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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:33:59 UTC

Update Date

2021-09-26 23:12:56 UTC

HMDB ID

HMDB0256932

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pymetrozine

Description

Pymetrozine belongs to the class of organic compounds known as 1,2,4-triazines. 1,2,4-triazines are compounds containing a triazine ring, which is a heterocyclic ring, similar to the six-member benzene ring but with three carbons replaced by nitrogen atoms, at ring positions 1, 2, and 4. Based on a literature review a significant number of articles have been published on Pymetrozine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pymetrozine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pymetrozine 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

  Mrv1652309112119342D          

 16 17  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  2  8  1  0  0  0  0
  9  7  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256932

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=NNC(=O)N(C1)N=CC1=CN=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H11N5O/c1-8-7-15(10(16)14-13-8)12-6-9-3-2-4-11-5-9/h2-6H,7H2,1H3,(H,14,16)

> <INCHI_KEY>
QHMTXANCGGJZRX-UHFFFAOYSA-N

> <FORMULA>
C10H11N5O

> <MOLECULAR_WEIGHT>
217.232

> <EXACT_MASS>
217.096359994

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
21.854526004040842

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-methyl-4-{[(pyridin-3-yl)methylidene]amino}-2,3,4,5-tetrahydro-1,2,4-triazin-3-one

> <ALOGPS_LOGP>
0.23

> <JCHEM_LOGP>
0.042527713999999994

> <ALOGPS_LOGS>
-2.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.395933456893347

> <JCHEM_PKA_STRONGEST_BASIC>
4.372529034029608

> <JCHEM_POLAR_SURFACE_AREA>
69.95

> <JCHEM_REFRACTIVITY>
59.07430000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-methyl-4-[(pyridin-3-ylmethylidene)amino]-2,5-dihydro-1,2,4-triazin-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       4.001  -5.390   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       4.001  -6.930   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       1.334  -6.930   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.000  -7.700   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -2.667 -12.320   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7    2                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0256932
HETATM    1  C1  UNL     1      -4.334   1.591   0.319  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.350   0.556  -0.236  1.00  0.00           C  
HETATM    3  N1  UNL     1      -3.805  -0.467  -0.842  1.00  0.00           N  
HETATM    4  N2  UNL     1      -3.019  -1.458  -1.380  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.618  -1.337  -1.253  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.816  -2.202  -1.718  1.00  0.00           O  
HETATM    7  N3  UNL     1      -1.099  -0.215  -0.587  1.00  0.00           N  
HETATM    8  N4  UNL     1       0.296  -0.089  -0.457  1.00  0.00           N  
HETATM    9  C4  UNL     1       0.952  -0.614   0.506  1.00  0.00           C  
HETATM   10  C5  UNL     1       2.392  -0.428   0.553  1.00  0.00           C  
HETATM   11  C6  UNL     1       3.019   0.297  -0.424  1.00  0.00           C  
HETATM   12  C7  UNL     1       4.386   0.459  -0.357  1.00  0.00           C  
HETATM   13  C8  UNL     1       5.111  -0.090   0.660  1.00  0.00           C  
HETATM   14  N5  UNL     1       4.451  -0.791   1.591  1.00  0.00           N  
HETATM   15  C9  UNL     1       3.129  -0.981   1.579  1.00  0.00           C  
HETATM   16  C10 UNL     1      -1.918   0.800  -0.037  1.00  0.00           C  
HETATM   17  H1  UNL     1      -3.854   2.024   1.217  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.462   2.412  -0.413  1.00  0.00           H  
HETATM   19  H3  UNL     1      -5.304   1.125   0.513  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.427  -2.273  -1.866  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.488  -1.193   1.294  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.412   0.720  -1.218  1.00  0.00           H  
HETATM   23  H7  UNL     1       4.889   1.031  -1.124  1.00  0.00           H  
HETATM   24  H8  UNL     1       6.194   0.052   0.692  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.631  -1.563   2.364  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.648   1.820  -0.450  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.695   0.814   1.082  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   16
CONECT    3    4
CONECT    4    5   20
CONECT    5    6    6    7
CONECT    7    8   16
CONECT    8    9    9
CONECT    9   10   21
CONECT   10   11   11   15
CONECT   11   12   22
CONECT   12   13   13   23
CONECT   13   14   24
CONECT   14   15   15
CONECT   15   25
CONECT   16   26   27
END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₀H₁₁N₅O

Average Molecular Weight

217.232

Monoisotopic Molecular Weight

217.096359994

IUPAC Name

6-methyl-4-{[(pyridin-3-yl)methylidene]amino}-2,3,4,5-tetrahydro-1,2,4-triazin-3-one

Traditional Name

6-methyl-4-[(pyridin-3-ylmethylidene)amino]-2,5-dihydro-1,2,4-triazin-3-one

CAS Registry Number

Not Available

SMILES

CC1=NNC(=O)N(C1)N=CC1=CN=CC=C1

InChI Identifier

InChI=1S/C10H11N5O/c1-8-7-15(10(16)14-13-8)12-6-9-3-2-4-11-5-9/h2-6H,7H2,1H3,(H,14,16)

InChI Key

QHMTXANCGGJZRX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2,4-triazines. 1,2,4-Triazines are compounds containing a triazine ring, which is a heterocyclic ring, similar to the six-member benzene ring but with three carbons replaced by nitrogen atoms, at ring positions 1, 2, and 4.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Triazines

Sub Class

1,2,4-triazines

Direct Parent

1,2,4-triazines

Alternative Parents

Substituents

1,2,4-triazine
Pyridine
Heteroaromatic compound
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Cytoplasm (HMDB: HMDB0256932)
Extracellular (HMDB: HMDB0256932)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Industrial application

Antifeedant (HMDB: HMDB0256932)

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	0.23	ALOGPS
logP	0.043	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	11.4	ChemAxon
pKa (Strongest Basic)	4.37	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.95 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	59.07 m³·mol⁻¹	ChemAxon
Polarizability	21.85 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]+	151.202	30932474
DeepCCS	[M-H]-	148.812	30932474
DeepCCS	[M-2H]-	181.923	30932474
DeepCCS	[M+Na]+	157.263	30932474
AllCCS	[M+H]+	149.5	32859911
AllCCS	[M+H-H2O]+	145.4	32859911
AllCCS	[M+NH4]+	153.3	32859911
AllCCS	[M+Na]+	154.4	32859911
AllCCS	[M-H]-	150.1	32859911
AllCCS	[M+Na-2H]-	150.3	32859911
AllCCS	[M+HCOO]-	150.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pymetrozine	CC1=NNC(=O)N(C1)N=CC1=CN=CC=C1	2595.2	Standard polar	33892256
Pymetrozine	CC1=NNC(=O)N(C1)N=CC1=CN=CC=C1	1807.8	Standard non polar	33892256
Pymetrozine	CC1=NNC(=O)N(C1)N=CC1=CN=CC=C1	2246.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pymetrozine,1TMS,isomer #1	CC1=NN([Si](C)(C)C)C(=O)N(N=CC2=CC=CN=C2)C1	2164.6	Semi standard non polar	33892256
Pymetrozine,1TMS,isomer #1	CC1=NN([Si](C)(C)C)C(=O)N(N=CC2=CC=CN=C2)C1	2032.2	Standard non polar	33892256
Pymetrozine,1TMS,isomer #1	CC1=NN([Si](C)(C)C)C(=O)N(N=CC2=CC=CN=C2)C1	3621.6	Standard polar	33892256
Pymetrozine,1TBDMS,isomer #1	CC1=NN([Si](C)(C)C(C)(C)C)C(=O)N(N=CC2=CC=CN=C2)C1	2387.3	Semi standard non polar	33892256
Pymetrozine,1TBDMS,isomer #1	CC1=NN([Si](C)(C)C(C)(C)C)C(=O)N(N=CC2=CC=CN=C2)C1	2263.8	Standard non polar	33892256
Pymetrozine,1TBDMS,isomer #1	CC1=NN([Si](C)(C)C(C)(C)C)C(=O)N(N=CC2=CC=CN=C2)C1	3728.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pymetrozine GC-MS (Non-derivatized) - 70eV, Positive	splash10-06r6-9820000000-63964ab9200e34787819	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pymetrozine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

77888

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86370

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 Pymetrozine (HMDB0256932)

MOL for HMDB0256932 (Pymetrozine)

3D MOL for HMDB0256932 (Pymetrozine)

3D SDF for HMDB0256932 (Pymetrozine)

3D-SDF for HMDB0256932 (Pymetrozine)

PDB for HMDB0256932 (Pymetrozine)

3D PDB for HMDB0256932 (Pymetrozine)

SMILES for HMDB0256932 (Pymetrozine)

INCHI for HMDB0256932 (Pymetrozine)

Structure for HMDB0256932 (Pymetrozine)

3D Structure for HMDB0256932 (Pymetrozine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra