Meloyine






Names

    • Meloyine

Attributes

  • Canonical SMILES

    CC[C@]12CC3=C4[C@@]5([C@H]1N(CC5)C[C@H]6[C@@H]2O6)C7=CC=CC=C7N4[C@@H]8C[C@@H]3C91CCC2([C@@H](C9)C(=O)OC)[C@@]3([C@H]1N8CC3)C1=CC=CC=C1N2

  • InChI

    InChI=1S/C40H44N4O3/c1-3-36-19-22-25-18-30(44-28-11-7-5-9-24(28)38(31(22)44)14-16-42(34(36)38)21-29-32(36)47-29)43-17-15-39-23-8-4-6-10-27(23)41-40(39)13-12-37(25,35(39)43)20-26(40)33(45)46-2/h4-11,25-26,29-30,32,34-35,41H,3,12-21H2,1-2H3/t25-,26-,29-,30+,32-,34-,35-,36+,37?,38-,39+,40?/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 60.580000000000005
  • #RotBonds: 2
  • MW: 628.8170000000002
  • HBD: 1
  • HBA: 7
  • logP: 5.163200000000005
  • Chemical Formula: C40H44N4O3


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. bufalina China 403123 Cai20170220

External Databases


References

  • Alkaloids isolated from Tabernaemontana bufalina display xanthine oxidase inhibitory activity. Phytochemistry, 2019 (PMID 31302343).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Xanthine oxidase inhibitory

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) -5.44
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 0.29
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 743.31
    Distribution Blood-Brain Barrier (Central Nervous System) -3.02
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.29
    Plasma Protein Binding 66.61
    Steady State Volume of Distribution 2.35
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Non-Substrate
    CYP 2C19 Inhibitor Non-Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 6.36
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -18.39
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Toxic
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.74
    Liver Injury II Safe
    hERG Blockers Toxic
    Daphnia Maga 6.01
    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 Toxic
    T. Pyriformis -1351186.13
    Rat (Acute) 3.41
    Rat (Chronic Oral) 1.41
    Fathead Minnow 1705.48
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 149796.39
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 4.55
    Log(P) 3.89
    Log S -5.24
    Log(Vapor Pressure) -4840.71
    Melting Point 306.94
    pKa Acid -10.19
    pKa Basic 5.45