10-O-Methylmelodinine M






Names

    • 10-O-Methylmelodinine M

Attributes

  • Canonical SMILES

    CC[C@]34CC(C(OC)=O)=C2NC1=CC(C(OC)=C[C@](O)1[C@@]52[C@H]3N(CC5)CC=C4)=O

  • InChI

    InChI=1S/C22H26N2O5/c1-4-20-6-5-8-24-9-7-21(19(20)24)17(13(11-20)18(26)29-3)23-16-10-14(25)15(28-2)12-22(16,21)27/h5-6,10,12,19,23,27H,4,7-9,11H2,1-3H3/t19-,20-,21-,22-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 88.1
  • #RotBonds: 3
  • MW: 398.4590000000002
  • HBD: 2
  • HBA: 7
  • logP: 1.1752999999999998
  • Chemical Formula: C22H26N2O5


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. bovina China - Cai20170612

External Databases


References

  • Diverse aspidosperma-type alkaloids from the leaves of Tabernaemontana bovina with anti-hepatoma activity. Fitoterapia, 2023 (PMID 37336417).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antihepatoma
    • Cytotoxicity

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) -4.98
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.99
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.88
    Distribution Blood-Brain Barrier (Central Nervous System) -3.18
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.58
    Plasma Protein Binding 48.55
    Steady State Volume of Distribution 0.96
    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 Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 5.55
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -1.65
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.79
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.63
    Micronucleos Toxic
    NR-AhR Safe
    NR-AR Safe
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Toxic
    NR-PPAR-gamma Safe
    NR-TR Safe
    T. Pyriformis -30.7
    Rat (Acute) 3.28
    Rat (Chronic Oral) 2.19
    Fathead Minnow 3.95
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Toxic
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 439.08
    Hydration Free Energy -4.69
    Log(D) at pH=7.4 1.87
    Log(P) 1.2
    Log S -2.35
    Log(Vapor Pressure) -8.51
    Melting Point 222.4
    pKa Acid 5.37
    pKa Basic 6.42