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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 15:43:07 UTC
Update Date2021-09-26 23:11:00 UTC
HMDB IDHMDB0255842
Secondary Accession NumbersNone
Metabolite Identification
Common NameO-Anisidine
Descriptiono-anisidine, also known as 2-aminoanisole or 2-methoxyaniline, belongs to the class of organic compounds known as aminophenyl ethers. These are aromatic compounds that contain a phenol ether, which carries an amine group on the benzene ring. Based on a literature review a significant number of articles have been published on o-anisidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). O-anisidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically O-Anisidine 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
1-Amino-2-methoxybenzeneChEBI
2-AminoanisoleChEBI
2-AnisidineChEBI
2-Methoxy-1-aminobenzeneChEBI
2-MethoxyanilineChEBI
2-MethoxybenzenamineChEBI
O-AminoanisoleChEBI
O-AnisylamineChEBI
O-MethoxyanilineChEBI
O-MethoxyphenylamineChEBI
Ortho-aminoanisoleChEBI
Ortho-anisidineChEBI
O-AnisidineKEGG
2-Anisidine hydrochlorideMeSH
Chemical FormulaC7H9NO
Average Molecular Weight123.155
Monoisotopic Molecular Weight123.068413914
IUPAC Name2-methoxyaniline
Traditional NameO-anisidine
CAS Registry NumberNot Available
SMILES
COC1=CC=CC=C1N
InChI Identifier
InChI=1S/C7H9NO/c1-9-7-5-3-2-4-6(7)8/h2-5H,8H2,1H3
InChI KeyVMPITZXILSNTON-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aminophenyl ethers. These are aromatic compounds that contain a phenol ether, which carries an amine group on the benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassAminophenyl ethers
Direct ParentAminophenyl ethers
Alternative Parents
Substituents
  • Aminophenyl ether
  • Methoxyaniline
  • Phenoxy compound
  • Anisole
  • Aniline or substituted anilines
  • Methoxybenzene
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Amine
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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
logP0.93ALOGPS
logP0.99ChemAxon
logS-0.59ALOGPS
pKa (Strongest Basic)4.42ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area35.25 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity37.22 m³·mol⁻¹ChemAxon
Polarizability13.13 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+127.8530932474
DeepCCS[M-H]-125.71130932474
DeepCCS[M-2H]-161.77330932474
DeepCCS[M+Na]+136.55930932474
AllCCS[M+H]+126.232859911
AllCCS[M+H-H2O]+121.432859911
AllCCS[M+NH4]+130.732859911
AllCCS[M+Na]+132.032859911
AllCCS[M-H]-123.732859911
AllCCS[M+Na-2H]-125.932859911
AllCCS[M+HCOO]-128.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
O-AnisidineCOC1=CC=CC=C1N1915.1Standard polar33892256
O-AnisidineCOC1=CC=CC=C1N1127.1Standard non polar33892256
O-AnisidineCOC1=CC=CC=C1N1173.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
O-Anisidine,1TMS,isomer #1COC1=CC=CC=C1N[Si](C)(C)C1368.8Semi standard non polar33892256
O-Anisidine,1TMS,isomer #1COC1=CC=CC=C1N[Si](C)(C)C1339.3Standard non polar33892256
O-Anisidine,1TMS,isomer #1COC1=CC=CC=C1N[Si](C)(C)C1639.2Standard polar33892256
O-Anisidine,2TMS,isomer #1COC1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C1397.8Semi standard non polar33892256
O-Anisidine,2TMS,isomer #1COC1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C1474.4Standard non polar33892256
O-Anisidine,2TMS,isomer #1COC1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C1608.1Standard polar33892256
O-Anisidine,1TBDMS,isomer #1COC1=CC=CC=C1N[Si](C)(C)C(C)(C)C1597.1Semi standard non polar33892256
O-Anisidine,1TBDMS,isomer #1COC1=CC=CC=C1N[Si](C)(C)C(C)(C)C1562.1Standard non polar33892256
O-Anisidine,1TBDMS,isomer #1COC1=CC=CC=C1N[Si](C)(C)C(C)(C)C1837.5Standard polar33892256
O-Anisidine,2TBDMS,isomer #1COC1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1852.7Semi standard non polar33892256
O-Anisidine,2TBDMS,isomer #1COC1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1887.3Standard non polar33892256
O-Anisidine,2TBDMS,isomer #1COC1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1869.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - O-Anisidine GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-9700000000-d7a37a22f0d49c263b9e2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - O-Anisidine 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 - O-Anisidine 10V, Positive-QTOFsplash10-00di-0900000000-629756ac319d03348ba62016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Anisidine 20V, Positive-QTOFsplash10-00di-3900000000-540b0c8e6c2434b500172016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Anisidine 40V, Positive-QTOFsplash10-1003-9100000000-b4a7949c6e7444d1b8c42016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Anisidine 10V, Negative-QTOFsplash10-00di-0900000000-04b997dcd3ca054249392016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Anisidine 20V, Negative-QTOFsplash10-00di-2900000000-ea0188ed938d02421fcf2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - O-Anisidine 40V, Negative-QTOFsplash10-0a6u-9300000000-75a9ec243e6282ace2ad2016-08-04Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-25Wishart 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 ID13860775
KEGG Compound IDC19191
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkO-Anisidine
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID82288
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1269991
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 ]