Clodinafop-Propargyl
PubChem CID
92431
Structure
Molecular Formula
Synonyms
- Clodinafop-Propargyl
- 105512-06-9
- Topik
- Clodinafop Propargyl
- Clodinafop-propargyl [ISO]
Molecular Weight
349.7 g/mol
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Dates
- Create:2005-08-08
- Modify:2025-01-18
Description
Clodinafop-propargyl is a carboxylic ester resulting from the formal condensation of the carboxy group of clodinafop with the hydroxy group of prop-2-yn-1-ol. It is widely used as a herbicide for the control of annual grass weeds in cereal crops. It has a role as an EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor, a herbicide and an agrochemical. It is a carboxylic ester, an aromatic ether, an organochlorine compound, an organofluorine compound, a member of pyridines and a propyzamide. It is functionally related to a prop-2-yn-1-ol and a clodinafop.
Clodinafop-propargyl is used as a herbicide for weed control in wheat.
See also: Clodinafop (annotation moved to).
Chemical Structure Depiction
CCDC Number
Associated Article
Crystal Structure Data
prop-2-ynyl (2R)-2-[4-(5-chloro-3-fluoropyridin-2-yl)oxyphenoxy]propanoate
Computed by Lexichem TK 2.7.0 (PubChem release 2024.11.20)
InChI=1S/C17H13ClFNO4/c1-3-8-22-17(21)11(2)23-13-4-6-14(7-5-13)24-16-15(19)9-12(18)10-20-16/h1,4-7,9-11H,8H2,2H3/t11-/m1/s1
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
JBDHZKLJNAIJNC-LLVKDONJSA-N
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
C[C@H](C(=O)OCC#C)OC1=CC=C(C=C1)OC2=C(C=C(C=N2)Cl)F
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C17H13ClFNO4
Computed by PubChem 2.2 (PubChem release 2024.11.20)
126301-94-8, 126572-25-6, 674310-99-7, 934237-35-1
clodinafop-propargyl
- Clodinafop-Propargyl
- 105512-06-9
- Topik
- Clodinafop Propargyl
- Clodinafop-propargyl [ISO]
- Clodinafop-propargyl ester
- QEH394TY6Y
- prop-2-ynyl (2R)-2-[4-(5-chloro-3-fluoropyridin-2-yl)oxyphenoxy]propanoate
- DTXSID6032354
- (R)-2-(4-((5-chloro-3-fluoro-2-pyridinyl)oxy)phenoxy)propionic acid 2-propynyl ester
- Discover
- prop-2-yn-1-yl (2R)-2-{4-[(5-chloro-3-fluoropyridin-2-yl)oxy]phenoxy}propanoate
- Propanoic acid, 2-[4-[(5-chloro-3-fluoro-2-pyridinyl)oxy]phenoxy]-,2-propynyl ester, (2R)-
- Clodinafop-propargyl ester 10 microg/mL in Acetonitrile
- Clodinafop-propargyl ester 100 microg/mL in Acetonitrile
- Propanoic acid, 2-[4-[(5-chloro-3-fluoro-2-pyridinyl)oxy]phenoxy]-, 2-propynyl ester, (2R)-
- HSDB 7007
- UNII-QEH394TY6Y
- CGA 184927
- Discover Herbicide
- Clodinafop-proargyl
- Propanoic acid, 2-(4-((5-chloro-3-fluoro-2-pyridinyl)oxy)phenoxy)-, 2-propynyl ester, (2R)-
- MFCD01632328
- clodinafop propargyl ester
- SCHEMBL63885
- Clodinafop-propargyl (Standard)
- CHEMBL1898102
- DTXCID4012354
- CLODINAFOP-PROPARGYL [MI]
- CHEBI:132921
- CLODINAFOP-PROPARGYL [HSDB]
- DNDI1246788
- Tox21_300724
- 2-Propynyl (R)-2-[4-(5-chloro-3-fluoro-2-pyridinyloxy)phenoxy]propionate
- AKOS015961771
- AC-1858
- CGA-184927
- HY-136380R
- KS-5120
- Propanoic acid, 2-(4-((5-chloro-3-fluoro-2-pyridinyl)oxy)phenoxy)-, 2-propynyl ester, (R)-
- NCGC00164311-01
- NCGC00164311-02
- NCGC00164311-03
- NCGC00254630-01
- HY-136380
- C3552
- CAS-105512-06-9
- CS-0128860
- NS00000112
- D89566
- Q-101471
- Q1102118
- Clodinafop-propargyl ester 1000 microg/mL in Acetone
- Clodinafop-propargyl, PESTANAL(R), analytical standard
- (R)-prop-2-ynyl 2-(4-(5-chloro-3-fluoropyridin-2-yloxy)phenoxy)propanoate
- prop-2-ynyl (R)-2-[4-(5-chloro-3-fluoro-2-pyridyloxy)phenoxy]propionate
- 2-propynyl (2R)-2-[4-[(5-chloro-3-fluoro-2-pyridinyl)oxy]phenoxy]propanoate
- 2-PROPYNYL (R)-2-(4-(5-CHLORO-3-FLUORO-2-PYRIDYLOXY)PHENOXY)PROPIONATE
- (2R)-2-(4-((5-CHLORO-3-FLUORO-2-PYRIDINYL)OXY)PHENOXY)PROPANOIC ACID 2-PROPYN-1-YL ESTER
- 126301-94-8
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
349.7 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
XLogP3-AA
Property Value
3.9
Reference
Computed by XLogP3 3.0 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Donor Count
Property Value
0
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Acceptor Count
Property Value
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Rotatable Bond Count
Property Value
7
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Exact Mass
Property Value
349.0517138 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Monoisotopic Mass
Property Value
349.0517138 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Topological Polar Surface Area
Property Value
57.7 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Heavy Atom Count
Property Value
24
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
461
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
175.52 Ų [M+Na]+
180.36 Ų [M+H]+
S61 | UJICCSLIB | Collision Cross Section (CCS) Library from UJI | DOI:10.5281/zenodo.3549476
Pharmaceuticals
S72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI:10.5281/zenodo.3955664
Potential endocrine disrupting compound
S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
Environmental transformation -> Pesticides (parent, predecessor)
S60 | SWISSPEST19 | Swiss Pesticides and Metabolites from Kiefer et al 2019 | DOI:10.5281/zenodo.3544759
Pesticide (Clodinafop propargyl) -> USDA PDB
Source of Spectrum
Prof. L. Mondello (Chromaleont s.r.l./Univ. Messina, Italy)
Source of Sample
Sigma-Aldrich Cat. #31676
Copyright
Database Compilation Copyright © 2023-2024 John Wiley and Sons, Inc. Copyright © 2023-2024 John Wiley and Sons, Inc., Portions Copyright Wiley-VCH GmbH, Adams Library under license from Diablo Analytical. All Rights Reserved.
Accession ID
Authors
Elapavalore, A.; Kondić, T.; Singh, R.; Schymanski, E.
Instrument
Q Exactive Orbitrap (Thermo Scientific)
Instrument Type
LC-ESI-QFT
MS Level
MS2
Ionization Mode
POSITIVE
Ionization
ESI
Collision Energy
15
Fragmentation Mode
HCD
Column Name
Acquity BEH C18 1.7um, 2.1x150mm (Waters)
Retention Time
18.291 min
Precursor m/z
350.059
Precursor Adduct
[M+H]+
Top 5 Peaks
266.0378 999
350.059 810
277.0301 22
294.0328 15
304.0535 14
License
CC BY
Reference
Elapavalore, A.; Kondić, T.; et al., Adding Open Spectral Data to MassBank and PubChem Using Open Source Tools to Support Non-Targeted Exposomics of Mixtures (submitted).
Accession ID
Authors
Elapavalore, A.; Kondić, T.; Singh, R.; Schymanski, E.
Instrument
Q Exactive Orbitrap (Thermo Scientific)
Instrument Type
LC-ESI-QFT
MS Level
MS2
Ionization Mode
POSITIVE
Ionization
ESI
Collision Energy
30
Fragmentation Mode
HCD
Column Name
Acquity BEH C18 1.7um, 2.1x150mm (Waters)
Retention Time
18.291 min
Precursor m/z
350.059
Precursor Adduct
[M+H]+
Top 5 Peaks
266.0378 999
91.0542 281
238.0429 247
119.0492 55
239.0143 37
License
CC BY
Reference
Elapavalore, A.; Kondić, T.; et al., Adding Open Spectral Data to MassBank and PubChem Using Open Source Tools to Support Non-Targeted Exposomics of Mixtures (submitted).
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Stereo Count
Same Isotope Count
Same Parent, Connectivity Count
Same Parent, Stereo Count
Same Parent, Isotope Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Clodinafop (annotation moved to)
Herbicide
Clodinafop has known environmental transformation products that include CGA 302371 and CGA 193469.
S60 | SWISSPEST19 | Swiss Pesticides and Metabolites from Kiefer et al 2019 | DOI:10.5281/zenodo.3544759
This is a man-made compound that is used as a pesticide.
Environmental transformation -> Pesticides (parent, predecessor)
S60 | SWISSPEST19 | Swiss Pesticides and Metabolites from Kiefer et al 2019 | DOI:10.5281/zenodo.3544759
Pharmaceuticals
S72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI:10.5281/zenodo.3955664
Carcinogen Classification
No indication of carcinogenicity to humans (not listed by IARC).
Pesticide Ecotoxicity Data from EPA
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=JBDHZKLJNAIJNC-LLVKDONJSA-N
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/Clodinafop-propargylhttps://commonchemistry.cas.org/detail?cas_rn=105512-06-9
- ChemIDplusClodinafop-propargyl [ISO]https://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0105512069ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSToxClodinafop-propargylhttps://comptox.epa.gov/dashboard/DTXSID6032354CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linkingCLODINAFOP-PROPARGYLhttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/QEH394TY6Y
- ChEBIClodinafop-propargylhttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:132921
- Toxin and Toxin Target Database (T3DB)LICENSET3DB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (T3DB) and the original publication.http://www.t3db.ca/downloadsClodinafop-propargylhttp://www.t3db.ca/toxins/T3D4486
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.html
- Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes. Any reproduction or use for commercial purpose is prohibited without the prior express written permission of NC State University.http://ctdbase.org/about/legal.jspclodinafop-propargylhttps://ctdbase.org/detail.go?type=chem&acc=C561036
- EPA Pesticide Ecotoxicity Database
- Japan Chemical Substance Dictionary (Nikkaji)
- MassBank EuropeClodinafop-propargylhttps://massbank.eu/MassBank/Result.jsp?inchikey=JBDHZKLJNAIJNC-LLVKDONJSA-N
- MassBank of North America (MoNA)LICENSEThe content of the MoNA database is licensed under CC BY 4.0.https://mona.fiehnlab.ucdavis.edu/documentation/license
- Metabolomics WorkbenchClodinafop-propargylhttps://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=143654
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/Clodinafop-propargylNORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- USDA Pesticide Data ProgramClodinafop propargylhttps://www.ams.usda.gov/datasets/pdp
- SpectraBaseClodinafop-propargylhttps://spectrabase.com/spectrum/gXP31WsVO0Clodinafop-propargylhttps://spectrabase.com/spectrum/DMAssWP5OK2
- Springer Nature
- The Cambridge Structural Database
- Wikidataclodinafop-propargylhttps://www.wikidata.org/wiki/Q1102118
- Wiley
- PubChemPFAS and Fluorinated Compounds in PubChemhttps://gitlab.com/uniluxembourg/lcsb/eci/pubchem-docs/-/raw/main/pfas-tree/PFAS_Tree.pdf?inline=false
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlclodinafop-propargylhttps://www.ncbi.nlm.nih.gov/mesh/67561036
- GHS Classification (UNECE)GHS Classification Treehttp://www.unece.org/trans/danger/publi/ghs/ghs_welcome_e.html
- EPA Substance Registry ServicesEPA SRS List Classificationhttps://sor.epa.gov/sor_internet/registry/substreg/LandingPage.do
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 389061195https://pubchem.ncbi.nlm.nih.gov/substance/389061195
CONTENTS