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Showing Compound Luteolin 7-glucoside (FDB014280)

Record Information
Version1.0
Creation date2010-04-08 22:11:11 UTC
Update date2020-09-17 15:32:55 UTC
Primary IDFDB014280
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameLuteolin 7-glucoside
DescriptionLuteolin-7-O-glucoside, also known as 7-O-glucoluteolin or cinaroside, belongs to the class of organic compounds known as flavonoid O-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. glucoside. Because of the conjugation of glucose, Luteolin 7-O-glucoside is a moderately water-soluble compound. Luteolin 7-O-glucoside is found, on average, in a few different plants, spices and foods, such as Mexican oregano, anises, and wild celeries and in a lower concentration in lentils, and wild carrots. common buckwheats, corns, globe artichokes, roman camomiles, and orange mints.
CAS Number5373-11-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility1.08 g/LALOGPS
logP0.58ALOGPS
logP0.14ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)7.3ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area186.37 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity107.04 m³·mol⁻¹ChemAxon
Polarizability42.98 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC21H20O11
IUPAC name2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
InChI IdentifierInChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1
InChI KeyPEFNSGRTCBGNAN-QNDFHXLGSA-N
Isomeric SMILESOC[C@H]1O[C@@H](OC2=CC3=C(C(O)=C2)C(=O)C=C(O3)C2=CC=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O
Average Molecular Weight448.3769
Monoisotopic Molecular Weight448.100561482
Classification
Description 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.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavonoid glycosides
Direct ParentFlavonoid-7-O-glycosides
Alternative Parents
Substituents
  • Flavonoid-7-o-glycoside
  • 3'-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • Flavone
  • Hydroxyflavonoid
  • Phenolic glycoside
  • Hexose monosaccharide
  • Chromone
  • Glycosyl compound
  • O-glycosyl compound
  • Benzopyran
  • 1-benzopyran
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Pyranone
  • Pyran
  • Oxane
  • Monocyclic benzene moiety
  • Benzenoid
  • Monosaccharide
  • Heteroaromatic compound
  • Vinylogous acid
  • Secondary alcohol
  • Organoheterocyclic compound
  • Oxacycle
  • Polyol
  • Acetal
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Alcohol
  • Primary alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSLuteolin 7-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001r-8934600000-7e7c6044b90fb9c11463Spectrum
Predicted GC-MSLuteolin 7-glucoside, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0f72-4730119000-f82ba729f371b8abdbdaSpectrum
Predicted GC-MSLuteolin 7-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-0002-0010900030-c10d893db863fa97d0a82017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-0002-0010900030-c10d893db863fa97d0a82017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Positivesplash10-000i-0090000000-f076599705f9f223d3602017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-000i-0090100000-fe6850abbcec4fe56dd92017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0012-0190500000-bcf45c556204b1713d582017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0002-0030900020-65868b413ea8969c46722017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0019-0090000000-0908e4e690a4acb6edfc2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0002-0000900000-f15806fb1fd62f75af542017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-001a-0190400000-862638c136c541fb742b2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-000i-0091000000-f63c0d3cebcf6fc2e5072017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , negativesplash10-0002-0040900000-e3f9043e8fac7872cb662017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0090000000-1ff8e42522b8a1f6961a2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0090100000-cb0df3f467ea51e6ab182017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000j-0090600000-8f1dad507334d836e2a82017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0190000000-e3aa1461dda1c7043d2d2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITTOF , positivesplash10-000i-0090000000-31bb8bd03bfd2eff538b2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-000i-0091100000-ea4c2b653cea6f4747662017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-000i-0090000000-8392154e4309f46037d52017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0019-0090000000-a15f658ade963370f0c32021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000j-0190600000-49dfd37238ba14bc6c112016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-0190000000-8733c538660a8dd11d052016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-1390000000-ceeece13914238abed462016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000b-1261900000-e1ec4112e692ec8fbbd62016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-1190100000-bcbf2a30e128889e80472016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ku-2190000000-954ea2eef82d3bedfb362016-08-04View Spectrum
NMRNot Available
ChemSpider ID4444241
ChEMBL IDCHEMBL233929
KEGG Compound IDC03951
Pubchem Compound ID5280637
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer ID245
DrugBank IDNot Available
HMDB IDHMDB35588
CRC / DFC (Dictionary of Food Compounds) IDHQG45-Z:JPC55-X
EAFUS IDNot Available
Dr. Duke IDCINAROSIDE|CYANAROSIDE|LUTEOLIN-7-BETA-D-GLUCOPYRANOSIDE|LUTEOLIN-7-BETA-D-GLUCOSIDE|LUTEOLIN-7-O-BETA-GLUCOSIDE|LUTEOLIN-7-GLUCOSIDE|CYNAROSIDE|LUTEOLIN-7-O-GLUCOSIDE|LUTEOLIN-7-O-BETA-D-GLUCOSIDE
BIGG IDNot Available
KNApSAcK IDC00004266
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDLuteolin_7-glucoside
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
Processing...
Biological Effects and Interactions
Health Effects / Bioactivities
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.