Kaempferol






Names

    • 3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one
    • Z57183373
    • kaempferol
    • KAEMPFEROL [MI]', "5,4'-Trihydroxyflavonol", 'Prestwick0_001098
    • BIDD:PXR0073
    • NCGC00016480-01
    • Oprea1_650954
    • CCG-202823
    • Kempferol
    • LMPK12110003
    • NCGC00257464-01
    • KAEMPFEROL [USP-RS]
    • HMS3414C03
    • EINECS 208-287-6
    • Kempferol , Robigenin', "Flavone,4',5,7-tetrahydroxy-", 'ACon1_001867
    • MLS006010737
    • AB00514046
    • GTPL11052
    • NCGC00179275-02
    • HSCI1_000027
    • CI 75640
    • Kaempferol,(S)
    • Populnetin
    • BSPBio_001176
    • Kampcetin
    • CHEBI: 28499
    • 4H-1-Benzopyran-4-one,5,7-trihydroxy-2-(4-hydroxyphenyl)-
    • BRD-K12807006-001-18-5
    • KAEMPFEROL (IARC)
    • AI3-36096
    • s2314
    • 4det
    • Nimbecetin
    • SPBio_003058
    • H10428
    • Campherol
    • AKOS015895240
    • KAEMPFEROL [HSDB]
    • Prestwick1_001098
    • Kaempferol, >=90% (HPLC), powder
    • NSC 656277
    • BRN 0304401', "3,5,7,4'-Tetrahydroxyflavone", 'DTXSID7020768
    • Kaempferol (Standard)
    • TNP00039
    • KAEMPFEROL [IARC]
    • BDBM7462
    • NCGC00016480-05
    • NCGC00016480-09
    • A91A6666-86C8-4B33-B3EF-F74CD3CD7F47
    • CS-1273
    • NSC656277
    • 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
    • Indigo Yellow
    • HMS2098K18
    • Kaempferol 100 microg/mL in Acetonitrile
    • Tox21_303363
    • Rhamnolutein
    • Kaempherol
    • Tox21_201165
    • Kaempferol, United States Pharmacopeia (USP) Reference Standard
    • BRD-K12807006-001-05-2
    • DB01852
    • 3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one??
    • NCGC00016480-06
    • HSDB 7703
    • NCGC00016480-08
    • Kaempferol, primary pharmaceutical reference standard
    • CCRIS 41
    • SR-01000765646-3
    • 3,5,7-Tetrahydroxyflavone
    • 4H-1-Benzopyran-4-one,3,5,7-trihydroxy-2-(4-hydroxyphenyl)-
    • HMS3884B13
    • Kampherol
    • NCGC00091036-01
    • MFCD00016938
    • NS00001605
    • HY-14590R
    • Kaemferol', "5,7,4'-Trihydroxyflavonol", 'Pelargidenolon 1497
    • 5-18-05-00251 (Beilstein Handbook Reference)
    • BPBio1_001294
    • Prestwick2_001098
    • Robigenin
    • Prestwick3_001098
    • Q-100584
    • BRD-K12807006-001-19-3
    • AC-544
    • Pelargidenon
    • Kaempferol, >=97.0% (HPLC)
    • NCGC00016480-04
    • Kampferol
    • Swartziol', "3,4',5,7-Tetrahydroxyflavone", 'Pelargidenolon
    • C.I. 75640
    • MEGxp0_001283
    • SY023424
    • BRD-K12807006-001-17-7
    • 520-18-3
    • Kaempferol, analytical standard
    • cid_5280863
    • BRD-K12807006-001-10-2
    • HMS3678C03
    • Kaempferol
    • SW197199-2', "3,4',5,7-tetrahydroxy-Flavone (7CI,8CI)", 'C05903
    • HMS2267I09
    • NSC-656277
    • BP-25390
    • SMR000112585
    • CAS-520-18-3
    • UNII-731P2LE49E
    • 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one #
    • BIDD:ER0134
    • 731P2LE49E', "3'-DEOXYQUERCETIN", 'CHEMBL150
    • CHEBI:28499
    • NCGC00179275-01
    • KAEMPFEROL (CONSTITUENT OF GINKGO)
    • EN300-205764
    • S00111', "Flavone, 3,4',5,7-tetrahydroxy- (7CI,8CI)", 'KAEMPFEROL (CONSTITUENT OF GINKGO) [DSC]
    • NCGC00016480-03
    • Q393336
    • GS-3570
    • Trifolitin
    • 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • SCHEMBL18817
    • DTXCID30768
    • NCGC00091036-02
    • 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-chromen-4-one
    • HY-14590
    • HMS1571K18
    • K0018
    • NSC-407289
    • NCGC00258717-01
    • MLS001055391
    • NCGC00164322-01
    • 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)- (9CI)', "3,4',5,7-Tetrahydroxyflavone, 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one", "4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-5,7,4'-Trihydroxyflavonol"
    • Rhamnolutin
    • Kempferol;Robigenin
    • NCGC00016480-02
    • HMS3656M03
    • NCGC00016480-07
    • NSC407289
    • MLS000697730
    • MLS001074884
    • SR-01000765646
    • 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-', "Flavone, 3,4',5,7-tetrahydroxy-", 'NSC 407289

Attributes

  • Canonical SMILES

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

  • InChI

    InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H

  • Molecule Class: Flavonoids
  • TPSA: 111.13000000000001
  • #RotBonds: 1
  • MW: 286.239
  • HBD: 4
  • HBA: 6
  • logP: 2.282400000000001
  • Chemical Formula: C15H10O6


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. catharinensis Brazil 403124 UEC117862
    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).

Compound-Protein Relationships


Compound Activities

    • Antimicrobial
    • Acetylcholinesterase inhibitory
    • Antiherpetic
    • Antiviral
    • Cytotoxicity
    • Antiherpes
    • Antimycobacterial

Predicted NMR Spectral Data


Predicted MS Fragmentation Patternn


Predicted ADMET Properties

    Category Property Name Predicted Value
    Absorption Caco-2 (logPaap) -5.26
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.12
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -0.35
    Distribution Blood-Brain Barrier (Central Nervous System) -2.75
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.83
    Plasma Protein Binding 91.39
    Steady State Volume of Distribution 0.27
    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 Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 5.81
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Safe
    Bioconcentration Factor 1.16
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Toxic
    Eye Corrosion Safe
    Eye irritation Toxic
    Maximum Tolerated Dose 1.17
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.03
    Micronucleos Toxic
    NR-AhR Toxic
    NR-AR Safe
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Toxic
    NR-ER-LBD Toxic
    NR-GR Toxic
    NR-PPAR-gamma Safe
    NR-TR Safe
    T. Pyriformis 3.44
    Rat (Acute) 2.46
    Rat (Chronic Oral) 3.03
    Fathead Minnow 4.1
    Respiratory Disease Safe
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Toxic
    SR-p53 Safe
    General Properties Boiling Point 475.42
    Hydration Free Energy -12.26
    Log(D) at pH=7.4 1.88
    Log(P) 1.97
    Log S -3.62
    Log(Vapor Pressure) -8.02
    Melting Point 317.08
    pKa Acid 7.48
    pKa Basic 6.26