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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:56:33 UTC
Update Date2023-02-21 17:28:36 UTC
HMDB IDHMDB0041270
Secondary Accession Numbers
  • HMDB41270
Metabolite Identification
Common Name2',4'-Dihydroxy-6'-methoxyacetophenone
Description2',4'-Dihydroxy-6'-methoxyacetophenone belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 2',4'-Dihydroxy-6'-methoxyacetophenone has been detected, but not quantified in, herbs and spices. This could make 2',4'-dihydroxy-6'-methoxyacetophenone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2',4'-Dihydroxy-6'-methoxyacetophenone.
Structure
Data?1677000516
SynonymsNot Available
Chemical FormulaC9H10O4
Average Molecular Weight182.1733
Monoisotopic Molecular Weight182.057908808
IUPAC Name1-(2,4-dihydroxy-6-methoxyphenyl)ethan-1-one
Traditional Name1-(2,4-dihydroxy-6-methoxyphenyl)ethanone
CAS Registry Number3602-54-8
SMILES
COC1=CC(O)=CC(O)=C1C(C)=O
InChI Identifier
InChI=1S/C9H10O4/c1-5(10)9-7(12)3-6(11)4-8(9)13-2/h3-4,11-12H,1-2H3
InChI KeyIETZAWFZIAOWQX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlkyl-phenylketones
Alternative Parents
Substituents
  • Alkyl-phenylketone
  • Methoxyphenol
  • Acetophenone
  • Phenoxy compound
  • Anisole
  • Benzoyl
  • Phenol ether
  • Resorcinol
  • Aryl alkyl ketone
  • Methoxybenzene
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Benzenoid
  • Vinylogous acid
  • Ether
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point197 - 199 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility9301 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.92 g/LALOGPS
logP1.26ALOGPS
logP1.42ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)7.96ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity46.89 m³·mol⁻¹ChemAxon
Polarizability17.71 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+142.431661259
DarkChem[M-H]-139.05231661259
DeepCCS[M+H]+141.91830932474
DeepCCS[M-H]-139.21430932474
DeepCCS[M-2H]-175.08830932474
DeepCCS[M+Na]+150.62630932474
AllCCS[M+H]+138.732859911
AllCCS[M+H-H2O]+134.432859911
AllCCS[M+NH4]+142.732859911
AllCCS[M+Na]+143.832859911
AllCCS[M-H]-136.332859911
AllCCS[M+Na-2H]-137.232859911
AllCCS[M+HCOO]-138.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2',4'-Dihydroxy-6'-methoxyacetophenoneCOC1=CC(O)=CC(O)=C1C(C)=O2515.6Standard polar33892256
2',4'-Dihydroxy-6'-methoxyacetophenoneCOC1=CC(O)=CC(O)=C1C(C)=O1610.8Standard non polar33892256
2',4'-Dihydroxy-6'-methoxyacetophenoneCOC1=CC(O)=CC(O)=C1C(C)=O1791.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2',4'-Dihydroxy-6'-methoxyacetophenone,1TMS,isomer #1COC1=CC(O[Si](C)(C)C)=CC(O)=C1C(C)=O1667.6Semi standard non polar33892256
2',4'-Dihydroxy-6'-methoxyacetophenone,1TMS,isomer #2COC1=CC(O)=CC(O[Si](C)(C)C)=C1C(C)=O1674.2Semi standard non polar33892256
2',4'-Dihydroxy-6'-methoxyacetophenone,2TMS,isomer #1COC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C(C)=O1750.6Semi standard non polar33892256
2',4'-Dihydroxy-6'-methoxyacetophenone,1TBDMS,isomer #1COC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C(C)=O1938.3Semi standard non polar33892256
2',4'-Dihydroxy-6'-methoxyacetophenone,1TBDMS,isomer #2COC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C(C)=O1945.2Semi standard non polar33892256
2',4'-Dihydroxy-6'-methoxyacetophenone,2TBDMS,isomer #1COC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C(C)=O2228.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2',4'-Dihydroxy-6'-methoxyacetophenone GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-2900000000-32a00c3d6fa73f62099c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2',4'-Dihydroxy-6'-methoxyacetophenone GC-MS (2 TMS) - 70eV, Positivesplash10-03di-8498000000-2b672c02bfe5392099752017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2',4'-Dihydroxy-6'-methoxyacetophenone 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',4'-Dihydroxy-6'-methoxyacetophenone 10V, Positive-QTOFsplash10-001i-0900000000-23b2ef224ff433e50a492017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2',4'-Dihydroxy-6'-methoxyacetophenone 20V, Positive-QTOFsplash10-001i-0900000000-747de91ee80c580a780c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2',4'-Dihydroxy-6'-methoxyacetophenone 40V, Positive-QTOFsplash10-014s-8900000000-b97e7ecac513ff3886782017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2',4'-Dihydroxy-6'-methoxyacetophenone 10V, Negative-QTOFsplash10-001i-0900000000-e0e679fe475c7a57dd272017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2',4'-Dihydroxy-6'-methoxyacetophenone 20V, Negative-QTOFsplash10-0019-0900000000-7c9a9858ca440374d2662017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2',4'-Dihydroxy-6'-methoxyacetophenone 40V, Negative-QTOFsplash10-0a5m-9800000000-55e4fcf2af8e7bb8bee02017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2',4'-Dihydroxy-6'-methoxyacetophenone 10V, Positive-QTOFsplash10-001i-0900000000-f1422d8a8771acc70b852021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2',4'-Dihydroxy-6'-methoxyacetophenone 20V, Positive-QTOFsplash10-00lr-1900000000-04f0989ed56329ba93f62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2',4'-Dihydroxy-6'-methoxyacetophenone 40V, Positive-QTOFsplash10-0frx-9100000000-0f6a8fcebf33356c9a982021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2',4'-Dihydroxy-6'-methoxyacetophenone 10V, Negative-QTOFsplash10-001i-0900000000-f920cbe124bfe3593c3d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2',4'-Dihydroxy-6'-methoxyacetophenone 20V, Negative-QTOFsplash10-001r-0900000000-d6c83c4dbdd644e6149c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2',4'-Dihydroxy-6'-methoxyacetophenone 40V, Negative-QTOFsplash10-05mo-9200000000-e01d17976c0cec3a9e192021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021182
KNApSAcK IDNot Available
Chemspider ID9140356
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10965145
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1890981
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .