Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:48:01 UTC
Update Date2023-02-21 17:21:38 UTC
HMDB IDHMDB0032128
Secondary Accession Numbers
  • HMDB32128
Metabolite Identification
Common Name1-(2,4-Dihydroxyphenyl)-1-butanone
Description1-(2,4-Dihydroxyphenyl)-1-butanone, also known as 2',4'-dihydroxybutyrophenone or 4-butyrylresorcinol, 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 1-(2,4-Dihydroxyphenyl)-1-butanone.
Structure
Data?1677000098
Synonyms
ValueSource
2',4'-DihydroxybutyrophenoneHMDB
2,4-DihydroxybutyrophenoneHMDB
4-ButyrylresorcinolHMDB
ResobutyrophenoneHMDB
Chemical FormulaC10H12O3
Average Molecular Weight180.2005
Monoisotopic Molecular Weight180.07864425
IUPAC Name1-(2,4-dihydroxyphenyl)butan-1-one
Traditional Name1-(2,4-dihydroxyphenyl)butan-1-one
CAS Registry Number4390-92-5
SMILES
CCCC(=O)C1=C(O)C=C(O)C=C1
InChI Identifier
InChI=1S/C10H12O3/c1-2-3-9(12)8-5-4-7(11)6-10(8)13/h4-6,11,13H,2-3H2,1H3
InChI KeyIWADIQGGJLCBRK-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
  • Butyrophenone
  • Aryl alkyl ketone
  • Resorcinol
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Vinylogous acid
  • 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 Point73 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.7 g/LALOGPS
logP2.02ALOGPS
logP2.72ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)7.89ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity49.65 m³·mol⁻¹ChemAxon
Polarizability18.87 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]+142.0231661259
DarkChem[M-H]-140.0131661259
DeepCCS[M+H]+142.89530932474
DeepCCS[M-H]-139.88330932474
DeepCCS[M-2H]-176.24630932474
DeepCCS[M+Na]+151.78530932474
AllCCS[M+H]+139.832859911
AllCCS[M+H-H2O]+135.532859911
AllCCS[M+NH4]+143.832859911
AllCCS[M+Na]+144.932859911
AllCCS[M-H]-140.432859911
AllCCS[M+Na-2H]-141.232859911
AllCCS[M+HCOO]-142.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-(2,4-Dihydroxyphenyl)-1-butanoneCCCC(=O)C1=C(O)C=C(O)C=C12365.1Standard polar33892256
1-(2,4-Dihydroxyphenyl)-1-butanoneCCCC(=O)C1=C(O)C=C(O)C=C11663.5Standard non polar33892256
1-(2,4-Dihydroxyphenyl)-1-butanoneCCCC(=O)C1=C(O)C=C(O)C=C11750.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1-(2,4-Dihydroxyphenyl)-1-butanone,1TMS,isomer #1CCCC(=O)C1=CC=C(O)C=C1O[Si](C)(C)C1752.9Semi standard non polar33892256
1-(2,4-Dihydroxyphenyl)-1-butanone,1TMS,isomer #2CCCC(=O)C1=CC=C(O[Si](C)(C)C)C=C1O1713.1Semi standard non polar33892256
1-(2,4-Dihydroxyphenyl)-1-butanone,2TMS,isomer #1CCCC(=O)C1=CC=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C1790.2Semi standard non polar33892256
1-(2,4-Dihydroxyphenyl)-1-butanone,1TBDMS,isomer #1CCCC(=O)C1=CC=C(O)C=C1O[Si](C)(C)C(C)(C)C2008.3Semi standard non polar33892256
1-(2,4-Dihydroxyphenyl)-1-butanone,1TBDMS,isomer #2CCCC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O1967.1Semi standard non polar33892256
1-(2,4-Dihydroxyphenyl)-1-butanone,2TBDMS,isomer #1CCCC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C2237.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-2900000000-11e4a623f9ca6e03e1322017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone GC-MS (2 TMS) - 70eV, Positivesplash10-0ab9-7393000000-211ae748bdbfa78633902017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 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 - 1-(2,4-Dihydroxyphenyl)-1-butanone 10V, Positive-QTOFsplash10-001i-1900000000-eb6ec11a316f36cfc7a82016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 20V, Positive-QTOFsplash10-000i-3900000000-6209cd2808640c162b9a2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 40V, Positive-QTOFsplash10-0gbl-9400000000-04c724196c2653c57cc62016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 10V, Negative-QTOFsplash10-004i-0900000000-92816b0e495115780f2d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 20V, Negative-QTOFsplash10-004i-1900000000-38d05c11cdb1618020a92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 40V, Negative-QTOFsplash10-0a4l-8900000000-560315a57bca13902b962016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 10V, Negative-QTOFsplash10-004i-0900000000-c1c4023d2f929444f70e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 20V, Negative-QTOFsplash10-004r-1900000000-5d9ef151bf84642703532021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 40V, Negative-QTOFsplash10-0006-9100000000-8472f97cb3888bc7bf9b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 10V, Positive-QTOFsplash10-001i-0900000000-c9e0afbda5ad9f86b9782021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 20V, Positive-QTOFsplash10-0080-2900000000-3bad7ecb19b0393bf00f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 40V, Positive-QTOFsplash10-001d-9600000000-b674e83a9934ef5d256d2021-09-24Wishart 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 IDFDB008851
KNApSAcK IDNot Available
Chemspider ID70480
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound78103
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .