Myricetin






Names

    • C07E0ED2-ABF6-4BD3-A2B2-A98CAEF20FD1
    • CCRIS 5838
    • Myricetol
    • STL284709', "3,7,3',4',5'-Hexahydroxyflavone", 'AKOS015903103
    • KBio2_001981
    • 4gqr
    • GTPL13074
    • KS-5268
    • Myricetin, primary pharmaceutical reference standard
    • NCGC00261425-01
    • NSC-407290
    • Prestwick3_000465
    • BCP28295
    • BRD-K43149758-001-22-7
    • HMS3262C22
    • MFCD00006827', "3,3',4,4',5',7-Hexahydro-2-phenyl-4H-chromen-4-one", 'BRN 0332331
    • NCGC00015697-25
    • M2131
    • NCGC00015697-02
    • Myricetin - CAS 529-44-2
    • EU-0100740
    • HSDB 7682
    • NS00014642
    • KBio2_007117
    • MLS006010718
    • Cannabiscetin; HSDB 7682; HSDB7682; HSDB-7682
    • cid_5281672
    • Prestwick1_000465
    • HMS1569M12
    • NCGC00015697-06
    • DA-65734
    • 3,3′,4′,5,5′,7-Hexahydroxyflavone
    • Prestwick_342
    • Myricitin', "3,3',4',5,5',7-Hexahydroxyflavone", "3,5,7,3',4',5'-Hexahydroxyflavone", '3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
    • S00115', "3,3',4',5,5',7-hexahydroxy-(8CI)- flavone", 'Q951449
    • 4H-1-Benzopyran-4-one,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-
    • NSC 407290
    • NCGC00015697-07
    • EINECS 208-463-2
    • DTXSID8022400
    • 2o63
    • delphidenolon 1575
    • MYRICETIN [MI]
    • 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
    • HY-15097R
    • 76XC01FTOJ
    • NCGC00179517-02
    • DivK1c_006627
    • HMS2096M12
    • MYRICETIN [HSDB]
    • SDCCGSBI-0050718.P008', "3,3',4',5,5',7-hexOH-Flavone", "Flavone,3',4',5,5',7-hexahydroxy-", 'NCGC00015697-01
    • CAS-529-44-2
    • NCGC00015697-03
    • Cannabiscetin
    • Tox21_500740
    • UNII-76XC01FTOJ
    • BIDD:PXR0079
    • REGID_for_CID_5281672
    • Myricetin, >=96.0%, crystalline
    • Prestwick0_000465
    • LMPK12110001
    • Q-100601
    • Spectrum4_001272
    • BSPBio_000570
    • 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one #
    • HY-15097
    • Spectrum_001501
    • TNP00286
    • NCGC00015697-10
    • SpecPlus_000531
    • NCGC00015697-09
    • SW196616-2
    • BDBM15236
    • NCGC00015697-12
    • 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-
    • NCGC00015697-14
    • NCGC00094083-04
    • BRD-K43149758-001-23-5
    • HB0434
    • SR-01000076005-6
    • CCG-204825
    • SY051702
    • SR-01000076005
    • myricetin
    • M 6760
    • SDCCGSBI-0050718.P003
    • SR-01000076005-1
    • MLS002153825
    • SPBio_002509
    • LP00740
    • Myricetin
    • SMR001233193
    • DB02375
    • KBio1_001571
    • NCGC00015697-08
    • Lopac0_000740
    • Spectrum5_000692
    • Lopac-M-6760
    • AC-4533
    • NCGC00015697-05
    • BIDD:ER0142
    • KBioGR_001884
    • NCGC00015697-04
    • CHEBI: 18152
    • CHEMBL164', "FLAVONE, 3,3',4',5,5',7-HEXAHYDROXY-", 'Myricetin from Myrica cerifera leaf and bark
    • NCGC00094083-02
    • NCGC00179517-01
    • Myricetin (Cannabiscetin)
    • NCGC00094083-03
    • MEGxp0_000357
    • Myricetin, >=96.0% (HPLC)
    • C15H10O8
    • NCGC00015697-11
    • ACon1_000267
    • 3,4,5-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-7-one
    • Myricetin, analytical standard
    • NCI60_003870
    • SCHEMBL19302
    • 529-44-2
    • Prestwick2_000465
    • BPBio1_000628
    • KBioSS_001981
    • BRD-K43149758-001-04-5
    • NCGC00015697-13
    • Myricetin (Standard)
    • HMS2231L04
    • HMS3656I05
    • NCGC00094083-01
    • Myrc
    • CS-6221
    • NSC407290
    • KBio2_004549
    • 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one
    • CHEBI:18152

Attributes

  • Canonical SMILES

    C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O

  • InChI

    InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H

  • Molecule Class: Flavonoids
  • TPSA: 151.58999999999997
  • #RotBonds: 1
  • MW: 318.23699999999997
  • HBD: 6
  • HBA: 8
  • logP: 1.6936000000000004
  • Chemical Formula: C15H10O8


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. pandacaqui Cuba, Thailand 761085 -

External Databases


References

  • Acetylcholinesterase Inhibitor From Tabernaemontana pandacaqui Flowers Natural Product Communications, 2020 (DOI).

Compound-Protein Relationships


Compound Activities

    • Acetylcholinesterase inhibitory

Predicted NMR Spectral Data


Predicted MS Fragmentation Patternn


Predicted ADMET Properties

    Category Property Name Predicted Value
    Absorption Caco-2 (logPaap) -6.32
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.65
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability 0.83
    Distribution Blood-Brain Barrier (Central Nervous System) -3.33
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.72
    Plasma Protein Binding 100.2
    Steady State Volume of Distribution 0.08
    Metabolism Breast Cancer Resistance Protein Non-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 10.99
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Safe
    Bioconcentration Factor -0.48
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Safe
    Liver Injury I Toxic
    Eye Corrosion Safe
    Eye irritation Toxic
    Maximum Tolerated Dose 1.05
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.0
    Micronucleos Toxic
    NR-AhR Toxic
    NR-AR Safe
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Safe
    NR-PPAR-gamma Safe
    NR-TR Safe
    T. Pyriformis 2.66
    Rat (Acute) 2.48
    Rat (Chronic Oral) 3.9
    Fathead Minnow 3.76
    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 545.86
    Hydration Free Energy -10.46
    Log(D) at pH=7.4 0.72
    Log(P) 1.39
    Log S -2.93
    Log(Vapor Pressure) -8.5
    Melting Point 339.24
    pKa Acid 7.36
    pKa Basic 7.94