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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:27:29 UTC
Update Date2022-03-07 02:53:49 UTC
HMDB IDHMDB0033702
Secondary Accession Numbers
  • HMDB33702
Metabolite Identification
Common NamePinostrobin chalcone
DescriptionPinostrobin chalcone belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, pinostrobin chalcone is considered to be a flavonoid. Pinostrobin chalcone has been detected, but not quantified in, pulses. This could make pinostrobin chalcone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Pinostrobin chalcone.
Structure
Data?1563862447
Synonyms
ValueSource
2',6'-Dihydroxy-4'-methoxychalconeHMDB
Chemical FormulaC16H14O4
Average Molecular Weight270.28
Monoisotopic Molecular Weight270.089208936
IUPAC Name(2E)-1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylprop-2-en-1-one
Traditional Name(2E)-1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylprop-2-en-1-one
CAS Registry Number18956-15-5
SMILES
COC1=CC(O)=C(C(=O)\C=C\C2=CC=CC=C2)C(O)=C1
InChI Identifier
InChI=1S/C16H14O4/c1-20-12-9-14(18)16(15(19)10-12)13(17)8-7-11-5-3-2-4-6-11/h2-10,18-19H,1H3/b8-7+
InChI KeyCUGDOWNTXKLQMD-BQYQJAHWSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassLinear 1,3-diarylpropanoids
Sub ClassChalcones and dihydrochalcones
Direct Parent2'-Hydroxychalcones
Alternative Parents
Substituents
  • 2'-hydroxychalcone
  • Cinnamylphenol
  • Methoxyphenol
  • Anisole
  • Benzoyl
  • Phenoxy compound
  • Phenol ether
  • Resorcinol
  • Styrene
  • Aryl ketone
  • Methoxybenzene
  • 1-hydroxy-2-unsubstituted benzenoid
  • 1-hydroxy-4-unsubstituted benzenoid
  • Alkyl aryl ether
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Vinylogous acid
  • Alpha,beta-unsaturated ketone
  • Enone
  • Acryloyl-group
  • Ketone
  • Ether
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point163.5 - 164.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.12 g/LALOGPS
logP3.64ALOGPS
logP4.43ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)7.96ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity77.3 m³·mol⁻¹ChemAxon
Polarizability28.56 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+164.70630932474
DeepCCS[M-H]-162.34830932474
DeepCCS[M-2H]-195.23430932474
DeepCCS[M+Na]+170.79930932474
AllCCS[M+H]+163.132859911
AllCCS[M+H-H2O]+159.232859911
AllCCS[M+NH4]+166.832859911
AllCCS[M+Na]+167.832859911
AllCCS[M-H]-163.432859911
AllCCS[M+Na-2H]-163.032859911
AllCCS[M+HCOO]-162.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Pinostrobin chalconeCOC1=CC(O)=C(C(=O)\C=C\C2=CC=CC=C2)C(O)=C13882.7Standard polar33892256
Pinostrobin chalconeCOC1=CC(O)=C(C(=O)\C=C\C2=CC=CC=C2)C(O)=C12505.8Standard non polar33892256
Pinostrobin chalconeCOC1=CC(O)=C(C(=O)\C=C\C2=CC=CC=C2)C(O)=C12632.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Pinostrobin chalcone,1TMS,isomer #1COC1=CC(O)=C(C(=O)/C=C/C2=CC=CC=C2)C(O[Si](C)(C)C)=C12457.0Semi standard non polar33892256
Pinostrobin chalcone,2TMS,isomer #1COC1=CC(O[Si](C)(C)C)=C(C(=O)/C=C/C2=CC=CC=C2)C(O[Si](C)(C)C)=C12494.1Semi standard non polar33892256
Pinostrobin chalcone,1TBDMS,isomer #1COC1=CC(O)=C(C(=O)/C=C/C2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)=C12727.0Semi standard non polar33892256
Pinostrobin chalcone,2TBDMS,isomer #1COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C(=O)/C=C/C2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)=C13003.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Pinostrobin chalcone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0gbc-2980000000-b0088b14d8323029415f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pinostrobin chalcone GC-MS (2 TMS) - 70eV, Positivesplash10-0feg-6529100000-c511d13697505d76d4602017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pinostrobin chalcone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pinostrobin chalcone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Pinostrobin chalcone , positive-QTOFsplash10-01b9-0920000000-0fb449162e6c4cba6d812017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pinostrobin chalcone LC-ESI-QFT 18V, positive-QTOFsplash10-014i-0930000000-9566f9505c3091c384b62020-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pinostrobin chalcone LC-ESI-IT 18V, positive-QTOFsplash10-0159-0900000000-b5c487c9075d0df074902020-07-24HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pinostrobin chalcone 10V, Positive-QTOFsplash10-00di-0190000000-01e3d604c006dc16a50c2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pinostrobin chalcone 20V, Positive-QTOFsplash10-0g59-0970000000-aa78dfbceee44befafff2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pinostrobin chalcone 40V, Positive-QTOFsplash10-0udi-1910000000-ee17082ac114afafe22d2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pinostrobin chalcone 10V, Negative-QTOFsplash10-014i-0390000000-7160cbd1375daa367a0f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pinostrobin chalcone 20V, Negative-QTOFsplash10-00kr-0940000000-9ed28e7900ad7d415a9d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pinostrobin chalcone 40V, Negative-QTOFsplash10-0zg1-3910000000-37e2a9bce3af4ef70d052016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pinostrobin chalcone 10V, Positive-QTOFsplash10-00di-0590000000-69ef44284bf5230372c72021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pinostrobin chalcone 20V, Positive-QTOFsplash10-014i-0900000000-9fc699ec7d50503ad9172021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pinostrobin chalcone 40V, Positive-QTOFsplash10-0udi-2900000000-251353c4ac4ea424138b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pinostrobin chalcone 10V, Negative-QTOFsplash10-014i-0090000000-6871b36f9793cdefd0192021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pinostrobin chalcone 20V, Negative-QTOFsplash10-0gb9-0960000000-58ccdc514779182964242021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pinostrobin chalcone 40V, Negative-QTOFsplash10-004l-9710000000-4f37c0cb8a4dd889e9cc2021-09-25Wishart 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 IDFDB011816
KNApSAcK IDC00006934
Chemspider ID4475770
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5316793
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.. .