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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:39:11 UTC
Update Date2022-03-07 02:52:42 UTC
HMDB IDHMDB0030811
Secondary Accession Numbers
  • HMDB30811
Metabolite Identification
Common NamePrudomestin
DescriptionPrudomestin belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, prudomestin is considered to be a flavonoid. Prudomestin has been detected, but not quantified in, european plums (Prunus domestica) and fruits. This could make prudomestin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Prudomestin.
Structure
Data?1563862041
Synonyms
ValueSource
3,5,7-Trihydroxy-8-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-oneHMDB
5,7-Dihydroxy-4',8-dimethoxyflavonolHMDB
Herbacetin 8,4'-dimethyl etherHMDB
Chemical FormulaC17H14O7
Average Molecular Weight330.2889
Monoisotopic Molecular Weight330.073952802
IUPAC Name3,5,7-trihydroxy-8-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
Traditional Nameprudomestin
CAS Registry Number3443-28-5
SMILES
COC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(O)C=C(O)C(OC)=C2O1
InChI Identifier
InChI=1S/C17H14O7/c1-22-9-5-3-8(4-6-9)15-14(21)13(20)12-10(18)7-11(19)16(23-2)17(12)24-15/h3-7,18-19,21H,1-2H3
InChI KeyHLSIOUXODPWHFI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavones
Direct ParentFlavonols
Alternative Parents
Substituents
  • 3-hydroxyflavone
  • 8-methoxyflavonoid-skeleton
  • 4p-methoxyflavonoid-skeleton
  • Hydroxyflavonoid
  • 7-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 3-hydroxyflavonoid
  • Chromone
  • 1-benzopyran
  • Benzopyran
  • Methoxybenzene
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Pyranone
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Vinylogous acid
  • Heteroaromatic compound
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Ether
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point209 - 210 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility80.86 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.081 g/LALOGPS
logP2.29ALOGPS
logP2.45ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)6.97ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area105.45 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity85.83 m³·mol⁻¹ChemAxon
Polarizability32.53 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]+177.54831661259
DarkChem[M-H]-175.0231661259
DeepCCS[M+H]+177.09930932474
DeepCCS[M-H]-174.74130932474
DeepCCS[M-2H]-208.57430932474
DeepCCS[M+Na]+183.80130932474
AllCCS[M+H]+175.632859911
AllCCS[M+H-H2O]+172.132859911
AllCCS[M+NH4]+178.832859911
AllCCS[M+Na]+179.832859911
AllCCS[M-H]-176.032859911
AllCCS[M+Na-2H]-175.432859911
AllCCS[M+HCOO]-174.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
PrudomestinCOC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(O)C=C(O)C(OC)=C2O14860.8Standard polar33892256
PrudomestinCOC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(O)C=C(O)C(OC)=C2O13196.3Standard non polar33892256
PrudomestinCOC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(O)C=C(O)C(OC)=C2O13113.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Prudomestin,1TMS,isomer #1COC1=CC=C(C2=C(O[Si](C)(C)C)C(=O)C3=C(O)C=C(O)C(OC)=C3O2)C=C13187.2Semi standard non polar33892256
Prudomestin,1TMS,isomer #2COC1=CC=C(C2=C(O)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C(OC)=C3O2)C=C13263.9Semi standard non polar33892256
Prudomestin,1TMS,isomer #3COC1=CC=C(C2=C(O)C(=O)C3=C(O)C=C(O[Si](C)(C)C)C(OC)=C3O2)C=C13224.4Semi standard non polar33892256
Prudomestin,2TMS,isomer #1COC1=CC=C(C2=C(O[Si](C)(C)C)C(=O)C3=C(O)C=C(O[Si](C)(C)C)C(OC)=C3O2)C=C13081.2Semi standard non polar33892256
Prudomestin,2TMS,isomer #2COC1=CC=C(C2=C(O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C(OC)=C3O2)C=C13161.7Semi standard non polar33892256
Prudomestin,2TMS,isomer #3COC1=CC=C(C2=C(O)C(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(OC)=C3O2)C=C13201.2Semi standard non polar33892256
Prudomestin,3TMS,isomer #1COC1=CC=C(C2=C(O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(OC)=C3O2)C=C13090.1Semi standard non polar33892256
Prudomestin,1TBDMS,isomer #1COC1=CC=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(O)C(OC)=C3O2)C=C13449.8Semi standard non polar33892256
Prudomestin,1TBDMS,isomer #2COC1=CC=C(C2=C(O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C(OC)=C3O2)C=C13503.1Semi standard non polar33892256
Prudomestin,1TBDMS,isomer #3COC1=CC=C(C2=C(O)C(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)C=C13477.0Semi standard non polar33892256
Prudomestin,2TBDMS,isomer #1COC1=CC=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)C=C13589.6Semi standard non polar33892256
Prudomestin,2TBDMS,isomer #2COC1=CC=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C(OC)=C3O2)C=C13646.6Semi standard non polar33892256
Prudomestin,2TBDMS,isomer #3COC1=CC=C(C2=C(O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)C=C13688.9Semi standard non polar33892256
Prudomestin,3TBDMS,isomer #1COC1=CC=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)C=C13783.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Prudomestin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-0639000000-2e8cf0bab03d0d32f26c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Prudomestin GC-MS (3 TMS) - 70eV, Positivesplash10-00e9-3242490000-8fdbb0ea15d93be3e04a2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Prudomestin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Prudomestin 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 - Prudomestin 10V, Positive-QTOFsplash10-001i-0009000000-d5a4375ad5a98b006c1c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Prudomestin 20V, Positive-QTOFsplash10-001i-0009000000-603b9f756746373f1a882016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Prudomestin 40V, Positive-QTOFsplash10-015i-1972000000-9991722a3bb4179032312016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Prudomestin 10V, Negative-QTOFsplash10-004i-0009000000-582f48d9c486959eef992016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Prudomestin 20V, Negative-QTOFsplash10-004i-0119000000-b104fa2a0e7add41c9782016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Prudomestin 40V, Negative-QTOFsplash10-02gk-1972000000-d3c782b6b3721e63a9bc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Prudomestin 10V, Negative-QTOFsplash10-004i-0009000000-aff89c2c5a8aac694a632021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Prudomestin 20V, Negative-QTOFsplash10-004i-0339000000-f4d060eed30823a0f6d92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Prudomestin 40V, Negative-QTOFsplash10-0apr-1921000000-7c60e9f0f054bdf26fc62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Prudomestin 10V, Positive-QTOFsplash10-001i-0009000000-6e7c1f722f7f2751ab682021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Prudomestin 20V, Positive-QTOFsplash10-001i-0009000000-99d59c8a42d8fa617de52021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Prudomestin 40V, Positive-QTOFsplash10-001i-2912000000-6144958562fe202b4e0a2021-09-23Wishart 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 IDFDB002765
KNApSAcK IDC00004618
Chemspider ID8579791
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10404353
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1822961
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.. .