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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:53 UTC
Update Date2023-02-21 17:18:59 UTC
HMDB IDHMDB0029662
Secondary Accession Numbers
  • HMDB29662
Metabolite Identification
Common Name3',5'-Dihydroxyacetophenone
Description3',5'-Dihydroxyacetophenone, also known as 5-acetylresorcinol, 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. Based on a literature review very few articles have been published on 3',5'-Dihydroxyacetophenone.
Structure
Data?1676999939
Synonyms
ValueSource
3 5-DihydroxyacetophenoneHMDB
1-(3,5-Dihydroxyphenyl)ethan-1-oneHMDB
1-(3,5-Dihydroxyphenyl)ethanone, 9ciHMDB
3,5-DihydroxyacetophenoneHMDB
5-AcetylresorcinolHMDB
Chemical FormulaC8H8O3
Average Molecular Weight152.1473
Monoisotopic Molecular Weight152.047344122
IUPAC Name1-(3,5-dihydroxyphenyl)ethan-1-one
Traditional Name1-(3,5-dihydroxyphenyl)ethanone
CAS Registry Number51863-60-6
SMILES
CC(=O)C1=CC(O)=CC(O)=C1
InChI Identifier
InChI=1S/C8H8O3/c1-5(9)6-2-7(10)4-8(11)3-6/h2-4,10-11H,1H3
InChI KeyWQXWIKCZNIGMAP-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
  • Acetophenone
  • Aryl alkyl ketone
  • Resorcinol
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point147 - 148 °CNot Available
Boiling Point316.75 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility69430 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.019 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility7.97 g/LALOGPS
logP1.18ALOGPS
logP0.92ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)8.66ChemAxon
pKa (Strongest Basic)-5.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.42 m³·mol⁻¹ChemAxon
Polarizability14.95 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+135.03831661259
DarkChem[M-H]-130.86731661259
DeepCCS[M+H]+131.53530932474
DeepCCS[M-H]-127.91330932474
DeepCCS[M-2H]-165.58630932474
DeepCCS[M+Na]+141.12530932474
AllCCS[M+H]+131.032859911
AllCCS[M+H-H2O]+126.432859911
AllCCS[M+NH4]+135.332859911
AllCCS[M+Na]+136.632859911
AllCCS[M-H]-127.532859911
AllCCS[M+Na-2H]-128.832859911
AllCCS[M+HCOO]-130.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3',5'-DihydroxyacetophenoneCC(=O)C1=CC(O)=CC(O)=C12440.4Standard polar33892256
3',5'-DihydroxyacetophenoneCC(=O)C1=CC(O)=CC(O)=C11525.6Standard non polar33892256
3',5'-DihydroxyacetophenoneCC(=O)C1=CC(O)=CC(O)=C11750.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3',5'-Dihydroxyacetophenone,1TMS,isomer #1CC(=O)C1=CC(O)=CC(O[Si](C)(C)C)=C11665.1Semi standard non polar33892256
3',5'-Dihydroxyacetophenone,2TMS,isomer #1CC(=O)C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C11697.4Semi standard non polar33892256
3',5'-Dihydroxyacetophenone,1TBDMS,isomer #1CC(=O)C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C11919.3Semi standard non polar33892256
3',5'-Dihydroxyacetophenone,2TBDMS,isomer #1CC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C12163.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3',5'-Dihydroxyacetophenone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f79-1900000000-a4cd58790ad212f8ca302017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3',5'-Dihydroxyacetophenone GC-MS (2 TMS) - 70eV, Positivesplash10-0089-2290000000-7a06d6b21768c0b0c6742017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3',5'-Dihydroxyacetophenone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3',5'-Dihydroxyacetophenone 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',5'-Dihydroxyacetophenone 10V, Positive-QTOFsplash10-0udi-0900000000-b0cb58145b7ef4c9fb632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',5'-Dihydroxyacetophenone 20V, Positive-QTOFsplash10-0udi-0900000000-3063e508f1ec7572b9142016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',5'-Dihydroxyacetophenone 40V, Positive-QTOFsplash10-00ku-5900000000-68426fa37395a4e5423c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',5'-Dihydroxyacetophenone 10V, Negative-QTOFsplash10-0udi-0900000000-11e2bfd7cad0d26d98d42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',5'-Dihydroxyacetophenone 20V, Negative-QTOFsplash10-0udi-0900000000-fba62bfc58d002ef00582016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',5'-Dihydroxyacetophenone 40V, Negative-QTOFsplash10-0a4l-6900000000-1cb202d16dea09054ea32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',5'-Dihydroxyacetophenone 10V, Positive-QTOFsplash10-0006-9300000000-a41a386c4daaad3447d52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',5'-Dihydroxyacetophenone 20V, Positive-QTOFsplash10-0f6x-8900000000-216f627410b422ce1d592021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',5'-Dihydroxyacetophenone 40V, Positive-QTOFsplash10-0006-9000000000-74168aee18529cd6c3502021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',5'-Dihydroxyacetophenone 10V, Negative-QTOFsplash10-0udi-0900000000-ab4c726a1d68fe71093c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',5'-Dihydroxyacetophenone 20V, Negative-QTOFsplash10-0zfr-0900000000-5afc010d4a935a946b022021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3',5'-Dihydroxyacetophenone 40V, Negative-QTOFsplash10-00kf-9100000000-74d503dd8691ec92f9552021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX 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 IDFDB000837
KNApSAcK IDNot Available
Chemspider ID93889
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound103993
PDB IDNot Available
ChEBI ID574890
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1181421
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.. .