Record Information
Version1.0
Creation date2010-04-08 22:05:25 UTC
Update date2020-09-17 15:39:09 UTC
Primary IDFDB002536
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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
Synonyms
SynonymSource
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-RhamnoglucosylquercetinChEBI
3-Rutinosyl quercetinChEBI
PhytomelinChEBI
Quercetin 3-rutinosideChEBI
Quercetin-3-rutinosideChEBI
RutosideChEBI
VenorutonKegg
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-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-oneGenerator
3-Rhamnosyl-glucosyl quercetinMeSH
Quercetin 3 rutinosideMeSH
Quercetin, 3-rhamnosyl-glucosylMeSH
3,3',4',5,7-Pentahydroxyflavone-3-rutinosideHMDB
3-Rhamnoglucoside OF 3,3',4',5,7-pentahydroxyflavoneHMDB
beta-Quercetin-3-rutinosideHMDB
BioflavonoidHMDB
BirutanHMDB
Birutan forteHMDB
BirutinHMDB
EldrinHMDB
GlobulariacitrinHMDB
GlobularicitrinHMDB
IlixanthinHMDB
MelinHMDB
MyrticolorinHMDB
NeoisorutinHMDB
OsyritrinHMDB
OxyritinHMDB
PaliurosideHMDB
Quercetin 3-O-beta-D-rutinosideHMDB
Quercetin 3-O-beta-delta-rutinosideHMDB
Quercetin 3-O-rutinosideHMDB
Quercetin 3-rhamnoglucosideHMDB
Quercetin rhamnoglucosineHMDB
Quercetin-3beta-rutinosideHMDB
Quercetol 3-rhamnoglucosideHMDB
Quercitin 3-rutinosideHMDB
RUTHMDB
RutabionHMDB
Rutin trihydrateHMDB
RutineHMDB
Rutinic acidHMDB
Rutinion acidHMDB
RutinumHMDB
RutosidHMDB
RutosidoHMDB
RutosidumHMDB
RutozydHMDB
SophorinHMDB
TanrutinHMDB
ViolaquercitrinHMDB
Vitamin PHMDB
RutinKEGG
3,3',4',5,7-Pentahydroxyflavone 3-O-rutinosidePhytoBank
3,3’,4’,5,7-Pentahydroxyflavone 3-O-rutinosidePhytoBank
3,3',4',5,7-Pentahydroxyflavone 3-rutinosidePhytoBank
3,3’,4’,5,7-Pentahydroxyflavone 3-rutinosidePhytoBank
3-O-RutinosylquercetinPhytoBank
3-RutinosylquercetinPhytoBank
5,7,3',4'-Tetrahydroxyflavonol-3-O-rutinosidePhytoBank
5,7,3’,4’-Tetrahydroxyflavonol-3-O-rutinosidePhytoBank
IlixathinPhytoBank
MyrticalorinPhytoBank
MyticolorinPhytoBank
Quercetin 3-(6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside)PhytoBank
Quercetin 3-(6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside)PhytoBank
Quercetin 6-O-alpha-L-rhamnosyl-beta-D-glucosidePhytoBank
Quercetin 6-O-α-L-rhamnosyl-β-D-glucosidePhytoBank
Quercetin-3-O-[alpha-L-rhamnopyranosyl-(1->6)-beta-D-glucopyranoside]PhytoBank
Quercetin-3-O-[α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside]PhytoBank
Quercetin 3-O-alpha-L-rhamnopyranosyl-(1->6)-beta-D-glucopyranosidePhytoBank
Quercetin 3-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosidePhytoBank
Quercetin 3-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranosidePhytoBank
Quercetin 3-O-α-L-rhamnopyranosyl-β-D-glucopyranosidePhytoBank
Quercetin 3-O-alpha-rhamnopyranosyl(1''->6')-beta-D-glucopyranosidePhytoBank
Quercetin 3-O-α-rhamnopyranosyl(1''→6')-β-D-glucopyranosidePhytoBank
Quercetin 3-O-α-rhamnopyranosyl(1’’→6’)-β-D-glucopyranosidePhytoBank
Quercetin 3-O-alpha-rhamnopyranosyl(1->6)-beta-glucopyranosidePhytoBank
Quercetin 3-O-α-rhamnopyranosyl(1→6)-β-glucopyranosidePhytoBank
Quercetin 3-O-alpha-rhamnopyranosyl-(1'''->6'')-beta-glucopyranosidePhytoBank
Quercetin 3-O-α-rhamnopyranosyl-(1'''→6'')-β-glucopyranosidePhytoBank
Quercetin 3-O-α-rhamnopyranosyl-(1’’’→6’’)-β-glucopyranosidePhytoBank
Quercetin 3-O-beta-D-(6''-O-alpha-L-rhamnopyranosyl)glucopyranosidePhytoBank
Quercetin 3-O-β-D-(6''-O-α-L-rhamnopyranosyl)glucopyranosidePhytoBank
Quercetin 3-O-β-D-(6’’-O-α-L-rhamnopyranosyl)glucopyranosidePhytoBank
Quercetin 3-O-β-D-rutinosidePhytoBank
Quercetin 3-O-beta-rutinosidePhytoBank
Quercetin 3-O-β-rutinosidePhytoBank
Quercetin 3-beta-rutinosidePhytoBank
Quercetin 3-β-rutinosidePhytoBank
Quercetin-3-O-[alpha-L-rhamnopyranosyl-(1→6)-beta-D-glucopyranoside]PhytoBank
Quercetin 3-O-alpha-L-rhamnopyranosyl-(1→6)-beta-D-glucopyranosidePhytoBank
Quercetin 3-O-alpha-rhamnopyranosyl(1''→6')-beta-D-glucopyranosidePhytoBank
Quercetin 3-O-alpha-rhamnopyranosyl(1→6)-beta-glucopyranosidePhytoBank
Quercetin 3-O-alpha-rhamnopyranosyl-(1'''→6'')-beta-glucopyranosidePhytoBank
Quercetin rutinosidePhytoBank
RutozidPhytoBank
ViolaquercetrinPhytoBank
Hydroxyethylrutosidebiospider
Osyritindb_source
Quercetin 3-b-D-rutinosidedb_source
Quercetin 3-O-[beta-L-rhamnosyl-(1->6)-beta-D-glucoside]biospider
Rutiniondb_source
Rutoside, BAN, INNdb_source
Sophorin?db_source
Vitamin P?db_source
Predicted Properties
PropertyValueSource
Water Solubility3.54 g/LALOGPS
logP0.15ALOGPS
logP-0.87ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)6.37ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area265.52 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity140.15 m³·mol⁻¹ChemAxon
Polarizability57.08 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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
Classification
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
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 53.12%; H 4.95%; O 41.93%DFC
Melting PointMp 214-215 dec. (anhyd.)DFC
Boiling PointNot Available
Experimental Water Solubility0.125 mg/mLMERCK INDEX (1989)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]23D +13.82 (EtOH)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSQuercetin 3-rutinoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-052p-7581190000-d9593c696e6c6e2454edSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_1_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_1_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_1_7, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_1_8, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_1_9, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_1_10, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_2_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_2_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_2_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_2_7, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_2_8, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_2_9, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_2_10, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_2_11, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_2_12, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_2_13, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSQuercetin 3-rutinoside, TMS_2_14, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-03di-0000009000-a6b8403579a83c69506b2012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-03di-0002009000-ffacf122369038644c022012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0w29-5009015000-f74826ba5205775d12b82012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 5V, Positivesplash10-03di-0003109000-85542c3510756d258e112012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITTOF (LCMS-IT-TOF) , Positivesplash10-0ik9-0008109000-f0d08078ad4b887cce0d2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITTOF (LCMS-IT-TOF) , Negativesplash10-0a4i-0000009000-f07697affe03ff93dad32012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITTOF (LCMS-IT-TOF) , Positivesplash10-0udi-0009000000-1b117e308c1ab00aa4a72012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-0a4i-0000009000-270308e3f77a0404dea82017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-0a4i-0010009000-f94b0edacf4c3bc9c9e32017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-0udi-0049001000-8327d9d15b0d22a0c9682017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-0a4i-0000009000-270308e3f77a0404dea82017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-0a4i-0010009000-f94b0edacf4c3bc9c9e32017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-0udi-0049001000-8327d9d15b0d22a0c9682017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0udi-0009100000-dfc0a2b72193a5072dde2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0a4i-0000009000-dd163a2a17fe559c34822017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0a4i-0000009000-7b408d31853f85c126192017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0a4i-0001009000-3a559cbd175dfd7bafc92017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0009005000-a090fd87b44b66b9f0c02017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0009000000-8454cc7afaccaa2be7ac2017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0139143000-0b231bbaf0f8cd578ce92017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0249200000-5766b78c90749219634c2017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udr-1955000000-49ac7b74c557179bbcae2017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0pb9-5539337000-13a750c25d00b7185c082017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-3539010000-707593795636ef3841c12017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-3966000000-61676ecb8f5b5e5147602017-07-26View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 50.32 MHz, DMSO-d6, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Spectrum
ChemSpider ID4444362
ChEMBL IDCHEMBL226335
KEGG Compound IDC05625
Pubchem Compound ID5280805
Pubchem Substance IDNot Available
ChEBI ID28527
Phenol-Explorer ID296
DrugBank IDDB01698
HMDB IDHMDB03249
CRC / DFC (Dictionary of Food Compounds) IDCMH35-W:CMH35-W
EAFUS ID3346
Dr. Duke IDQUERCETIN-3-RHAMNOGLUCOSIDE|QUERCETIN-3-O-BETA-D-RUTOSIDE|QUERCETIN-3-O-RUTINOSIDE|QUERCETIN-3-0-RUTINOSIDE| QUERCITIN-3-RUTINOSIDE|RUTIN|RUTOSIDE
BIGG IDNot Available
KNApSAcK ID3346
HET IDRUT
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDRutin
Phenol-Explorer Metabolite ID296
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
5-hydroxytryptamine inhibitor48279 An agent that blocks the activity of 5-hydroxytryptamine (serotonin), reducing its effects on various bodily functions. Therapeutically, it is used to treat conditions like carcinoid syndrome, migraine, and irritable bowel syndrome, managing symptoms such as diarrhea, flushing, and abdominal pain.DUKE
Aldehyde-oxidase inhibitor23924 An agent that blocks the activity of aldehyde oxidase, an enzyme involved in metabolizing various compounds. Therapeutically, it reduces toxic aldehyde levels, commonly used in managing alcoholism, cancer, and neurodegenerative diseases, such as Alzheimer's and Parkinson's.DUKE
Aldose reductase inhibitor48550 An agent that blocks the activity of aldose reductase, an enzyme involved in glucose metabolism. It reduces oxidative stress and inflammation, commonly used in managing diabetic complications, such as neuropathy, nephropathy, and retinopathy.DUKE
AllelochemicA chemical released by plants that interacts with other organisms, influencing their behavior or growth. Its biological role involves plant defense and communication. Therapeutically, allelochemics have anti-inflammatory, antimicrobial, and antioxidant properties, with applications in managing anxiety, pain, and infections, as well as potential anticancer uses.DUKE
Anti-aggregantAn agent that prevents platelet aggregation, reducing blood clot formation. Its biological role is to inhibit platelet activation, and its therapeutic applications include preventing thrombosis and stroke. Key medical uses include treating cardiovascular diseases, such as myocardial infarction and atrial fibrillation, and managing conditions that increase the risk of blood clots.DUKE
Anti-allergic50857 An agent that reduces or blocks allergic reactions, commonly used to manage symptoms of allergies, such as itching, sneezing, and inflammation, by inhibiting the release of histamine and other chemical mediators, providing relief in conditions like hay fever, asthma, and skin allergies.DUKE
Anti-apoplectic52217 An agent that prevents or reduces the severity of apoplectic strokes, characterized by sudden loss of neurological function. It plays a biological role in maintaining cerebral blood flow and preventing vascular spasms. Therapeutically, it is used to manage stroke risk, cerebral vasospasm, and other cerebrovascular disorders, with key medical applications in neurology and emergency medicine.DUKE
Anti-atherogenic38070 An agent that prevents or reduces the formation of atheromas (plaques) in arteries, thereby lowering the risk of cardiovascular disease. It inhibits the biological processes leading to atherosclerosis, and has therapeutic applications in managing hyperlipidemia, hypertension, and cardiovascular disease, with key medical uses including reducing inflammation and improving lipid profiles.DUKE
Anti-atherosclerotic38070 An agent that prevents or slows the formation of atherosclerosis, a condition characterized by plaque buildup in arteries. It reduces inflammation, improves lipid profiles, and inhibits platelet aggregation, commonly used to manage cardiovascular diseases, such as coronary artery disease, and prevent heart attacks and strokes.DUKE
Anti bacterial33282 An agent that inhibits the growth of or destroys bacteria, playing a crucial role in preventing and treating infections. Therapeutically, it is used to combat bacterial infections, with key medical applications including treating pneumonia, tuberculosis, and skin infections, as well as preventing surgical site infections and sepsis.DUKE
Anti-cancer35610 An agent that inhibits the growth and proliferation of cancer cells, used to treat and manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, to reduce tumor size, prevent metastasis, and improve patient survival.DUKE
Anti capillary-fragilityAn agent that strengthens capillary walls to prevent rupture, reducing bruising and bleeding. It plays a biological role in maintaining vascular integrity, and has therapeutic applications in treating conditions like purpura and hemorrhoids, with key medical uses in preventing and managing microvascular damage.DUKE
Anti-cataract52217 An agent that prevents or slows the formation of cataracts, reducing oxidative stress and inflammation in the lens of the eye, commonly used to manage age-related cataracts and other ocular disorders.DUKE
Anti-clastogenAn agent that inhibits mutagenic agents, preventing chromosome breakage and disruption, used to reduce genetic damage and cancer risk, with therapeutic applications in cancer prevention and treatment, and key medical uses in protecting against radiation and chemical-induced DNA damage.DUKE
Anti convulsant52217 An agent that reduces or prevents seizures, commonly used in managing epilepsy, neuropathic pain, and mood disorders, by stabilizing abnormal electrical activity in the brain.DUKE
Anti CVIAn antibiotic that counteracts colicin V, a protein involved in E. coli immunity, used to combat bacterial infections and potentially applied in treating E. coli-related diseases.DUKE
Anti-dementia52217 An agent that slows or prevents cognitive decline, reducing symptoms of dementia. It plays a biological role in neuroprotection, enhancing neuronal function and survival. Therapeutically, it is used to manage Alzheimer's disease, vascular dementia, and other neurodegenerative disorders, improving memory, cognition, and daily functioning.DUKE
Anti dermatitic50177 An agent that reduces skin inflammation and irritation, commonly used to treat dermatitis, eczema, and other skin disorders, providing relief from itching, redness, and swelling.DUKE
Anti-diabetic52217 An agent that regulates blood sugar levels, enhancing insulin sensitivity or secretion. Therapeutically, it's used to manage diabetes, reducing symptoms and complications, and commonly prescribed to treat type 1 and 2 diabetes, as well as gestational diabetes.DUKE
Anti-edemicAn agent that relieves or prevents edema, reducing abnormal fluid accumulation in tissues or the circulatory system, commonly used to treat conditions such as swelling, inflammation, and water retention.DUKE
Anti erythemic50177 An agent that reduces redness of the skin, often used to treat conditions like rosacea and eczema. It plays a biological role in inhibiting inflammation and dilating blood vessels, and has therapeutic applications in dermatology, with key medical uses including topical creams and ointments to alleviate skin redness and irritation.DUKE
Anti feedantA substance that inhibits normal feeding behavior, found in certain plants, deterring insects and animals from consuming them. Its therapeutic applications include pest control, while key medical uses involve managing insect-borne diseases and reducing crop damage.DUKE
Anti-glaucomicAn agent that reduces intraocular pressure, used to treat and prevent damage to the optic nerve and vision loss associated with glaucoma, promoting eye health and preserving vision.DUKE
Anti-hematuricAn agent that prevents or reduces the presence of blood in urine, playing a crucial role in managing conditions like hematuria. Therapeutically, it helps alleviate symptoms and underlying causes, with key medical uses including treatment of urinary tract infections, kidney stones, and glomerulonephritis.DUKE
Anti-hemorrhoidal52217 An agent that reduces swelling and inflammation of hemorrhoids, commonly used to relieve symptoms of hemorrhoidal disease, such as itching, pain, and bleeding, and to prevent further complications.DUKE
Anti hepatotoxic62868 An agent that protects the liver from damage, reducing toxicity and promoting liver health. It plays a biological role in preventing liver injury and supporting liver function. Therapeutically, it is used to treat liver diseases, such as hepatitis and cirrhosis, and to counteract liver-damaging effects of certain medications and toxins.DUKE
Anti-herpetic22587 An agent that inhibits the replication of herpes viruses, reducing symptoms and severity of infections. Therapeutically, it is used to treat herpes simplex (HSV-1 and HSV-2) and varicella-zoster virus (VZV) infections, commonly used in managing genital herpes, cold sores, and shingles.DUKE
Anti histaminic37956 An agent that blocks histamine receptors, reducing allergic symptoms. Therapeutically, it alleviates itching, sneezing, and runny nose, commonly used in managing allergies, itching, and hives, as well as treating conditions like anaphylaxis and allergic rhinitis.DUKE
Anti hypertensive52217 An agent that lowers blood pressure, reducing the risk of cardiovascular disease. It plays a biological role in relaxing blood vessels, decreasing cardiac workload, and improving blood flow. Therapeutically, it's used to manage hypertension, heart failure, and stroke, with key medical applications in preventing organ damage and improving overall cardiovascular health.DUKE
Anti-inflammatory35472 An agent that reduces inflammation, playing a biological role in suppressing immune responses and therapeutic applications in managing pain, swelling, and redness. Key medical uses include treating arthritis, allergies, and autoimmune disorders, as well as relieving symptoms of conditions such as asthma and dermatitis.DUKE
Anti-malarial33281 An agent that prevents or treats malaria, a disease caused by Plasmodium parasites. It works by targeting the parasite's life cycle, reducing symptoms and preventing transmission. Therapeutically, anti-malarials are used to treat and prevent malaria, as well as to manage related conditions such as babesiosis and toxoplasmosis.DUKE
Anti-melanomic35610 An agent that inhibits melanin production, reducing melanoma cell growth. It has therapeutic applications in treating skin cancers, particularly melanoma, and key medical uses include preventing tumor progression and metastasis, as well as managing pigmentation disorders.DUKE
Anti metastatic35610 An agent that inhibits cancer cell spread, reducing tumor metastasis. It plays a biological role in blocking cell migration and invasion, and has therapeutic applications in cancer treatment. Key medical uses include preventing cancer recurrence and improving survival rates in patients with various types of cancer.DUKE
Anti-mutagenicAn agent that interferes with the mutagenicity of a substance, preventing DNA damage and mutations. Its biological role is to protect cells from genetic alterations, and it has therapeutic applications in cancer prevention and treatment, as well as key medical uses in reducing the risk of genetic disorders and birth defects.DUKE
Anti nephritic52217 An agent that reduces kidney inflammation, commonly used to manage nephritis and other kidney disorders, helping to prevent kidney damage and promote renal health.DUKE
Anti nociceptive35470 An agent that reduces the sensitivity to painful stimuli, blocking the transmission of pain signals. Its biological role is to modulate pain perception, with therapeutic applications in managing acute and chronic pain. Key medical uses include treating headaches, arthritis, and post-surgical pain, as well as providing relief for cancer and neuropathic pain.DUKE
Anti-oxidant22586 An agent that neutralizes free radicals, reducing oxidative stress and cell damage. Its biological role involves protecting cells from harm, and it has therapeutic applications in managing chronic diseases, such as cancer, diabetes, and neurodegenerative disorders, with key medical uses including anti-aging, anti-inflammatory, and cardio protective effects.DUKE
Anti peroxidantAn agent that prevents oxygen atom and peroxide formation, reducing oxidative stress and cell damage. It plays a biological role in protecting cells from free radicals. Therapeutically, it's used to manage conditions like cancer, Alzheimer's, and atherosclerosis, with key medical applications in neuroprotection, cardiovascular health, and anti-aging.DUKE
Anti plateletAn agent that prevents blood clot formation by inhibiting platelet aggregation, used to treat and prevent heart disease, stroke, and other cardiovascular conditions.DUKE
Anti proliferantAn agent that prevents or inhibits cell growth and division, used therapeutically to treat cancer, manage tumor growth, and prevent restenosis after angioplasty, reducing abnormal cell proliferation.DUKE
Anti protozoal33281 An agent that kills or inhibits the growth of protozoa, reducing infection. Therapeutically, it's used to treat protozoal infections such as malaria, giardiasis, and amoebiasis, playing a crucial role in managing parasitic diseases.DUKE
Anti-purpuric50177 An agent that prevents or reduces purpura (bleeding under the skin), commonly used to manage bleeding disorders, easy bruising, and petechiae, promoting blood vessel stability and integrity.DUKE
Anti radicularAn agent that relieves inflammation or irritation of the nerve root of a tooth, reducing pain and discomfort. Its biological role is to target and alleviate radicular pain, with therapeutic applications in endodontics and key medical uses in root canal treatments and tooth sensitivity management.DUKE
Anti-spasmodic52217 An agent that relaxes smooth muscle, reducing muscle spasms and cramps. It plays a biological role in regulating muscle tone and is therapeutically applied to treat conditions such as irritable bowel syndrome, menstrual cramps, and muscle spasms, providing relief from abdominal pain and discomfort.DUKE
Anti sunburn52217 An agent that protects the skin from sun damage, reducing inflammation and preventing burns. Its biological role is to absorb or reflect UV radiation, therapeutic applications include preventing skin cancer and photoaging, and key medical uses include treating sunburn, premature aging, and skin discoloration.DUKE
Anti thrombogenic50248 An agent that prevents blood clot formation, reducing thrombosis risk. Its biological role is to inhibit platelet aggregation and fibrin formation. Therapeutically, it's used to prevent stroke, heart attack, and deep vein thrombosis, with key medical applications in cardiovascular surgery, dialysis, and medical device coatings.DUKE
Anti-thyroidAn agent that inhibits thyroid hormone production, used to treat hyperthyroidism by reducing thyroid hormone levels, commonly applied in managing conditions like Graves' disease.DUKE
Anti trypanosomic33281 An agent that targets and eliminates trypanosomes, parasites causing diseases like sleeping sickness and Chagas disease. It plays a crucial role in treating and preventing these diseases, with therapeutic applications in tropical medicine and key medical uses in treating parasitic infections.DUKE
Antitumor35610 An agent that inhibits tumor growth and proliferation, playing a crucial role in cancer treatment. Therapeutically, antitumors are used to manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, helping to reduce tumor size, prevent metastasis, and improve patient outcomes.DUKE
Antitumor promoter35610 An agent that inhibits tumor growth and progression, reducing cancer cell proliferation. Therapeutically, it prevents tumor development and spread, with key medical uses in cancer prevention and treatment, particularly in combating carcinogenesis and metastasis.DUKE
Anti ulcer49201 An agent that reduces stomach acid and protects the mucous lining, preventing ulcer formation. It is used to treat conditions like gastroesophageal reflux disease (GERD), peptic ulcers, and Zollinger-Ellison syndrome, promoting healing and relieving symptoms.DUKE
Anti-varicose52217 An agent that improves blood circulation and strengthens vein walls, reducing swelling and discomfort. Therapeutically, it is used to manage varicose veins, edema, and hemorrhoids, promoting overall vascular health.DUKE
Anti-viral22587 An agent that inhibits the replication of viruses, playing a crucial role in preventing and treating viral infections. Therapeutically, anti-virals are used to manage diseases such as HIV, herpes, and influenza, reducing symptoms and slowing disease progression. Key medical uses include treating viral hepatitis, respiratory syncytial virus, and COVID-19.DUKE
ApoptoticAn agent that stimulates programmed cell death, playing a crucial biological role in eliminating damaged or unwanted cells. It has therapeutic applications in cancer treatment, and key medical uses include inducing cell death in malignant cells, reducing tumor growth, and enhancing chemotherapy efficacy.DUKE
cAMP-phosphodiesterase inhibitor23924 An agent that blocks the breakdown of cyclic adenosine monophosphate (cAMP), increasing its levels and enhancing cellular signaling. Therapeutically, it is used to treat respiratory diseases such as asthma and chronic obstructive pulmonary disease (COPD), as well as certain cardiovascular conditions.DUKE
Cancer preventive35610 An agent that inhibits the development and progression of cancer, reducing tumor formation and growth. It plays a biological role in blocking carcinogenic pathways, and has therapeutic applications in chemoprevention. Key medical uses include reducing the risk of cancer in high-risk individuals and preventing cancer recurrence.DUKE
CapillariprotectiveAn agent that protects and strengthens capillaries, alleviating conditions such as fragility and permeability. Therapeutically, it helps manage disorders like hemorrhoids and varicose veins, and has applications in reducing inflammation and improving microcirculation, commonly used in vascular health and wound healing.DUKE
CatabolicA biological process that breaks down molecules, releasing energy used to fuel anabolic reactions. Therapeutically, catabolic agents are used to manage weight loss, treat metabolic disorders, and enhance athletic performance. Key medical uses includeDUKE
Catechol O-methyltransferase inhibitor48406 An agent that blocks the activity of catechol O-methyltransferase, an enzyme involved in breaking down catecholamines. Therapeutically, it increases dopamine levels, commonly used in managing Parkinson's disease, depression, and anxiety disorders, as well as treating pain and fibromyalgia.DUKE
Chemopreventive35610 An agent that prevents or delays the development of cancer, reducing the risk of tumor formation and progression. It plays a biological role in inhibiting carcinogenesis, and has therapeutic applications in cancer prevention, with key medical uses including reducing the risk of colorectal, breast, and prostate cancers.DUKE
CholereticAn agent that increases bile production and secretion from the liver, enhancing digestion and fat absorption. Therapeutically, it's used to treat gallstones, liver disease, and indigestion, promoting healthy bile flow and liver function.DUKE
CytoprotectiveAn agent that protects cells from damage caused by noxious chemicals, oxidative stress, or other harmful stimuli, playing a key role in preventing cell injury and death. Therapeutically, cytoprotectives are used to treat conditions such as gastroesophageal reflux disease, mucositis, and neurodegenerative disorders, with applications in oncology, gastroenterology, and neurology.DUKE
Diuretic35498 An agent that increases urine production, helping remove excess fluids and salts from the body. It plays a key biological role in regulating fluid balance and blood pressure. Therapeutically, diuretics are used to treat conditions such as hypertension, edema, and heart failure, helping reduce swelling and lower blood pressure.DUKE
EstrogenicAn agent that mimics the effects of estrogen, regulating female reproductive processes and development. Therapeutically, estrogenic agents are used in hormone replacement therapy, contraception, and treating menopausal symptoms, as well as certain cases of osteoporosis and infertility.DUKE
HemostatAn agent that controls bleeding, playing a biological role in blood coagulation. Therapeutically, it promotes clot formation, and its key medical uses include treating wounds, surgical bleeding, and hemorrhages, helping to stabilize patients and prevent excessive blood loss.DUKE
HepatomagenicAn agent related to or causing abnormal growth of liver tissue or cancer, potentially involved in liver regeneration and carcinogenesis. Its biological role is linked to liver cell proliferation. Therapeutically, it may have applications in liver cancer treatment and regeneration. Key medical uses include studying liver cancer development and exploring novel therapeutic targets.DUKE
Hepatoprotective62868 An agent that protects the liver from damage, promoting liver health and function. It plays a biological role in reducing oxidative stress and inflammation, and has therapeutic applications in managing liver diseases, such as hepatitis and cirrhosis, and key medical uses in treating drug-induced liver injury and toxicities.DUKE
HypocholesterolemicAn agent that lowers cholesterol levels in the blood, playing a crucial role in preventing cardiovascular disease. Therapeutically, it is used to manage hyperlipidemia and reduce the risk of heart disease, with key medical applications including the treatment of high cholesterol, atherosclerosis, and coronary artery disease.DUKE
HypotensiveAn agent that lowers blood pressure, playing a biological role in regulating cardiovascular function. Therapeutically, it's used to manage hypertension, heart failure, and angina, with key medical applications in preventing stroke, kidney disease, and cardiac complications.DUKE
Immunomodulator50846 An agent that regulates the immune system, modifying its response to maintain balance. Therapeutically, it's used to treat autoimmune diseases, prevent transplant rejection, and manage chronic inflammatory conditions, such as rheumatoid arthritis and multiple sclerosis.DUKE
Insecticide24852 An agent that kills or repels insects, used to control pests and prevent disease transmission. Therapeutically, insecticides have applications in public health and veterinary medicine, key medical uses include controlling insect-borne diseases such as malaria, typhus, and Lyme disease.DUKE
Insectiphile24852 A venom-derived peptide with anti-inflammatory and antimicrobial properties, promoting wound healing and tissue repair. Therapeutically, it has applications in managing infections, reducing inflammation, and accelerating recovery. Key medical uses include wound care, infection control, and tissue regeneration.DUKE
JuvabionalA regulator of insect development, reproduction, and growth, juvenile hormone inhibitor, used in pest control and insecticide development, with potential applications in agriculture and entomology.DUKE
LarvistatAn insect growth regulator that inhibits larval development, used to control mosquito populations and prevent disease transmission, with key applications in public health and vector control.DUKE
Lipoxygenase inhibitor35856 An agent that blocks the activity of lipoxygenase enzymes, reducing inflammation and oxidative stress. Therapeutically, it's used to manage conditions like asthma, atherosclerosis, and cancer, by inhibiting the production of pro-inflammatory leukotrienes. Key medical uses include treating respiratory and cardiovascular diseases.DUKE
MutagenicAn agent that induces genetic mutations, altering DNA sequences. It plays a biological role in evolution and adaptation. Therapeutically, mutagenic agents are used in cancer treatment, such as chemotherapy, and in gene therapy to introduce beneficial traits. Key medical uses include oncology and genetic research.DUKE
MyoprotectiveAn agent that protects smooth muscle, alleviating or preventing conditions such as spasms and hypertension, with therapeutic applications in managing cardiovascular and gastrointestinal disorders.DUKE
MyorelaxantAn agent that reduces muscle contractility by blocking nerve impulses or decreasing motor end plate excitability, used therapeutically to relieve muscle spasms, tension, and pain, commonly in managing musculoskeletal disorders, anxiety, and insomnia.DUKE
Oviposition stimulantAn agent that stimulates egg-laying, particularly in insects, by activating the ovipositor. Its biological role is to induce reproduction, and it has therapeutic applications in pest control and entomology. Key medical uses include managing insect populations and understanding reproductive biology.DUKE
Platelet aggregation factor inhibitor50427 An agent that blocks platelet activation and aggregation, reducing blood clot formation. Therapeutically, it prevents thrombosis, commonly used in managing cardiovascular diseases, such as stroke and heart attack, and in patients undergoing angioplasty or coronary artery bypass grafting.DUKE
Pesticide25944 An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections.DUKE
ProtisticideAn agent that kills protozoans, used as a herbicide or in therapeutic applications to treat protozoan infections, with key medical uses including managing parasitic diseases and infections.DUKE
Radioprotective35232 An agent that shields cells from radiation damage, reducing oxidative stress and DNA harm. Its biological role is to mitigate radiation-induced injury, and it has therapeutic applications in cancer treatment, space exploration, and nuclear medicine, with key medical uses including protection of healthy tissues during radiation therapy.DUKE
Sunscreen52217 A topical agent that blocks UV radiation, preventing skin damage and reducing the risk of skin cancer. Its therapeutic applications include protection against sunburn, photoaging, and photodermatoses. Key medical uses include prevention of melanoma, basal cell carcinoma, and squamous cell carcinoma, as well as management of photosensitive disorders.DUKE
Topoisomerase-II inhibitor50750 An agent that blocks the activity of topoisomerase-II, an enzyme involved in DNA replication. It prevents cancer cell growth by disrupting DNA structure, commonly used in chemotherapy to treat various types of cancer, including leukemia and lymphoma.DUKE
Vasodilator35620 An agent that widens blood vessels, reducing blood pressure and increasing blood flow. It plays a biological role in regulating cardiovascular function. Therapeutically, vasodilators are used to treat conditions such as hypertension, angina, and heart failure, improving oxygen delivery and reducing cardiac workload.DUKE
VasopressorAn agent that causes constriction of blood vessels, increasing blood pressure. It plays a biological role in regulating blood pressure and fluid balance. Therapeutically, vasopressors are used to treat hypotension, shock, and bleeding, and have key medical applications in surgery, trauma, and critical care.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— 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.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.