4'-Hydroxydiclofenac (CHEM022026)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:18:10 UTC
Update Date2016-11-09 01:17:24 UTC
Accession NumberCHEM022026
Identification
Common Name4'-Hydroxydiclofenac
ClassSmall Molecule
DescriptionA monocarboxylic acid that is the 4'-hydroxylated metabolite of diclofenac.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(O-(2,6-Dichloro-4-hydroxyanilino)phenyl)acetic acidChEBI
4'-Hydroxy diclofenacChEBI
4'-OH DCFChEBI
(O-(2,6-Dichloro-4-hydroxyanilino)phenyl)acetateGenerator
{2-[(2,6-dichloro-4-hydroxyphenyl)amino]phenyl}acetic acidHMDB
4-Hydroxy diclofenacHMDB
Chemical FormulaC14H11Cl2NO3
Average Molecular Mass312.148 g/mol
Monoisotopic Mass311.012 g/mol
CAS Registry Number64118-84-9
IUPAC Name2-{2-[(2,6-dichloro-4-hydroxyphenyl)amino]phenyl}acetic acid
Traditional Name4'-hydroxydiclofenac
SMILESOC(=O)CC1=CC=CC=C1NC1=C(Cl)C=C(O)C=C1Cl
InChI IdentifierInChI=1S/C14H11Cl2NO3/c15-10-6-9(18)7-11(16)14(10)17-12-4-2-1-3-8(12)5-13(19)20/h1-4,6-7,17-18H,5H2,(H,19,20)
InChI KeyKGVXVPRLBMWZLG-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassHalobenzenes
Direct ParentDichlorobenzenes
Alternative Parents
Substituents
  • P-aminophenol
  • Aminophenol
  • 1,3-dichlorobenzene
  • Aniline or substituted anilines
  • 3-halophenol
  • 3-chlorophenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aryl chloride
  • Aryl halide
  • Amino acid or derivatives
  • Amino acid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Secondary amine
  • Monocarboxylic acid or derivatives
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Amine
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Organohalogen compound
  • Organochloride
  • Organonitrogen compound
  • 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 Solubility0.0096 g/LALOGPS
logP4.43ALOGPS
logP3.96ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)3.76ChemAxon
pKa (Strongest Basic)-0.59ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.56 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity77.44 m³·mol⁻¹ChemAxon
Polarizability29.12 ųChemAxon
Number of Rings2ChemAxon
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, Positivesplash10-014i-3190000000-25ce329c964159e0d7b1Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-006x-8029300000-4d616f6edc330b477895Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-0091000000-09a6e4f2f72b1efdd1e3Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-0090000000-f6075707e7d10cfdc0f2Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0159-0980000000-6a8b77e985a0c629688eSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-0920000000-79eb4df0e476648a8c96Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-0900000000-b6ccaa680b1ad83bdd0dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-0900000000-d83cf910c878ae6f1830Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-03dl-2900000000-e55d97b337566e735263Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0h93-9500000000-7d4d0bd8b2716cf8827aSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0udi-9000000000-5b6172743cd1c276862aSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-02tc-0093000000-bf74c218197bc58807bbSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-001i-0090000000-a979107147ec17e9859eSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-001i-0090000000-118c10ddba962a902170Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-001i-0090000000-b3ed2e7bca59fc876fdaSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-001i-0090000000-76e8de6bb0949fde240fSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-001i-0390000000-304796a3d9841ccdcae2Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-014i-0910000000-5e5782b650537ff5664bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-014r-0900000000-e1567d66af55e61a2021Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00ku-2900000000-1fba80e85d14e8642f62Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-001i-0090000000-b48940be8afea41e4314Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-0096000000-a80b9f12328f8329ce95Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0090000000-17cbc61457ac744e81b9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-2190000000-f07e15b3c2f7d8498799Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03xr-0059000000-e80b7aefe1c404165a4fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03xr-0095000000-ec4d0fb1cc75e756a5faSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-4490000000-80e01d0c3fc669379160Spectrum
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 IDNot Available
HMDB IDHMDB0013974
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID104192
ChEBI ID59613
PubChem Compound ID116545
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=10027798
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=10709153
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=10807502
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=12966366
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=14609740
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=15139759
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=15265128
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=15455182
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=17123753
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=18548238
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=2118185
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=9226412
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=9862754