Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:29:58 UTC

Update Date

2021-09-26 23:15:54 UTC

HMDB ID

HMDB0258765

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tebufenpyrad

Description

Tebufenpyrad, also known as pyranica, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. Based on a literature review very few articles have been published on Tebufenpyrad. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tebufenpyrad is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tebufenpyrad 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

HMDB0258765
     RDKit          3D
Tebufenpyrad
 47 48  0  0  0  0  0  0  0  0999 V2000
    6.0252   -1.4436   -1.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5431   -1.6693   -0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7791   -0.4956    0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1300    0.4004    1.4183 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854    1.2800    1.6387 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1908    2.4010    2.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1628    0.9756    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8763    1.6650    0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    2.1636    1.8547 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1094    1.7922   -0.3835 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1679    2.4175   -0.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2839    1.4546   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482    0.8795   -1.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7756   -0.0086   -1.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3453   -0.3366   -0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4545   -1.2957   -0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7199   -1.8372    1.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1630   -2.4459   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6771   -0.5730   -0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8703    0.2403    0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8065    1.1675    0.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4977   -0.1236    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5419   -0.9368   -1.1381 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.1213   -1.6192   -1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8229   -0.3841   -1.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4706   -2.0642   -2.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4636   -1.8131    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9229   -2.6032   -0.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5418    3.2180    2.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7773    2.1838    3.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2194    2.8412    2.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5478    1.3717   -1.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3404    3.2322    0.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222    2.9650   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2617    1.1787   -2.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1546   -0.4691   -2.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4708   -2.6632    1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7892   -2.1862    1.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1694   -1.0837    1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3510   -2.0697   -2.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1494   -2.8600   -1.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9194   -3.2616   -0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5202   -1.3049   -0.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9280    0.2975   -0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3815   -0.2279   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2574    0.0394    1.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    1.6113    1.7616 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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 15 20  1  0
 20 21  2  0
  7 22  2  0
 22 23  1  0
 22  3  1  0
 21 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  6 29  1  0
  6 30  1  0
  6 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
M  END

  Mrv1652307282022162D          

 23 24  0  0  0  0            999 V2000
   -0.6078   -1.2991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367   -1.2991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091    1.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3071    0.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4821    1.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -2.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548   -3.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1298   -2.7666    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097   -3.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248   -4.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957   -4.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   -3.8062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897   -3.0215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7743   -2.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
  5 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 21 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258765

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=NN(C)C(C(=O)NCC2=CC=C(C=C2)C(C)(C)C)=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C18H24ClN3O/c1-6-14-15(19)16(22(5)21-14)17(23)20-11-12-7-9-13(10-8-12)18(2,3)4/h7-10H,6,11H2,1-5H3,(H,20,23)

> <INCHI_KEY>
ZZYSLNWGKKDOML-UHFFFAOYSA-N

> <FORMULA>
C18H24ClN3O

> <MOLECULAR_WEIGHT>
333.856

> <EXACT_MASS>
333.160790112

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
37.81696970596745

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(4-tert-butylphenyl)methyl]-4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide

> <ALOGPS_LOGP>
4.56

> <JCHEM_LOGP>
4.100903437666667

> <ALOGPS_LOGS>
-4.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.318155492347291

> <JCHEM_PKA_STRONGEST_BASIC>
1.630586580090282

> <JCHEM_POLAR_SURFACE_AREA>
46.92

> <JCHEM_REFRACTIVITY>
106.1157

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.10e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tebufenpyrad

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258765
     RDKit          3D
Tebufenpyrad
 47 48  0  0  0  0  0  0  0  0999 V2000
    6.0252   -1.4436   -1.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5431   -1.6693   -0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7791   -0.4956    0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1300    0.4004    1.4183 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854    1.2800    1.6387 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1908    2.4010    2.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1628    0.9756    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8763    1.6650    0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    2.1636    1.8547 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1094    1.7922   -0.3835 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1679    2.4175   -0.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2839    1.4546   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482    0.8795   -1.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7756   -0.0086   -1.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3453   -0.3366   -0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4545   -1.2957   -0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7199   -1.8372    1.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1630   -2.4459   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6771   -0.5730   -0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8703    0.2403    0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8065    1.1675    0.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4977   -0.1236    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5419   -0.9368   -1.1381 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.1213   -1.6192   -1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8229   -0.3841   -1.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4706   -2.0642   -2.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4636   -1.8131    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9229   -2.6032   -0.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5418    3.2180    2.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7773    2.1838    3.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2194    2.8412    2.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5478    1.3717   -1.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3404    3.2322    0.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222    2.9650   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2617    1.1787   -2.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1546   -0.4691   -2.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4708   -2.6632    1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7892   -2.1862    1.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1694   -1.0837    1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3510   -2.0697   -2.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1494   -2.8600   -1.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9194   -3.2616   -0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5202   -1.3049   -0.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9280    0.2975   -0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3815   -0.2279   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2574    0.0394    1.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    1.6113    1.7616 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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 15 20  1  0
 20 21  2  0
  7 22  2  0
 22 23  1  0
 22  3  1  0
 21 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  6 29  1  0
  6 30  1  0
  6 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
M  END

HEADER    PROTEIN                                 28-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-JUL-20         0                                  
HETATM    1  O   UNK     0      -1.135  -2.425   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.468  -3.195   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -3.802  -2.425   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -3.802  -0.885   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.136  -0.115   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.469  -0.885   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.803  -0.115   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.803   1.425   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.137   2.195   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.470   2.965   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.907   0.861   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.367   3.529   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.469   2.195   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.136   1.425   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.468  -4.735   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.222  -5.640   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0       0.242  -5.164   0.000  0.00  0.00          Cl+0
HETATM   18  C   UNK     0      -1.698  -7.105   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.793  -8.351   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.739  -8.190   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -3.238  -7.105   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      -3.714  -5.640   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      -5.179  -5.164   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13    8   14                                                       
CONECT   14   13    5                                                       
CONECT   15    2   16   22                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22                                                       
CONECT   22   21   15   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0258765
HETATM    1  C1  UNL     1       6.025  -1.444  -1.433  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.543  -1.669  -0.025  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.779  -0.496   0.472  1.00  0.00           C  
HETATM    4  N1  UNL     1       5.130   0.400   1.418  1.00  0.00           N  
HETATM    5  N2  UNL     1       4.185   1.280   1.639  1.00  0.00           N  
HETATM    6  C4  UNL     1       4.191   2.401   2.554  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.163   0.976   0.820  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.876   1.665   0.784  1.00  0.00           C  
HETATM    9  O1  UNL     1       1.454   2.164   1.855  1.00  0.00           O  
HETATM   10  N3  UNL     1       1.109   1.792  -0.384  1.00  0.00           N  
HETATM   11  C7  UNL     1      -0.168   2.417  -0.546  1.00  0.00           C  
HETATM   12  C8  UNL     1      -1.284   1.455  -0.385  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.748   0.879  -1.586  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.776  -0.009  -1.482  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.345  -0.337  -0.254  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.454  -1.296  -0.215  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.720  -1.837   1.152  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.163  -2.446  -1.163  1.00  0.00           C  
HETATM   19  C15 UNL     1      -5.677  -0.573  -0.769  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.870   0.240   0.887  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.807   1.167   0.828  1.00  0.00           C  
HETATM   22  C18 UNL     1       3.498  -0.124   0.077  1.00  0.00           C  
HETATM   23 CL1  UNL     1       2.542  -0.937  -1.138  1.00  0.00          CL  
HETATM   24  H1  UNL     1       7.121  -1.619  -1.529  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.823  -0.384  -1.707  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.471  -2.064  -2.173  1.00  0.00           H  
HETATM   27  H4  UNL     1       6.464  -1.813   0.616  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.923  -2.603  -0.008  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.542   3.218   2.118  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.777   2.184   3.533  1.00  0.00           H  
HETATM   31  H8  UNL     1       5.219   2.841   2.556  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.548   1.372  -1.264  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.340   3.232   0.222  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.222   2.965  -1.534  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.262   1.179  -2.487  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.155  -0.469  -2.387  1.00  0.00           H  
HETATM   37  H14 UNL     1      -5.471  -2.663   1.017  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.789  -2.186   1.612  1.00  0.00           H  
HETATM   39  H16 UNL     1      -5.169  -1.084   1.816  1.00  0.00           H  
HETATM   40  H17 UNL     1      -4.351  -2.070  -2.190  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.149  -2.860  -1.068  1.00  0.00           H  
HETATM   42  H19 UNL     1      -4.919  -3.262  -0.993  1.00  0.00           H  
HETATM   43  H20 UNL     1      -6.520  -1.305  -0.860  1.00  0.00           H  
HETATM   44  H21 UNL     1      -5.928   0.297  -0.167  1.00  0.00           H  
HETATM   45  H22 UNL     1      -5.382  -0.228  -1.782  1.00  0.00           H  
HETATM   46  H23 UNL     1      -3.257   0.039   1.870  1.00  0.00           H  
HETATM   47  H24 UNL     1      -1.456   1.611   1.762  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4    4   22
CONECT    4    5
CONECT    5    6    7
CONECT    6   29   30   31
CONECT    7    8   22   22
CONECT    8    9    9   10
CONECT   10   11   32
CONECT   11   12   33   34
CONECT   12   13   13   21
CONECT   13   14   35
CONECT   14   15   15   36
CONECT   15   16   20
CONECT   16   17   18   19
CONECT   17   37   38   39
CONECT   18   40   41   42
CONECT   19   43   44   45
CONECT   20   21   21   46
CONECT   21   47
CONECT   22   23
END

HMDB0258765
     RDKit          3D
Tebufenpyrad
 47 48  0  0  0  0  0  0  0  0999 V2000
    6.0252   -1.4436   -1.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5431   -1.6693   -0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7791   -0.4956    0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1300    0.4004    1.4183 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854    1.2800    1.6387 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1908    2.4010    2.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1628    0.9756    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8763    1.6650    0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    2.1636    1.8547 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1094    1.7922   -0.3835 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1679    2.4175   -0.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2839    1.4546   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482    0.8795   -1.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7756   -0.0086   -1.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3453   -0.3366   -0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4545   -1.2957   -0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7199   -1.8372    1.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1630   -2.4459   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6771   -0.5730   -0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8703    0.2403    0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8065    1.1675    0.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4977   -0.1236    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5419   -0.9368   -1.1381 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.1213   -1.6192   -1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8229   -0.3841   -1.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4706   -2.0642   -2.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4636   -1.8131    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9229   -2.6032   -0.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5418    3.2180    2.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7773    2.1838    3.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2194    2.8412    2.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5478    1.3717   -1.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3404    3.2322    0.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222    2.9650   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2617    1.1787   -2.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1546   -0.4691   -2.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4708   -2.6632    1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7892   -2.1862    1.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1694   -1.0837    1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3510   -2.0697   -2.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1494   -2.8600   -1.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9194   -3.2616   -0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5202   -1.3049   -0.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9280    0.2975   -0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3815   -0.2279   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2574    0.0394    1.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    1.6113    1.7616 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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 15 20  1  0
 20 21  2  0
  7 22  2  0
 22 23  1  0
 22  3  1  0
 21 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  6 29  1  0
  6 30  1  0
  6 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Chloro-N-((4-(1,1-dimethylethyl)phenyl)methyl)-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide	ChEBI
N-(4-t-Butylbenzyl)-4-chloro-3-ethyl-1-methylpyrazole-5-carboxamide	ChEBI
Pyranica	ChEBI

Chemical Formula

C₁₈H₂₄ClN₃O

Average Molecular Weight

333.856

Monoisotopic Molecular Weight

333.160790112

IUPAC Name

N-[(4-tert-butylphenyl)methyl]-4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide

Traditional Name

tebufenpyrad

CAS Registry Number

Not Available

SMILES

CCC1=NN(C)C(C(=O)NCC2=CC=C(C=C2)C(C)(C)C)=C1Cl

InChI Identifier

InChI=1S/C18H24ClN3O/c1-6-14-15(19)16(22(5)21-14)17(23)20-11-12-7-9-13(10-8-12)18(2,3)4/h7-10H,6,11H2,1-5H3,(H,20,23)

InChI Key

ZZYSLNWGKKDOML-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropanes

Direct Parent

Phenylpropanes

Alternative Parents

Substituents

Phenylpropane
2-heteroaryl carboxamide
Pyrazole-5-carboxamide
Aryl chloride
Aryl halide
Azole
Pyrazole
Heteroaromatic compound
Vinylogous halide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrazole insecticide (CHEBI:9422 )
pyrazole acaricide (CHEBI:9422 )
Pyrazole insecticides (C11126 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0258765)

Source

Exogenous

Exogenous (PMID: 31557052)

Not Available

Mitochondrial NADH:ubiquinone reductase inhibitor (HMDB: HMDB0258765)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.56	ALOGPS
logP	4.1	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	13.32	ChemAxon
pKa (Strongest Basic)	1.63	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.92 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	106.12 m³·mol⁻¹	ChemAxon
Polarizability	37.82 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]+	179.267	30932474
DeepCCS	[M-H]-	176.909	30932474
DeepCCS	[M-2H]-	210.872	30932474
DeepCCS	[M+Na]+	186.099	30932474
AllCCS	[M+H]+	179.1	32859911
AllCCS	[M+H-H2O]+	176.1	32859911
AllCCS	[M+NH4]+	181.9	32859911
AllCCS	[M+Na]+	182.7	32859911
AllCCS	[M-H]-	184.8	32859911
AllCCS	[M+Na-2H]-	184.9	32859911
AllCCS	[M+HCOO]-	185.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tebufenpyrad	CCC1=NN(C)C(C(=O)NCC2=CC=C(C=C2)C(C)(C)C)=C1Cl	3221.7	Standard polar	33892256
Tebufenpyrad	CCC1=NN(C)C(C(=O)NCC2=CC=C(C=C2)C(C)(C)C)=C1Cl	2448.8	Standard non polar	33892256
Tebufenpyrad	CCC1=NN(C)C(C(=O)NCC2=CC=C(C=C2)C(C)(C)C)=C1Cl	2511.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tebufenpyrad,1TMS,isomer #1	CCC1=NN(C)C(C(=O)N(CC2=CC=C(C(C)(C)C)C=C2)[Si](C)(C)C)=C1Cl	2525.5	Semi standard non polar	33892256
Tebufenpyrad,1TMS,isomer #1	CCC1=NN(C)C(C(=O)N(CC2=CC=C(C(C)(C)C)C=C2)[Si](C)(C)C)=C1Cl	2430.2	Standard non polar	33892256
Tebufenpyrad,1TMS,isomer #1	CCC1=NN(C)C(C(=O)N(CC2=CC=C(C(C)(C)C)C=C2)[Si](C)(C)C)=C1Cl	2923.5	Standard polar	33892256
Tebufenpyrad,1TBDMS,isomer #1	CCC1=NN(C)C(C(=O)N(CC2=CC=C(C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)=C1Cl	2756.3	Semi standard non polar	33892256
Tebufenpyrad,1TBDMS,isomer #1	CCC1=NN(C)C(C(=O)N(CC2=CC=C(C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)=C1Cl	2625.5	Standard non polar	33892256
Tebufenpyrad,1TBDMS,isomer #1	CCC1=NN(C)C(C(=O)N(CC2=CC=C(C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)=C1Cl	3029.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tebufenpyrad GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2020-08-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tebufenpyrad 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 - Tebufenpyrad 75V, Positive-QTOF	splash10-014i-2900000000-89e7e7f85105ff72345d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tebufenpyrad 15V, Positive-QTOF	splash10-001i-0009000000-a5e6a3db0d7e081396f8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tebufenpyrad 90V, Positive-QTOF	splash10-00di-9100000000-d19f2718d60329f674d1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tebufenpyrad 60V, Positive-QTOF	splash10-00di-9100000000-94950ba1bf6672d480ec	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tebufenpyrad 75V, Positive-QTOF	splash10-014i-2900000000-5ceb64a8fa3d0fcfce30	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tebufenpyrad 45V, Positive-QTOF	splash10-0002-0901000000-12fa2187c8f06ca9aaea	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tebufenpyrad 30V, Positive-QTOF	splash10-00di-9001000000-fd8a91e93549b1b49ea3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tebufenpyrad 60V, Positive-QTOF	splash10-014j-0900000000-aab8e9f7b8e61a520735	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tebufenpyrad 30V, Positive-QTOF	splash10-001i-0209000000-ee3ce5f34c33f79ab6b0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tebufenpyrad 90V, Positive-QTOF	splash10-014i-5900000000-9fa3a056d12f975b3d9c	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tebufenpyrad 10V, Positive-QTOF	splash10-001i-0509000000-cd397c5a441ee2057615	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tebufenpyrad 20V, Positive-QTOF	splash10-03di-0901000000-356c237f7768928e6e4c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tebufenpyrad 40V, Positive-QTOF	splash10-03ka-1900000000-38605b535aca2d1fba98	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tebufenpyrad 10V, Negative-QTOF	splash10-001i-0329000000-4e5fff8a611f0474f67a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tebufenpyrad 20V, Negative-QTOF	splash10-03e9-1915000000-a177056fa04137be01d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tebufenpyrad 40V, Negative-QTOF	splash10-000y-9700000000-fa8b1ce7de327a32754e	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

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

77872

KEGG Compound ID

C11126

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tebufenpyrad

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

9422

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1093961

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 Tebufenpyrad (HMDB0258765)

MOL for HMDB0258765 (Tebufenpyrad)

3D MOL for HMDB0258765 (Tebufenpyrad)

3D SDF for HMDB0258765 (Tebufenpyrad)

3D-SDF for HMDB0258765 (Tebufenpyrad)

PDB for HMDB0258765 (Tebufenpyrad)

3D PDB for HMDB0258765 (Tebufenpyrad)

SMILES for HMDB0258765 (Tebufenpyrad)

INCHI for HMDB0258765 (Tebufenpyrad)

Structure for HMDB0258765 (Tebufenpyrad)

3D Structure for HMDB0258765 (Tebufenpyrad)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra