0.005  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.182  -4.614  -1.114  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.957  -3.411  -1.555  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.747  -2.029  -0.660  1.00  0.00           H  
HETATM   33  H9  UNL     1       1.633  -1.052   1.061  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.252  -2.337   1.235  1.00  0.00           H  
HETATM   35  H11 UNL     1       3.749  -1.111   2.501  1.00  0.00           H  
HETATM   36  H12 UNL     1       5.002  -2.169   1.695  1.00  0.00           H  
HETATM   37  H13 UNL     1       4.226   1.085  -1.558  1.00  0.00           H  
HETATM   38  H14 UNL     1       3.488   3.179  -4.425  1.00  0.00           H  
HETATM   39  H15 UNL     1       4.106   1.748  -3.562  1.00  0.00           H  
HETATM   40  H16 UNL     1       4.181   3.300  -2.709  1.00  0.00           H  
HETATM   41  H17 UNL     1      -1.135   1.555  -1.789  1.00  0.00           H  
HETATM   42  H18 UNL     1      -1.338   2.975   1.290  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   28
CONECT    5    6    9    9
CONECT    6    7    8    8
CONECT    7   29   30   31
CONECT    9   10   32
CONECT   10   11   23   23
CONECT   11   12   12   21
CONECT   12   13   33
CONECT   13   14   17   17
CONECT   14   15   16   16
CONECT   15   34   35   36
CONECT   17   18   37
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   38   39   40
CONECT   21   22
CONECT   22   41
CONECT   23   24
CONECT   24   42
END

HMDB0251141
     RDKit          3D
Diapocynin
 42 43  0  0  0  0  0  0  0  0999 V2000
   -4.7121    1.7792    2.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3922    1.8498    1.6336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7155    0.7999    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3011   -0.4269    0.8033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6011   -1.4486    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262   -2.7454   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5128   -3.8662   -0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4167   -2.9269    0.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2797   -1.2363   -0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6765   -0.0395    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7109    0.2451   -0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7877   -0.3484    0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604   -0.0341   -0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2396   -0.6544    0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0554   -1.6153    1.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3996   -0.3800    0.0687 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2216    0.8579   -1.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1481    1.4547   -1.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2973    2.3512   -2.9053 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5589    2.7267   -3.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792    1.1394   -1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1994    1.7501   -2.0664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928    0.9758    0.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8320    2.2228    0.8634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3361    1.4049    1.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8617    1.1431    2.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0566    2.8279    2.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3472   -0.5714    1.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7756   -4.3543   -0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1823   -4.6142   -1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9575   -3.4106   -1.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7468   -2.0286   -0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331   -1.0525    1.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2520   -2.3370    1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7487   -1.1111    2.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023   -2.1694    1.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2255    1.0851   -1.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4878    3.1791   -4.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1062    1.7482   -3.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1809    3.2998   -2.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1350    1.5552   -1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3384    2.9750    1.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  5  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 13 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 10 23  2  0
 23 24  1  0
 23  3  1  0
 21 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 12 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 22 41  1  0
 24 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₁₈O₆

Average Molecular Weight

330.336

Monoisotopic Molecular Weight

330.1103383

IUPAC Name

1-{5'-acetyl-2',6-dihydroxy-3',5-dimethoxy-[1,1'-biphenyl]-3-yl}ethan-1-one

Traditional Name

1-{5'-acetyl-2',6-dihydroxy-3',5-dimethoxy-[1,1'-biphenyl]-3-yl}ethanone

CAS Registry Number

Not Available

SMILES

COC1=C(O)C(=CC(=C1)C(C)=O)C1=CC(=CC(OC)=C1O)C(C)=O

InChI Identifier

InChI=1S/C18H18O6/c1-9(19)11-5-13(17(21)15(7-11)23-3)14-6-12(10(2)20)8-16(24-4)18(14)22/h5-8,21-22H,1-4H3

InChI Key

HLNDPICGHQGWSU-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
Biphenyl
Methoxyphenol
Acetophenone
Phenoxy compound
Anisole
Benzoyl
Phenol ether
Aryl alkyl ketone
Methoxybenzene
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Ether
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	2.84	ALOGPS
logP	1.81	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	7.51	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	88.89 m³·mol⁻¹	ChemAxon
Polarizability	34.26 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M+H]+	176.474	30932474
DeepCCS	[M-H]-	174.116	30932474
DeepCCS	[M-2H]-	208.311	30932474
DeepCCS	[M+Na]+	183.539	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diapocynin	COC1=C(O)C(=CC(=C1)C(C)=O)C1=CC(=CC(OC)=C1O)C(C)=O	4695.4	Standard polar	33892256
Diapocynin	COC1=C(O)C(=CC(=C1)C(C)=O)C1=CC(=CC(OC)=C1O)C(C)=O	2818.9	Standard non polar	33892256
Diapocynin	COC1=C(O)C(=CC(=C1)C(C)=O)C1=CC(=CC(OC)=C1O)C(C)=O	2822.2	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 - Diapocynin GC-MS (Non-derivatized) - 70eV, Positive	splash10-014r-1079000000-01c34715622ed450deb2	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diapocynin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diapocynin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diapocynin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diapocynin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diapocynin 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 - Diapocynin 10V, Positive-QTOF	splash10-001i-0029000000-f993db580504cd4775a3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diapocynin 20V, Positive-QTOF	splash10-001i-2069000000-a231fe0fe351fcaed471	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diapocynin 40V, Positive-QTOF	splash10-05r3-1292000000-ffbf930804165cfe0901	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diapocynin 10V, Negative-QTOF	splash10-004i-0009000000-c8246d262a6a61e537f9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diapocynin 20V, Negative-QTOF	splash10-00b9-0179000000-b89377dca33ccbf3a03e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diapocynin 40V, Negative-QTOF	splash10-00g4-1190000000-b6c70ec11369f624d7b3	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

8103122

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Diapocynin

METLIN ID

Not Available

PubChem Compound

9927489

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

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 Diapocynin (HMDB0251141)

MOL for HMDB0251141 (Diapocynin)

3D MOL for HMDB0251141 (Diapocynin)

3D SDF for HMDB0251141 (Diapocynin)

3D-SDF for HMDB0251141 (Diapocynin)

PDB for HMDB0251141 (Diapocynin)

3D PDB for HMDB0251141 (Diapocynin)

SMILES for HMDB0251141 (Diapocynin)

INCHI for HMDB0251141 (Diapocynin)

Structure for HMDB0251141 (Diapocynin)

3D Structure for HMDB0251141 (Diapocynin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra