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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:00:40 UTC
Update Date2020-02-26 21:39:19 UTC
HMDB IDHMDB0013976
Secondary Accession Numbers
  • HMDB13976
Metabolite Identification
Common Name3'-Hydroxydiclofenac
Description3'-Hydroxydiclofenac, also known as 3'-OH DCF, belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it. 3'-Hydroxydiclofenac is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on 3'-Hydroxydiclofenac.
Structure
Data?1582753159
Synonyms
ValueSource
(O-(2,6-Dichloro-3-hydroxyanilino)phenyl)acetic acidChEBI
3'-OH DCFChEBI
(O-(2,6-Dichloro-3-hydroxyanilino)phenyl)acetateGenerator
{2-[(2,6-dichloro-3-hydroxyphenyl)amino]phenyl}acetic acidHMDB
Chemical FormulaC14H11Cl2NO3
Average Molecular Weight312.148
Monoisotopic Molecular Weight311.011598637
IUPAC Name2-{2-[(2,6-dichloro-3-hydroxyphenyl)amino]phenyl}acetic acid
Traditional Name3'-hydroxydiclofenac
CAS Registry Number69002-85-3
SMILES
OC(=O)CC1=CC=CC=C1NC1=C(Cl)C(O)=CC=C1Cl
InChI Identifier
InChI=1S/C14H11Cl2NO3/c15-9-5-6-11(18)13(16)14(9)17-10-4-2-1-3-8(10)7-12(19)20/h1-6,17-18H,7H2,(H,19,20)
InChI KeyHYPJZSYXUWYJDG-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
  • 2-chlorophenol
  • 2-halophenol
  • 4-halophenol
  • 1,3-dichlorobenzene
  • 4-chlorophenol
  • Aniline or substituted anilines
  • Aminophenol
  • M-aminophenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aryl halide
  • Aryl chloride
  • Amino acid
  • Amino acid or derivatives
  • Carboxylic acid
  • Secondary amine
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Amine
  • Organohalogen compound
  • Organochloride
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.01 g/LALOGPS
logP10(4.23) g/LALOGPS
logP10(3.96) g/LChemAxon
logS10(-4.5) g/LALOGPS
pKa (Strongest Acidic)3.82ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.56 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity77.44 m³·mol⁻¹ChemAxon
Polarizability28.95 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3'-Hydroxydiclofenac,1TMS,#1C[Si](C)(C)OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC(O)=C1Cl2499.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
3'-Hydroxydiclofenac,1TMS,#2C[Si](C)(C)OC1=CC=C(Cl)C(NC2=CC=CC=C2CC(=O)O)=C1Cl2559.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
3'-Hydroxydiclofenac,1TMS,#3C[Si](C)(C)N(C1=CC=CC=C1CC(=O)O)C1=C(Cl)C=CC(O)=C1Cl2467.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
3'-Hydroxydiclofenac,2TMS,#1C[Si](C)(C)OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC(O[Si](C)(C)C)=C1Cl2544.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
3'-Hydroxydiclofenac,2TMS,#2C[Si](C)(C)OC(=O)CC1=CC=CC=C1N(C1=C(Cl)C=CC(O)=C1Cl)[Si](C)(C)C2438.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
3'-Hydroxydiclofenac,2TMS,#3C[Si](C)(C)OC1=CC=C(Cl)C(N(C2=CC=CC=C2CC(=O)O)[Si](C)(C)C)=C1Cl2520.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
3'-Hydroxydiclofenac,1TBDMS,#1CC(C)(C)[Si](C)(C)OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC(O)=C1Cl2745.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
3'-Hydroxydiclofenac,1TBDMS,#2CC(C)(C)[Si](C)(C)OC1=CC=C(Cl)C(NC2=CC=CC=C2CC(=O)O)=C1Cl2811.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
3'-Hydroxydiclofenac,1TBDMS,#3CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1CC(=O)O)C1=C(Cl)C=CC(O)=C1Cl2716.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
3'-Hydroxydiclofenac,2TBDMS,#1CC(C)(C)[Si](C)(C)OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC(O[Si](C)(C)C(C)(C)C)=C1Cl3006.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
3'-Hydroxydiclofenac,2TBDMS,#2CC(C)(C)[Si](C)(C)OC(=O)CC1=CC=CC=C1N(C1=C(Cl)C=CC(O)=C1Cl)[Si](C)(C)C(C)(C)C2909.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
3'-Hydroxydiclofenac,2TBDMS,#3CC(C)(C)[Si](C)(C)OC1=CC=C(Cl)C(N(C2=CC=CC=C2CC(=O)O)[Si](C)(C)C(C)(C)C)=C1Cl2976.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3'-Hydroxydiclofenac GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-0090000000-197a5fc102fdc4aa00d62017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3'-Hydroxydiclofenac GC-MS (2 TMS) - 70eV, Positivesplash10-007c-5009100000-cd7ec6a2155c63ebdc342017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3'-Hydroxydiclofenac GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3'-Hydroxydiclofenac GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydiclofenac 10V, Positive-QTOFsplash10-03dl-0096000000-71b5c717ecdab0975def2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydiclofenac 20V, Positive-QTOFsplash10-014i-0090000000-ec15776c577b3d3f2ad92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydiclofenac 40V, Positive-QTOFsplash10-0gdl-3390000000-4c3ec79ada96679d9bcb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydiclofenac 10V, Negative-QTOFsplash10-03xr-0069000000-27626e3add4a5d3c2d0a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydiclofenac 20V, Negative-QTOFsplash10-03xr-0094000000-7cc2ceeb1281186705402016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydiclofenac 40V, Negative-QTOFsplash10-05al-2190000000-a7545194e7d6cf6c147f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydiclofenac 10V, Positive-QTOFsplash10-02tc-0094000000-91af6ee0aa95f046b9f32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydiclofenac 20V, Positive-QTOFsplash10-014i-0091000000-6dfac3ef5b706c6876222021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydiclofenac 40V, Positive-QTOFsplash10-014r-1790000000-16dcbcfe0b25c6d1ad512021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydiclofenac 10V, Negative-QTOFsplash10-014i-0090000000-f9e3a0eb65477e2b7d3e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydiclofenac 20V, Negative-QTOFsplash10-001i-2090000000-5c41ffdd2da16f1996982021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Hydroxydiclofenac 40V, Negative-QTOFsplash10-001i-1090000000-dac65c4ca0c2f44c8d012021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID100604
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound112230
PDB IDNot Available
ChEBI ID223792
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available