Quercetin






Names

    • MixCom3_000183
    • NCGC00168962-01
    • Meletin
    • KUC104418N
    • Quertine
    • NCGC00015870-12
    • UNII-9IKM0I5T1E
    • NCGC00015870-22
    • Prestwick1_000507
    • KBioGR_000408
    • GTPL5346
    • WLN: T66 BO EVJ CR CQ DQ & DQ GQ IQ
    • HSDB 3529
    • Q-200333
    • Tox21_500999
    • EU-0100999
    • Ci-75670
    • EINECS 204-187-1
    • SCHEMBL219729
    • 49643640-FD4C-4B93-BD28-0D7C2021CC52
    • 3,5,7-trihydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one
    • 5-18-05-00494 (Beilstein Handbook Reference)', "3,5,7,3',4'-Pentahydroxyflavon", 'Kvercetin [Czech]
    • BBL005513
    • NCGC00015870-03
    • Quercetin, >=95% (HPLC), solid', "3,4',5,5',7-pentahydroxy-Flavone", 'AKOS000511724
    • NCGC00015870-18
    • DTXSID4021218', "3,3',4,5,7-Pentahydroxyflavone", '2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chromen-4-one
    • Quercetin (constituent of ginkgo)
    • Maybridge1_008992
    • Q 0125
    • NCGC00015870-17
    • SDCCGSBI-0050972.P003
    • CHEMBL50
    • Prestwick2_000507
    • BRD-K97399794-001-02-1
    • 9IKM0I5T1E
    • LNS-5662
    • Spectrum3_000642
    • NSC324608
    • S00057
    • Quercetin,
    • NCGC00015870-11
    • C.I. Natural Yellow 10
    • SMP1_000252
    • Bio2_000374
    • HMS3414J21
    • QUERCETIN (IARC)
    • 117-39-5
    • Quercetin2H2O
    • BRD-K97399794-001-07-0
    • SR-01000076098-11
    • HMS1923O19
    • UPCMLD-DP081
    • NSC 57655
    • NCGC00015870-07
    • NCGC00015870-06
    • KBioGR_001293
    • C.I. Natural yellow 10 & 13', "Flavone, 3,3',4',5,7-pentahydroxy-", 'NSC 9219
    • Quercetin (GMP)', "3',4',5,7-tetrahydroxyflavon-3-ol", 'BRN 0317313
    • Spectrum2_000059
    • 4mra
    • SR-01000076098-8
    • Ritacetin
    • NCGC00015870-28
    • CI 75670
    • 2-(3,4-DIHYDROXYPHENYL)-3,5,7-TRIHYDROXY-4H-BENZOPYRAN-4-ONE
    • NCGC00259857-01
    • QUERCETIN [VANDF]
    • NCGC00168962-03
    • NS00001142
    • SGCUT00001', "3,4',5,7-Pentahydroxyflavone", 'CI Natural Yellow 10 & 13
    • HMS3678J19
    • DivK1c_000485
    • BPBio1_000477
    • NCGC00025016-06
    • Quercetine
    • KBio3_000776
    • Xanthaurine
    • SR-01000076098
    • HY-18085G
    • KBio2_003152
    • Quercetin_sathishkumar
    • NCGC00015870-02
    • Quercetin 100 microg/mL in Acetonitrile
    • Prestwick0_000507
    • KBioSS_000408
    • AC-29756
    • KSC-10-126
    • Bio2_000854
    • Bio1_001347
    • Bio1_000858
    • NCGC00015870-05
    • NCGC00015870-24
    • C.I. Natural red 1
    • NCGC00168962-02
    • Quercetin content
    • 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one #
    • BRD-9794
    • NCGC00015870-48
    • BSPBio_000433
    • QUERCETIN [MI]
    • Spectrum5_001389
    • Lopac0_000999
    • NCGC00015870-25
    • Corvitin
    • QUERCETIN (CONSTITUENT OF GINKGO) [DSC]
    • Quercetin (Standard)
    • KBio2_000584
    • SR-01000076098-1
    • quercetin
    • 2-(3,4-Dihydroxy-phenyl)-3,5,7-trihydroxy-chromen-4-one
    • BRD-K97399794-001-11-2
    • QUERCETIN [IARC]
    • Tocris-1125
    • ACon1_000560
    • NSC-57655
    • HMS1990F09
    • NCGC00015870-08
    • BRD9794
    • NCGC00254218-01
    • Quercetol
    • KBio1_000485
    • Quercetin
    • BRD-K97399794-335-05-6
    • 3cf8
    • MEGxp0_000381
    • Q0025
    • Lipoflavon', "3',4',5,7-Tetrahydroxyflavan-3-ol", '2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one
    • LP00999
    • AC-19596
    • Natural Yellow 10
    • NCI-C60106', "3'-hydroxykaempferol", 'CHEBI:16243
    • KBioSS_000584
    • SMR000112559
    • NCGC00168962-04
    • LDN-0052529', "Flavone, 3,4',5,5',7-pentahydroxy-", 'DTXCID001218
    • Prestwick3_000507
    • HMS3656C15
    • Tox21_300285
    • NCGC00025016-01
    • Kvercetin
    • LIM-5662
    • NCIOpen2_007628
    • to_000078', "3,4',5,5',7-pentahydroxyflavone", 'Tox21_202308
    • SPBio_002354
    • 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chromone;hydrate
    • NCGC00015870-15
    • Quercitin
    • KUC107684N
    • NIOSH/LK8760000
    • NCGC00015870-09
    • C15H10O7
    • SPECTRUM1500672
    • Z57176222
    • CI Natural Red 1
    • KBio3_000775
    • TNP00089
    • C.I. 75670
    • Quercetin Phenolic
    • BDBM7460
    • KBio2_005720
    • NCI60_042036
    • Quercetin1540
    • (+)-4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-
    • TNP00070
    • Enicostemma Littorale Blume
    • NCGC00025016-05
    • NSC9219
    • SW148203-4', "Quercetin; 3,3',4',5,7-Pentahydroxyflavone", 'C00389
    • NCIOpen2_007882
    • LMPK12110004
    • HMS3263G19
    • KBio2_005544
    • NSC58588
    • Meletin;Sophoretin
    • IDI1_002129
    • SR-01000076098-3
    • HMS1792F09
    • EN300-199773
    • NSC-756660
    • KBio2_000408
    • BRD-K97399794-001-15-3
    • NCGC00015870-23
    • Lopac-Q-0125
    • NCGC00261684-01
    • T-Gelb bzw. grun 1
    • STK365650
    • NSC756660
    • 2-(3,4-Dihydroxyphenyl)-4H-1-benzopyran-4-one
    • QUERCETIN [HSDB]
    • NCGC00015870-21
    • HMS3267M12
    • HMS3649D04
    • NCGC00015870-19
    • DS-3416
    • DB04216
    • SCHEMBL19723
    • 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one', "3,3',4',5,7-Pentahydroxyflavone", 'Cyanidelonon 1522
    • NCGC00015870-36
    • BRD-K97399794-001-16-1
    • BRD-K97399794-335-03-1
    • NCGC00015870-16
    • SY057722', "(+)-3,3',4',5,7-Pentahydroxyflavone", 'Quercetin, Sophoretin, Meletin, Quercetine
    • 4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-,zirconium(2+)salt(1:1)
    • AH-357/03514064', "Flavone, 3,3',4',5,7-pentahydroxy-, (+)-", 'Q409478
    • NCGC00025016-02
    • 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one
    • Spectrum4_000807
    • CI Natural Yellow 10
    • 74893-81-5
    • NCGC00015870-13
    • NCGC00015870-04
    • NCGC00025016-07
    • QUERCETIN [DSC]
    • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-
    • NSC-9219
    • SDCCGSBI-0050972.P010
    • K00029
    • Quercetin 1000 microg/mL in Acetone
    • BRD-K97399794-001-09-6
    • QUERCETIN (USP-RS)
    • AI3-26018
    • QUE
    • Dikvertin
    • LK87600000
    • NCGC00015870-50
    • CU-01000012502-3
    • IDI1_000485
    • KSC-23-76
    • BRD-K97399794-335-06-4
    • SR-01000076098-7
    • QUERCETIN [USP-RS]
    • CAS-117-39-5', "3,5,7,3',4'-pentahydroflavone", 'NSC57655
    • CCRIS 1639
    • Spectrum_000124
    • BIDD:ER0315
    • BRD-K97399794-001-14-6
    • BSPBio_001068
    • NCGC00015870-01
    • s2391
    • NCGC00025016-04
    • QUERCETIN [WHO-DD]
    • HY-18085R
    • CS-0638666
    • Quercetin (Sophoretin)
    • MLS006011766
    • HMS501I07
    • Quer
    • NCGC00025016-08
    • NCGC00025016-03
    • KBio3_001463', "3,7,3',4'-Pentahydroxyflavone", 'NINDS_000485', "3',4',5,7-tetrahydroxyflavonol", "3',5,7-Tetrahydroxyflavan-3-ol", 'Bio1_000369
    • HY-18085
    • T-GELB BZW, GRUN 1
    • Cyanidenolon 1522
    • Korvitin
    • HMS1362F09
    • Sophoretin
    • NCGC00015870-10
    • 4dfu
    • BiomolKI_000062
    • BIDD:PXR0007
    • LDN 0052529
    • Flavin meletin', "3,5,7,3',4'-Pentahydroxyflavone", 'Quertin
    • BiomolKI2_000068
    • KBio2_002976
    • CCG-40054', "Flavone,3',4',5,7-pentahydroxy-", 'HB0542
    • SPBio_000217
    • NCGC00015870-14
    • CS-3981
    • P0042
    • 3,5,7-Trihydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-on
    • MFCD00006828
    • UPCMLD-DP081:001
    • BSPBio_002243

Attributes

  • Canonical SMILES

    C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O

  • InChI

    InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H

  • Molecule Class: Flavonoids
  • TPSA: 131.36
  • #RotBonds: 1
  • MW: 302.238
  • HBD: 5
  • HBA: 7
  • logP: 1.9880000000000009
  • Chemical Formula: C15H10O7


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. catharinensis Brazil 403124 UEC117862
    T. heyneana India 2563820 -
    T. pandacaqui Cuba, Thailand 761085 -

External Databases


References

  • Acetylcholinesterase Inhibitor From Tabernaemontana pandacaqui Flowers Natural Product Communications, 2020 (DOI).
  • HPLC analysis and antimicrobial, antimycobacterial and antiviral activities of Tabernaemontana catharinensis A. DC Journal of Applied Biomedicine, 2015 (DOI).
  • Simultaneous Extraction Optimization and Analysis of Flavonoids from the Flowers of Tabernaemontana heyneana by High Performance Liquid Chromatography Coupled to Diode Array Detector and Electron Spray Ionization/Mass Spectrometry. ISRN Biotechnol, 2013 (PMID 25969771).

Compound-Protein Relationships


Compound Activities

    • Antioxidant
    • Antihypercholesterolemic
    • Antimicrobial
    • Acetylcholinesterase inhibitory
    • Antiherpetic
    • Antiviral
    • Cytotoxicity
    • Antithrombogenic
    • Antiherpes
    • Antimycobacterial

Predicted NMR Spectral Data


Predicted MS Fragmentation Patternn


Predicted ADMET Properties

    Category Property Name Predicted Value
    Absorption Caco-2 (logPaap) -5.8
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.36
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability 0.23
    Distribution Blood-Brain Barrier (Central Nervous System) -3.12
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.8
    Plasma Protein Binding 97.17
    Steady State Volume of Distribution 0.14
    Metabolism Breast Cancer Resistance Protein Inhibitor
    CYP 1A2 Inhibitor Inhibitor
    CYP 1A2 substrate Non-Substrate
    CYP 2C19 Inhibitor Non-Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 8.91
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Safe
    Bioconcentration Factor 0.38
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Toxic
    Eye Corrosion Safe
    Eye irritation Toxic
    Maximum Tolerated Dose 1.18
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.12
    Micronucleos Toxic
    NR-AhR Toxic
    NR-AR Safe
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Toxic
    NR-ER-LBD Safe
    NR-GR Safe
    NR-PPAR-gamma Safe
    NR-TR Safe
    T. Pyriformis 3.1
    Rat (Acute) 2.5
    Rat (Chronic Oral) 3.46
    Fathead Minnow 3.94
    Respiratory Disease Safe
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Toxic
    SR-p53 Safe
    General Properties Boiling Point 507.2
    Hydration Free Energy -11.02
    Log(D) at pH=7.4 1.39
    Log(P) 1.69
    Log S -3.12
    Log(Vapor Pressure) -8.26
    Melting Point 327.42
    pKa Acid 6.94
    pKa Basic 7.18