Posted inUncategorized

Luteolin 7-O-(2-apiosyl-4-glucosyl-6-malonyl)-glucoside

July 21, 2017
Common Name

Luteolin 7-O-(2-apiosyl-4-glucosyl-6-malonyl)-glucoside Description

Luteolin 7-O-(2-apiosyl-4-glucosyl-6-malonyl)-glucoside is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).Luteolin 7-O-(2-apiosyl-4-glucosyl-6-malonyl)-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 HMDB29259 (Luteolin 7-O-(2-apiosyl-4-glucosyl-6-malonyl)-glucoside)

Synonyms

Not Available Chemical Formlia

C35H40O23 Average Molecliar Weight

828.6783 Monoisotopic Molecliar Weight

828.196037586 IUPAC Name

3-{[(2R,3S,4S,5R,6S)-5-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl]oxy}-4-hydroxy-3-{[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methoxy}-3-oxopropanoic acid Traditional Name

3-{[(2R,3S,4S,5R,6S)-5-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-4-hydroxy-3-{[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methoxy}-3-oxopropanoic acid CAS Registry Number

Not Available SMILES

OC[C@@H]1O[C@@H](O[C@@H]2[C@@H](COC(=O)CC(O)=O)O[C@@H](OC3=CC(O)=C4C(=O)C=C(OC4=C3)C3=CC=C(O)C(O)=C3)[C@H](O[C@@H]3OC[C@](O)(CO)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C35H40O23/c36-8-20-25(45)26(46)27(47)32(55-20)57-29-21(9-51-23(44)7-22(42)43)56-33(30(28(29)48)58-34-31(49)35(50,10-37)11-52-34)53-13-4-16(40)24-17(41)6-18(54-19(24)5-13)12-1-2-14(38)15(39)3-12/h1-6,20-21,25-34,36-40,45-50H,7-11H2,(H,42,43)/t20-,21+,25+,26-,27+,28-,29+,30+,31-,32-,33+,34-,35+/m0/s1

InChI Key

UAGBVLJNVRPERW-FBGGEYGISA-N Chemical Taxonomy Description

This compound belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Kingdom

Organic compounds Super Class

Phenylpropanoids and polyketides Class

Flavonoids Sub Class

Flavonoid glycosides Direct Parent

Flavonoid-7-O-glycosides Alternative Parents

  • Oligosaccharides
  • Flavones
  • 5-hydroxyflavonoids
  • 4-hydroxyflavonoids
  • 3-hydroxyflavonoids
  • Phenolic glycosides
  • O-glycosyl compounds
  • Chromones
  • Catechols
  • Pyranones and derivatives
  • Oxanes
  • Dicarboxylic acids and derivatives
  • 1,3-dicarbonyl compounds
  • Vinylogous acids
  • Tertiary alcohols
  • Oxolanes
  • Heteroaromatic compounds
  • Secondary alcohols
  • Carboxylic acid esters
  • 1,2-diols
  • Oxacyclic compounds
  • Carboxylic acids
  • Acetals
  • Primary alcohols
  • Hydrocarbon derivatives

    • Substituents

  • Oligosaccharide
  • Flavonoid-7-o-glycoside
  • Hydroxyflavonoid
  • Flavone
  • 5-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 3'-hydroxyflavonoid
  • Phenolic glycoside
  • O-glycosyl compound
  • Glycosyl compound
  • Chromone
  • 1-benzopyran
  • Benzopyran
  • 1,2-diphenol
  • Pyranone
  • Phenol
  • Benzenoid
  • 1,3-dicarbonyl compound
  • Pyran
  • Oxane
  • Dicarboxylic acid or derivatives
  • Saccharide
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Vinylogous acid
  • Tertiary alcohol
  • Oxolane
  • Secondary alcohol
  • Polyol
  • Carboxylic acid ester
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid
  • Carboxylic acid derivative
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • 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 Solubility4.54 mg/mLALOGPS logP-0.14ALOGPS logP-2.6ChemAxon logS-2.3ALOGPS pKa (Strongest Acidic)3.3ChemAxon pKa (Strongest Basic)-3.7ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count22ChemAxon Hydrogen Donor Count12ChemAxon Polar Surface Area367.81 Å2ChemAxon Rotatable Bond Count14ChemAxon Refractivity181.62 m3·mol-1ChemAxon Polarizability78.57 Å3ChemAxon Number of Rings6ChemAxon Bioavailability0ChemAxon 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

    258 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000142 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

    HMDB29259 Metagene Link

    HMDB29259 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: T0901317

    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: 21956448

    Last updated on
    Posted inUncategorized

    Luteolin 7-O-(2-apiosyl-4-glucosyl-6-malonyl)-glucoside

    July 21, 2017
    Common Name

    Luteolin 7-O-(2-apiosyl-4-glucosyl-6-malonyl)-glucoside Description

    Luteolin 7-O-(2-apiosyl-4-glucosyl-6-malonyl)-glucoside is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).Luteolin 7-O-(2-apiosyl-4-glucosyl-6-malonyl)-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 HMDB29259 (Luteolin 7-O-(2-apiosyl-4-glucosyl-6-malonyl)-glucoside)

    Synonyms

    Not Available Chemical Formlia

    C35H40O23 Average Molecliar Weight

    828.6783 Monoisotopic Molecliar Weight

    828.196037586 IUPAC Name

    3-{[(2R,3S,4S,5R,6S)-5-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl]oxy}-4-hydroxy-3-{[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methoxy}-3-oxopropanoic acid Traditional Name

    3-{[(2R,3S,4S,5R,6S)-5-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-4-hydroxy-3-{[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methoxy}-3-oxopropanoic acid CAS Registry Number

    Not Available SMILES

    OC[C@@H]1O[C@@H](O[C@@H]2[C@@H](COC(=O)CC(O)=O)O[C@@H](OC3=CC(O)=C4C(=O)C=C(OC4=C3)C3=CC=C(O)C(O)=C3)[C@H](O[C@@H]3OC[C@](O)(CO)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

    InChI Identifier

    InChI=1S/C35H40O23/c36-8-20-25(45)26(46)27(47)32(55-20)57-29-21(9-51-23(44)7-22(42)43)56-33(30(28(29)48)58-34-31(49)35(50,10-37)11-52-34)53-13-4-16(40)24-17(41)6-18(54-19(24)5-13)12-1-2-14(38)15(39)3-12/h1-6,20-21,25-34,36-40,45-50H,7-11H2,(H,42,43)/t20-,21+,25+,26-,27+,28-,29+,30+,31-,32-,33+,34-,35+/m0/s1

    InChI Key

    UAGBVLJNVRPERW-FBGGEYGISA-N Chemical Taxonomy Description

    This compound belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Kingdom

    Organic compounds Super Class

    Phenylpropanoids and polyketides Class

    Flavonoids Sub Class

    Flavonoid glycosides Direct Parent

    Flavonoid-7-O-glycosides Alternative Parents

  • Oligosaccharides
  • Flavones
  • 5-hydroxyflavonoids
  • 4-hydroxyflavonoids
  • 3-hydroxyflavonoids
  • Phenolic glycosides
  • O-glycosyl compounds
  • Chromones
  • Catechols
  • Pyranones and derivatives
  • Oxanes
  • Dicarboxylic acids and derivatives
  • 1,3-dicarbonyl compounds
  • Vinylogous acids
  • Tertiary alcohols
  • Oxolanes
  • Heteroaromatic compounds
  • Secondary alcohols
  • Carboxylic acid esters
  • 1,2-diols
  • Oxacyclic compounds
  • Carboxylic acids
  • Acetals
  • Primary alcohols
  • Hydrocarbon derivatives

    • Substituents

  • Oligosaccharide
  • Flavonoid-7-o-glycoside
  • Hydroxyflavonoid
  • Flavone
  • 5-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 3'-hydroxyflavonoid
  • Phenolic glycoside
  • O-glycosyl compound
  • Glycosyl compound
  • Chromone
  • 1-benzopyran
  • Benzopyran
  • 1,2-diphenol
  • Pyranone
  • Phenol
  • Benzenoid
  • 1,3-dicarbonyl compound
  • Pyran
  • Oxane
  • Dicarboxylic acid or derivatives
  • Saccharide
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Vinylogous acid
  • Tertiary alcohol
  • Oxolane
  • Secondary alcohol
  • Polyol
  • Carboxylic acid ester
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid
  • Carboxylic acid derivative
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • 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 Solubility4.54 mg/mLALOGPS logP-0.14ALOGPS logP-2.6ChemAxon logS-2.3ALOGPS pKa (Strongest Acidic)3.3ChemAxon pKa (Strongest Basic)-3.7ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count22ChemAxon Hydrogen Donor Count12ChemAxon Polar Surface Area367.81 Å2ChemAxon Rotatable Bond Count14ChemAxon Refractivity181.62 m3·mol-1ChemAxon Polarizability78.57 Å3ChemAxon Number of Rings6ChemAxon Bioavailability0ChemAxon 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

    258 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000142 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

    HMDB29259 Metagene Link

    HMDB29259 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: T0901317

    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: 21956448

    Last updated on