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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:35:40 UTC

Update Date

2022-11-23 22:29:18 UTC

HMDB ID

HMDB0256957

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pyrazophos

Description

pyrazophos belongs to the class of organic compounds known as aryl thiophosphates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where at least one R-group is an aryl group. Based on a literature review a small amount of articles have been published on pyrazophos. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pyrazophos is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pyrazophos 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

HMDB0256957
     RDKit          3D
PYRAZOPHOS
 44 45  0  0  0  0  0  0  0  0999 V2000
   -7.6522    0.4775    1.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7217    0.8909   -0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3999    0.4467    0.2544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3786    0.8590   -0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6649    1.7056   -1.4746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9885    0.4196   -0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9958    1.0903   -1.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6877    0.7080   -1.0127 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3883    1.1366   -1.6232 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608    0.4006   -1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7404    0.6159   -1.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0610   -0.2611   -1.1400 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.4303    0.3020   -2.1278 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9118   -1.8660   -1.1796 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0362   -2.5421    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5194   -2.6514    0.3560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2714    0.4568    0.4276 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2177    1.4976    0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5945    2.7926    0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9550   -0.5530   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3917   -0.3383   -0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3221   -1.0222    0.4902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6087   -0.6402    0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6410   -1.4422    1.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7060    0.6646    0.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4586   -0.5677    1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4132    1.0781    1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5877    1.9668   -0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0549    0.4161   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2545    1.9299   -1.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7475   -3.6261   -0.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4075   -2.2536    0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7755   -3.6726    0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1186   -2.2415   -0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6560   -2.0220    1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7368    1.4693   -0.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0265    1.2971    1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3812    3.0303    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1157    3.6526    0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612    2.8563    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4934   -1.3538    0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3334   -0.8368    1.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1604   -2.0237    0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853   -2.2467    1.7784 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  6  1  0
 21  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  7 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
M  END


  Mrv1572004191602152D          

 24 25  0  0  0  0            999 V2000
    4.9279    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2949    2.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4370   -0.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5804    2.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1515   -0.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5804    1.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1515    0.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.8085    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    0.0940    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12  8  2  0  0  0  0
 13  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15 10  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17  9  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18 14  2  0  0  0  0
 19  5  1  0  0  0  0
 19 14  1  0  0  0  0
 20  6  1  0  0  0  0
 21  7  1  0  0  0  0
 22 13  1  0  0  0  0
 23 20  1  0  0  0  0
 23 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256957

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1=CN2N=C(OP(=S)(OCC)OCC)C=C2N=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C14H20N3O5PS/c1-5-19-14(18)11-9-17-12(15-10(11)4)8-13(16-17)22-23(24,20-6-2)21-7-3/h8-9H,5-7H2,1-4H3

> <INCHI_KEY>
JOOMJVFZQRQWKR-UHFFFAOYSA-N

> <FORMULA>
C14H20N3O5PS

> <MOLECULAR_WEIGHT>
373.36

> <EXACT_MASS>
373.086128928

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
37.520913348761795

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 2-{[diethoxy(sulfanylidene)-λ⁵-phosphanyl]oxy}-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate

> <ALOGPS_LOGP>
3.67

> <JCHEM_LOGP>
3.141061710333333

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.04672559072765747

> <JCHEM_POLAR_SURFACE_AREA>
84.18000000000002

> <JCHEM_REFRACTIVITY>
104.75900000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pyrazophos

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256957
     RDKit          3D
PYRAZOPHOS
 44 45  0  0  0  0  0  0  0  0999 V2000
   -7.6522    0.4775    1.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7217    0.8909   -0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3999    0.4467    0.2544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3786    0.8590   -0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6649    1.7056   -1.4746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9885    0.4196   -0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9958    1.0903   -1.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6877    0.7080   -1.0127 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3883    1.1366   -1.6232 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608    0.4006   -1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7404    0.6159   -1.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0610   -0.2611   -1.1400 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.4303    0.3020   -2.1278 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9118   -1.8660   -1.1796 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0362   -2.5421    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5194   -2.6514    0.3560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2714    0.4568    0.4276 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2177    1.4976    0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5945    2.7926    0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9550   -0.5530   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3917   -0.3383   -0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3221   -1.0222    0.4902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6087   -0.6402    0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6410   -1.4422    1.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7060    0.6646    0.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4586   -0.5677    1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4132    1.0781    1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5877    1.9668   -0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0549    0.4161   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2545    1.9299   -1.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7475   -3.6261   -0.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4075   -2.2536    0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7755   -3.6726    0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1186   -2.2415   -0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6560   -2.0220    1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7368    1.4693   -0.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0265    1.2971    1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3812    3.0303    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1157    3.6526    0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612    2.8563    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4934   -1.3538    0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3334   -0.8368    1.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1604   -2.0237    0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853   -2.2467    1.7784 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  6  1  0
 21  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  7 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       9.199   2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.150   4.589   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.816  -1.571   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.865   1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.817   3.819   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.149  -0.801   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.530   4.383   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      -0.268   1.597   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       1.197   2.073   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       5.198  -0.237   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.531   2.073   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.817   2.279   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.149   0.739   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.713   2.843   0.000  0.00  0.00           O+0
HETATM   23  P   UNK     0      -3.483   1.509   0.000  0.00  0.00           P+0
HETATM   24  S   UNK     0      -4.253   0.175   0.000  0.00  0.00           S+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    7                                                            
CONECT    4   10                                                            
CONECT    5    1   19                                                       
CONECT    6    2   20                                                       
CONECT    7    3   21                                                       
CONECT    8   12   13                                                       
CONECT    9   11   17                                                       
CONECT   10    4   11   15                                                  
CONECT   11    9   10   14                                                  
CONECT   12    8   15   17                                                  
CONECT   13    8   16   22                                                  
CONECT   14   11   18   19                                                  
CONECT   15   10   12                                                       
CONECT   16   13   17                                                       
CONECT   17    9   12   16                                                  
CONECT   18   14                                                            
CONECT   19    5   14                                                       
CONECT   20    6   23                                                       
CONECT   21    7   23                                                       
CONECT   22   13   23                                                       
CONECT   23   20   21   22   24                                             
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0256957
HETATM    1  C1  UNL     1      -7.652   0.478   1.033  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.722   0.891  -0.050  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.400   0.447   0.254  1.00  0.00           O  
HETATM    4  C3  UNL     1      -4.379   0.859  -0.522  1.00  0.00           C  
HETATM    5  O2  UNL     1      -4.665   1.706  -1.475  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.988   0.420  -0.344  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.996   1.090  -1.066  1.00  0.00           C  
HETATM    8  N1  UNL     1      -0.688   0.708  -1.013  1.00  0.00           N  
HETATM    9  N2  UNL     1       0.388   1.137  -1.623  1.00  0.00           N  
HETATM   10  C6  UNL     1       1.461   0.401  -1.276  1.00  0.00           C  
HETATM   11  O3  UNL     1       2.740   0.616  -1.735  1.00  0.00           O  
HETATM   12  P1  UNL     1       4.061  -0.261  -1.140  1.00  0.00           P  
HETATM   13  S1  UNL     1       5.430   0.302  -2.128  1.00  0.00           S  
HETATM   14  O4  UNL     1       3.912  -1.866  -1.180  1.00  0.00           O  
HETATM   15  C7  UNL     1       4.036  -2.542   0.005  1.00  0.00           C  
HETATM   16  C8  UNL     1       5.519  -2.651   0.356  1.00  0.00           C  
HETATM   17  O5  UNL     1       4.271   0.457   0.428  1.00  0.00           O  
HETATM   18  C9  UNL     1       5.218   1.498   0.224  1.00  0.00           C  
HETATM   19  C10 UNL     1       4.594   2.793   0.582  1.00  0.00           C  
HETATM   20  C11 UNL     1       0.955  -0.553  -0.388  1.00  0.00           C  
HETATM   21  C12 UNL     1      -0.392  -0.338  -0.237  1.00  0.00           C  
HETATM   22  N3  UNL     1      -1.322  -1.022   0.490  1.00  0.00           N  
HETATM   23  C13 UNL     1      -2.609  -0.640   0.421  1.00  0.00           C  
HETATM   24  C14 UNL     1      -3.641  -1.442   1.159  1.00  0.00           C  
HETATM   25  H1  UNL     1      -8.706   0.665   0.710  1.00  0.00           H  
HETATM   26  H2  UNL     1      -7.459  -0.568   1.330  1.00  0.00           H  
HETATM   27  H3  UNL     1      -7.413   1.078   1.954  1.00  0.00           H  
HETATM   28  H4  UNL     1      -6.588   1.967  -0.229  1.00  0.00           H  
HETATM   29  H5  UNL     1      -7.055   0.416  -1.039  1.00  0.00           H  
HETATM   30  H6  UNL     1      -2.255   1.930  -1.699  1.00  0.00           H  
HETATM   31  H7  UNL     1       3.748  -3.626  -0.275  1.00  0.00           H  
HETATM   32  H8  UNL     1       3.407  -2.254   0.797  1.00  0.00           H  
HETATM   33  H9  UNL     1       5.776  -3.673   0.594  1.00  0.00           H  
HETATM   34  H10 UNL     1       6.119  -2.241  -0.490  1.00  0.00           H  
HETATM   35  H11 UNL     1       5.656  -2.022   1.273  1.00  0.00           H  
HETATM   36  H12 UNL     1       5.737   1.469  -0.710  1.00  0.00           H  
HETATM   37  H13 UNL     1       6.026   1.297   1.029  1.00  0.00           H  
HETATM   38  H14 UNL     1       4.381   3.030   1.596  1.00  0.00           H  
HETATM   39  H15 UNL     1       5.116   3.653   0.041  1.00  0.00           H  
HETATM   40  H16 UNL     1       3.561   2.856   0.068  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.493  -1.354   0.074  1.00  0.00           H  
HETATM   42  H18 UNL     1      -4.333  -0.837   1.720  1.00  0.00           H  
HETATM   43  H19 UNL     1      -4.160  -2.024   0.336  1.00  0.00           H  
HETATM   44  H20 UNL     1      -3.185  -2.247   1.778  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   23
CONECT    7    8   30
CONECT    8    9   21
CONECT    9   10   10
CONECT   10   11   20
CONECT   11   12
CONECT   12   13   13   14   17
CONECT   14   15
CONECT   15   16   31   32
CONECT   16   33   34   35
CONECT   17   18
CONECT   18   19   36   37
CONECT   19   38   39   40
CONECT   20   21   21   41
CONECT   21   22
CONECT   22   23   23
CONECT   23   24
CONECT   24   42   43   44
END

HMDB0256957
     RDKit          3D
PYRAZOPHOS
 44 45  0  0  0  0  0  0  0  0999 V2000
   -7.6522    0.4775    1.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7217    0.8909   -0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3999    0.4467    0.2544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3786    0.8590   -0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6649    1.7056   -1.4746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9885    0.4196   -0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9958    1.0903   -1.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6877    0.7080   -1.0127 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3883    1.1366   -1.6232 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608    0.4006   -1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7404    0.6159   -1.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0610   -0.2611   -1.1400 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.4303    0.3020   -2.1278 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9118   -1.8660   -1.1796 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0362   -2.5421    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5194   -2.6514    0.3560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2714    0.4568    0.4276 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2177    1.4976    0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5945    2.7926    0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9550   -0.5530   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3917   -0.3383   -0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3221   -1.0222    0.4902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6087   -0.6402    0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6410   -1.4422    1.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7060    0.6646    0.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4586   -0.5677    1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4132    1.0781    1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5877    1.9668   -0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0549    0.4161   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2545    1.9299   -1.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7475   -3.6261   -0.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4075   -2.2536    0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7755   -3.6726    0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1186   -2.2415   -0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6560   -2.0220    1.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7368    1.4693   -0.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0265    1.2971    1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3812    3.0303    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1157    3.6526    0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612    2.8563    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4934   -1.3538    0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3334   -0.8368    1.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1604   -2.0237    0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853   -2.2467    1.7784 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  6  1  0
 21  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  7 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(O,O-Diethylthionophosphoryl)-5-methyl-6-carbethoxy-pyrazolo-(1,5a)pyrimidine	ChEBI
Ethyl 2-((diethoxyphosphinothioyl)oxy)-5-methylpyrazolo(1,5-a)pyrimidine-6-carboxylate	ChEBI
O,O-Diethyl O-(5-methyl-6-(ethoxycarbonyl)-pyrazolo-(1,5-a)-pyrimid-2-yl)-thionophosphate	ChEBI
O-6-Ethoxycarbonyl-5-methylpyrazolo[1,5-a]pyrimidin-2-yl O,O-diethyl phosphorothioate	ChEBI
Ethyl 2-((diethoxyphosphinothioyl)oxy)-5-methylpyrazolo(1,5-a)pyrimidine-6-carboxylic acid	Generator
O,O-Diethyl O-(5-methyl-6-(ethoxycarbonyl)-pyrazolo-(1,5-a)-pyrimid-2-yl)-thionophosphoric acid	Generator
O-6-Ethoxycarbonyl-5-methylpyrazolo[1,5-a]pyrimidin-2-yl O,O-diethyl phosphorothioic acid	Generator
Ethyl 2-diethoxyphosphinothioyloxy-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid	Generator
Pyrazophos	MeSH

Chemical Formula

C₁₄H₂₀N₃O₅PS

Average Molecular Weight

373.36

Monoisotopic Molecular Weight

373.086128928

IUPAC Name

ethyl 2-{[diethoxy(sulfanylidene)-λ⁵-phosphanyl]oxy}-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate

Traditional Name

pyrazophos

CAS Registry Number

Not Available

SMILES

CCOC(=O)C1=CN2N=C(OP(=S)(OCC)OCC)C=C2N=C1C

InChI Identifier

InChI=1S/C14H20N3O5PS/c1-5-19-14(18)11-9-17-12(15-10(11)4)8-13(16-17)22-23(24,20-6-2)21-7-3/h8-9H,5-7H2,1-4H3

InChI Key

JOOMJVFZQRQWKR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl thiophosphates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where at least one R-group is an aryl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic thiophosphoric acids and derivatives

Sub Class

Thiophosphoric acid esters

Direct Parent

Aryl thiophosphates

Alternative Parents

Substituents

Aryl thiophosphate
Pyrazolo[1,5-a]pyrimidine
Pyrimidine-5-carboxylic acid or derivatives
Pyrimidine-5-carboxylic acid
Pyrazolopyrimidine
Thiophosphate triester
Pyrimidine
Azole
Pyrazole
Heteroaromatic compound
Vinylogous amide
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

ethyl ester (CHEBI:81942 )
organic thiophosphate (CHEBI:81942 )
pyrazolopyrimidine (CHEBI:81942 )
Organophosphorus fungicides (C18761 )

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	3.67	ALOGPS
logP	3.14	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-0.047	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	84.18 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	104.76 m³·mol⁻¹	ChemAxon
Polarizability	37.52 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]+	175.847	30932474
DeepCCS	[M-H]-	173.489	30932474
DeepCCS	[M-2H]-	207.276	30932474
DeepCCS	[M+Na]+	182.502	30932474
AllCCS	[M+H]+	182.2	32859911
AllCCS	[M+H-H2O]+	179.7	32859911
AllCCS	[M+NH4]+	184.4	32859911
AllCCS	[M+Na]+	185.1	32859911
AllCCS	[M-H]-	178.7	32859911
AllCCS	[M+Na-2H]-	178.8	32859911
AllCCS	[M+HCOO]-	179.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PYRAZOPHOS	CCOC(=O)C1=CN2N=C(OP(=S)(OCC)OCC)C=C2N=C1C	3323.3	Standard polar	33892256
PYRAZOPHOS	CCOC(=O)C1=CN2N=C(OP(=S)(OCC)OCC)C=C2N=C1C	2456.0	Standard non polar	33892256
PYRAZOPHOS	CCOC(=O)C1=CN2N=C(OP(=S)(OCC)OCC)C=C2N=C1C	2504.9	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 - Pyrazophos GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-3419000000-7c3e805febab7319e4b6	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pyrazophos GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 45V, Positive-QTOF	splash10-006x-0960000000-6c8c705b24e7d1702365	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 35V, Positive-QTOF	splash10-00di-0988000000-69cd136d362a6ff182cb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 55V, Positive-QTOF	splash10-0072-0097000000-3850361d6fa1c982424b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 30V, Positive-QTOF	splash10-00di-0192000000-3ffb82456a5d47365dbb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 50V, Positive-QTOF	splash10-002f-0900000000-dd2e6eef6a7a72d116fc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 80V, Positive-QTOF	splash10-004m-0900000000-d0c0e8b80850ee2ceef8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 35V, Positive-QTOF	splash10-0072-0096000000-dc6ebab5cd6196190421	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 15V, Positive-QTOF	splash10-00di-0009000000-cbfc2acbf49c57b7407a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 20V, Positive-QTOF	splash10-00di-0089000000-650282a11de44133dbe5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 10V, Positive-QTOF	splash10-00di-0009000000-7c5b8672ad5ecb235b1e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 30V, Positive-QTOF	splash10-00di-0390000000-75142659385164e528a3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 55V, Positive-QTOF	splash10-0006-0930000000-02429e432814b05c5bee	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 40V, Positive-QTOF	splash10-0006-0930000000-a98941d09f601155cfae	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 60V, Positive-QTOF	splash10-002f-0900000000-70530e4bd8c0a5c9acab	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 90V, Positive-QTOF	splash10-03fv-3900000000-a81f2713c1e80bc19a51	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pyrazophos 75V, Positive-QTOF	splash10-01tc-0900000000-e5a70620da910c185774	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazophos 10V, Positive-QTOF	splash10-00dj-0009000000-311d213a7cbb83a97b4d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazophos 20V, Positive-QTOF	splash10-0udi-0169000000-e5cbbfd6f02dd4540fce	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazophos 40V, Positive-QTOF	splash10-00di-4964000000-2022a1bfb60508c4b3ab	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazophos 10V, Negative-QTOF	splash10-01bc-0819000000-c488748f3eff209ec27b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazophos 20V, Negative-QTOF	splash10-0fmi-0965000000-8809b5370694d65be64a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyrazophos 40V, Negative-QTOF	splash10-03xr-0429000000-1bd876c7c4f534dfd62b	2016-08-03	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

24247

KEGG Compound ID

C18761

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pyrazophos

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

81942

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 Pyrazophos (HMDB0256957)

MOL for HMDB0256957 (Pyrazophos)

3D MOL for HMDB0256957 (Pyrazophos)

3D SDF for HMDB0256957 (Pyrazophos)

3D-SDF for HMDB0256957 (Pyrazophos)

PDB for HMDB0256957 (Pyrazophos)

3D PDB for HMDB0256957 (Pyrazophos)

SMILES for HMDB0256957 (Pyrazophos)

INCHI for HMDB0256957 (Pyrazophos)

Structure for HMDB0256957 (Pyrazophos)

3D Structure for HMDB0256957 (Pyrazophos)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra