Alclofenac (CHEM016222)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:23:25 UTC
Update Date2016-11-09 01:15:21 UTC
Accession NumberCHEM016222
Identification
Common NameAlclofenac
ClassSmall Molecule
DescriptionAn aromatic ether in which the ether oxygen links an allyl group to the 4-position of (3-chlorophenyl)acetic acid.A non-steroidal anti-inflammatory drug, it was withdrawn from the UK market in 1979 due to concerns with its association with vasculitis and rash.
Contaminant Sources
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(4-Allyloxy-3-chlorphenyl)essigsaeureChEBI
3-Chloro-4-(2-propenyloxy)benzeneacetic acidChEBI
[4-(Allyloxy)-3-chlorophenyl]acetic acidChEBI
AlclofenacoChEBI
AlclofenacumChEBI
MervanKegg
3-Chloro-4-(2-propenyloxy)benzeneacetateGenerator
[4-(Allyloxy)-3-chlorophenyl]acetateGenerator
2-(3-chloro-4-Prop-2-enoxyphenyl)acetateGenerator
AlclofenacMeSH
4-Allyloxy-3-chlorophenylacetic acidMeSH
PrinalginMeSH
Chemical FormulaC11H11ClO3
Average Molecular Mass226.660 g/mol
Monoisotopic Mass226.040 g/mol
CAS Registry Number22131-79-9
IUPAC Name2-[3-chloro-4-(prop-2-en-1-yloxy)phenyl]acetic acid
Traditional Namemervan
SMILESOC(=O)CC1=CC(Cl)=C(OCC=C)C=C1
InChI IdentifierInChI=1S/C11H11ClO3/c1-2-5-15-10-4-3-8(6-9(10)12)7-11(13)14/h2-4,6H,1,5,7H2,(H,13,14)
InChI KeyARHWPKZXBHOEEE-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassNot Available
Direct ParentPhenol ethers
Alternative Parents
Substituents
  • Phenoxy compound
  • Phenol ether
  • Alkyl aryl ether
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Monocyclic benzene moiety
  • Aryl halide
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.29 g/LALOGPS
logP3.01ALOGPS
logP2.79ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)3.71ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity57.8 m³·mol⁻¹ChemAxon
Polarizability22.28 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000x-3900000000-89e476bd8ea6771d3117Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-056r-1490000000-62d423201c48b0ab3f0cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000x-6920000000-d621806f558c20b8dac4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-8900000000-4ed5668a01c4fdf83d02Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0059-0980000000-84b30f730f1bfc9c3f50Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0910000000-5b432bf0ca68e3345eafSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000l-1900000000-5c9da83078298c4df043Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-016r-0980000000-a95c0cca5ea95ae26538Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0910000000-0b7af4377e8b21bf6a86Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-0900000000-9826ae8172435b58302fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004r-0980000000-e6076bbd37f447991c02Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-2e5dbee834a5dce21550Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0019-6900000000-23587c5de6d9fb07a44cSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB13167
HMDB IDHMDB0248119
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAlclofenac
Chemspider ID28714
ChEBI ID31183
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=18796
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=19205
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21068
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=236805
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=237493
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=241593
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=241595
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=241596
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=241597
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=241598
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=241600
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=241601
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=241602
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=241603
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=24426
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=4279126
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=509935
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=6103793
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=6106453
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=6109575
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=6120697
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=6141199
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=7853459
24. https://www.ncbi.nlm.nih.gov/pubmed/?term=7905004