Np mrd loader

You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on NP-MRD.
Record Information
Version1.0
Created at2021-06-22 17:18:10 UTC
Updated at2021-06-22 17:18:10 UTC
NP-MRD IDNP0043798
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Methoxyflavone
Description3-Methoxyflavone belongs to the class of organic compounds known as 3-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone. It was first documented in 2018 (PMID: 30262733). Based on a literature review a significant number of articles have been published on 3-Methoxyflavone (PMID: 33968581) (PMID: 32328352) (PMID: 31562895) (PMID: 31520282).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC16H12O3
Average Mass252.2690 Da
Monoisotopic Mass252.07864 Da
IUPAC Name3-methoxy-2-phenyl-4H-chromen-4-one
Traditional Name3-methoxy-2-phenylchromen-4-one
CAS Registry NumberNot Available
SMILES
COC1=C(OC2=CC=CC=C2C1=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C16H12O3/c1-18-16-14(17)12-9-5-6-10-13(12)19-15(16)11-7-3-2-4-8-11/h2-10H,1H3
InChI KeyZAIANDVQAMEDFL-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 600 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 151 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 150 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 250 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 175 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 225 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 125 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, Acetone-d6, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
  • Other
  • Chemical Taxonomy
    Description Belongs to the class of organic compounds known as 3-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone.
    KingdomOrganic compounds
    Super ClassPhenylpropanoids and polyketides
    ClassFlavonoids
    Sub ClassO-methylated flavonoids
    Direct Parent3-O-methylated flavonoids
    Alternative Parents
    Substituents
    • 3-methoxyflavonoid-skeleton
    • Flavone
    • 3-methoxychromone
    • Chromone
    • Benzopyran
    • 1-benzopyran
    • Alkyl aryl ether
    • Pyranone
    • Monocyclic benzene moiety
    • Pyran
    • Benzenoid
    • Heteroaromatic compound
    • Oxacycle
    • Ether
    • Organoheterocyclic compound
    • Organooxygen compound
    • Hydrocarbon derivative
    • Organic oxygen compound
    • Organic oxide
    • Aromatic heteropolycyclic compound
    Molecular FrameworkAromatic heteropolycyclic compounds
    External DescriptorsNot Available
    Physical Properties
    StateNot Available
    Experimental Properties
    PropertyValueReference
    Melting PointNot AvailableNot Available
    Boiling PointNot AvailableNot Available
    Water SolubilityNot AvailableNot Available
    LogPNot AvailableNot Available
    Predicted Properties
    PropertyValueSource
    logP3.57ALOGPS
    logP2.83ChemAxon
    logS-4.7ALOGPS
    pKa (Strongest Basic)-4.9ChemAxon
    Physiological Charge0ChemAxon
    Hydrogen Acceptor Count3ChemAxon
    Hydrogen Donor Count0ChemAxon
    Polar Surface Area35.53 ŲChemAxon
    Rotatable Bond Count2ChemAxon
    Refractivity73.69 m³·mol⁻¹ChemAxon
    Polarizability26.57 ųChemAxon
    Number of Rings3ChemAxon
    BioavailabilityYesChemAxon
    Rule of FiveYesChemAxon
    Ghose FilterYesChemAxon
    Veber's RuleYesChemAxon
    MDDR-like RuleNoChemAxon
    HMDB IDNot Available
    DrugBank IDNot Available
    Phenol Explorer Compound IDNot Available
    FoodDB IDNot Available
    KNApSAcK IDC00001062
    Chemspider ID128805
    KEGG Compound IDNot Available
    BioCyc IDNot Available
    BiGG IDNot Available
    Wikipedia LinkO-methylated flavonoid
    METLIN IDNot Available
    PubChem Compound146013
    PDB IDNot Available
    ChEBI IDNot Available
    Good Scents IDNot Available
    References
    General References
    1. Dymarska M, Janeczko T, Kostrzewa-Suslow E: Glycosylation of 3-Hydroxyflavone, 3-Methoxyflavone, Quercetin and Baicalein in Fungal Cultures of the Genus Isaria. Molecules. 2018 Sep 27;23(10). pii: molecules23102477. doi: 10.3390/molecules23102477. [PubMed:30262733 ]
    2. Khanal P, Patil BM: Consolidation of network and experimental pharmacology to divulge the antidiabetic action of Ficus benghalensis L. bark. 3 Biotech. 2021 May;11(5):238. doi: 10.1007/s13205-021-02788-7. Epub 2021 Apr 25. [PubMed:33968581 ]
    3. Tang Z, Wang Y, Yang J, Xiao Y, Cai Y, Wan Y, Chen H, Yao H, Shan Z, Li C, Wang G: Isolation and identification of flavonoid-producing endophytic fungi from medicinal plant Conyza blinii H.Lev that exhibit higher antioxidant and antibacterial activities. PeerJ. 2020 Apr 15;8:e8978. doi: 10.7717/peerj.8978. eCollection 2020. [PubMed:32328352 ]
    4. Lee HR, Lee J, Kim HJ: Differential effects of MEK inhibitors on rat neural stem cell differentiation: Repressive roles of MEK2 in neurogenesis and induction of astrocytogenesis by PD98059. Pharmacol Res. 2019 Nov;149:104466. doi: 10.1016/j.phrs.2019.104466. Epub 2019 Sep 25. [PubMed:31562895 ]
    5. Dal-Cim T, Poluceno GG, Lanznaster D, de Oliveira KA, Nedel CB, Tasca CI: Guanosine prevents oxidative damage and glutamate uptake impairment induced by oxygen/glucose deprivation in cortical astrocyte cultures: involvement of A1 and A2A adenosine receptors and PI3K, MEK, and PKC pathways. Purinergic Signal. 2019 Dec;15(4):465-476. doi: 10.1007/s11302-019-09679-w. Epub 2019 Sep 13. [PubMed:31520282 ]