Pyraclostrobin (CHEM002875)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (48)XML
Record Information
Version1.0
Creation Date2013-04-25 07:56:54 UTC
Update Date2016-11-09 01:08:59 UTC
Accession NumberCHEM002875
Identification
Common NamePyraclostrobin
ClassSmall Molecule
DescriptionPyraclostrobin is a broad spectrum foliar fungicide belonging to the strobilurin chemical class. It acts by inhibition of mitochondrial respiration. This leads to a reduction of the available ATP quantity in the fungal cell. It is used for control or suppression of fungal diseases on many common crops including: Berries, Bulb, Cucurbit, Fruiting, and Root vegetables, and Cherries
Contaminant Sources
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Carbamate
  • Ester
  • Ether
  • Fungicide
  • Organic Compound
  • Organochloride
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
PyraclostrobineChEBI
HeadlineMeSH
PyrachlostrobinMeSH
Methyl N-(2-(1-(4-chlorophenyl)-1H-pyrazol-3-yloxymethyl)phenyl)-(N-methoxy)carbamateMeSH
Methyl 2-(1-(4-chlorophenyl)pyrazol-3-yloxymethyl)-N-methoxycarbanilateMeSH
BAS-500FMeSH
Chemical FormulaC19H18ClN3O4
Average Molecular Mass387.817 g/mol
Monoisotopic Mass387.099 g/mol
CAS Registry Number175013-18-0
IUPAC Namemethyl N-[2-({[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}methyl)phenyl]-N-methoxycarbamate
Traditional Namepyraclostrobin
SMILESCON(C(=O)OC)C1=C(COC2=NN(C=C2)C2=CC=C(Cl)C=C2)C=CC=C1
InChI IdentifierInChI=1S/C19H18ClN3O4/c1-25-19(24)23(26-2)17-6-4-3-5-14(17)13-27-18-11-12-22(21-18)16-9-7-15(20)8-10-16/h3-12H,13H2,1-2H3
InChI KeyHZRSNVGNWUDEFX-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzoles
Sub ClassPyrazoles
Direct ParentPhenylpyrazoles
Alternative Parents
Substituents
  • Phenylcarbamic acid ester
  • Phenylpyrazole
  • Alkyl aryl ether
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Monocyclic benzene moiety
  • Benzenoid
  • Heteroaromatic compound
  • Carbonic acid derivative
  • Azacycle
  • Ether
  • Organic nitrogen compound
  • Organohalogen compound
  • Organochloride
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
Applications
Biological Roles
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0065 g/LALOGPS
logP3.79ALOGPS
logP4.7ChemAxon
logS-4.8ALOGPS
pKa (Strongest Basic)0.94ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area65.82 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity101.57 m³·mol⁻¹ChemAxon
Polarizability39.59 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 27V, positivesplash10-06r7-0944000000-0007be579135a31ae402Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 11V, positivesplash10-03dl-0911000000-30f923bce4f0a0615ca3Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 23V, positivesplash10-03di-0900000000-58ab3816e3989f35dd71Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 34V, positivesplash10-03di-0900000000-cf5b924fca0e33bac97fSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 46V, positivesplash10-03e9-0900000000-bc4953b1f18ec96c67c0Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 58V, positivesplash10-06z9-0900000000-b31ae912e0825ab38789Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 69V, positivesplash10-0kh9-1900000000-3df02c919d35de13d5adSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 27V, positivesplash10-03dl-0900000000-ee11ef015dd271ad0fe8Spectrum
LC-MS/MSLC-MS/MS Spectrum - NA , positivesplash10-014i-0190000000-0fa19d3e95c357618d3aSpectrum
LC-MS/MSLC-MS/MS Spectrum - NA , positivesplash10-03di-0900000000-3804609f77df734aa085Spectrum
LC-MS/MSLC-MS/MS Spectrum - NA , positivesplash10-03di-0900000000-a652970497467589ba19Spectrum
LC-MS/MSLC-MS/MS Spectrum - NA , positivesplash10-014i-0190000000-23a386730e386c1a22b1Spectrum
LC-MS/MSLC-MS/MS Spectrum - NA , positivesplash10-03di-0900000000-82998a5ce8d955668776Spectrum
LC-MS/MSLC-MS/MS Spectrum - NA , positivesplash10-014i-0190000000-20536e0a8c892a5ea12cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-0006-0906000000-6ad926640802e9c33715Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, positivesplash10-03di-0900000000-404b2e9b3efe30b10ee0Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 30V, positivesplash10-03di-0900000000-e7e368565db44b570fedSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 40V, positivesplash10-03di-0900000000-9bfe3b6d1fca4f1beb75Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 50V, positivesplash10-01qa-0900000000-41ded8e4de3c001f1f85Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0009000000-be89bded77647d80d559Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0009000000-91b50967528a527d5202Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udj-2933000000-e6c0e7e75dee3027678aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052r-0109000000-c7fdd37a50c7a3f15ef2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0925000000-6e857714cae069e30814Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0kor-3449000000-ffa7e63987872575efc4Spectrum
MSMass Spectrum (Electron Ionization)splash10-001i-2900000000-caa2a1994bd0ac4079dbSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesThis is a man-made compound that is used as a pesticide.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0256940
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPyraclostrobin
Chemspider ID4928348
ChEBI ID78780
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22730168
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23554042
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23793800
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23998307
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24144943
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=24380616
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=24533668
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=24772573
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=24908975