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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 03:54:11 UTC
Update Date2021-09-26 23:00:12 UTC
HMDB IDHMDB0249391
Secondary Accession NumbersNone
Metabolite Identification
Common NameMethyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate
Descriptionmethyl 2-[4-(2-{[2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl)phenoxy]acetate belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative. Based on a literature review very few articles have been published on methyl 2-[4-(2-{[2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl)phenoxy]acetate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
Methyl 2-[4-(2-{[2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl)phenoxy]acetic acidGenerator
Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetic acidGenerator
BRL 35135, Hydrombromide, (r*,r*)-(+-)-isomerMeSH
Chemical FormulaC20H24ClNO4
Average Molecular Weight377.87
Monoisotopic Molecular Weight377.139386
IUPAC Namemethyl 2-[4-(2-{[2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl)phenoxy]acetate
Traditional Namemethyl 4-(2-{[2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl)phenoxyacetate
CAS Registry NumberNot Available
SMILES
COC(=O)COC1=CC=C(CC(C)NCC(O)C2=CC(Cl)=CC=C2)C=C1
InChI Identifier
InChI=1S/C20H24ClNO4/c1-14(22-12-19(23)16-4-3-5-17(21)11-16)10-15-6-8-18(9-7-15)26-13-20(24)25-2/h3-9,11,14,19,22-23H,10,12-13H2,1-2H3
InChI KeyZFLBZHXQAMUEFS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenoxyacetic acid derivatives
Direct ParentPhenoxyacetic acid derivatives
Alternative Parents
Substituents
  • Phenoxyacetate
  • Amphetamine or derivatives
  • Phenylpropane
  • Phenoxy compound
  • Phenol ether
  • Alkyl aryl ether
  • Aralkylamine
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Methyl ester
  • 1,2-aminoalcohol
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Secondary alcohol
  • Carboxylic acid derivative
  • Secondary amine
  • Secondary aliphatic amine
  • Ether
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organooxygen compound
  • Alcohol
  • Organic nitrogen compound
  • Carbonyl group
  • Aromatic alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Amine
  • Organonitrogen compound
  • Organopnictogen compound
  • Organohalogen compound
  • Organochloride
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP3.77ALOGPS
logP3.4ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)14.03ChemAxon
pKa (Strongest Basic)9.64ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area67.79 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity101.18 m³·mol⁻¹ChemAxon
Polarizability40.92 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+187.21930932474
DeepCCS[M-H]-184.48330932474
DeepCCS[M-2H]-219.5230932474
DeepCCS[M+Na]+195.8130932474
AllCCS[M+H]+191.332859911
AllCCS[M+H-H2O]+188.632859911
AllCCS[M+NH4]+193.832859911
AllCCS[M+Na]+194.532859911
AllCCS[M-H]-190.032859911
AllCCS[M+Na-2H]-190.432859911
AllCCS[M+HCOO]-191.032859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate,1TMS,isomer #1COC(=O)COC1=CC=C(CC(C)NCC(O[Si](C)(C)C)C2=CC=CC(Cl)=C2)C=C12827.2Semi standard non polar33892256
Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate,1TMS,isomer #1COC(=O)COC1=CC=C(CC(C)NCC(O[Si](C)(C)C)C2=CC=CC(Cl)=C2)C=C12710.7Standard non polar33892256
Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate,1TMS,isomer #1COC(=O)COC1=CC=C(CC(C)NCC(O[Si](C)(C)C)C2=CC=CC(Cl)=C2)C=C13706.8Standard polar33892256
Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate,2TMS,isomer #1COC(=O)COC1=CC=C(CC(C)N(CC(O[Si](C)(C)C)C2=CC=CC(Cl)=C2)[Si](C)(C)C)C=C12942.6Semi standard non polar33892256
Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate,2TMS,isomer #1COC(=O)COC1=CC=C(CC(C)N(CC(O[Si](C)(C)C)C2=CC=CC(Cl)=C2)[Si](C)(C)C)C=C12794.7Standard non polar33892256
Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate,2TMS,isomer #1COC(=O)COC1=CC=C(CC(C)N(CC(O[Si](C)(C)C)C2=CC=CC(Cl)=C2)[Si](C)(C)C)C=C13532.7Standard polar33892256
Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate,2TBDMS,isomer #1COC(=O)COC1=CC=C(CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C2=CC=CC(Cl)=C2)[Si](C)(C)C(C)(C)C)C=C13404.2Semi standard non polar33892256
Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate,2TBDMS,isomer #1COC(=O)COC1=CC=C(CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C2=CC=CC(Cl)=C2)[Si](C)(C)C(C)(C)C)C=C13188.1Standard non polar33892256
Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate,2TBDMS,isomer #1COC(=O)COC1=CC=C(CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C2=CC=CC(Cl)=C2)[Si](C)(C)C(C)(C)C)C=C13647.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate GC-MS (Non-derivatized) - 70eV, Positivesplash10-01p6-2921000000-6404f257c0d14ae1f67e2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate 10V, Positive-QTOFsplash10-000i-0079000000-66a863d44401518dc45a2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate 20V, Positive-QTOFsplash10-0210-0798000000-eced2e9156ea987339e22021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate 40V, Positive-QTOFsplash10-01p2-0920000000-67d3ccf26aad134e05a72021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate 10V, Negative-QTOFsplash10-0f79-0059000000-1f3b65bf4dc754ed94ce2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate 20V, Negative-QTOFsplash10-0019-1964000000-cac08d30e82a9c2124f02021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 4-(2-(2-hydroxy-2-(3-chlorophenyl)ethylamino)propyl)phenoxyacetate 40V, Negative-QTOFsplash10-01q9-7910000000-6a475b4063f6c265884d2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal 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 ID108976
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound122186
PDB IDNot Available
ChEBI IDNot Available
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 References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]