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Showing Compound Luteolin 7-glucuronide (FDB017828)

Record Information
Version1.0
Creation date2010-04-08 22:13:20 UTC
Update date2025-11-19 02:03:50 UTC
Primary IDFDB017828
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameLuteolin 7-glucuronide
DescriptionLuteolin 7-glucuronide, also known as cyanidenon-7-O-B-D-glucuronate or luteolin 7-O-beta-D-glucuronopyranoside, is a member of the class of compounds known as flavonoid-7-o-glucuronides. Flavonoid-7-o-glucuronides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position. Luteolin 7-glucuronide is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Luteolin 7-glucuronide can be found in a number of food items such as globe artichoke, wild carrot, carrot, and lettuce, which makes luteolin 7-glucuronide a potential biomarker for the consumption of these food products.
CAS Number29741-10-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Cyanidenon-7-O-beta-D-glucuronic acidChEBI
Luteolin 7-O-beta-D-glucuronopyranosideChEBI
Luteolin 7-O-glucuronideChEBI
Luteolin 7-O-beta-D-glucuronideKegg
Cyanidenon-7-O-b-D-glucuronateGenerator
Cyanidenon-7-O-b-D-glucuronic acidGenerator
Cyanidenon-7-O-beta-D-glucuronateGenerator
Cyanidenon-7-O-β-D-glucuronateGenerator
Cyanidenon-7-O-β-D-glucuronic acidGenerator
Luteolin 7-O-b-D-glucuronopyranosideGenerator
Luteolin 7-O-β-D-glucuronopyranosideGenerator
Luteolin 7-O-b-D-glucuronideGenerator
Luteolin 7-O-β-D-glucuronideGenerator
Luteolin-7-glucuronideHMDB
Luteolin 7-glucuronideChEBI
Predicted Properties
PropertyValueSource
Water Solubility1.38 g/LALOGPS
logP1.22ALOGPS
logP0.46ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)2.74ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area203.44 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity106.91 m³·mol⁻¹ChemAxon
Polarizability42.87 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC21H18O12
IUPAC name(2S,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI IdentifierInChI=1S/C21H18O12/c22-9-2-1-7(3-10(9)23)13-6-12(25)15-11(24)4-8(5-14(15)32-13)31-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-6,16-19,21-24,26-28H,(H,29,30)/t16-,17-,18+,19-,21+/m0/s1
InChI KeyVSUOKLTVXQRUSG-ZFORQUDYSA-N
Isomeric SMILESO[C@@H]1[C@@H](O)[C@H](OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C(O)=C2)O[C@@H]([C@H]1O)C(O)=O
Average Molecular Weight462.3604
Monoisotopic Molecular Weight462.07982604
Classification
Description Belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavonoid glycosides
Direct ParentFlavonoid-7-O-glucuronides
Alternative Parents
Substituents
  • Flavonoid-7-o-glucuronide
  • Flavonoid-7-o-glycoside
  • 3'-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • Flavone
  • Hydroxyflavonoid
  • Phenolic glycoside
  • 1-o-glucuronide
  • O-glucuronide
  • Glucuronic acid or derivatives
  • Hexose monosaccharide
  • Chromone
  • Glycosyl compound
  • O-glycosyl compound
  • Benzopyran
  • 1-benzopyran
  • Catechol
  • Beta-hydroxy acid
  • Pyranone
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Oxane
  • Hydroxy acid
  • Monosaccharide
  • Vinylogous acid
  • Heteroaromatic compound
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Acetal
  • Organoheterocyclic compound
  • Polyol
  • Oxacycle
  • Carboxylic acid derivative
  • Carboxylic acid
  • Hydrocarbon derivative
  • Alcohol
  • Carbonyl group
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Foods
  • Cocoa and cocoa products

    • Grains:

    Nuts and legumes:

    Fruits and vegetables:

    Fats and oils:

    Beverages:

    Physico-Chemical Properties
    Physico-Chemical Properties - Experimental
    PropertyValueReference
    Physical stateNot Available
    Physical DescriptionNot Available
    Mass CompositionC 54.55%; H 3.92%; O 41.52%DFC
    Melting PointNot Available
    Boiling PointNot Available
    Experimental Water SolubilityNot Available
    Experimental logPNot Available
    Experimental pKaNot Available
    Isoelectric pointNot Available
    ChargeNot Available
    Optical RotationNot Available
    Spectroscopic UV DataNot Available
    DensityNot Available
    Refractive IndexNot Available
    Spectra
    Spectra
    EI-MS/GC-MS
    TypeDescriptionSplash KeyView
    Predicted GC-MSLuteolin 7-glucuronide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
    Predicted GC-MSLuteolin 7-glucuronide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
    MS/MS
    TypeDescriptionSplash KeyView
    MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-000i-0090000000-a1ab194af3ec44e8608c2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-01p9-0090800000-7a8025a006c228d7dd962021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-000i-0090000000-8d538b68e20ab56be7472021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-01p9-0090800000-1d69dbf4c423530040cf2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-b93abd5ae07655721b4b2021-09-20View Spectrum
    MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-000i-0190000000-4e013df19881c514c9ff2021-09-20View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01pa-0190700000-157efa860f7333ed6f6e2016-08-03View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-0190000000-9811749c38f2e07880852016-08-03View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014r-1490000000-87057301c94005590cb32016-08-03View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03y0-1251900000-9a2aad2d89b77e8a9e1e2016-08-03View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-2291200000-a567f6d5a16cee65c58c2016-08-03View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-3290000000-7793a6181e6b56142a4c2016-08-03View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01p9-0090600000-19b1a8eac4408670b5772021-09-23View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0020-0090000000-c3ca49aca7adc52662ac2021-09-23View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0020-0090000000-68306dd5c050e9a6b46b2021-09-23View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01p9-0090400000-9228c9224a8a67e29f262021-09-24View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0090000000-ad6070afb384abda8f3b2021-09-24View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-0090000000-ad6070afb384abda8f3b2021-09-24View Spectrum
    NMRNot Available
    ChemSpider ID4444211
    ChEMBL IDCHEMBL464224
    KEGG Compound IDC03515
    Pubchem Compound ID5280601
    Pubchem Substance IDNot Available
    ChEBI ID18128
    Phenol-Explorer ID251
    DrugBank IDNot Available
    HMDB IDNot Available
    CRC / DFC (Dictionary of Food Compounds) IDHQG45-Z:LBG05-E
    EAFUS IDNot Available
    Dr. Duke IDLUTEOLIN-7-O-GLUCURONIDE|LUTEOLIN-7-O-BETA-GLUCURONIDE|LUTEOLIN-7-O-BETA-D-GLUCURONIDE
    BIGG IDNot Available
    KNApSAcK IDC00004268
    HET IDNot Available
    Food Biomarker OntologyNot Available
    VMH IDNot Available
    Flavornet IDNot Available
    GoodScent IDNot Available
    SuperScent IDNot Available
    Wikipedia IDNot Available
    Phenol-Explorer Metabolite IDNot Available
    Duplicate IDS
    Old DFC IDSNot Available
    Associated Foods
    FoodContent Range AverageReference
    FoodReference
    Biological Effects and Interactions
    Health Effects / BioactivitiesNot Available
    EnzymesNot Available
    PathwaysNot Available
    MetabolismNot Available
    BiosynthesisNot Available
    Organoleptic Properties
    FlavoursNot Available
    Files
    MSDSNot Available
    References
    Synthesis ReferenceNot Available
    General ReferenceNot Available
    Content ReferenceNot Available