Posted inUncategorized

Quercetin 3-O-(6-acetyl-glucoside)

July 21, 2017
Common Name

Quercetin 3-O-(6-acetyl-glucoside) Description

Quercetin 3-O-(6-acetyl-glucoside) is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).Quercetin 3-O-(6-acetyl-glucoside) belongs to the family of Flavonoid O-Glycosides. These are compounds containing a carbohydrate moiety which is o-glycosidically linked to one of the flavonoid backbones (2-phenylchromen-4-one, 3-phenylchromen-4-one or 4-phenylcoumarin). Structure

MOLSDFPDBSMILESInChI

Structure for HMDB29271 (Quercetin 3-O-(6''-acetyl-glucoside))

Synonyms

Not Available Chemical Formlia

C23H22O13 Average Molecliar Weight

506.413 Monoisotopic Molecliar Weight

506.10604079 IUPAC Name

[(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate Traditional Name

[(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate CAS Registry Number

Not Available SMILES

CC(=O)OC[C@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C23H22O13/c1-8(24)33-7-15-17(29)19(31)20(32)23(35-15)36-22-18(30)16-13(28)5-10(25)6-14(16)34-21(22)9-2-3-11(26)12(27)4-9/h2-6,15,17,19-20,23,25-29,31-32H,7H2,1H3/t15-,17-,19+,20-,23+/m1/s1

InChI Key

IGLUNMMNDNWZOA-LNNZMUSMSA-N Chemical Taxonomy Description

This compound belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Kingdom

Organic compounds Super Class

Phenylpropanoids and polyketides Class

Flavonoids Sub Class

Flavonoid glycosides Direct Parent

Flavonoid-3-O-glycosides Alternative Parents

  • Flavones
  • 7-hydroxyflavonoids
  • 5-hydroxyflavonoids
  • 4-hydroxyflavonoids
  • 3-hydroxyflavonoids
  • O-glycosyl compounds
  • Chromones
  • Resorcinols
  • Catechols
  • Pyranones and derivatives
  • Oxanes
  • Monosaccharides
  • Vinylogous acids
  • Heteroaromatic compounds
  • Acetate salts
  • Secondary alcohols
  • Carboxylic acid esters
  • 1,2-diols
  • Oxacyclic compounds
  • Monocarboxylic acids and derivatives
  • Acetals
  • Hydrocarbon derivatives
  • Carbonyl compounds

    • Substituents

  • Flavonoid-3-o-glycoside
  • Hydroxyflavonoid
  • Flavone
  • 7-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 3'-hydroxyflavonoid
  • O-glycosyl compound
  • Glycosyl compound
  • Chromone
  • 1-benzopyran
  • Benzopyran
  • Resorcinol
  • 1,2-diphenol
  • Pyranone
  • Phenol
  • Benzenoid
  • Pyran
  • Oxane
  • Monosaccharide
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Acetate salt
  • Vinylogous acid
  • Secondary alcohol
  • Polyol
  • Carboxylic acid ester
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Acetal
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • 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 Solubility1.42 mg/mLALOGPS logP1.41ALOGPS logP0.3ChemAxon logS-2.5ALOGPS pKa (Strongest Acidic)6.43ChemAxon pKa (Strongest Basic)-3.6ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count12ChemAxon Hydrogen Donor Count7ChemAxon Polar Surface Area212.67 Å2ChemAxon Rotatable Bond Count6ChemAxon Refractivity118.43 m3·mol-1ChemAxon Polarizability47.55 Å3ChemAxon Number of Rings4ChemAxon Bioavailability0ChemAxon 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-QTOF , negativesplash10-0pb9-0179080000-893dce9eb365ba4330d9View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , negativesplash10-0udi-0039000000-576c84df226acfd67989View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , negativesplash10-0zfr-0189050000-99ff36e8b7f3dfedfb22View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0udi-1109000000-ab4ef7eca831d1e15581View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0udi-0109000000-2c965766e1a366771136View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-004i-0000090000-835533c37092cdd5a478View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0udi-0109000000-79e85233b63391e3328dView in MoNA LC-MS/MS

    LC-MS/MS Spectrum – , positivesplash10-0udi-0109000000-761328e7861e6e42eb90View 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

  • 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

    373 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000205 KNApSAcK ID

    Not Available Chemspider ID

    8181964 KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29271 Metagene Link

    HMDB29271 METLIN ID

    Not Available PubChem Compound

    10006384 PDB ID

    Not Available ChEBI ID

    520709

    Product: Apigenin 7-glucoside

    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: 9888250

    Last updated on
    Posted inUncategorized

    Quercetin 3-O-(6-acetyl-glucoside)

    July 21, 2017
    Common Name

    Quercetin 3-O-(6-acetyl-glucoside) Description

    Quercetin 3-O-(6-acetyl-glucoside) is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).Quercetin 3-O-(6-acetyl-glucoside) belongs to the family of Flavonoid O-Glycosides. These are compounds containing a carbohydrate moiety which is o-glycosidically linked to one of the flavonoid backbones (2-phenylchromen-4-one, 3-phenylchromen-4-one or 4-phenylcoumarin). Structure

    MOLSDFPDBSMILESInChI

    Structure for HMDB29271 (Quercetin 3-O-(6''-acetyl-glucoside))

    Synonyms

    Not Available Chemical Formlia

    C23H22O13 Average Molecliar Weight

    506.413 Monoisotopic Molecliar Weight

    506.10604079 IUPAC Name

    [(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate Traditional Name

    [(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate CAS Registry Number

    Not Available SMILES

    CC(=O)OC[C@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

    InChI Identifier

    InChI=1S/C23H22O13/c1-8(24)33-7-15-17(29)19(31)20(32)23(35-15)36-22-18(30)16-13(28)5-10(25)6-14(16)34-21(22)9-2-3-11(26)12(27)4-9/h2-6,15,17,19-20,23,25-29,31-32H,7H2,1H3/t15-,17-,19+,20-,23+/m1/s1

    InChI Key

    IGLUNMMNDNWZOA-LNNZMUSMSA-N Chemical Taxonomy Description

    This compound belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Kingdom

    Organic compounds Super Class

    Phenylpropanoids and polyketides Class

    Flavonoids Sub Class

    Flavonoid glycosides Direct Parent

    Flavonoid-3-O-glycosides Alternative Parents

  • Flavones
  • 7-hydroxyflavonoids
  • 5-hydroxyflavonoids
  • 4-hydroxyflavonoids
  • 3-hydroxyflavonoids
  • O-glycosyl compounds
  • Chromones
  • Resorcinols
  • Catechols
  • Pyranones and derivatives
  • Oxanes
  • Monosaccharides
  • Vinylogous acids
  • Heteroaromatic compounds
  • Acetate salts
  • Secondary alcohols
  • Carboxylic acid esters
  • 1,2-diols
  • Oxacyclic compounds
  • Monocarboxylic acids and derivatives
  • Acetals
  • Hydrocarbon derivatives
  • Carbonyl compounds

    • Substituents

  • Flavonoid-3-o-glycoside
  • Hydroxyflavonoid
  • Flavone
  • 7-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 3'-hydroxyflavonoid
  • O-glycosyl compound
  • Glycosyl compound
  • Chromone
  • 1-benzopyran
  • Benzopyran
  • Resorcinol
  • 1,2-diphenol
  • Pyranone
  • Phenol
  • Benzenoid
  • Pyran
  • Oxane
  • Monosaccharide
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Acetate salt
  • Vinylogous acid
  • Secondary alcohol
  • Polyol
  • Carboxylic acid ester
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Acetal
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • 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 Solubility1.42 mg/mLALOGPS logP1.41ALOGPS logP0.3ChemAxon logS-2.5ALOGPS pKa (Strongest Acidic)6.43ChemAxon pKa (Strongest Basic)-3.6ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count12ChemAxon Hydrogen Donor Count7ChemAxon Polar Surface Area212.67 Å2ChemAxon Rotatable Bond Count6ChemAxon Refractivity118.43 m3·mol-1ChemAxon Polarizability47.55 Å3ChemAxon Number of Rings4ChemAxon Bioavailability0ChemAxon 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-QTOF , negativesplash10-0pb9-0179080000-893dce9eb365ba4330d9View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , negativesplash10-0udi-0039000000-576c84df226acfd67989View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , negativesplash10-0zfr-0189050000-99ff36e8b7f3dfedfb22View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0udi-1109000000-ab4ef7eca831d1e15581View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0udi-0109000000-2c965766e1a366771136View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-004i-0000090000-835533c37092cdd5a478View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0udi-0109000000-79e85233b63391e3328dView in MoNA LC-MS/MS

    LC-MS/MS Spectrum – , positivesplash10-0udi-0109000000-761328e7861e6e42eb90View 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

  • 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

    373 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000205 KNApSAcK ID

    Not Available Chemspider ID

    8181964 KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29271 Metagene Link

    HMDB29271 METLIN ID

    Not Available PubChem Compound

    10006384 PDB ID

    Not Available ChEBI ID

    520709

    Product: Apigenin 7-glucoside

    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: 9888250

    Last updated on