ContaminantDB: Isoprothiolane

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-19 02:37:44 UTC

Update Date

2016-11-09 01:13:43 UTC

Accession Number

CHEM008087

Identification

Common Name

Isoprothiolane

Class

Small Molecule

Description

A malonate ester that is diisopropyl malonate in which the two methylene hydrogens at position 2 are replaced by a 1,3-dithiolan-2-ylidene group. An insecticide and fungicide used to control a range of diseases including Pyricularia oryzae, Helminthosporium sigmoideum and Fusarium nivale.

Contaminant Sources

FooDB Chemicals
My Exposome Chemicals
STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Bis(1-methylethyl) 1,3-dithiolan-2-ylidenepropanedioate	ChEBI
Di-isopropyl 1,3-dithiolane-2-ylidenemalonate	ChEBI
Diisopropyl 1,3-dithiolan-2-ylidenemalonate	ChEBI
Diisopropyl 2-(1,3-dithiolan-2-ylidene)malonate	ChEBI
Bis(1-methylethyl) 1,3-dithiolan-2-ylidenepropanedioic acid	Generator
Di-isopropyl 1,3-dithiolane-2-ylidenemalonic acid	Generator
Diisopropyl 1,3-dithiolan-2-ylidenemalonic acid	Generator
Diisopropyl 2-(1,3-dithiolan-2-ylidene)malonic acid	Generator
Bis(1-methylethyl) 1,3-dithiolan-2-ylidenepropanedioate, 9ci	HMDB
Di(propan-2-yl) 1,3-dithiolan-2-ylidenemalonate	HMDB
Fudiolan	HMDB
Fuji 1	HMDB
Fuji-one	HMDB
Fujione	HMDB
IPT	HMDB
Ipt (pesticide)	HMDB
Fudzivan	HMDB

Chemical Formula

C₁₂H₁₈O₄S₂

Average Molecular Mass

290.399 g/mol

Monoisotopic Mass

290.065 g/mol

CAS Registry Number

50512-35-1

IUPAC Name

1,3-bis(propan-2-yl) 2-(1,3-dithiolan-2-ylidene)propanedioate

Traditional Name

fuji 1

SMILES

CC(C)OC(=O)C(C(=O)OC(C)C)=C1SCCS1

InChI Identifier

InChI=1S/C12H18O4S2/c1-7(2)15-10(13)9(11(14)16-8(3)4)12-17-5-6-18-12/h7-8H,5-6H2,1-4H3

InChI Key

UFHLMYOGRXOCSL-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

Vinylogous thioester
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
1,3-dithiolane
Dithiolane
Ketene acetal or derivatives
Carboxylic acid ester
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

dithiolanes (CHEBI:6047 )
malonate ester (CHEBI:6047 )
Pesticides (C11111 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.094 g/L	ALOGPS
logP	3.15	ALOGPS
logP	3.22	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	84.49 m³·mol⁻¹	ChemAxon
Polarizability	30.32 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0j4u-2940000000-f1f31a9094505265794f	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-02tc-0930000000-5238473738390cc4bf87	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-Q (Non-derivatized)	splash10-0296-4920000000-ec852d179ec53ec1212d	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0j4u-2940000000-f1f31a9094505265794f	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-02tc-0930000000-5238473738390cc4bf87	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-Q (Non-derivatized)	splash10-0296-4920000000-ec852d179ec53ec1212d	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9140000000-c178fb571fef19f87028	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-001i-0190000000-345caa519a04634a9337	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f6x-0290000000-0468aaa03d9f58afcaa1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-1790000000-f97fa47f0e03fe03bfe0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ox-4900000000-38d7d4d29a66f23c0809	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01t9-4090000000-47113c3ac2f91e7303cf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a6r-9110000000-b54910a7baf30f8ebb74	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4r-9510000000-fafd6cb3be3d814d69bd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0090000000-35f58dc5419431f0748e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052u-5390000000-5ce99d3498d8a406e265	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-08fu-9500000000-603ade292dbdc56287a6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001l-0190000000-ecab00264edcd43adef4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-5b1e7c50db7dfe241484	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08g3-6920000000-28257315687afa95b9c0	Spectrum