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Quercetin 3-rutinoside (PC000707)

Record Information
Version1.0
Creation date2015-10-09 22:32:04 UTC
Update date2017-01-19 02:36:33 UTC
FoodComEx IDPC000707
FoodDB RecordFDB002536
Chemical Information
NameQuercetin 3-rutinoside
DescriptionRutin, also known as rutoside or phytomelin, 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. Rutin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Rutin is found, on average, in the highest concentration within a few different foods, such as parsley, common buckwheats, and sorrels and in a lower concentration in grape wines, italian sweet red peppers, and nectarines. Rutin has also been detected, but not quantified in, several different foods, such as summer grapes, peachs, broccoli, rosemaries, and tartary buckwheats. This could make rutin a potential biomarker for the consumption of these foods. A rutinoside that is quercetin with the hydroxy group at position C-3 substituted with glucose and rhamnose sugar groups.
CAS Number153-18-4
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
3-[[6-O-(6-Deoxy-a-L-mannopyranosyl)-b-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-oneGenerator
3-[[6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-oneChEBI
3-[[6-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-oneGenerator
3-Rhamnoglucoside OF 3,3',4',5,7-pentahydroxyflavoneHMDB
3-Rhamnoglucosylquercetinbiospider
3-Rutinosyl quercetinbiospider
3,3',4',5,7-Pentahydroxyflavone-3-rutinosidebiospider
beta-Quercetin-3-rutinosideHMDB
BioflavonoidHMDB
BirutanHMDB
Birutan forteHMDB
Birutinbiospider
Eldrindb_source
Globulariacitrindb_source
Globularicitrinbiospider
Hydroxyethylrutosidebiospider
Ilixanthinbiospider
Melindb_source
Myrticolorindb_source
Neoisorutinbiospider
Osyritindb_source
Osyritrinbiospider
Oxyritinbiospider
Paliurosidedb_source
Phytomelinbiospider
Quercetin 3-b-D-rutinosidedb_source
Quercetin 3-O-[beta-L-rhamnosyl-(1->6)-beta-D-glucoside]biospider
Quercetin 3-O-beta-D-rutinosidebiospider
Quercetin 3-O-beta-delta-rutinosidebiospider
Quercetin 3-O-rutinosidebiospider
Quercetin 3-rhamnoglucosidebiospider
Quercetin 3-rutinosidebiospider
Quercetin rhamnoglucosinebiospider
Quercetin-3-rutinosidebiospider
Quercetin-3beta-rutinosidebiospider
Quercetol 3-rhamnoglucosidebiospider
Quercitin 3-rutinosidebiospider
RUTHMDB
Rutabionbiospider
Rutinmanual
Rutin trihydrateHMDB
RutineHMDB
Rutinic aciddb_source
Rutiniondb_source
Rutinion acidbiospider
RutinumHMDB
RutosidHMDB
RutosideChEBI
Rutoside, BAN, INNdb_source
RutosidoHMDB
RutosidumHMDB
RutozydHMDB
SophorinHMDB
Sophorin?db_source
Tanrutinbiospider
Venorutonbiospider
Violaquercitrindb_source
Vitamin P?db_source
Chemical FormulaC27H30O16
IUPAC name2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one
InChI IdentifierInChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1
InChI KeyIKGXIBQEEMLURG-NVPNHPEKSA-N
Isomeric SMILESC[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C3=CC(O)=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O
Average Molecular Weight610.5175
Monoisotopic Molecular Weight610.153384912
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavonoid glycosides
Direct ParentFlavonoid-3-O-glycosides
Alternative Parents
Substituents
  • Flavonoid-3-o-glycoside
  • Hydroxyflavonoid
  • Flavone
  • 3'-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • O-glycosyl compound
  • Glycosyl compound
  • Disaccharide
  • Chromone
  • 1-benzopyran
  • Benzopyran
  • Catechol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Pyranone
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Oxane
  • Vinylogous acid
  • Heteroaromatic compound
  • Secondary alcohol
  • Organoheterocyclic compound
  • Oxacycle
  • Acetal
  • Polyol
  • Organic oxide
  • Organic oxygen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water Solubility0.125 mg/mLMERCK INDEX (1989)
Melting PointMp 214-215 dec. (anhyd.)DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci H936
AKSci J10274
Toronto Research Chemicals R701800