Identification
NameHESPERIDIN
Accession NumberDB04703
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs NDI 590 / NSC-44184
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
Categories
UNIIE750O06Y6O
CAS numberNot Available
WeightAverage: 610.5606
Monoisotopic: 610.189770418
Chemical FormulaC28H34O15
InChI KeyQUQPHWDTPGMPEX-QJBIFVCTSA-N
InChI
InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1
IUPAC Name
(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-{[(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}-3,4-dihydro-2H-1-benzopyran-4-one
SMILES
COC1=CC=C(C=C1O)[C@@H]1CC(=O)C2=C(O1)C=C(O[C@@H]1O[[email protected]](CO[C@@H]3O[C@@H](C)[[email protected]](O)[C@@H](O)[[email protected]]3O)[C@@H](O)[[email protected]](O)[[email protected]]1O)C=C2O
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Aurora kinase BProteinunknownNot AvailableHumanQ96GD4 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis Reference

Hiromi Hijiya, Toshio Miyake, ".alpha.-glycosyl hesperidin, and its preparation and uses." U.S. Patent US5652124, issued June, 1983.

US5652124
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials
PhaseStatusPurposeConditionsCount
2Unknown StatusTreatmentEndothelial Dysfunction / Metabolic Syndromes1
2WithdrawnTreatmentBMI >30 kg/m2 / Insulin Resistance1
3CompletedPreventionOsteoporosis, Osteopenia1
3Unknown StatusTreatmentChronic Venous Insufficiency (CVI) / Diseases1
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.69 mg/mLALOGPS
logP-0.27ALOGPS
logP-0.31ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)9.51ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count15ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area234.29 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity140.77 m3·mol-1ChemAxon
Polarizability58.76 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET featuresNot Available
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0a4i-0000009000-8c42f8adffac7d78b94cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0zfr-0006009000-1f68460ef007fbd1cfa9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0009002000-26d653ee690ce5c6cd20View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0009000000-a4d68b31e046fbf057d6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0019000000-e9135e61d5aa11f40135View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0119003000-80c5f918f82d46fc1131View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0029000000-15e7bff1df4ba788d095View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0udi-0009000000-a811b5953ee6e8b12d94View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0udi-0009000000-ca9c0e198f1ffa978d71View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-0udi-0009000000-283330c229581467aa8cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-0a4i-0002009000-ef46dd12935025cc99f3View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-0udi-0009002000-4750b2aa846256abc7dcView in MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-0udi-0029000000-5abbbe61f9472ac9f446View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-0udi-0009000000-865b6028ed5cc1fd73d8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0ika-0003906000-8e92397c3ef59083d90bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0udi-0109500000-d16e1ccb83edc18c2285View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0udi-0109000000-44829065079eda0599e1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0udi-0209000000-edd02887a04b421dbb39View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0udi-0819000000-3ad8fb39515b5eaa0fd2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
1D NMR13C NMR SpectrumNot Available
Taxonomy
DescriptionThis 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.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavonoid glycosides
Direct ParentFlavonoid-7-O-glycosides
Alternative Parents4'-O-methylated flavonoids / Flavanones / 5-hydroxyflavonoids / 3'-hydroxyflavonoids / Phenolic glycosides / Alkyl glycosides / O-glycosyl compounds / Disaccharides / Chromones / Methoxyphenols
SubstituentsFlavonoid-7-o-glycoside / Methoxyflavonoid skeleton / 4p-methoxyflavonoid-skeleton / Hydroxyflavonoid / Flavanone / Fatty acyl glycoside / 5-hydroxyflavonoid / 3'-hydroxyflavonoid / Flavan / Phenolic glycoside
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptorsrutinoside, disaccharide derivative, 3'-hydroxyflavanones, flavanone glycoside, dihydroxyflavanone, monomethoxyflavanone (CHEBI:28775 ) / Flavanones (C09755 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Protein serine/threonine/tyrosine kinase activity
Specific Function:
Serine/threonine-protein kinase component of the chromosomal passenger complex (CPC), a complex that acts as a key regulator of mitosis. The CPC complex has essential functions at the centromere in ensuring correct chromosome alignment and segregation and is required for chromatin-induced microtubule stabilization and spindle assembly. Involved in the bipolar attachment of spindle microtubules ...
Gene Name:
AURKB
Uniprot ID:
Q96GD4
Molecular Weight:
39310.195 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Drug created on September 11, 2007 11:49 / Updated on June 24, 2017 13:22