3S-Methyljerantinine A






Names

    • 3S-Methyljerantinine A

Attributes

  • Canonical SMILES

    OC1=CC3=C(NC2=C(C(OC)=O)C[C@@]5(CC)[C@H]4[C@@]23CCN4[C@H](CO)CC5)C=C1OC

  • InChI

    InChI=1S/C23H30N2O5/c1-4-22-6-5-13(12-26)25-8-7-23(21(22)25)15-9-17(27)18(29-2)10-16(15)24-19(23)14(11-22)20(28)30-3/h9-10,13,21,24,26-27H,4-8,11-12H2,1-3H3/t13-,21-,22-,23+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 91.26
  • #RotBonds: 4
  • MW: 414.50200000000024
  • HBD: 3
  • HBA: 7
  • logP: 2.5203000000000007
  • Chemical Formula: C23H30N2O5


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) -5.29
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.12
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.75
    Distribution Blood-Brain Barrier (Central Nervous System) -3.29
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.61
    Plasma Protein Binding 47.52
    Steady State Volume of Distribution 4.15
    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 Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 13.28
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -2.09
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.23
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.87
    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 -57.42
    Rat (Acute) 2.47
    Rat (Chronic Oral) 2.35
    Fathead Minnow 4.06
    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 482.6
    Hydration Free Energy -3.74
    Log(D) at pH=7.4 2.37
    Log(P) 1.84
    Log S -2.83
    Log(Vapor Pressure) -9.22
    Melting Point 211.7
    pKa Acid 6.46
    pKa Basic 7.15