10-Methoxy-14α-hydroxymeloyunine






Names

    • 10-Methoxy-14α-hydroxymeloyunine

Attributes

  • Canonical SMILES

    CC[C@@]12[C@H](O3)[C@H](CN4[C@]1([H])C5=C(C6=C(C=CC(OC)=C6)N5[C@]3(C2)[H])CC4)O

  • InChI

    InChI=1S/C20H24N2O3/c1-3-20-9-16-22-14-5-4-11(24-2)8-13(14)12-6-7-21(18(20)17(12)22)10-15(23)19(20)25-16/h4-5,8,15-16,18-19,23H,3,6-7,9-10H2,1-2H3/t15-,16+,18+,19+,20-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 46.86
  • #RotBonds: 2
  • MW: 340.4230000000001
  • HBD: 1
  • HBA: 5
  • logP: 2.6211000000000015
  • Chemical Formula: C20H24N2O3


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. bovina China, Vietnam 3036760 Cai20150423

External Databases


References

  • Vincan- and eburnan-type alkaloids from Tabernaemontana bovina and their hypoglycemic activity. Phytochemistry, 2021 (PMID 34218044).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Hypoglycemic

Predicted NMR Spectral Data


Predicted MS Fragmentation Pattern

    N.B.: It is recommended to zoom in on a specific area of an MS plot before hovering on a peak.

Predicted ADMET Properties

    Property Model Name Predicted Value
    Absorption Caco-2 (logPaap) -4.8
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.63
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.37
    Distribution Blood-Brain Barrier (Central Nervous System) -3.54
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.61
    Plasma Protein Binding 48.83
    Steady State Volume of Distribution 5.66
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor Non-Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 14.15
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.35
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.56
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.79
    Micronucleos Toxic
    NR-AhR Safe
    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 -5.33
    Rat (Acute) 2.68
    Rat (Chronic Oral) 1.58
    Fathead Minnow 4.02
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 437.52
    Hydration Free Energy -4.48
    Log(D) at pH=7.4 2.47
    Log(P) 2.64
    Log S -2.26
    Log(Vapor Pressure) -9.04
    Melting Point 208.62
    pKa Acid 10.88
    pKa Basic 7.6