ContaminantDB: Sulindac sulfone

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

Record Information

Version

1.0

Creation Date

2016-05-22 04:26:38 UTC

Update Date

2016-11-09 01:15:37 UTC

Accession Number

CHEM017534

Identification

Common Name

Sulindac sulfone

Class

Small Molecule

Description

A sulfone metabolite of sulindac that inhibits cell growth by inducing apoptosis independently of cyclooxygenase inhibition. It inhibits the development and induces regression of premalignant adenomatous polyps. Lipoxygenase and Cox-2 inhibitor.

Contaminant Sources

HMDB Contaminants - Urine
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
5-Fluoro-2-methyl-1-((Z)-p-(methylsulfonyl)benzylidene)indene-3-acetic acid	ChEBI
cis-5-Fluoro-2-methyl-1-(p-methylsulfonylbenzylidenyl)indene-3-acetic acid	ChEBI
Exisulind	ChEBI
5-Fluoro-2-methyl-1-((Z)-p-(methylsulfonyl)benzylidene)indene-3-acetate	Generator
5-Fluoro-2-methyl-1-((Z)-p-(methylsulphonyl)benzylidene)indene-3-acetate	Generator
5-Fluoro-2-methyl-1-((Z)-p-(methylsulphonyl)benzylidene)indene-3-acetic acid	Generator
cis-5-Fluoro-2-methyl-1-(p-methylsulfonylbenzylidenyl)indene-3-acetate	Generator
cis-5-Fluoro-2-methyl-1-(p-methylsulphonylbenzylidenyl)indene-3-acetate	Generator
cis-5-Fluoro-2-methyl-1-(p-methylsulphonylbenzylidenyl)indene-3-acetic acid	Generator
Sulindac sulphone	Generator
(5-Fluoro-2-methyl-1-(3,4,5-trimethoxybenzylidene)-3-(N-benzyl)-indene)-acetamide	MeSH
FGN-1	MeSH
Aptosyn	MeSH
Sulindac sulfone, (Z)-isomer	MeSH
2-[(3Z)-6-fluoro-2-Methyl-3-[(4-methylsulfonylphenyl)methylidene]inden-1-yl]acetate	Generator
2-[(3Z)-6-fluoro-2-Methyl-3-[(4-methylsulphonylphenyl)methylidene]inden-1-yl]acetate	Generator
2-[(3Z)-6-fluoro-2-Methyl-3-[(4-methylsulphonylphenyl)methylidene]inden-1-yl]acetic acid	Generator
Sulindac sulfone	MeSH

Chemical Formula

C₂₀H₁₇FO₄S

Average Molecular Mass

372.410 g/mol

Monoisotopic Mass

372.083 g/mol

CAS Registry Number

59973-80-7

IUPAC Name

2-[(1Z)-5-fluoro-1-[(4-methanesulfonylphenyl)methylidene]-2-methyl-1H-inden-3-yl]acetic acid

Traditional Name

sulindac sulfone

SMILES

[H]\C(=C1/C(C)=C(CC(O)=O)C2=C1C=CC(F)=C2)C1=CC=C(C=C1)S(C)(=O)=O

InChI Identifier

InChI=1S/C20H17FO4S/c1-12-17(9-13-3-6-15(7-4-13)26(2,24)25)16-8-5-14(21)10-19(16)18(12)11-20(22)23/h3-10H,11H2,1-2H3,(H,22,23)/b17-9-

InChI Key

MVGSNCBCUWPVDA-MFOYZWKCSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as indenes and isoindenes. Indenes and isoindenes are compounds containing an indene moiety(which consists of a cyclopentadiene fused to a benzene ring), or a isoindene moiety (which consists of a cyclopentadiene fused to cyclohexadiene ring).

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Indenes and isoindenes

Sub Class

Not Available

Direct Parent

Indenes and isoindenes

Alternative Parents

Substituents

Benzenesulfonyl group
Indene
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Sulfonyl
Sulfone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Organohalogen compound
Organofluoride
Organooxygen compound
Organosulfur compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

organofluorine compound (CHEBI:64212 )
sulfone (CHEBI:64212 )
monocarboxylic acid (CHEBI:64212 )

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	0.0016 g/L	ALOGPS
logP	2.94	ALOGPS
logP	3.03	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	3.94	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.44 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	99.2 m³·mol⁻¹	ChemAxon
Polarizability	38.06 Å³	ChemAxon
Number of Rings	3	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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05fr-0009000000-c2351a6577cc7d71d48b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0139000000-bfbff4e9d46df020adea	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-3393000000-160aaaa293cfde04b13a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00fr-0009000000-48ae194abe05841cd6e2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00b9-4019000000-ed831a5d0006b728154a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9010000000-d144d4b5d5ebd561143d	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Exisulind

Chemspider ID

Not Available

ChEBI ID

64212

PubChem Compound ID

5472495

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=17016604

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20332437

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=20374023

4. https://www.ncbi.nlm.nih.gov/pubmed/?term=21515355

5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21735687

6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22364235

Sulindac sulfone (CHEM017534)

Structure for CHEM017534: Sulindac sulfone