3S-Methyl-10-O-methyljerantinine A






Names

    • 3S-Methyl-10-O-methyljerantinine A

Attributes

  • Canonical SMILES

    CC[C@]34CC(C(OC)=O)=C([C@]52[C@H]3N(CC5)[C@H](CO)C=C4)NC1=C2C=C(OC)C(OC)=C1

  • InChI

    InChI=1S/C24H30N2O5/c1-5-23-7-6-14(13-27)26-9-8-24(22(23)26)16-10-18(29-2)19(30-3)11-17(16)25-20(24)15(12-23)21(28)31-4/h6-7,10-11,14,22,25,27H,5,8-9,12-13H2,1-4H3/t14-,22-,23-,24-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 80.26
  • #RotBonds: 5
  • MW: 426.51300000000015
  • HBD: 2
  • HBA: 7
  • logP: 2.5993000000000004
  • Chemical Formula: C24H30N2O5


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

    • Cytotoxicity
    • Antihepatoma

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) -4.88
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.96
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.98
    Distribution Blood-Brain Barrier (Central Nervous System) -3.16
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.72
    Plasma Protein Binding 48.34
    Steady State Volume of Distribution 2.8
    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 Non-Substrate
    CYP 3A4 Inhibitor Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 10.09
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.97
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.91
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.84
    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 -99.66
    Rat (Acute) 2.74
    Rat (Chronic Oral) 2.23
    Fathead Minnow 4.03
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Toxic
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 469.35
    Hydration Free Energy -3.35
    Log(D) at pH=7.4 2.86
    Log(P) 2.38
    Log S -2.52
    Log(Vapor Pressure) -8.94
    Melting Point 183.26
    pKa Acid 8.09
    pKa Basic 6.68