Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 21:53:19 UTC
Update Date2021-09-26 22:52:42 UTC
HMDB IDHMDB0244751
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one
Description2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one, also known as 2'-amino-3'-methoxyflavone or PD 98,059, belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone. Based on a literature review very few articles have been published on 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-(2-amino-3-methoxyphenyl)-4h-1-benzopyran-4-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one 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
2'-Amino-3'-methoxyflavoneChEBI
PD 98,059ChEBI
PD 98059ChEBI
2-(2'-Amino-3'-methoxyphenyl)oxanaphthalen-4-oneHMDB
Chemical FormulaC16H13NO3
Average Molecular Weight267.284
Monoisotopic Molecular Weight267.089543283
IUPAC Name2-(2-amino-3-methoxyphenyl)-4H-chromen-4-one
Traditional Name2-(2-amino-3-methoxyphenyl)chromen-4-one
CAS Registry NumberNot Available
SMILES
COC1=CC=CC(=C1N)C1=CC(=O)C2=CC=CC=C2O1
InChI Identifier
InChI=1S/C16H13NO3/c1-19-14-8-4-6-11(16(14)17)15-9-12(18)10-5-2-3-7-13(10)20-15/h2-9H,17H2,1H3
InChI KeyQFWCYNPOPKQOKV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent3'-O-methylated flavonoids
Alternative Parents
Substituents
  • 3p-methoxyflavonoid-skeleton
  • Flavone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Aminophenyl ether
  • Methoxyaniline
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • Methoxybenzene
  • Aniline or substituted anilines
  • Alkyl aryl ether
  • Pyranone
  • Monocyclic benzene moiety
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Oxacycle
  • Ether
  • Organoheterocyclic compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Not 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
logP2.89ALOGPS
logP1.98ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)15.63ChemAxon
pKa (Strongest Basic)3.22ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area61.55 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity78.13 m³·mol⁻¹ChemAxon
Polarizability28.02 ųChemAxon
Number of Rings3ChemAxon
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]+160.41430932474
DeepCCS[M-H]-158.05630932474
DeepCCS[M-2H]-190.94130932474
DeepCCS[M+Na]+166.50730932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-oneCOC1=CC=CC(=C1N)C1=CC(=O)C2=CC=CC=C2O13805.3Standard polar33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-oneCOC1=CC=CC(=C1N)C1=CC(=O)C2=CC=CC=C2O12658.3Standard non polar33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-oneCOC1=CC=CC(=C1N)C1=CC(=O)C2=CC=CC=C2O12783.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,1TMS,isomer #1COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N[Si](C)(C)C2879.3Semi standard non polar33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,1TMS,isomer #1COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N[Si](C)(C)C2761.6Standard non polar33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,1TMS,isomer #1COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N[Si](C)(C)C3334.4Standard polar33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,2TMS,isomer #1COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N([Si](C)(C)C)[Si](C)(C)C2807.2Semi standard non polar33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,2TMS,isomer #1COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N([Si](C)(C)C)[Si](C)(C)C2793.0Standard non polar33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,2TMS,isomer #1COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N([Si](C)(C)C)[Si](C)(C)C3119.8Standard polar33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,1TBDMS,isomer #1COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N[Si](C)(C)C(C)(C)C3128.8Semi standard non polar33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,1TBDMS,isomer #1COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N[Si](C)(C)C(C)(C)C2946.4Standard non polar33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,1TBDMS,isomer #1COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N[Si](C)(C)C(C)(C)C3417.9Standard polar33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,2TBDMS,isomer #1COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3285.9Semi standard non polar33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,2TBDMS,isomer #1COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3189.8Standard non polar33892256
2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one,2TBDMS,isomer #1COC1=CC=CC(C2=CC(=O)C3=CC=CC=C3O2)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3264.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-0uxs-0790000000-f20250827cbd6b8930fd2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one 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 - 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one 10V, Positive-QTOFsplash10-014i-0090000000-b1941e0de38584c2f6e82021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one 20V, Positive-QTOFsplash10-014i-0090000000-02e4ce462a9804f7a3f32021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one 40V, Positive-QTOFsplash10-0072-3970000000-d9c1c8e0c32db5944b022021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one 10V, Negative-QTOFsplash10-014i-0090000000-9cefa405d1fd6dfe529c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one 20V, Negative-QTOFsplash10-0gb9-0190000000-95288dfa1d8b1451b4022021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2-Amino-3-methoxyphenyl)-4H-1-benzopyran-4-one 40V, Negative-QTOFsplash10-00rx-1950000000-6941c8de7b7883005d642021-10-12Wishart 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 ID4551
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound4713
PDB IDNot Available
ChEBI ID77954
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 ]