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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:05:16 UTC

Update Date

2021-09-26 22:56:32 UTC

HMDB ID

HMDB0247071

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Hydroxyazapropazone

Description

6-Hydroxyazapropazone belongs to the class of organic compounds known as aminotriazines. These are organic compounds containing an amino group attached to a triazine ring. 6-Hydroxyazapropazone is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). 6-hydroxyazapropazone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 6-Hydroxyazapropazone 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

HMDB0247071
     RDKit          3D
6-Hydroxyazapropazone
 43 45  0  0  0  0  0  0  0  0999 V2000
    5.1876    2.2445   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8789    1.8713   -0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3966    0.5105   -0.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1188    0.2103   -0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5764   -1.1432   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1483   -2.1280   -0.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1858   -1.1021   -0.1316 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7910   -2.0888    0.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3825   -3.4432    0.1936 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7632   -3.8636    0.9731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1020   -4.4317   -0.5800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0212   -1.7666    0.4695 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683   -0.4178    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509   -0.0474    0.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1405    1.2670    0.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4314    1.6608    1.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2078    2.2377    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6198    3.6643    0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146    1.9020    0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5422    0.5585    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1880    0.2632   -0.1456 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9642    1.0426   -0.4941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9460    2.1664   -1.0008 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3199    3.3497   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0255    1.7675   -0.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1396    1.9572   -2.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0059    1.8210    0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1259    2.6387   -0.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3019    0.4919   -1.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1921   -0.2155   -0.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2045    0.2161    0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2476   -3.0055    1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4356   -4.5805    1.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4911   -4.4530    0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513   -4.8123   -1.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3350   -5.3017    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1223   -4.0435   -0.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4656   -0.8217    1.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1894    1.0639    1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7235    3.7321    0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3684    4.1878    1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701    4.1868   -0.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696    2.6541   -0.0899 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22  4  1  0
 21  7  1  0
 20 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 14 38  1  0
 16 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
M  END


  Mrv0541 04121516412D          

 23 25  0  0  0  0            999 V2000
    5.7896   -0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0883   -0.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995    0.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2295    1.3982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    1.0622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    0.3610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996   -1.0703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045   -0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1547   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9347    0.4640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837    1.8150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083    1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8429    2.4905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675    2.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4529    3.2175    0.0000 C   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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247071

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC1C(=O)N2N(C1=O)C1=CC(C)=C(O)C=C1N=C2N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C16H20N4O3/c1-5-6-10-14(22)19-12-7-9(2)13(21)8-11(12)17-16(18(3)4)20(19)15(10)23/h7-8,10,21H,5-6H2,1-4H3

> <INCHI_KEY>
OMGXOEFNBDYLQW-UHFFFAOYSA-N

> <FORMULA>
C16H20N4O3

> <MOLECULAR_WEIGHT>
316.361

> <EXACT_MASS>
316.15354052

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.78542856435732

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(dimethylamino)-11-hydroxy-12-methyl-4-propyl-2,6,8-triazatricyclo[7.4.0.0²,⁶]trideca-1(13),7,9,11-tetraene-3,5-dione

> <ALOGPS_LOGP>
1.10

> <JCHEM_LOGP>
2.0773919267878953

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.299861236762363

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.4596286361299158

> <JCHEM_PKA_STRONGEST_BASIC>
7.190603500567292

> <JCHEM_POLAR_SURFACE_AREA>
76.45

> <JCHEM_REFRACTIVITY>
87.6267

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.22e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(dimethylamino)-11-hydroxy-12-methyl-4-propyl-2,6,8-triazatricyclo[7.4.0.0²,⁶]trideca-1(13),7,9,11-tetraene-3,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247071
     RDKit          3D
6-Hydroxyazapropazone
 43 45  0  0  0  0  0  0  0  0999 V2000
    5.1876    2.2445   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8789    1.8713   -0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3966    0.5105   -0.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1188    0.2103   -0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5764   -1.1432   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1483   -2.1280   -0.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1858   -1.1021   -0.1316 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7910   -2.0888    0.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3825   -3.4432    0.1936 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7632   -3.8636    0.9731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1020   -4.4317   -0.5800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0212   -1.7666    0.4695 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683   -0.4178    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509   -0.0474    0.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1405    1.2670    0.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4314    1.6608    1.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2078    2.2377    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6198    3.6643    0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146    1.9020    0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5422    0.5585    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1880    0.2632   -0.1456 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9642    1.0426   -0.4941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9460    2.1664   -1.0008 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3199    3.3497   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0255    1.7675   -0.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1396    1.9572   -2.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0059    1.8210    0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1259    2.6387   -0.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3019    0.4919   -1.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1921   -0.2155   -0.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2045    0.2161    0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2476   -3.0055    1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4356   -4.5805    1.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4911   -4.4530    0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513   -4.8123   -1.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3350   -5.3017    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1223   -4.0435   -0.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4656   -0.8217    1.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1894    1.0639    1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7235    3.7321    0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3684    4.1878    1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701    4.1868   -0.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696    2.6541   -0.0899 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22  4  1  0
 21  7  1  0
 20 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 14 38  1  0
 16 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
M  END

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0      10.807  -0.815   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.498  -0.003   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.141  -0.731   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.832   0.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.719   1.616   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       7.895   2.610   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       5.223   1.983   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       4.412   0.674   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       5.406  -0.502   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.039  -1.998   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.873   0.722   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.062  -0.587   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.522  -0.539   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.289  -1.848   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.206   0.818   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.745   0.866   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.606   2.127   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.145   2.079   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       2.956   3.388   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       4.495   3.340   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       5.307   4.649   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       6.846   4.601   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.579   6.006   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   20                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9                                                            
CONECT   11    8   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   11   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19    7   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0247071
HETATM    1  C1  UNL     1       5.188   2.245  -1.047  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.879   1.871  -0.381  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.397   0.510  -0.810  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.119   0.210  -0.117  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.576  -1.143  -0.475  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.148  -2.128  -0.965  1.00  0.00           O  
HETATM    7  N1  UNL     1       0.186  -1.102  -0.132  1.00  0.00           N  
HETATM    8  C6  UNL     1      -0.791  -2.089   0.189  1.00  0.00           C  
HETATM    9  N2  UNL     1      -0.383  -3.443   0.194  1.00  0.00           N  
HETATM   10  C7  UNL     1       0.763  -3.864   0.973  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.102  -4.432  -0.580  1.00  0.00           C  
HETATM   12  N3  UNL     1      -2.021  -1.767   0.470  1.00  0.00           N  
HETATM   13  C9  UNL     1      -2.468  -0.418   0.475  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.751  -0.047   0.764  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.141   1.267   0.757  1.00  0.00           C  
HETATM   16  O2  UNL     1      -5.431   1.661   1.047  1.00  0.00           O  
HETATM   17  C12 UNL     1      -3.208   2.238   0.449  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.620   3.664   0.439  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.915   1.902   0.154  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.542   0.558   0.168  1.00  0.00           C  
HETATM   21  N4  UNL     1      -0.188   0.263  -0.146  1.00  0.00           N  
HETATM   22  C16 UNL     1       0.964   1.043  -0.494  1.00  0.00           C  
HETATM   23  O3  UNL     1       0.946   2.166  -1.001  1.00  0.00           O  
HETATM   24  H1  UNL     1       5.320   3.350  -0.901  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.025   1.767  -0.492  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.140   1.957  -2.097  1.00  0.00           H  
HETATM   27  H4  UNL     1       4.006   1.821   0.734  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.126   2.639  -0.568  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.302   0.492  -1.922  1.00  0.00           H  
HETATM   30  H7  UNL     1       4.192  -0.216  -0.526  1.00  0.00           H  
HETATM   31  H8  UNL     1       2.205   0.216   0.982  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.248  -3.006   1.481  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.436  -4.580   1.772  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.491  -4.453   0.354  1.00  0.00           H  
HETATM   35  H12 UNL     1      -0.551  -4.812  -1.442  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.335  -5.302   0.102  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.122  -4.043  -0.867  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.466  -0.822   1.003  1.00  0.00           H  
HETATM   39  H16 UNL     1      -6.189   1.064   1.282  1.00  0.00           H  
HETATM   40  H17 UNL     1      -4.724   3.732   0.323  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.368   4.188   1.371  1.00  0.00           H  
HETATM   42  H19 UNL     1      -3.170   4.187  -0.431  1.00  0.00           H  
HETATM   43  H20 UNL     1      -1.170   2.654  -0.090  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   22   31
CONECT    5    6    6    7
CONECT    7    8   21
CONECT    8    9   12   12
CONECT    9   10   11
CONECT   10   32   33   34
CONECT   11   35   36   37
CONECT   12   13
CONECT   13   14   14   20
CONECT   14   15   38
CONECT   15   16   17   17
CONECT   16   39
CONECT   17   18   19
CONECT   18   40   41   42
CONECT   19   20   20   43
CONECT   20   21
CONECT   21   22
CONECT   22   23   23
END

HMDB0247071
     RDKit          3D
6-Hydroxyazapropazone
 43 45  0  0  0  0  0  0  0  0999 V2000
    5.1876    2.2445   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8789    1.8713   -0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3966    0.5105   -0.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1188    0.2103   -0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5764   -1.1432   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1483   -2.1280   -0.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1858   -1.1021   -0.1316 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7910   -2.0888    0.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3825   -3.4432    0.1936 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7632   -3.8636    0.9731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1020   -4.4317   -0.5800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0212   -1.7666    0.4695 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683   -0.4178    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509   -0.0474    0.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1405    1.2670    0.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4314    1.6608    1.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2078    2.2377    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6198    3.6643    0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146    1.9020    0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5422    0.5585    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1880    0.2632   -0.1456 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9642    1.0426   -0.4941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9460    2.1664   -1.0008 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3199    3.3497   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0255    1.7675   -0.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1396    1.9572   -2.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0059    1.8210    0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1259    2.6387   -0.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3019    0.4919   -1.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1921   -0.2155   -0.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2045    0.2161    0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2476   -3.0055    1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4356   -4.5805    1.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4911   -4.4530    0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513   -4.8123   -1.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3350   -5.3017    0.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1223   -4.0435   -0.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4656   -0.8217    1.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1894    1.0639    1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7235    3.7321    0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3684    4.1878    1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701    4.1868   -0.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696    2.6541   -0.0899 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22  4  1  0
 21  7  1  0
 20 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 14 38  1  0
 16 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-Hydroxyazapropazone	MeSH

Chemical Formula

C₁₆H₂₀N₄O₃

Average Molecular Weight

316.361

Monoisotopic Molecular Weight

316.15354052

IUPAC Name

7-(dimethylamino)-11-hydroxy-12-methyl-4-propyl-2,6,8-triazatricyclo[7.4.0.0²,⁶]trideca-1(13),7,9,11-tetraene-3,5-dione

Traditional Name

7-(dimethylamino)-11-hydroxy-12-methyl-4-propyl-2,6,8-triazatricyclo[7.4.0.0²,⁶]trideca-1(13),7,9,11-tetraene-3,5-dione

CAS Registry Number

Not Available

SMILES

CCCC1C(=O)N2N(C1=O)C1=CC(C)=C(O)C=C1N=C2N(C)C

InChI Identifier

InChI=1S/C16H20N4O3/c1-5-6-10-14(22)19-12-7-9(2)13(21)8-11(12)17-16(18(3)4)20(19)15(10)23/h7-8,10,21H,5-6H2,1-4H3

InChI Key

OMGXOEFNBDYLQW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminotriazines. These are organic compounds containing an amino group attached to a triazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Triazines

Sub Class

Aminotriazines

Direct Parent

Aminotriazines

Alternative Parents

Substituents

Amino-1,2,4-triazine
1-hydroxy-2-unsubstituted benzenoid
Aminotriazine
Pyrazolidinone
1,3-dicarbonyl compound
Benzenoid
1,2,4-triazine
Pyrazolidine
Carboxylic acid hydrazide
Guanidine
Azacycle
Carboxylic acid derivative
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	1.1	ALOGPS
logP	2.08	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	0.46	ChemAxon
pKa (Strongest Basic)	7.19	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	76.45 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	87.63 m³·mol⁻¹	ChemAxon
Polarizability	33.79 Å³	ChemAxon
Number of Rings	3	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]+	185.689	30932474
DeepCCS	[M-H]-	182.94	30932474
DeepCCS	[M-2H]-	217.684	30932474
DeepCCS	[M+Na]+	193.66	30932474
AllCCS	[M+H]+	173.8	32859911
AllCCS	[M+H-H2O]+	170.8	32859911
AllCCS	[M+NH4]+	176.7	32859911
AllCCS	[M+Na]+	177.5	32859911
AllCCS	[M-H]-	177.4	32859911
AllCCS	[M+Na-2H]-	177.3	32859911
AllCCS	[M+HCOO]-	177.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxyazapropazone	CCCC1C(=O)N2N(C1=O)C1=CC(C)=C(O)C=C1N=C2N(C)C	3750.6	Standard polar	33892256
6-Hydroxyazapropazone	CCCC1C(=O)N2N(C1=O)C1=CC(C)=C(O)C=C1N=C2N(C)C	2605.8	Standard non polar	33892256
6-Hydroxyazapropazone	CCCC1C(=O)N2N(C1=O)C1=CC(C)=C(O)C=C1N=C2N(C)C	2666.4	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 - 6-Hydroxyazapropazone GC-MS (Non-derivatized) - 70eV, Positive	splash10-000x-8591000000-1bbee8b02f42a401fa47	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxyazapropazone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxyazapropazone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxyazapropazone GC-MS (TBDMS_1_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 - 6-Hydroxyazapropazone 10V, Positive-QTOF	splash10-014i-0009000000-c1f67f9cef074095e2b0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyazapropazone 20V, Positive-QTOF	splash10-014i-0009000000-c1f67f9cef074095e2b0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyazapropazone 40V, Positive-QTOF	splash10-0a4i-9642000000-d2e7a561b73ef0e1982b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyazapropazone 10V, Negative-QTOF	splash10-014i-0009000000-a02b3602f8a5334e96d4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyazapropazone 20V, Negative-QTOF	splash10-014i-0059000000-f97cea4d9e2235914885	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyazapropazone 40V, Negative-QTOF	splash10-015j-5090000000-eb27c39a5dddf8ae9e5f	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

160250

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 6-Hydroxyazapropazone (HMDB0247071)

MOL for HMDB0247071 (6-Hydroxyazapropazone)

3D MOL for HMDB0247071 (6-Hydroxyazapropazone)

3D SDF for HMDB0247071 (6-Hydroxyazapropazone)

3D-SDF for HMDB0247071 (6-Hydroxyazapropazone)

PDB for HMDB0247071 (6-Hydroxyazapropazone)

3D PDB for HMDB0247071 (6-Hydroxyazapropazone)

SMILES for HMDB0247071 (6-Hydroxyazapropazone)

INCHI for HMDB0247071 (6-Hydroxyazapropazone)

Structure for HMDB0247071 (6-Hydroxyazapropazone)

3D Structure for HMDB0247071 (6-Hydroxyazapropazone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra