10-O-Methyljerantinine D






Names

    • 10-O-Methyljerantinine D

Attributes

  • Canonical SMILES

    CC[C@]3([C@H]5[C@@H]4O5)CC(C(OC)=O)=C([C@]62[C@H]3N(CC6)C4=O)NC1=C2C=C(OC)C(OC)=C1

  • InChI

    InChI=1S/C23H26N2O6/c1-5-22-10-11(20(27)30-4)17-23(6-7-25(21(22)23)19(26)16-18(22)31-16)12-8-14(28-2)15(29-3)9-13(12)24-17/h8-9,16,18,21,24H,5-7,10H2,1-4H3/t16-,18+,21-,22+,23-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 89.63000000000001
  • #RotBonds: 4
  • MW: 426.46900000000016
  • HBD: 1
  • HBA: 7
  • logP: 1.9761999999999995
  • Chemical Formula: C23H26N2O6


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% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.01
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.25
    Distribution Blood-Brain Barrier (Central Nervous System) -3.15
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.61
    Plasma Protein Binding 33.26
    Steady State Volume of Distribution 1.91
    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 Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 13.29
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.15
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.2
    Liver Injury II Safe
    hERG Blockers Safe
    Daphnia Maga 4.18
    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 -124.39
    Rat (Acute) 2.88
    Rat (Chronic Oral) 2.36
    Fathead Minnow 4.03
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Toxic
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 501.21
    Hydration Free Energy -2.84
    Log(D) at pH=7.4 1.68
    Log(P) 1.47
    Log S -3.64
    Log(Vapor Pressure) -8.2
    Melting Point 213.74
    pKa Acid 5.55
    pKa Basic 4.87