Cannabis Compound Database: Showing Compound Card for Pyriproxyfen (CDB006212)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References XML

Record Information

Version

1.0

Created at

2020-07-28 20:16:05 UTC

Updated at

2020-11-18 16:40:15 UTC

CannabisDB ID

CDB006212

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Pyriproxyfen

Description

Pyriproxyfen, also known as cyclio, belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. Based on a literature review a significant number of articles have been published on Pyriproxyfen.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Phenoxyphenyl (RS)-2-(2-pyridyloxy)propyl ether	ChEBI
Cyclio	Kegg
Juvinal	MeSH
Pyriproxyfen, (R)-isomer	MeSH
2-(1-Methyl-2-(4-phenoxyphenoxy)ethoxy)pyridine	MeSH
Pyriproxyfen, (S)-isomer	MeSH

Chemical Formula

C₂₀H₁₉NO₃

Average Molecular Weight

321.3698

Monoisotopic Molecular Weight

321.136493479

IUPAC Name

2-{[1-(4-phenoxyphenoxy)propan-2-yl]oxy}pyridine

Traditional Name

pyriproxyfen

CAS Registry Number

95737-68-1

SMILES

CC(COC1=CC=C(OC2=CC=CC=C2)C=C1)OC1=CC=CC=N1

InChI Identifier

InChI=1S/C20H19NO3/c1-16(23-20-9-5-6-14-21-20)15-22-17-10-12-19(13-11-17)24-18-7-3-2-4-8-18/h2-14,16H,15H2,1H3

InChI Key

NHDHVHZZCFYRSB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Diaryl ether
Phenoxy compound
Phenol ether
Alkyl aryl ether
Pyridine
Heteroaromatic compound
Ether
Organoheterocyclic compound
Azacycle
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic ether (CHEBI:39260 )
pyridines (CHEBI:39260 )
Pesticides (C18605 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	46°C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.89	ALOGPS
logP	4.75	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	2.86	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.58 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	91.89 m³·mol⁻¹	ChemAxon
Polarizability	35.13 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-000i-4900000000-b21fb0ff69049c4250e7	2014-10-20	View Spectrum
Predicted GC-MS	Pyriproxyfen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Pyriproxyfen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 10V, positive	splash10-00di-0029000000-105db237aae3b4cec5fb	2020-08-04	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 20V, positive	splash10-004i-0890000000-d65c99d15e8c4ad8bd7c	2020-08-04	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 30V, positive	splash10-000i-0900000000-bc887af3f02f60771723	2020-08-04	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 50V, positive	splash10-004i-0900000000-3996d9a2c343546a8129	2020-08-04	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 27V, positive	splash10-000b-5920000000-4960506801bd42b099a3	2020-08-04	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0002-9400000000-68c655d4827ea58f4bac	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0002-9300000000-d3a480866a5c670326bb	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0890000000-559198b195e2dc63c1f5	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0890000000-bd769e64011f9c7b9396	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0029000000-105db237aae3b4cec5fb	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-000i-0900000000-4e910d48ff3a2d4f9ea6	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-004i-0900000000-3996d9a2c343546a8129	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0002-9500000000-dccabe99c6280a0a57db	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0002-9600000000-613e7f4016c399795ed5	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-006t-9014000000-7a6cd76d9f2f3d5bd990	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0002-9310000000-d8b2b5b5b87d139d377a	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00dr-2629000000-b67cf0e5e1a77a7772cd	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-549eecf92219d9242631	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4u-8900000000-44556c3420df41967899	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-1319000000-5fb4cc9adfabeab19dbd	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004s-8893000000-07a6b2277d60a43baf17	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f9b-9500000000-3d4ab8142f0985b2b1f1	2016-08-03	View Spectrum

NMR

Type	Description		View

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0256983

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

82851

KEGG Compound ID

C18605

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pyriproxyfen

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

39260

References

General References

Taylor A, Birkett JW: Pesticides in cannabis: A review of analytical and toxicological considerations. Drug Test Anal. 2020 Feb;12(2):180-190. doi: 10.1002/dta.2747. Epub 2020 Jan 19. [PubMed:31834671 ]

Showing Compound Card for Pyriproxyfen (CDB006212)

Structure for CDB006212 (Pyriproxyfen)