Showing Compound Fenthion (FDB011222)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:32 UTC

Update date

2018-05-29 00:51:52 UTC

Primary ID

FDB011222

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Fenthion

Description

Insecticide with low mammalian toxicity. It is used in agriculture and against mosquito larvae in tropical fresh waters Fenthion is an organothiophosphate insecticide, avicide, and acaricide. Like most other organophosphates, its mode of action is via cholinesterase inhibition. Due to its relatively low toxicity towards humans and mammals, fenthion is listed as moderately toxic compound in U.S. Environmental Protection Agency? and World Health Organization toxicity class.

CAS Number

55-38-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
4-Methylmercapto-3-methylphenyl dimethyl thioate	ChEBI
4-Methylmercapto-3-methylphenyl dimethyl thioic acid	Generator
4-Methylmercapto-3-methylphenyl dimethyl thiophosphate	ChEBI
4-Methylmercapto-3-methylphenyl dimethyl thiophosphoric acid	Generator
Bayer 29493	HMDB
Baytex	HMDB, MeSH
Dimethyl (3-methyl-4-(methylthio)phenyl) orothionate	HMDB
Dimethyl (3-methyl-4-(methylthio)phenyl) phosphorothionate	HMDB
Dimethyl methylthiotolyl orothioate	HMDB
Dimethyl methylthiotolyl phosphorothioate	HMDB

Showing 1 to 10 of 63 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.0042 g/L	ALOGPS
logP	3.93	ALOGPS
logP	3.8	ChemAxon
logS	-4.8	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	27.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	73.67 m³·mol⁻¹	ChemAxon
Polarizability	27.22 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H15O3PS2

IUPAC name

O,O-dimethyl O-3-methyl-4-(methylsulfanyl)phenyl phosphorothioate

InChI Identifier

InChI=1S/C10H15O3PS2/c1-8-7-9(5-6-10(8)16-4)13-14(15,11-2)12-3/h5-7H,1-4H3

InChI Key

PNVJTZOFSHSLTO-UHFFFAOYSA-N

Isomeric SMILES

COP(=S)(OC)OC1=CC=C(SC)C(C)=C1

Average Molecular Weight

278.328

Monoisotopic Molecular Weight

278.020022238

Classification

Description

Belongs to the class of organic compounds known as phenyl thiophosphates. These are organothiophosphorus compounds that contain a thiophosphoric acid O-esterified with a phenyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic thiophosphoric acids and derivatives

Sub Class

Thiophosphoric acid esters

Direct Parent

Phenyl thiophosphates

Alternative Parents

Substituents

Phenyl thiophosphate
Phenoxy compound
Aryl thioether
Thiophosphate triester
Thiophenol ether
Toluene
Alkylarylthioether
Monocyclic benzene moiety
Benzenoid
Thioether
Sulfenyl compound
Organosulfur compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organic thiophosphate (CHEBI:34761 )
Organophosphorus insecticides (C14420 )

Ontology

Ingestion

Biological location:

Subcellular:

Source:

Food

Role

Environmental role:

Environmental contaminant

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp0.01 87°	DFC
Charge	Not Available
Density	d204 1.25	DFC
Experimental logP	4.09	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Experimental Water Solubility	0.0075 mg/mL at 20 oC	BOWMAN,BT & SANS,WW (1983)
Isoelectric point	Not Available
Mass Composition	C 43.15%; H 5.43%; O 17.24%; P 11.13%; S 23.04%	DFC
Melting Point	7.5 oC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-004i-7970000000-bc43a51c3e0e0f2a8537	2014-09-20	View Spectrum
GC-MS	Fenthion, non-derivatized, GC-MS Spectrum	splash10-00os-4930000000-d917f6fe7c279d0326ef	Spectrum
GC-MS	Fenthion, non-derivatized, GC-MS Spectrum	splash10-00os-4930000000-d917f6fe7c279d0326ef	Spectrum
Predicted GC-MS	Fenthion, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0ik9-1970000000-38f4eb65b0f142b27c42	Spectrum
Predicted GC-MS	Fenthion, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Fenthion, 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 , positive	splash10-004i-0090000000-cfc6cc7271f15039d91e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-014j-0940000000-4c4cfaec8b9d90f02220	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0gb9-0910000000-30762456be8c99676446	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0gi0-0900000000-fc2e0d1f56a644607b35	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0g4i-0900000000-89a0ce8c9a4d4a49d57c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-001i-0290000000-9da11dc2725fc111b8c4	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-014j-0940000000-199b003861522f4b62e1	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0gb9-0910000000-14a50b7ed49de35229bc	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0gi0-0900000000-fc2e0d1f56a644607b35	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0g4i-0900000000-daf8e3082dcd599a9ef6	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0g4i-0900000000-677923a06bbdab3e4faa	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0v4i-0910000000-d74e5478dcae4fb77f71	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0g4i-0900000000-c7ed3dac5d73de1abfe2	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-001i-0290000000-c4282f269db3a3c433b7	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-014j-0940000000-49b2bd577f2239e1eeed	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0090000000-03e61a06874c5e65189c	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0g4i-0900000000-89a0ce8c9a4d4a49d57c	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0190000000-74fefa9007324dd9847e	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-002r-1970000000-6492e585fe189b3d02a0	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01pc-9880000000-8949ee35385684bf0416	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-005c-0290000000-b55d858a805aaba2db82	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-003r-0290000000-6e342595466184c4595b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-2900000000-eb2a165616e3235fce1d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0190000000-953bec3de0724b9038a4	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004u-4790000000-c6f5d3f2adc0c2093b0b	2021-09-23	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.40 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

34761

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33209

CRC / DFC (Dictionary of Food Compounds) ID

GGJ54-N:GGJ54-N

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Fenthion

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

No data available in table

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Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound Fenthion (FDB011222)

Structure for FDB011222 (Fenthion)