4-Feruloyl-1,5-quinolactone

Common Name

4-Ferlioyl-1,5-quinolactone Description

4-Ferlioyl-1,5-quinolactone is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).4-Ferlioyl-1,5-quinolactone belongs to the family of Coumaric Acid Esters. These are aromatic compounds containing an ester derivative of coumaric acid. Structure

MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Structure for HMDB29290 (4-Ferlioyl-1,5-quinolactone)

Synonyms

Value Source 4-Ferlioyl-1,5-quinideHMDB 4-Ferlioylquinic acid lactoneHMDB 4-Ferlioylquinic-1,5-lactoneHMDB

Chemical Formlia

C17H18O8 Average Molecliar Weight

350.32 Monoisotopic Molecliar Weight

350.100167552 IUPAC Name

(1S,3R,4R,5R)-1,3-dihydroxy-7-oxo-6-oxabicyclo[3.2.1]octan-4-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate Traditional Name

(1S,3R,4R,5R)-1,3-dihydroxy-7-oxo-6-oxabicyclo[3.2.1]octan-4-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CAS Registry Number

Not Available SMILES

COC1=C(O)C=CC(C=CC(=O)O[C@H]2[C@H]3C[C@@](O)(C[C@H]2O)C(=O)O3)=C1

InChI Identifier

InChI=1S/C17H18O8/c1-23-12-6-9(2-4-10(12)18)3-5-14(20)25-15-11(19)7-17(22)8-13(15)24-16(17)21/h2-6,11,13,15,18-19,22H,7-8H2,1H3/b5-3+/t11-,13-,15-,17+/m1/s1

InChI Key

OIGFDFULTVHQNZ-KJJWLSQTSA-N Chemical Taxonomy Description

This compound belongs to the class of chemical entities known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Kingdom

Chemical entities Super Class

Organic compounds Class

Phenylpropanoids and polyketides Sub Class

Cinnamic acids and derivatives Direct Parent

Coumaric acids and derivatives Alternative Parents

  • Cinnamic acid esters
  • Methoxyphenols
  • Styrenes
  • Phenoxy compounds
  • Anisoles
  • Methoxybenzenes
  • 1-hydroxy-2-unsubstituted benzenoids
  • Oxepanes
  • Alkyl aryl ethers
  • Fatty acid esters
  • Gamma butyrolactones
  • Dicarboxylic acids and derivatives
  • Tetrahydrofurans
  • Tertiary alcohols
  • Enoate esters
  • Secondary alcohols
  • Cyclic alcohols and derivatives
  • Oxacyclic compounds
  • Carbonyl compounds
  • Organic oxides
  • Hydrocarbon derivatives
  • Substituents

  • Coumaric acid or derivatives
  • Cinnamic acid ester
  • Methoxyphenol
  • Anisole
  • Caprolactone
  • Phenoxy compound
  • Phenol ether
  • Styrene
  • Methoxybenzene
  • Alkyl aryl ether
  • Phenol
  • Oxepane
  • 1-hydroxy-2-unsubstituted benzenoid
  • Fatty acid ester
  • Benzenoid
  • Monocyclic benzene moiety
  • Fatty acyl
  • Dicarboxylic acid or derivatives
  • Gamma butyrolactone
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Tetrahydrofuran
  • Tertiary alcohol
  • Cyclic alcohol
  • Secondary alcohol
  • Carboxylic acid ester
  • Lactone
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Ether
  • Oxacycle
  • Alcohol
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
  • Molecliar Framework

    Aromatic heteropolycyclic compounds External Descriptors

    Not Available Ontology Status

    Expected but not Quantified Origin

  • Endogenous
  • Food
  • Biofunction

    Not Available Application

  • Nutrient
  • Cellliar locations

  • Cytoplasm
  • Extracellliar
  • Physical Properties State

    Not Available Experimental Properties

    Property Value Reference Melting PointNot AvailableNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogPNot AvailableNot Available

    Predicted Properties

    Property Value Source Water Solubility1.65 mg/mLALOGPS logP0.4ALOGPS logP0.54ChemAxon logS-2.3ALOGPS pKa (Strongest Acidic)9.87ChemAxon pKa (Strongest Basic)-3.2ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count6ChemAxon Hydrogen Donor Count3ChemAxon Polar Surface Area122.52 Å2ChemAxon Rotatable Bond Count5ChemAxon Refractivity84.22 m3·mol-1ChemAxon Polarizability34 Å3ChemAxon Number of Rings3ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key 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

  • Cytoplasm
  • Extracellliar
  • 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

    545 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000294 KNApSAcK ID

    Not Available Chemspider ID

    Not Available KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29290 Metagene Link

    HMDB29290 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Tenofovir (Disoproxil)

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

    PMID: 8448587

    4-Feruloyl-1,5-quinolactone

    Common Name

    4-Ferlioyl-1,5-quinolactone Description

    4-Ferlioyl-1,5-quinolactone is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).4-Ferlioyl-1,5-quinolactone belongs to the family of Coumaric Acid Esters. These are aromatic compounds containing an ester derivative of coumaric acid. Structure

    MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

    Structure for HMDB29290 (4-Ferlioyl-1,5-quinolactone)

    Synonyms

    Value Source 4-Ferlioyl-1,5-quinideHMDB 4-Ferlioylquinic acid lactoneHMDB 4-Ferlioylquinic-1,5-lactoneHMDB

    Chemical Formlia

    C17H18O8 Average Molecliar Weight

    350.32 Monoisotopic Molecliar Weight

    350.100167552 IUPAC Name

    (1S,3R,4R,5R)-1,3-dihydroxy-7-oxo-6-oxabicyclo[3.2.1]octan-4-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate Traditional Name

    (1S,3R,4R,5R)-1,3-dihydroxy-7-oxo-6-oxabicyclo[3.2.1]octan-4-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate CAS Registry Number

    Not Available SMILES

    COC1=C(O)C=CC(C=CC(=O)O[C@H]2[C@H]3C[C@@](O)(C[C@H]2O)C(=O)O3)=C1

    InChI Identifier

    InChI=1S/C17H18O8/c1-23-12-6-9(2-4-10(12)18)3-5-14(20)25-15-11(19)7-17(22)8-13(15)24-16(17)21/h2-6,11,13,15,18-19,22H,7-8H2,1H3/b5-3+/t11-,13-,15-,17+/m1/s1

    InChI Key

    OIGFDFULTVHQNZ-KJJWLSQTSA-N Chemical Taxonomy Description

    This compound belongs to the class of chemical entities known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Kingdom

    Chemical entities Super Class

    Organic compounds Class

    Phenylpropanoids and polyketides Sub Class

    Cinnamic acids and derivatives Direct Parent

    Coumaric acids and derivatives Alternative Parents

  • Cinnamic acid esters
  • Methoxyphenols
  • Styrenes
  • Phenoxy compounds
  • Anisoles
  • Methoxybenzenes
  • 1-hydroxy-2-unsubstituted benzenoids
  • Oxepanes
  • Alkyl aryl ethers
  • Fatty acid esters
  • Gamma butyrolactones
  • Dicarboxylic acids and derivatives
  • Tetrahydrofurans
  • Tertiary alcohols
  • Enoate esters
  • Secondary alcohols
  • Cyclic alcohols and derivatives
  • Oxacyclic compounds
  • Carbonyl compounds
  • Organic oxides
  • Hydrocarbon derivatives
  • Substituents

  • Coumaric acid or derivatives
  • Cinnamic acid ester
  • Methoxyphenol
  • Anisole
  • Caprolactone
  • Phenoxy compound
  • Phenol ether
  • Styrene
  • Methoxybenzene
  • Alkyl aryl ether
  • Phenol
  • Oxepane
  • 1-hydroxy-2-unsubstituted benzenoid
  • Fatty acid ester
  • Benzenoid
  • Monocyclic benzene moiety
  • Fatty acyl
  • Dicarboxylic acid or derivatives
  • Gamma butyrolactone
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Tetrahydrofuran
  • Tertiary alcohol
  • Cyclic alcohol
  • Secondary alcohol
  • Carboxylic acid ester
  • Lactone
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Ether
  • Oxacycle
  • Alcohol
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
  • Molecliar Framework

    Aromatic heteropolycyclic compounds External Descriptors

    Not Available Ontology Status

    Expected but not Quantified Origin

  • Endogenous
  • Food
  • Biofunction

    Not Available Application

  • Nutrient
  • Cellliar locations

  • Cytoplasm
  • Extracellliar
  • Physical Properties State

    Not Available Experimental Properties

    Property Value Reference Melting PointNot AvailableNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogPNot AvailableNot Available

    Predicted Properties

    Property Value Source Water Solubility1.65 mg/mLALOGPS logP0.4ALOGPS logP0.54ChemAxon logS-2.3ALOGPS pKa (Strongest Acidic)9.87ChemAxon pKa (Strongest Basic)-3.2ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count6ChemAxon Hydrogen Donor Count3ChemAxon Polar Surface Area122.52 Å2ChemAxon Rotatable Bond Count5ChemAxon Refractivity84.22 m3·mol-1ChemAxon Polarizability34 Å3ChemAxon Number of Rings3ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key 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

  • Cytoplasm
  • Extracellliar
  • 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

    545 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000294 KNApSAcK ID

    Not Available Chemspider ID

    Not Available KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29290 Metagene Link

    HMDB29290 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Tenofovir (Disoproxil)

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

    PMID: 8448587