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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:09:25 UTC
Update Date2022-03-07 02:55:55 UTC
HMDB IDHMDB0038811
Secondary Accession Numbers
  • HMDB38811
Metabolite Identification
Common NameAlfalone
DescriptionAlfalone belongs to the class of organic compounds known as 7-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C7 atom of the isoflavone backbone. Thus, alfalone is considered to be a flavonoid. Alfalone has been detected, but not quantified in, alfalfas (Medicago sativa) and pulses. This could make alfalone a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Alfalone.
Structure
Data?1563863262
Synonyms
ValueSource
6-Hydroxy-4',7-dimethoxyisoflavoneHMDB
6-Hydroxy-7,4'-dimethoxyisoflavoneHMDB
Chemical FormulaC17H14O5
Average Molecular Weight298.2901
Monoisotopic Molecular Weight298.084123558
IUPAC Name6-hydroxy-7-methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one
Traditional Namealfalone
CAS Registry Number970-48-9
SMILES
COC1=CC=C(C=C1)C1=COC2=CC(OC)=C(O)C=C2C1=O
InChI Identifier
InChI=1S/C17H14O5/c1-20-11-5-3-10(4-6-11)13-9-22-15-8-16(21-2)14(18)7-12(15)17(13)19/h3-9,18H,1-2H3
InChI KeyCQULNEWSZBPFNL-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 7-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C7 atom of the isoflavone backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassO-methylated isoflavonoids
Direct Parent7-O-methylisoflavones
Alternative Parents
Substituents
  • 4p-o-methylisoflavone
  • 7-o-methylisoflavone
  • Hydroxyisoflavonoid
  • Isoflavone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Pyranone
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point246 - 247 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility39.23 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.033 g/LALOGPS
logP3.51ALOGPS
logP2.72ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)9.6ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area64.99 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity80.65 m³·mol⁻¹ChemAxon
Polarizability30.92 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
DarkChem[M+H]+171.12231661259
DarkChem[M-H]-174.36731661259
DeepCCS[M+H]+170.76130932474
DeepCCS[M-H]-168.40330932474
DeepCCS[M-2H]-201.2930932474
DeepCCS[M+Na]+176.85530932474
AllCCS[M+H]+169.332859911
AllCCS[M+H-H2O]+165.632859911
AllCCS[M+NH4]+172.732859911
AllCCS[M+Na]+173.632859911
AllCCS[M-H]-171.832859911
AllCCS[M+Na-2H]-171.132859911
AllCCS[M+HCOO]-170.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
AlfaloneCOC1=CC=C(C=C1)C1=COC2=CC(OC)=C(O)C=C2C1=O4043.1Standard polar33892256
AlfaloneCOC1=CC=C(C=C1)C1=COC2=CC(OC)=C(O)C=C2C1=O2845.8Standard non polar33892256
AlfaloneCOC1=CC=C(C=C1)C1=COC2=CC(OC)=C(O)C=C2C1=O2978.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Alfalone,1TMS,isomer #1COC1=CC=C(C2=COC3=CC(OC)=C(O[Si](C)(C)C)C=C3C2=O)C=C13129.9Semi standard non polar33892256
Alfalone,1TBDMS,isomer #1COC1=CC=C(C2=COC3=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C3C2=O)C=C13311.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Alfalone GC-MS (Non-derivatized) - 70eV, Positivesplash10-00yi-0490000000-2beb0f88480c236eaa2f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Alfalone GC-MS (1 TMS) - 70eV, Positivesplash10-0adm-2239000000-f5eb0d022da81abcf2262017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Alfalone 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 - Alfalone 10V, Positive-QTOFsplash10-0002-0090000000-4365abdc0c34c65af2552016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Alfalone 20V, Positive-QTOFsplash10-0002-0090000000-01af462b003440b2ff802016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Alfalone 40V, Positive-QTOFsplash10-0hgo-1490000000-45b592e48e3d7688d76e2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Alfalone 10V, Negative-QTOFsplash10-0002-0090000000-3fc4fe2a8accf2ff5ab62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Alfalone 20V, Negative-QTOFsplash10-0002-0090000000-5edaae59c6b233fdaa532016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Alfalone 40V, Negative-QTOFsplash10-0fsi-1290000000-2b8a9bca146d7331a4f92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Alfalone 10V, Negative-QTOFsplash10-0002-0090000000-c99c800bb972e37959182021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Alfalone 20V, Negative-QTOFsplash10-0fr2-0090000000-7760ec1b699dd1e913b82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Alfalone 40V, Negative-QTOFsplash10-0ug0-0190000000-f6755fa2b9d643a58ea42021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Alfalone 10V, Positive-QTOFsplash10-0002-0090000000-9b410a4cce68ead03b3b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Alfalone 20V, Positive-QTOFsplash10-0002-0090000000-b17607bd2b1bc900b1562021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Alfalone 40V, Positive-QTOFsplash10-014i-0290000000-82a9e867deec4fbbdf992021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB018237
KNApSAcK IDC00009850
Chemspider ID10289904
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12132870
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1871591
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Flindt-Hansen H, Tikjob G, Brandrup F: Wart treatment with anthralin. Acta Derm Venereol. 1984;64(2):177-9. [PubMed:6203313 ]
  2. Hjorth N, Madsen K, Norgaard M: Anthralin stick (Anthraderm) in the treatment of mosaic warts. Acta Derm Venereol. 1986;66(2):181-2. [PubMed:2424250 ]
  3. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .