Common Name

Chalconaringenin Description

Chalconaringenin is found in garden tomato. Chalconaringenin is isolated from tomato fruit cuticlesChalconaringenin belongs to the family of Phenylpropenes. These are compounds containing a phenylpropene moeity, which consists of a propene substituent bound to a phenyl group. Structure

MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Structure for HMDB29631 (Chalconaringenin)

Synonyms

Value Source 2',4',6',4-TetrahydroxychalconeChEBI 2'4'6'4-TetrahydroxychalconeChEBI IsosalipurpolChEBI Naringenin chalconeChEBI 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-propen-1-one, 9ciHMDB 2',4,4',6'-TetrahydroxychalconeMeSH Naringenin chalcone, (e)-isomerMeSH

Chemical Formlia

C15H12O5 Average Molecliar Weight

272.2528 Monoisotopic Molecliar Weight

272.068473494 IUPAC Name

(2E)-3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one Traditional Name

naringenin chalcone CAS Registry Number

5071-40-9 SMILES

OC1=CC=C(C=CC(=O)C2=C(O)C=C(O)C=C2O)C=C1

InChI Identifier

InChI=1S/C15H12O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-8,16-17,19-20H/b6-3+

InChI Key

YQHMWTPYORBCMF-ZZXKWVIFSA-N Chemical Taxonomy Description

This compound belongs to the class of chemical entities known as 2-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2-position. Kingdom

Chemical entities Super Class

Organic compounds Class

Phenylpropanoids and polyketides Sub Class

Linear 1,3-diarylpropanoids Direct Parent

2-Hydroxychalcones Alternative Parents

  • Cinnamylphenols
  • Hydroxycinnamic acids and derivatives
  • Acylphloroglucinols and derivatives
  • Styrenes
  • Benzoyl derivatives
  • Aryl ketones
  • 1-hydroxy-4-unsubstituted benzenoids
  • 1-hydroxy-2-unsubstituted benzenoids
  • Vinylogous acids
  • Enones
  • Acryloyl compounds
  • Polyols
  • Organic oxides
  • Hydrocarbon derivatives
  • Substituents

  • 2'-hydroxychalcone
  • Cinnamylphenol
  • Hydroxycinnamic acid or derivatives
  • Acylphloroglucinol derivative
  • Benzenetriol
  • Phloroglucinol derivative
  • Benzoyl
  • Aryl ketone
  • Styrene
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Acryloyl-group
  • Vinylogous acid
  • Enone
  • Alpha,beta-unsaturated ketone
  • Ketone
  • Polyol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Aromatic homomonocyclic compound
  • Molecliar Framework

    Aromatic homomonocyclic compounds External Descriptors

  • polyphenol (CHEBI:15413 )
  • chalcones (CHEBI:15413 )
  • chalcones (C06561 )
  • Chalcones and dihydrochalcones (C06561 )
  • Chalcones and dihydrochalcones (LMPK12120264 )
  • Ontology Status

    Expected but not Quantified Origin

  • Endogenous
  • Food
  • Biofunction

    Not Available Application

  • Nutrient
  • Cellliar locations

  • Membrane
  • Physical Properties State

    Not Available Experimental Properties

    Property Value Reference Melting Point184 °CNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogPNot AvailableNot Available

    Predicted Properties

    Property Value Source Water Solubility0.076 mg/mLALOGPS logP2.66ALOGPS logP3.98ChemAxon logS-3.6ALOGPS pKa (Strongest Acidic)7.75ChemAxon pKa (Strongest Basic)-5.6ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count5ChemAxon Hydrogen Donor Count4ChemAxon Polar Surface Area97.99 Å2ChemAxon Rotatable Bond Count3ChemAxon Refractivity74.8 m3·mol-1ChemAxon Polarizability27.37 Å3ChemAxon Number of Rings2ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QQ , negativesplash10-00di-0190000000-f40a3d639173b6ae573eView in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QQ , negativesplash10-0udi-0910000000-afe3bb20e73181050052View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QQ , negativesplash10-014i-2900000000-37be5bc5a9f1bc38d302View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QQ , negativesplash10-014i-7900000000-42ef7b65ce430e844b49View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-00di-0090000000-f174e512861692b4e263View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0udj-0920000000-1bfd55f600a901a79c87View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0udi-0900000000-79afec38b3dde07593f3View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0gbc-9700000000-ed15b50aa1d66f06bf42View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – , positivesplash10-0udi-0910000000-28987f355a39728ed8e4View in MoNA Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available

    Biological Properties Cellliar Locations

  • Membrane
  • Biofluid Locations

    Not Available Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations Not Available Abnormal Concentrations

    Not Available Associated Disorders and Diseases Disease References

    None Associated OMIM IDs

    None External Links DrugBank ID

    Not Available DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    106 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000801 KNApSAcK ID

    Not Available Chemspider ID

    4444447 KEGG Compound ID

    C06561 BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29631 Metagene Link

    HMDB29631 METLIN ID

    Not Available PubChem Compound

    5280960 PDB ID

    Not Available ChEBI ID

    15413

    Product: 1-Deoxynojirimycin

    References Synthesis Reference Not 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.. .

    PMID: 19244482